AED 1,880+ 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 25/10. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
28 May — 4 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 28 April 2026.

Wed 28/1002:15
DXB
-
ORD
1 stop30h 27m
United Airlines
Mon 2/1115:00
ORD
-
DXB
2 stops18h 40m
United Airlines
Deal found 27/4AED 2,901
Mon 6/723:00
DXB
-
ORD
2 stops31h 52m
Multiple Airlines
Fri 14/810:40
ORD
-
DXB
2 stops23h 50m
Multiple Airlines
Deal found 27/4AED 2,949
Mon 2/1102:15
DXB
-
ORD
2 stops25h 49m
United Airlines
Tue 24/1118:50
ORD
-
DXB
1 stop17h 25m
United Airlines
Deal found 23/4AED 3,033
Mon 6/723:00
DXB
-
ORD
2 stops31h 52m
Multiple Airlines
Fri 31/710:00
ORD
-
DXB
2 stops33h 35m
Multiple Airlines
Deal found 28/4AED 3,048
Sun 3/502:30
DXB
-
ORD
2 stops25h 28m
Multiple Airlines
Mon 11/515:50
ORD
-
DXB
2 stops22h 55m
Multiple Airlines
Deal found 26/4AED 3,132
Thu 21/504:00
DXB
-
ORD
2 stops27h 05m
Multiple Airlines
Thu 28/513:55
ORD
-
DXB
2 stops20h 15m
Multiple Airlines
Deal found 24/4AED 3,173
Mon 25/514:15
DXB
-
ORD
2 stops32h 51m
Multiple Airlines
Sat 21/1115:55
ORD
-
DXB
2 stops22h 04m
Multiple Airlines
Deal found 23/4AED 3,191
Fri 22/515:10
DXB
-
ORD
2 stops36h 34m
Multiple Airlines
Sat 6/617:55
ORD
-
DXB
2 stops21h 30m
Multiple Airlines
Deal found 27/4AED 3,202
Thu 21/504:00
DXB
-
ORD
2 stops23h 18m
Multiple Airlines
Sat 6/617:55
ORD
-
DXB
2 stops21h 30m
Multiple Airlines
Deal found 24/4AED 3,206
Wed 29/401:20
DXB
-
ORD
2 stops26h 38m
Multiple Airlines
Sun 3/515:50
ORD
-
DXB
2 stops23h 35m
Multiple Airlines
Deal found 25/4AED 3,250
Thu 4/600:40
DXB
-
MDW
2 stops26h 53m
Delta
Mon 15/613:21
MDW
-
DXB
2 stops24h 14m
Delta
Deal found 26/4AED 3,922
Sun 7/600:40
DXB
-
MDW
2 stops24h 36m
KLM
Mon 15/618:58
MDW
-
DXB
2 stops19h 02m
KLM
Deal found 24/4AED 3,929

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 28 April 2026.

Return from

AED 2,949

One-way from

AED 2,009

Popular in

August

Cheapest in

October

Average price

AED 5,244

Good round-trip deal

AED 5,189 or less

Good one-way deal

AED 3,390 or less
6/7-14/8
  • 6/7-14/8
  • 4 total stops
  • 55h 42m total
  • Dubai to Chicago
9/6
  • 9/6
  • 2 total stops
  • 26h 43m total
  • Dubai to Chicago
Highest demand for flights based on searches. 6% potential increase in price (AED 268 potential increase over avg. return price).
Cheapest flight prices on average. 4% potential price decrease (AED 153 potential savings vs. average return price).
Average for return flights in April 2026
Price to beat on a round-trip flight from Dubai Intl to Chicago.
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 28 April 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 6/7

16:00-17:06

2 stops34h 06m

Chicago O'Hare Intl

Fri 31/7

10:00-19:30

2 stops24h 30m

AED 3,048

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Mon 6/7

18:15-21:52

2 stops36h 37m

Chicago O'Hare Intl

Wed 15/7

13:00-04:35

2 stops30h 35m

AED 3,841

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Sun 24/5

00:40-15:10

1 stop23h 30m

Chicago O'Hare Intl

Sat 21/11

16:25-00:01

1 stop21h 36m

AED 3,878

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Thu 9/7

01:00-16:23

2 stops24h 23m

Chicago O'Hare Intl

Sun 16/8

16:20-23:00

1 stop21h 40m

AED 3,904

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Sun 12/7

00:40-20:31

2 stops28h 51m

Chicago O'Hare Intl

Sun 9/8

16:20-23:00

1 stop21h 40m

AED 3,904

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Wed 20/5

00:40-17:54

2 stops26h 14m

Chicago O'Hare Intl

Thu 28/5

17:10-22:35

1 stop20h 25m

AED 3,907

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Sun 12/7

00:40-18:25

2 stops26h 45m

Chicago Midway

Mon 10/8

17:59-22:35

2 stops19h 36m

AED 3,922

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Tue 14/7

00:40-18:25

2 stops26h 45m

Chicago Midway

Mon 10/8

17:59-22:35

2 stops19h 36m

AED 3,922

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Mon 13/7

00:40-18:25

2 stops26h 45m

Chicago Midway

Tue 11/8

17:59-22:35

2 stops19h 36m

AED 3,922

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Thu 9/7

01:00-18:29

2 stops26h 29m

Chicago O'Hare Intl

Sat 15/8

07:10-23:00

2 stops30h 50m

AED 3,922

Flights are sorted by cheapest return flights first.

Deals found on 27/4

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

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

The best time to book flights to Chicago is 77 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 19 hours 41 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 28 April 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.

Boarding

8.1

Food

7.9

Entertainment

8.2

Overall

8.1

Crew

8.3

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Boarding

8.1

Food

7.9

Entertainment

8.2

Overall

8.1

Crew

8.3

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Boarding

8.1

Food

7.9

Entertainment

8.2

Overall

8.1

Crew

8.3

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Boarding

8.1

Food

7.9

Entertainment

8.2

Overall

8.1

Crew

8.3

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Boarding

8.1

Food

7.9

Entertainment

8.2

Overall

8.1

Crew

8.3

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Boarding

8.1

Food

7.9

Entertainment

8.2

Overall

8.1

Crew

8.3

Comfort

8.0

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 3,060.

  • 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 3,060.

  • 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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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.

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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.

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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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