AED 1,480+ 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 14/4. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
15 Apr — 22 Apr1
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 16 March 2026.

Tue 28/421:00
DXB
-
ORD
2 stops33h 57m
SAUDIA
Tue 5/506:04
ORD
-
DXB
2 stops20h 56m
SAUDIA
Deal found 13/3AED 2,714
Mon 27/418:15
DXB
-
ORD
2 stops36h 42m
Multiple Airlines
Mon 4/506:04
ORD
-
DXB
2 stops28h 26m
Multiple Airlines
Deal found 12/3AED 2,736
Wed 1/401:55
DXB
-
ORD
1 stop21h 45m
United Airlines
Wed 15/416:30
ORD
-
DXB
1 stop17h 05m
United Airlines
Deal found 15/3AED 2,795
Thu 30/401:55
DXB
-
ORD
1 stop19h 13m
United Airlines
Thu 14/514:40
ORD
-
DXB
1 stop18h 55m
United Airlines
Deal found 13/3AED 2,817
Sun 5/701:55
DXB
-
ORD
1 stop19h 11m
United Airlines
Tue 28/714:25
ORD
-
DXB
1 stop19h 10m
United Airlines
Deal found 13/3AED 2,861
Tue 28/401:55
DXB
-
ORD
2 stops25h 49m
Lufthansa
Wed 6/514:40
ORD
-
DXB
1 stop18h 55m
Lufthansa
Deal found 15/3AED 2,865
Sun 22/301:30
DXB
-
MDW
2 stops40h 23m
Delta
Sat 11/409:35
MDW
-
DXB
2 stops28h 00m
Delta
Deal found 11/3AED 3,078
Sun 22/301:30
DXB
-
MDW
2 stops40h 23m
Delta
Sun 12/409:35
MDW
-
DXB
2 stops28h 25m
Delta
Deal found 11/3AED 3,089
Fri 24/401:00
DXB
-
MDW
2 stops26h 36m
Delta
Sat 2/513:24
MDW
-
DXB
2 stops24h 36m
Delta
Deal found 11/3AED 3,093
Wed 1/401:00
DXB
-
MDW
2 stops25h 54m
Delta
Wed 15/413:24
MDW
-
DXB
2 stops24h 36m
Delta
Deal found 14/3AED 3,394
Sun 29/300:40
DXB
-
MDW
2 stops27h 00m
Delta
Mon 6/413:10
MDW
-
DXB
2 stops24h 25m
Delta
Deal found 13/3AED 3,504
Thu 30/401:00
DXB
-
MDW
2 stops26h 36m
Delta
Thu 14/513:22
MDW
-
DXB
2 stops24h 38m
Delta
Deal found 13/3AED 3,511

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 16 March 2026.

Return from

AED 2,714

One-way from

AED 1,480

Popular in

August

Cheapest in

October

Average price

AED 3,555

Good one-way deal

AED 4,847 or less
SAUDIA
  • SAUDIA
  • 28/4-5/5
  • 4 total stops
  • 54h 53m total
  • Dubai to Chicago
14/4
  • 14/4
  • 2 total stops
  • 42h 07m total
  • Dubai to Chicago
Highest demand for flights based on searches. 11% potential increase in price (AED 427 potential increase over avg. return price).
Cheapest flight prices on average. 5% potential price decrease (AED 167 potential savings vs. average return price).
Average for return flights in March 2026
Price to beat on a one-way 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 16 March 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

Tue 28/4

21:00-21:57

2 stops33h 57m

Chicago O'Hare Intl

Tue 5/5

06:04-12:00

2 stops20h 56m

AED 2,714
Fastest return journey

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Fri 8/5

01:55-12:08

1 stop19h 13m

Chicago O'Hare Intl

Mon 18/5

14:40-18:35

1 stop18h 55m

AED 2,883

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Thu 30/4

01:55-13:15

1 stop20h 20m

Chicago O'Hare Intl

Fri 22/5

14:21-18:35

1 stop19h 14m

AED 2,883

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Wed 15/4

01:55-14:19

2 stops21h 24m

Chicago O'Hare Intl

Sun 19/4

14:00-18:35

2 stops19h 35m

AED 2,883

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Fri 24/4

01:55-13:15

1 stop20h 20m

Chicago O'Hare Intl

Sat 2/5

11:15-18:35

2 stops22h 20m

AED 2,883

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Wed 10/6

01:55-16:52

2 stops23h 57m

Chicago O'Hare Intl

Tue 30/6

14:00-18:35

2 stops19h 35m

AED 2,883

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Tue 12/5

01:55-12:08

1 stop19h 13m

Chicago O'Hare Intl

Wed 10/6

08:40-18:35

2 stops24h 55m

AED 2,982

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Fri 24/4

01:00-18:36

2 stops26h 36m

Chicago Midway

Sat 2/5

13:24-23:00

2 stops24h 36m

AED 3,093

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Wed 1/4

01:00-17:54

2 stops25h 54m

Chicago Midway

Wed 15/4

13:24-23:00

2 stops24h 36m

AED 3,394

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Tue 21/4

00:40-17:58

2 stops26h 18m

Chicago Midway

Wed 16/9

13:00-22:35

2 stops24h 35m

AED 3,504

Flights are sorted by cheapest return flights first.

Deals found on 13/3

Showing 1-10 of 34 resultsSorted by cheapest first
1
2
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
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 13 March 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 16 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).

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 16 March 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.

Boarding

8.1

Crew

8.3

Food

7.9

Overall

8.1

Comfort

8.0

Entertainment

8.2

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.

Boarding

8.1

Crew

8.3

Food

7.9

Overall

8.1

Comfort

8.0

Entertainment

8.2

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.

Boarding

8.1

Crew

8.3

Food

7.9

Overall

8.1

Comfort

8.0

Entertainment

8.2

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.

Boarding

8.1

Crew

8.3

Food

7.9

Overall

8.1

Comfort

8.0

Entertainment

8.2

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.

Boarding

8.1

Crew

8.3

Food

7.9

Overall

8.1

Comfort

8.0

Entertainment

8.2

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.

Boarding

8.1

Crew

8.3

Food

7.9

Overall

8.1

Comfort

8.0

Entertainment

8.2

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, 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 Midway is currently the cheapest airport to fly to in Chicago. One-way flights to Chicago Midway typically cost AED 476, 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 3,151, 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).

  • 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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