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AED 1,855+ 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 1/2. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
14 Feb — 21 Feb1
1 adult
1 adult, Economy, 0 bags

Flights to Chicago in 2026

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 15 January 2026.

Return from

AED 2,758

One-way from

AED 1,855

Popular in

August

Cheapest in

October

Average price

AED 4,355
United Airlines
  • United Airlines
  • 25/1-28/2
  • 3 total stops
  • 41h 38m total
  • Dubai to Chicago
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1/2
  • 1/2
  • 2 total stops
  • 32h 35m total
  • Dubai to Chicago
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Highest demand for flights based on searches. 6% potential increase in price (AED 249 potential increase over avg. return price).
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Cheapest flight prices on average. 3% potential price decrease (AED 120 potential savings vs. average return price).
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Average for return flights in January 2026
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Find flight deals to Chicago

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 15 January 2026.

Sun 25/102:15
DXB
-
ORD
2 stops24h 34m
United Airlines
Thu 29/114:27
ORD
-
DXB
1 stop19h 13m
United Airlines
Deal found 14/1AED 2,758
Wed 8/401:55
DXB
-
ORD
1 stop19h 11m
United Airlines
Tue 21/415:35
ORD
-
DXB
1 stop18h 00m
United Airlines
Deal found 15/1AED 2,762
Fri 8/501:50
DXB
-
ORD
1 stop20h 20m
ITA Airways
Mon 18/515:00
ORD
-
DXB
1 stop19h 20m
ITA Airways
Deal found 13/1AED 2,773
Thu 21/501:50
DXB
-
ORD
1 stop20h 20m
ITA Airways
Mon 1/615:00
ORD
-
DXB
1 stop19h 20m
ITA Airways
Deal found 14/1AED 2,784
Sun 25/101:30
DXB
-
ORD
2 stops40h 35m
Air Canada
Mon 2/307:25
ORD
-
DXB
2 stops50h 20m
Air Canada
Deal found 14/1AED 2,820
Sun 25/101:30
DXB
-
ORD
2 stops51h 25m
Air Canada
Sat 28/207:15
ORD
-
DXB
2 stops50h 30m
Air Canada
Deal found 14/1AED 2,831
Sun 25/102:15
DXB
-
ORD
1 stop21h 00m
United Airlines
Sat 31/115:35
ORD
-
DXB
1 stop18h 05m
United Airlines
Deal found 14/1AED 2,842
Sat 28/202:15
DXB
-
ORD
2 stops24h 36m
United Airlines
Sun 8/314:00
ORD
-
DXB
2 stops20h 40m
United Airlines
Deal found 14/1AED 2,857
Mon 26/1002:15
DXB
-
ORD
1 stop21h 20m
United Airlines
Thu 29/1019:50
ORD
-
DXB
1 stop17h 25m
United Airlines
Deal found 12/1AED 2,890
Fri 13/302:15
DXB
-
ORD
1 stop22h 48m
Multiple Airlines
Sun 29/315:35
ORD
-
DXB
1 stop18h 00m
Multiple Airlines
Deal found 14/1AED 2,908
Tue 20/101:30
DXB
-
ORD
2 stops51h 25m
Air Canada
Tue 17/207:25
ORD
-
DXB
2 stops26h 20m
Air Canada
Deal found 14/1AED 2,919
Wed 11/301:55
DXB
-
MDW
2 stops24h 59m
KLM
Tue 31/319:20
MDW
-
DXB
2 stops18h 40m
KLM
Deal found 14/1AED 3,048

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 15 January 2026.
Use the filters below to find and compare flights to Chicago that are best for you.

Fly from

Dubai

Route

Departure

Return

Price

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Thu 29/1

02:15-12:05

1 stop19h 50m

Chicago O'Hare Intl

Tue 3/2

15:35-19:40

1 stop18h 05m

AED 2,758

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Sat 28/2

02:15-18:29

2 stops26h 14m

Chicago O'Hare Intl

Sun 8/3

15:46-19:40

1 stop18h 54m

AED 2,758

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Wed 28/1

02:15-13:15

1 stop21h 00m

Chicago O'Hare Intl

Mon 2/2

16:15-19:40

1 stop17h 25m

AED 2,758

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Thu 26/2

02:15-16:51

2 stops24h 36m

Chicago O'Hare Intl

Fri 6/3

16:30-19:40

1 stop17h 10m

AED 2,758

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Wed 28/1

02:15-12:05

1 stop19h 50m

Chicago O'Hare Intl

Sun 8/2

16:15-19:40

1 stop17h 25m

AED 2,758

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Sun 25/1

02:15-14:16

2 stops22h 01m

Chicago O'Hare Intl

Wed 28/1

12:38-19:40

2 stops21h 02m

AED 2,758

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Sat 24/1

02:15-16:49

2 stops24h 34m

Chicago O'Hare Intl

Thu 19/2

14:30-19:40

1 stop19h 10m

AED 2,758

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Wed 11/3

02:15-16:51

2 stops23h 36m

Chicago O'Hare Intl

Mon 30/3

15:36-18:35

1 stop17h 59m

AED 2,758

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Wed 11/3

01:55-17:54

2 stops24h 59m

Chicago Midway

Tue 31/3

19:20-23:00

2 stops18h 40m

AED 3,048

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Wed 11/3

01:55-17:54

2 stops24h 59m

Chicago Midway

Mon 30/3

19:20-23:00

2 stops18h 40m

AED 3,052

Flights are sorted by cheapest return flights first.

Deals found on 13/1

Showing 1-10 of 42 results
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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

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

Use this chart to determine the optimal time to book a return flight from Dubai to Chicago. Price data was last updated on 9 January 2026.

The best time to book flights to Chicago is 71 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.

How long is the flight to Chicago?

On average, a flight from Dubai to Chicago takes 20 hours 6 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 most popular airlines that fly to Chicago?

The most popular airlines flying from Dubai to Chicago are United Airlines, Emirates and ITA Airways.

United Airlines
United Airlines
From AED 2,755
Emirates
Emirates
From AED 4,248
Etihad Airways
Etihad Airways
From AED 4,023
ITA Airways
ITA Airways
From AED 2,605

What are the cheapest airlines that fly to Chicago?

The cheapest airlines flying from Dubai to Chicago are Royal Jordanian, ITA Airways and Turkish 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).

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 15 January 2026.
See what other customers who have flown with Emirates, KLM, andUnited 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.
Emirates
8.1
Very Good
3,466 reviews
Check prices

Food

7.9

Crew

8.3

Comfort

8.0

Overall

8.1

Entertainment

8.2

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.
Emirates
8.1
Very Good
3,466 reviews
Emirates
8.1
Very Good
3,466 reviews
Check prices

Food

7.9

Crew

8.3

Comfort

8.0

Overall

8.1

Entertainment

8.2

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.
KLM
7.7
Good
1,439 reviews
Emirates
8.1
Very Good
3,466 reviews
Check prices

Food

7.9

Crew

8.3

Comfort

8.0

Overall

8.1

Entertainment

8.2

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.
United Airlines
7.4
Good
9,159 reviews
Emirates
8.1
Very Good
3,466 reviews
Check prices

Food

7.9

Crew

8.3

Comfort

8.0

Overall

8.1

Entertainment

8.2

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.
Turkish Airlines
7.3
Good
4,169 reviews
Emirates
8.1
Very Good
3,466 reviews
Check prices

Food

7.9

Crew

8.3

Comfort

8.0

Overall

8.1

Entertainment

8.2

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.
Royal Jordanian
6.7
Okay
450 reviews
Emirates
8.1
Very Good
3,466 reviews
Check prices

Food

7.9

Crew

8.3

Comfort

8.0

Overall

8.1

Entertainment

8.2

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.

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, Royal Jordanian 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 275, while return flights cost around AED 3,150.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around AED 3,150, however they can be found for as little as AED 3,150.

  • Where does the fastest flight to Chicago depart from?

    For those looking to save time traveling to Chicago, Dubai Intl offers the quickest one-way flight (14 hours 50 minutes).

  • Which airport is closest to Aragon Ballroom?

    f being close to Aragon Ballroom is important to you, you’ll want to land at Chicago O'Hare Intl Airport.

  • 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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