AED 1,774+ Cheap flights to Chicago

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 30/9. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
20 Jun — 27 Jun1
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
Explore the most affordable flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on 21 May 2026.

Thu 19/1102:15
DXB
-
ORD
1 stop29h 32m
United Airlines
Tue 24/1116:45
ORD
-
DXB
1 stop16h 55m
United Airlines
Deal found 19/5AED 2,882
Fri 4/922:30
DXB
-
ORD
2 stops28h 11m
SAUDIA
Wed 30/910:40
ORD
-
DXB
2 stops32h 55m
SAUDIA
Deal found 18/5AED 2,886
Fri 2/1020:30
DXB
-
ORD
2 stops29h 50m
Multiple Airlines
Fri 9/1009:41
ORD
-
DXB
2 stops31h 44m
Multiple Airlines
Deal found 17/5AED 2,930
Fri 2/1021:50
DXB
-
ORD
1 stop27h 20m
Royal Jordanian
Fri 9/1020:00
ORD
-
DXB
1 stop23h 05m
Royal Jordanian
Deal found 17/5AED 2,989
Fri 23/1021:50
DXB
-
ORD
1 stop27h 20m
Royal Jordanian
Sun 8/1118:50
ORD
-
DXB
1 stop31h 55m
Royal Jordanian
Deal found 18/5AED 3,051
Fri 5/606:30
DXB
-
ORD
1 stop18h 40m
Royal Jordanian
Sat 8/811:10
ORD
-
DXB
1 stop16h 10m
Royal Jordanian
Deal found 16/5AED 3,066
Sun 7/606:30
DXB
-
ORD
1 stop18h 40m
Royal Jordanian
Sun 23/820:00
ORD
-
DXB
1 stop31h 20m
Royal Jordanian
Deal found 16/5AED 3,128
Thu 19/1101:50
DXB
-
ORD
2 stops20h 20m
SWISS
Tue 24/1117:45
ORD
-
DXB
2 stops18h 30m
SWISS
Deal found 19/5AED 3,217
Thu 18/615:20
DXB
-
ORD
2 stops31h 02m
Multiple Airlines
Mon 20/715:40
ORD
-
DXB
2 stops23h 19m
Multiple Airlines
Deal found 18/5AED 3,220
Fri 5/604:00
DXB
-
ORD
2 stops24h 25m
Multiple Airlines
Sat 8/814:15
ORD
-
DXB
2 stops25h 35m
Multiple Airlines
Deal found 16/5AED 3,235
Mon 15/603:50
DXB
-
ORD
2 stops23h 29m
Multiple Airlines
Tue 21/715:45
ORD
-
DXB
2 stops22h 55m
Multiple Airlines
Deal found 20/5AED 3,242
Mon 22/615:20
DXB
-
ORD
2 stops31h 02m
Multiple Airlines
Thu 23/714:15
ORD
-
DXB
2 stops24h 10m
Multiple Airlines
Deal found 18/5AED 3,250

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 220,657 searches and data was last updated on 21 May 2026.

Return from

AED 2,886

One-way from

AED 1,774

Popular in

August

Cheapest in

October

Average price

AED 3,650

Good round-trip deal

AED 5,188 or less
SAUDIA
  • SAUDIA
  • 4/9-30/9
  • 4 total stops
  • 61h 06m total
  • Dubai to Chicago
30/9
  • 30/9
  • 2 total stops
  • 30h 11m total
  • Dubai to Chicago
Highest demand for flights based on searches. 9% potential increase in price (AED 397 potential increase over avg. return price).
Cheapest flight prices on average. 5% potential price decrease (AED 185 potential savings vs. average return price).
Average for return flights in May 2026
Price to beat on a round-trip flight from Dubai Intl to Chicago.

Cheapflights Fare Finder

 
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 220,657 searches and data was last updated on 21 May 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

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Mon 27/7

01:00-16:23

2 stops24h 23m

Chicago O'Hare Intl

Thu 6/8

18:29-23:00

2 stops19h 31m

AED 3,903

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Mon 29/6

01:00-14:15

1 stop22h 15m

Chicago O'Hare Intl

Tue 7/7

16:20-23:00

1 stop21h 40m

AED 3,940

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Wed 24/6

00:40-18:31

2 stops26h 51m

Chicago Midway

Thu 6/8

17:10-22:35

2 stops20h 25m

AED 3,962

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Thu 9/7

00:40-18:25

2 stops26h 45m

Chicago Midway

Mon 17/8

13:52-22:35

2 stops23h 43m

AED 3,962

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Thu 9/7

00:40-16:15

2 stops24h 35m

Chicago Midway

Mon 24/8

13:27-22:35

2 stops24h 08m

AED 3,962

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Thu 9/7

00:40-18:45

2 stops27h 05m

Chicago O'Hare Intl

Mon 24/8

17:10-22:35

1 stop20h 25m

AED 3,962

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Mon 22/6

00:40-16:16

2 stops24h 36m

Chicago Midway

Tue 21/7

19:06-23:00

2 stops18h 54m

AED 3,969

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Fri 17/7

00:40-18:07

2 stops26h 27m

Chicago Midway

Sat 1/8

13:49-23:00

2 stops24h 11m

AED 3,969

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Mon 27/7

00:40-18:25

2 stops26h 45m

Chicago Midway

Sat 5/9

18:45-23:00

2 stops19h 15m

AED 3,969

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Thu 3/9

01:00-18:05

2 stops26h 05m

Chicago Midway

Wed 30/9

17:59-23:00

2 stops20h 01m

AED 3,969

Flights are sorted by cheapest return flights first.

Deals found on 21/5

Showing 1-10 of 38 resultsSorted by cheapest first
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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
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

How long is the flight to Chicago?

On average, a flight from Dubai to Chicago takes 20 hours 37 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.

Weekly flight availability to Chicago

The most flights from Dubai to Chicago are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

What are the cheapest airlines that fly to Chicago?

The cheapest airlines flying from Dubai to Chicago are ITA Airways, Turkish Airlines and United Airlines.

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).

When is the best time to book a flight to Chicago?

The best time to book flights to Chicago is 42 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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 21 May 2026.
See what other customers who have flown with Emirates,KLM, andTurkish Airlines 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.

Overall

8.1

Comfort

8.0

Boarding

8.1

Crew

8.3

Entertainment

8.2

Food

7.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Overall

8.1

Comfort

8.0

Boarding

8.1

Crew

8.3

Entertainment

8.2

Food

7.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Overall

8.1

Comfort

8.0

Boarding

8.1

Crew

8.3

Entertainment

8.2

Food

7.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Overall

8.1

Comfort

8.0

Boarding

8.1

Crew

8.3

Entertainment

8.2

Food

7.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Overall

8.1

Comfort

8.0

Boarding

8.1

Crew

8.3

Entertainment

8.2

Food

7.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Overall

8.1

Comfort

8.0

Boarding

8.1

Crew

8.3

Entertainment

8.2

Food

7.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

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, ITA Airways is rated the highest out of the airlines that fly to Chicago.

  • What is the cheapest airport to fly to in Chicago?

    Chicago O'Hare Intl is currently the cheapest airport to fly to in Chicago. One-way flights to Chicago O'Hare Intl typically cost AED 198, while return flights cost around AED 3,059.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around AED 6,666, however they can be found for as little as AED 3,059.

  • 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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Millions of users choose and trust Cheapflights to book the best flight deals to Chicago for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

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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