This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 21/9. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
17 Oct — 24 Oct1
Return
1 adult
Economy
Return
1 adult, Economy, 0 bags
Flights to Chicago in 2026
Enter your travel dates to find the best prices.
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Direct
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Cheapest flights to Chicago
Explore the most affordable flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on 17 September 2026.
Fri 6/1122:45 -
1 stop26h 20m
Mon 16/1118:50 -
1 stop16h 45m
Deal found 16/9AED 2,659
Thu 1/1021:50 -
1 stop27h 20m
Mon 5/1020:00 -
1 stop15h 35m
Deal found 15/9AED 2,662
Wed 30/921:50 -
1 stop18h 00m
Sun 4/1020:00 -
1 stop15h 35m
Deal found 14/9AED 2,673
Wed 7/1013:20 -
1 stop26h 30m
Mon 12/1020:00 -
1 stop23h 05m
Deal found 15/9AED 2,725
Fri 25/906:30 -
1 stop18h 40m
Mon 9/1118:50 -
1 stop16h 45m
Deal found 14/9AED 2,739
Mon 12/1013:20 -
1 stop35h 50m
Fri 16/1020:00 -
1 stop23h 05m
Deal found 13/9AED 2,747
Mon 12/1021:50 -
1 stop27h 20m
Sat 24/1019:50 -
1 stop23h 25m
Deal found 16/9AED 2,750
Fri 2/1020:30 -
2 stops29h 33m
Tue 6/1006:10 -
2 stops23h 20m
Deal found 16/9AED 2,765
Fri 16/1006:30 -
1 stop18h 40m
Fri 23/1020:00 -
1 stop15h 35m
Deal found 16/9AED 2,802
Fri 30/1006:45 -
1 stop18h 20m
Fri 6/1118:50 -
1 stop16h 45m
Deal found 15/9AED 2,816
Fri 2/1006:30 -
1 stop18h 40m
Tue 6/1020:00 -
1 stop15h 35m
Deal found 16/9AED 2,820
Sun 4/1006:30 -
1 stop18h 40m
Sun 11/1020:00 -
1 stop31h 20m
Deal found 14/9AED 2,824
Best flights to Chicago
Discover carefully curated flight deals to Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 17 September 2026.
Wed 9/1201:50 -
1 stop24h 25m
Thu 31/1221:50 -
1 stop23h 40m
Deal found 17/9AED 2,879
Wed 14/1018:15 -
2 stops32h 05m
Tue 20/1006:10 -
2 stops23h 20m
Deal found 16/9AED 2,996
Tue 29/904:05 -
2 stops26h 32m
Sat 3/1006:00 -
2 stops30h 30m
Deal found 13/9AED 3,077
Fri 13/1101:30 -
1 stop21h 40m
Tue 24/1121:50 -
1 stop23h 40m
Deal found 13/9AED 3,129
Wed 14/1000:40 -
2 stops22h 35m
Sun 25/1008:29 -
2 stops29h 51m
Deal found 16/9AED 3,925
Wed 4/1101:30 -
2 stops31h 03m
Tue 17/1117:13 -
2 stops20h 07m
Deal found 17/9AED 4,069
Mon 16/1101:55 -
2 stops24h 23m
Tue 1/1217:14 -
2 stops20h 47m
Deal found 17/9AED 4,696
Thu 1/1021:00 -
2 stops33h 37m
Mon 5/1006:00 -
2 stops30h 30m
Deal found 15/9AED 3,088
Sat 10/1009:55 -
Nonstop15h 05m
Wed 21/1010:32 -
1 stop24h 03m
Deal found 16/9AED 6,331
Fri 13/1101:50 -
2 stops32h 11m
Tue 24/1113:30 -
2 stops22h 55m
Deal found 13/9AED 3,180
Sat 14/1106:45 -
2 stops26h 09m
Tue 24/1117:13 -
2 stops20h 07m
Deal found 15/9AED 3,940
Sat 31/1006:45 -
2 stops24h 48m
Sat 7/1116:19 -
2 stops21h 01m
Deal found 16/9AED 3,940
Sat 14/1123:35 -
3 stops25h 30m
Tue 24/1120:40 -
2 stops40h 20m
Deal found 13/9AED 3,962
Thu 10/1201:55 -
2 stops24h 22m
Wed 30/1217:05 -
2 stops20h 56m
Deal found 17/9AED 3,951
Wed 7/1017:10 -
3 stops30h 16m
Wed 14/1014:37 -
3 stops28h 33m
Deal found 16/9AED 9,841
Wed 9/1201:55 -
2 stops24h 22m
Thu 31/1211:47 -
2 stops26h 14m
Deal found 17/9AED 3,951
Wed 28/1001:30 -
2 stops30h 03m
Thu 5/1112:27 -
2 stops24h 53m
Deal found 14/9AED 3,962
Thu 29/1001:30 -
2 stops30h 03m
Fri 6/1116:19 -
2 stops22h 51m
Deal found 15/9AED 4,450
Sun 11/1000:40 -
2 stops30h 53m
Fri 16/1018:44 -
2 stops42h 51m
Deal found 13/9AED 4,472
Tue 27/1006:30 -
2 stops25h 03m
Sat 7/1116:19 -
2 stops21h 42m
Deal found 16/9AED 4,520
Direct flights to Chicago
Explore direct flight options to Chicago based on user searches, and compare prices and availability for your desired travel dates. Data last updated 17 September 2026.
Wed 7/1009:55 -
Nonstop15h 05m
Wed 14/1020:35 -
Nonstop13h 40m
Deal found 16/9AED 5,229
Wed 28/1009:45 -
Nonstop15h 00m
Wed 7/420:35 -
Nonstop13h 40m
Deal found 14/9AED 5,280
Tue 22/909:55 -
Nonstop15h 00m
Thu 15/1020:35 -
Nonstop13h 40m
Deal found 15/9AED 5,350
Mon 12/1009:55 -
Nonstop15h 05m
Fri 23/1020:35 -
Nonstop13h 40m
Deal found 16/9AED 5,376
Sun 11/1009:55 -
Nonstop15h 05m
Mon 26/1020:45 -
Nonstop13h 25m
Deal found 16/9AED 5,390
Mon 5/1009:55 -
Nonstop15h 05m
Sat 10/1020:35 -
Nonstop13h 40m
Deal found 16/9AED 5,508
Tue 17/1109:45 -
Nonstop15h 10m
Tue 1/1219:45 -
Nonstop13h 25m
Deal found 17/9AED 5,515
Mon 12/1009:55 -
Nonstop15h 05m
Sat 24/1020:35 -
Nonstop13h 40m
Deal found 16/9AED 5,526
Sat 10/1009:55 -
Nonstop15h 05m
Tue 20/1020:35 -
Nonstop13h 40m
Deal found 16/9AED 5,541
Sat 3/1009:55 -
Nonstop15h 05m
Sat 17/1020:35 -
Nonstop13h 40m
Deal found 16/9AED 5,559
Thu 29/1009:45 -
Nonstop15h 00m
Thu 5/1119:45 -
Nonstop13h 25m
Deal found 14/9AED 5,589
Sat 31/1009:45 -
Nonstop15h 00m
Sat 7/1119:45 -
Nonstop13h 25m
Deal found 16/9AED 5,633
Last-minute flights to Chicago
Discover last-minute flight deals to Chicago. Data last updated 17 September 2026 and is based on user searches.
Fri 25/906:30 -
1 stop18h 40m
Mon 9/1118:50 -
1 stop16h 45m
Deal found 14/9AED 2,739
Wed 30/921:50 -
1 stop18h 00m
Sun 4/1020:00 -
1 stop15h 35m
Deal found 14/9AED 2,673
Thu 1/1021:50 -
1 stop27h 20m
Mon 5/1020:00 -
1 stop15h 35m
Deal found 15/9AED 2,662
Fri 2/1020:30 -
2 stops29h 33m
Tue 6/1006:10 -
2 stops23h 20m
Deal found 16/9AED 2,765
Fri 2/1006:30 -
1 stop18h 40m
Tue 6/1020:00 -
1 stop15h 35m
Deal found 16/9AED 2,820
Sun 4/1006:30 -
1 stop18h 40m
Sun 11/1020:00 -
1 stop31h 20m
Deal found 14/9AED 2,824
Wed 7/1013:20 -
1 stop26h 30m
Mon 12/1020:00 -
1 stop23h 05m
Deal found 15/9AED 2,725
Mon 12/1013:20 -
1 stop35h 50m
Fri 16/1020:00 -
1 stop23h 05m
Deal found 13/9AED 2,747
Mon 12/1021:50 -
1 stop27h 20m
Fri 23/1020:00 -
1 stop15h 35m
Deal found 16/9AED 2,750
Fri 16/1006:30 -
1 stop18h 40m
Fri 23/1020:00 -
1 stop15h 35m
Deal found 16/9AED 2,802
Fri 30/1006:45 -
1 stop18h 20m
Fri 6/1118:50 -
1 stop16h 45m
Deal found 15/9AED 2,816
Sat 31/1006:45 -
1 stop18h 20m
Sat 7/1118:50 -
1 stop23h 25m
Deal found 16/9AED 2,842
One-way flights to Chicago
Search for one-way flight options to Chicago. Find affordable one-way fares based on user searches. Data last updated 17 September 2026.
Mon 21/921:50 -
1 stop27h 20m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 14/9AED 1,696
Tue 22/906:30 -
1 stop18h 40m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 15/9AED 1,700
Wed 23/913:20 -
1 stop35h 50m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 16/9AED 1,704
Fri 25/913:20 -
1 stop35h 50m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 13/9AED 1,707
Thu 8/1021:50 -
1 stop27h 20m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 14/9AED 1,733
Sat 14/1122:45 -
1 stop26h 20m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 15/9AED 1,748
Wed 30/921:50 -
1 stop18h 00m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 14/9AED 1,777
Wed 30/913:20 -
2 stops36h 39m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 16/9AED 1,781
Mon 19/1013:20 -
1 stop35h 50m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 16/9AED 1,796
Wed 7/1021:50 -
1 stop18h 00m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 14/9AED 1,799
Wed 21/1016:00 -
2 stops34h 20m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 13/9AED 1,829
Sun 4/1022:10 -
3 stops52h 36m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 17/9AED 2,291
Find flight deals to Chicago
Find the latest flights to Chicago in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 7,457,451 searches and data was last updated on 17 September 2026.
Locate flights to Chicago that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 7,457,451 searches and data was last updated on 17 September 2026.
Use the filters below to find and compare flights to Chicago that are best for you.
Fly from
Route
Departure
Return
Price
Cheapest return flight
Fastest return journey
DubaiChicago
DXB Dubai Intl - ORD Chicago O'Hare Intl
DXBORD
Dubai Intl
Tue 29/9
06:30-16:10
1 stop18h 40m
Chicago O'Hare Intl
Wed 31/12
00:00-10:00
Nonstop0h 00m
AED 1,744
DubaiChicago
DXB Dubai Intl - ORD Chicago O'Hare Intl
DXBORD
Dubai Intl
Wed 23/9
21:50-16:10
1 stop27h 20m
Chicago O'Hare Intl
Wed 31/12
00:00-10:00
Nonstop0h 00m
AED 1,744
DubaiChicago
DXB Dubai Intl - ORD Chicago O'Hare Intl
DXBORD
Dubai Intl
Sun 4/10
21:00-21:37
2 stops33h 37m
Chicago O'Hare Intl
Wed 31/12
00:00-10:00
Nonstop0h 00m
AED 2,001
DubaiChicago
DXB Dubai Intl - ORD Chicago O'Hare Intl
DXBORD
Dubai Intl
Sun 25/10
17:30-21:43
2 stops37h 13m
Chicago O'Hare Intl
Wed 31/12
00:00-10:00
Nonstop0h 00m
AED 2,005
DubaiChicago
DXB Dubai Intl - ORD Chicago O'Hare Intl
DXBORD
Dubai Intl
Tue 29/9
04:05-21:37
2 stops26h 32m
Chicago O'Hare Intl
Wed 31/12
00:00-10:00
Nonstop0h 00m
AED 2,005
DubaiChicago
DXB Dubai Intl - ORD Chicago O'Hare Intl
DXBORD
Dubai Intl
Fri 6/11
16:00-17:20
2 stops35h 20m
Chicago O'Hare Intl
Wed 31/12
00:00-10:00
Nonstop0h 00m
AED 2,031
DubaiChicago
DXB Dubai Intl - ORD Chicago O'Hare Intl
DXBORD
Dubai Intl
Fri 23/10
20:30-21:43
2 stops34h 13m
Chicago O'Hare Intl
Wed 31/12
00:00-10:00
Nonstop0h 00m
AED 2,049
DubaiChicago
DXB Dubai Intl - ORD Chicago O'Hare Intl
DXBORD
Dubai Intl
Tue 22/9
21:00-21:37
2 stops33h 37m
Chicago O'Hare Intl
Wed 31/12
00:00-10:00
Nonstop0h 00m
AED 2,119
DubaiChicago
DXB Dubai Intl - ORD Chicago O'Hare Intl
DXBORD
Dubai Intl
Sun 20/9
14:15-08:35
3 stops27h 20m
Chicago O'Hare Intl
Wed 31/12
00:00-10:00
Nonstop0h 00m
AED 2,148
DubaiChicago
DXB Dubai Intl - ORD Chicago O'Hare Intl
DXBORD
Dubai Intl
Wed 23/9
21:00-15:40
3 stops27h 40m
Chicago O'Hare Intl
Wed 31/12
00:00-10:00
Nonstop0h 00m
AED 2,155
Flights are sorted by cheapest return flights first.
Deals found on 14/9
Showing 1-10 of 37 resultsSorted by cheapest first
1
2
3
4
Best time to book a flight to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago with our price prediction graph.
DXB-CHI
DXB-ORD
DXB-MDW
Estimated return price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight to Chicago
DXB-CHI
DXB-ORD
DXB-MDW
How long is the flight to Chicago?
On average, a flight from Dubai to Chicago takes 19 hours 29 minutes. Flights to Chicago from other popular cities in United Arab Emirates will vary in length. Below are a few examples of popular routes and their flight times.
What are the most popular airlines that fly to Chicago?
The most popular airlines flying from Dubai to Chicago are United Airlines and Emirates.
What are the cheapest airlines that fly to Chicago?
The cheapest airlines flying from Dubai to Chicago are United Airlines and Emirates.
Rainfall in Chicago by month
Plan your trip to Chicago by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.
Temperature in Chicago by month
Plan your trip to Chicago by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 17 September 2026.
See what other customers who have flown with Emirates,KLM, andQatar Airways to the United States have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Subject: Disappointing Experience Relative to Your Premium Brand I chose your airline because of its reputation as a premium carrier and was willing to pay a significant premium for that experience. Unfortunately, several aspects of my journey fell well short of the standard I expected. Airport Experience At check-in, I was initially directed to the regular line and then told to move to the U.S. line, resulting in unnecessary delays and confusion. I attempted to purchase a Business Class upgrade for my wife, who was traveling in Premium Economy. I was directed to a reservations desk that was unattended. After searching for another service window and waiting approximately 15 minutes, I eventually gave up. This was a frustrating experience that should have been much easier to navigate. Onboard Experience The lounge experience was excellent and is one of the highlights of the journey. Once onboard, I tried again to upgrade my wife to Business Class. I was quoted approximately $1,500 for a single flight segment, which was difficult to justify. What was even more frustrating was discovering later that several Business Class seats remained empty. It seems counterproductive to let seats go unused rather than offer a more reasonable last-minute upgrade option. Had the price been more aligned with market realities, my wife could have traveled with me in Business Class and both the airline and the customer would have benefited. The inflight entertainment was disappointing. The quality of the system and the selection of English-language movies were well below what I would expect from a premium international airline. I spent much of the flight unable to find suitable content. During the final meal service before landing, I was never offered a meal despite being awake and attentive. While I have no doubt the crew would have provided one had I specifically requested it, I do not believe customers should have to ask to receive a standard meal service. What Worked Well The chauffeur/car pickup service at all locations was excellent and consistently met expectations. The lounge experience was also very good. Loyalty Program One factor that makes it difficult for me to remain loyal is that your frequent flyer program is not integrated into one of the major global mileage ecosystems in the same way airlines such as United participate in broader alliances. Given your premium pricing and limited route network relative to larger carriers, consolidating miles and status benefits across multiple airlines is an important consideration for travelers like me. Overall Impression This was not an inexpensive trip. In fact, given recent geopolitical concerns in the region, choosing this routing required a degree of trust and willingness to accept additional travel risk. Unfortunately, the overall experience did not justify either the premium price or that trust. When I combine the airport issues, upgrade frustrations, entertainment shortcomings, missed meal service, and loyalty limitations, I cannot say I received the level of experience your brand promises. As things stand today, I am unlikely to choose your airline again, and my wife is already encouraging me to consider alternatives for my next international trip in December. I share this feedback because I believe your airline has the potential to deliver a truly exceptional experience, but this journey fell significantly short of that expectation.
Subject: Disappointing Experience Relative to Your Premium Brand I chose your airline because of its reputation as a premium carrier and was willing to pay a significant premium for that experience. Unfortunately, several aspects of my journey fell well short of the standard I expected. Airport Experience At check-in, I was initially directed to the regular line and then told to move to the U.S. line, resulting in unnecessary delays and confusion. I attempted to purchase a Business Class upgrade for my wife, who was traveling in Premium Economy. I was directed to a reservations desk that was unattended. After searching for another service window and waiting approximately 15 minutes, I eventually gave up. This was a frustrating experience that should have been much easier to navigate. Onboard Experience The lounge experience was excellent and is one of the highlights of the journey. Once onboard, I tried again to upgrade my wife to Business Class. I was quoted approximately $1,500 for a single flight segment, which was difficult to justify. What was even more frustrating was discovering later that several Business Class seats remained empty. It seems counterproductive to let seats go unused rather than offer a more reasonable last-minute upgrade option. Had the price been more aligned with market realities, my wife could have traveled with me in Business Class and both the airline and the customer would have benefited. The inflight entertainment was disappointing. The quality of the system and the selection of English-language movies were well below what I would expect from a premium international airline. I spent much of the flight unable to find suitable content. During the final meal service before landing, I was never offered a meal despite being awake and attentive. While I have no doubt the crew would have provided one had I specifically requested it, I do not believe customers should have to ask to receive a standard meal service. What Worked Well The chauffeur/car pickup service at all locations was excellent and consistently met expectations. The lounge experience was also very good. Loyalty Program One factor that makes it difficult for me to remain loyal is that your frequent flyer program is not integrated into one of the major global mileage ecosystems in the same way airlines such as United participate in broader alliances. Given your premium pricing and limited route network relative to larger carriers, consolidating miles and status benefits across multiple airlines is an important consideration for travelers like me. Overall Impression This was not an inexpensive trip. In fact, given recent geopolitical concerns in the region, choosing this routing required a degree of trust and willingness to accept additional travel risk. Unfortunately, the overall experience did not justify either the premium price or that trust. When I combine the airport issues, upgrade frustrations, entertainment shortcomings, missed meal service, and loyalty limitations, I cannot say I received the level of experience your brand promises. As things stand today, I am unlikely to choose your airline again, and my wife is already encouraging me to consider alternatives for my next international trip in December. I share this feedback because I believe your airline has the potential to deliver a truly exceptional experience, but this journey fell significantly short of that expectation.
Subject: Disappointing Experience Relative to Your Premium Brand I chose your airline because of its reputation as a premium carrier and was willing to pay a significant premium for that experience. Unfortunately, several aspects of my journey fell well short of the standard I expected. Airport Experience At check-in, I was initially directed to the regular line and then told to move to the U.S. line, resulting in unnecessary delays and confusion. I attempted to purchase a Business Class upgrade for my wife, who was traveling in Premium Economy. I was directed to a reservations desk that was unattended. After searching for another service window and waiting approximately 15 minutes, I eventually gave up. This was a frustrating experience that should have been much easier to navigate. Onboard Experience The lounge experience was excellent and is one of the highlights of the journey. Once onboard, I tried again to upgrade my wife to Business Class. I was quoted approximately $1,500 for a single flight segment, which was difficult to justify. What was even more frustrating was discovering later that several Business Class seats remained empty. It seems counterproductive to let seats go unused rather than offer a more reasonable last-minute upgrade option. Had the price been more aligned with market realities, my wife could have traveled with me in Business Class and both the airline and the customer would have benefited. The inflight entertainment was disappointing. The quality of the system and the selection of English-language movies were well below what I would expect from a premium international airline. I spent much of the flight unable to find suitable content. During the final meal service before landing, I was never offered a meal despite being awake and attentive. While I have no doubt the crew would have provided one had I specifically requested it, I do not believe customers should have to ask to receive a standard meal service. What Worked Well The chauffeur/car pickup service at all locations was excellent and consistently met expectations. The lounge experience was also very good. Loyalty Program One factor that makes it difficult for me to remain loyal is that your frequent flyer program is not integrated into one of the major global mileage ecosystems in the same way airlines such as United participate in broader alliances. Given your premium pricing and limited route network relative to larger carriers, consolidating miles and status benefits across multiple airlines is an important consideration for travelers like me. Overall Impression This was not an inexpensive trip. In fact, given recent geopolitical concerns in the region, choosing this routing required a degree of trust and willingness to accept additional travel risk. Unfortunately, the overall experience did not justify either the premium price or that trust. When I combine the airport issues, upgrade frustrations, entertainment shortcomings, missed meal service, and loyalty limitations, I cannot say I received the level of experience your brand promises. As things stand today, I am unlikely to choose your airline again, and my wife is already encouraging me to consider alternatives for my next international trip in December. I share this feedback because I believe your airline has the potential to deliver a truly exceptional experience, but this journey fell significantly short of that expectation.
Subject: Disappointing Experience Relative to Your Premium Brand I chose your airline because of its reputation as a premium carrier and was willing to pay a significant premium for that experience. Unfortunately, several aspects of my journey fell well short of the standard I expected. Airport Experience At check-in, I was initially directed to the regular line and then told to move to the U.S. line, resulting in unnecessary delays and confusion. I attempted to purchase a Business Class upgrade for my wife, who was traveling in Premium Economy. I was directed to a reservations desk that was unattended. After searching for another service window and waiting approximately 15 minutes, I eventually gave up. This was a frustrating experience that should have been much easier to navigate. Onboard Experience The lounge experience was excellent and is one of the highlights of the journey. Once onboard, I tried again to upgrade my wife to Business Class. I was quoted approximately $1,500 for a single flight segment, which was difficult to justify. What was even more frustrating was discovering later that several Business Class seats remained empty. It seems counterproductive to let seats go unused rather than offer a more reasonable last-minute upgrade option. Had the price been more aligned with market realities, my wife could have traveled with me in Business Class and both the airline and the customer would have benefited. The inflight entertainment was disappointing. The quality of the system and the selection of English-language movies were well below what I would expect from a premium international airline. I spent much of the flight unable to find suitable content. During the final meal service before landing, I was never offered a meal despite being awake and attentive. While I have no doubt the crew would have provided one had I specifically requested it, I do not believe customers should have to ask to receive a standard meal service. What Worked Well The chauffeur/car pickup service at all locations was excellent and consistently met expectations. The lounge experience was also very good. Loyalty Program One factor that makes it difficult for me to remain loyal is that your frequent flyer program is not integrated into one of the major global mileage ecosystems in the same way airlines such as United participate in broader alliances. Given your premium pricing and limited route network relative to larger carriers, consolidating miles and status benefits across multiple airlines is an important consideration for travelers like me. Overall Impression This was not an inexpensive trip. In fact, given recent geopolitical concerns in the region, choosing this routing required a degree of trust and willingness to accept additional travel risk. Unfortunately, the overall experience did not justify either the premium price or that trust. When I combine the airport issues, upgrade frustrations, entertainment shortcomings, missed meal service, and loyalty limitations, I cannot say I received the level of experience your brand promises. As things stand today, I am unlikely to choose your airline again, and my wife is already encouraging me to consider alternatives for my next international trip in December. I share this feedback because I believe your airline has the potential to deliver a truly exceptional experience, but this journey fell significantly short of that expectation.
Subject: Disappointing Experience Relative to Your Premium Brand I chose your airline because of its reputation as a premium carrier and was willing to pay a significant premium for that experience. Unfortunately, several aspects of my journey fell well short of the standard I expected. Airport Experience At check-in, I was initially directed to the regular line and then told to move to the U.S. line, resulting in unnecessary delays and confusion. I attempted to purchase a Business Class upgrade for my wife, who was traveling in Premium Economy. I was directed to a reservations desk that was unattended. After searching for another service window and waiting approximately 15 minutes, I eventually gave up. This was a frustrating experience that should have been much easier to navigate. Onboard Experience The lounge experience was excellent and is one of the highlights of the journey. Once onboard, I tried again to upgrade my wife to Business Class. I was quoted approximately $1,500 for a single flight segment, which was difficult to justify. What was even more frustrating was discovering later that several Business Class seats remained empty. It seems counterproductive to let seats go unused rather than offer a more reasonable last-minute upgrade option. Had the price been more aligned with market realities, my wife could have traveled with me in Business Class and both the airline and the customer would have benefited. The inflight entertainment was disappointing. The quality of the system and the selection of English-language movies were well below what I would expect from a premium international airline. I spent much of the flight unable to find suitable content. During the final meal service before landing, I was never offered a meal despite being awake and attentive. While I have no doubt the crew would have provided one had I specifically requested it, I do not believe customers should have to ask to receive a standard meal service. What Worked Well The chauffeur/car pickup service at all locations was excellent and consistently met expectations. The lounge experience was also very good. Loyalty Program One factor that makes it difficult for me to remain loyal is that your frequent flyer program is not integrated into one of the major global mileage ecosystems in the same way airlines such as United participate in broader alliances. Given your premium pricing and limited route network relative to larger carriers, consolidating miles and status benefits across multiple airlines is an important consideration for travelers like me. Overall Impression This was not an inexpensive trip. In fact, given recent geopolitical concerns in the region, choosing this routing required a degree of trust and willingness to accept additional travel risk. Unfortunately, the overall experience did not justify either the premium price or that trust. When I combine the airport issues, upgrade frustrations, entertainment shortcomings, missed meal service, and loyalty limitations, I cannot say I received the level of experience your brand promises. As things stand today, I am unlikely to choose your airline again, and my wife is already encouraging me to consider alternatives for my next international trip in December. I share this feedback because I believe your airline has the potential to deliver a truly exceptional experience, but this journey fell significantly short of that expectation.
Subject: Disappointing Experience Relative to Your Premium Brand I chose your airline because of its reputation as a premium carrier and was willing to pay a significant premium for that experience. Unfortunately, several aspects of my journey fell well short of the standard I expected. Airport Experience At check-in, I was initially directed to the regular line and then told to move to the U.S. line, resulting in unnecessary delays and confusion. I attempted to purchase a Business Class upgrade for my wife, who was traveling in Premium Economy. I was directed to a reservations desk that was unattended. After searching for another service window and waiting approximately 15 minutes, I eventually gave up. This was a frustrating experience that should have been much easier to navigate. Onboard Experience The lounge experience was excellent and is one of the highlights of the journey. Once onboard, I tried again to upgrade my wife to Business Class. I was quoted approximately $1,500 for a single flight segment, which was difficult to justify. What was even more frustrating was discovering later that several Business Class seats remained empty. It seems counterproductive to let seats go unused rather than offer a more reasonable last-minute upgrade option. Had the price been more aligned with market realities, my wife could have traveled with me in Business Class and both the airline and the customer would have benefited. The inflight entertainment was disappointing. The quality of the system and the selection of English-language movies were well below what I would expect from a premium international airline. I spent much of the flight unable to find suitable content. During the final meal service before landing, I was never offered a meal despite being awake and attentive. While I have no doubt the crew would have provided one had I specifically requested it, I do not believe customers should have to ask to receive a standard meal service. What Worked Well The chauffeur/car pickup service at all locations was excellent and consistently met expectations. The lounge experience was also very good. Loyalty Program One factor that makes it difficult for me to remain loyal is that your frequent flyer program is not integrated into one of the major global mileage ecosystems in the same way airlines such as United participate in broader alliances. Given your premium pricing and limited route network relative to larger carriers, consolidating miles and status benefits across multiple airlines is an important consideration for travelers like me. Overall Impression This was not an inexpensive trip. In fact, given recent geopolitical concerns in the region, choosing this routing required a degree of trust and willingness to accept additional travel risk. Unfortunately, the overall experience did not justify either the premium price or that trust. When I combine the airport issues, upgrade frustrations, entertainment shortcomings, missed meal service, and loyalty limitations, I cannot say I received the level of experience your brand promises. As things stand today, I am unlikely to choose your airline again, and my wife is already encouraging me to consider alternatives for my next international trip in December. I share this feedback because I believe your airline has the potential to deliver a truly exceptional experience, but this journey fell significantly short of that expectation.
FAQs about flying to Chicago
Can I find cheaper flights to Chicago if I am willing to have stopovers?
Yes, flights with stopovers are often cheaper than direct flights. Keep an eye out for flight deals to Chicago on Cheapflights that require 1 or 2 stops for potential cost savings.
Based on reviews from Cheapflights users, United Airlines is rated the highest out of the airlines that fly to Chicago.
What is the cheapest airport to fly to in Chicago?
Chicago Midway is currently the cheapest airport to fly to in Chicago. One-way flights to Chicago Midway typically cost AED 618, while return flights cost around AED 3,059.
Yes. Chicago O'Hare Intl has hotels nearby for those requiring accommodations. Hilton Chicago O'Hare Airport is the closest property to Chicago O'Hare Intl (0.0 km away from Chicago O'Hare Intl).
Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.
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Can Cheapflights find flights to Chicago with no change fees?
Certainly. Search results for flights to Chicago shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.
Can Cheapflights notify me if prices for flights to Chicago become cheaper?
Yes, Cheapflights offers price alerts on Chicago flights so you can book your flight when prices are ideal. Enable price alerts by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.
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