AED 1,745+ Cheap flights to Chicago

— CHI
30 Sep — 7 Oct1
1 adult
1 adult, Economy, 0 bags

Flights to Chicago in 2026

Enter your travel dates to find the best prices.

Cheapest flights to Chicago

Fri 9/1006:30 -
1 stop18h 40m
Fri 16/1020:00 -
1 stop15h 35m
Deal found 26/8AED 2,670
Fri 16/1006:30 -
1 stop18h 40m
Sat 24/1019:50 -
1 stop16h 45m
Deal found 31/8AED 2,692
Mon 28/921:50 -
1 stop27h 20m
Mon 5/1020:00 -
1 stop23h 05m
Deal found 29/8AED 2,740
Mon 12/1021:50 -
1 stop27h 20m
Mon 19/1020:00 -
1 stop23h 05m
Deal found 28/8AED 2,755
Fri 9/1006:30 -
1 stop18h 40m
Sat 17/1020:00 -
1 stop31h 20m
Deal found 28/8AED 2,791
Tue 20/1004:05 -
2 stops26h 38m
Wed 21/1010:30 -
2 stops33h 05m
Deal found 26/8AED 2,799
Sat 3/1006:30 -
1 stop18h 40m
Sun 4/1020:00 -
1 stop23h 05m
Deal found 28/8AED 2,813
Wed 14/1004:05 -
2 stops26h 38m
Wed 21/1010:30 -
2 stops33h 05m
Deal found 30/8AED 2,835
Fri 23/1018:15 -
2 stops32h 05m
Tue 27/1006:10 -
2 stops29h 50m
Deal found 29/8AED 2,879
Fri 16/1022:30 -
2 stops32h 13m
Sat 24/1006:10 -
2 stops35h 15m
Deal found 31/8AED 2,883
Fri 16/1020:30 -
2 stops29h 50m
Sat 24/1010:30 -
2 stops24h 00m
Deal found 31/8AED 2,887
Wed 16/921:50 -
1 stop27h 20m
Sun 20/920:00 -
1 stop15h 35m
Deal found 31/8AED 2,894

Find flight deals to Chicago

Return from

AED 2,670

One-way from

AED 1,745

Popular in

August

Cheapest in

February

Average price

AED 5,762

Good one-way deal

AED 6,116 or less
Royal Jordanian
  • Royal Jordanian
  • 9/10-16/10
  • 2 total stops
  • 34h 15m total
  • Dubai to Chicago
Royal Jordanian
  • Royal Jordanian
  • 17/11
  • 1 total stop
  • 26h 20m total
  • Dubai to Chicago
Highest demand for flights based on searches. 13% potential increase in price (AED 606 potential increase over avg. return price).
Cheapest flight prices on average. 4% potential price decrease (AED 170 potential savings vs. average return price).
Average for return flights in August 2026
Price to beat on a one-way flight from Dubai Intl to Chicago.

Cheapflights Fare Finder

 
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

DubaiChicago

DXB Dubai Intl - ORD Chicago O'Hare Intl

DXBORD

Dubai Intl

Fri 23/10

18:15-17:20

2 stops32h 05m

Chicago O'Hare Intl

Tue 27/10

06:10-21:00

2 stops29h 50m

AED 2,879

DubaiChicago

DXB Dubai Intl - ORD Chicago O'Hare Intl

DXBORD

Dubai Intl

Wed 9/9

00:40-15:10

1 stop23h 30m

Chicago O'Hare Intl

Thu 17/9

11:30-22:35

2 stops26h 05m

AED 3,922

DubaiChicago

DXB Dubai Intl - ORD Chicago O'Hare Intl

DXBORD

Dubai Intl

Wed 9/9

00:40-15:10

1 stop23h 30m

Chicago O'Hare Intl

Tue 15/9

17:10-22:35

1 stop20h 25m

AED 3,922

DubaiChicago

DXB Dubai Intl - ORD Chicago O'Hare Intl

DXBORD

Dubai Intl

Fri 11/9

00:40-16:30

2 stops24h 50m

Chicago O'Hare Intl

Thu 17/9

17:10-22:35

1 stop20h 25m

AED 3,952

DubaiChicago

DXB Dubai Intl - ORD Chicago O'Hare Intl

DXBORD

Dubai Intl

Fri 11/9

00:40-16:30

2 stops24h 50m

Chicago O'Hare Intl

Sat 19/9

14:30-22:35

2 stops23h 05m

AED 3,963

DubaiChicago

DXB Dubai Intl - ORD Chicago O'Hare Intl

DXBORD

Dubai Intl

Fri 11/9

00:40-16:30

2 stops24h 50m

Chicago O'Hare Intl

Tue 15/9

11:30-22:35

2 stops26h 05m

AED 3,963

DubaiChicago

DXB Dubai Intl - ORD Chicago O'Hare Intl

DXBORD

Dubai Intl

Wed 9/9

00:40-15:10

1 stop23h 30m

Chicago O'Hare Intl

Wed 16/9

17:40-22:35

2 stops43h 55m

AED 3,963

DubaiChicago

DXB Dubai Intl - MDW Chicago Midway

DXBMDW

Dubai Intl

Wed 2/12

06:45-22:55

2 stops26h 10m

Chicago Midway

Sat 2/1

11:47-00:01

2 stops26h 14m

AED 4,128

DubaiChicago

DXB Dubai Intl - MDW Chicago Midway

DXBMDW

Dubai Intl

Wed 9/12

01:55-22:55

2 stops31h 00m

Chicago Midway

Tue 29/12

18:15-23:20

2 stops19h 05m

AED 4,132

DubaiChicago

DXB Dubai Intl - MDW Chicago Midway

DXBMDW

Dubai Intl

Wed 21/10

00:40-22:33

2 stops30h 53m

Chicago Midway

Sun 25/10

13:27-23:20

2 stops24h 53m

AED 4,246

Flights are sorted by cheapest return flights first.

Deals found on 26/8

Showing 1-10 of 34 resultsSorted by cheapest first
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3
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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.
Estimated return price

Cheapflights Insights

Everything you need to know about your flight to Chicago

How long is the flight to Chicago?

On average, a flight from Dubai to Chicago takes 20 hours 30 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 cheapest airlines that fly to Chicago?

The cheapest airlines flying from Dubai to Chicago are United Airlines, Qatar Airways and Emirates.

Rainfall in Chicago 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

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

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.

Food

7.9

Overall

8.1

Boarding

8.2

Crew

8.4

Entertainment

8.2

Comfort

8.0

Reviews

1 / 20
4.0
Okay

Milind,Aug 2026

DXB - SFO

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.

Food

7.9

Overall

8.1

Boarding

8.2

Crew

8.4

Entertainment

8.2

Comfort

8.0

Reviews

1 / 20
4.0
Okay

Milind,Aug 2026

DXB - SFO

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.

Food

7.9

Overall

8.1

Boarding

8.2

Crew

8.4

Entertainment

8.2

Comfort

8.0

Reviews

1 / 20
4.0
Okay

Milind,Aug 2026

DXB - SFO

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.

Food

7.9

Overall

8.1

Boarding

8.2

Crew

8.4

Entertainment

8.2

Comfort

8.0

Reviews

1 / 20
4.0
Okay

Milind,Aug 2026

DXB - SFO

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.

Food

7.9

Overall

8.1

Boarding

8.2

Crew

8.4

Entertainment

8.2

Comfort

8.0

Reviews

1 / 20
4.0
Okay

Milind,Aug 2026

DXB - SFO

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.

Food

7.9

Overall

8.1

Boarding

8.2

Crew

8.4

Entertainment

8.2

Comfort

8.0

Reviews

1 / 20
4.0
Okay

Milind,Aug 2026

DXB - SFO

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.

  • What is the best airline to fly to Chicago?

    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 3,060.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around AED 6,667, however they can be found for as little as AED 3,060.

  • Where does the fastest flight to Chicago depart from?

    For those looking to save time traveling to Chicago, Abu Dhabi Zayed Intl offers the quickest one-way flight (14 hours 40 minutes).

  • Does Chicago O'Hare Intl have rental cars?

    Yes. Those touching down at Chicago O'Hare Intl can take advantage of the car hire services offered upon their arrival.

  • Are there hotels close to Chicago O'Hare Intl?

    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).

See more FAQs

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