AED 2,299+ 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 26/6. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
23 May — 30 May1
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 23 April 2026.

Mon 6/720:30
DXB
-
ORD
2 stops28h 26m
Multiple Airlines
Fri 14/810:58
ORD
-
DXB
2 stops30h 27m
Multiple Airlines
Deal found 21/4AED 2,949
Wed 28/1001:50
DXB
-
ORD
1 stop20h 55m
United Airlines
Mon 2/1116:45
ORD
-
DXB
1 stop16h 55m
United Airlines
Deal found 20/4AED 3,000
Mon 6/722:30
DXB
-
ORD
2 stops26h 26m
Multiple Airlines
Fri 31/712:53
ORD
-
DXB
2 stops30h 42m
Multiple Airlines
Deal found 20/4AED 3,048
Tue 23/604:05
DXB
-
ORD
2 stops26h 43m
Multiple Airlines
Wed 22/706:00
ORD
-
DXB
2 stops30h 30m
Multiple Airlines
Deal found 18/4AED 3,158
Mon 15/615:45
DXB
-
ORD
2 stops31h 21m
Multiple Airlines
Tue 15/917:35
ORD
-
DXB
1 stop17h 10m
Multiple Airlines
Deal found 22/4AED 3,162
Tue 16/609:10
DXB
-
ORD
2 stops21h 55m
Multiple Airlines
Tue 21/716:37
ORD
-
DXB
2 stops22h 33m
Multiple Airlines
Deal found 18/4AED 3,180
Tue 2/615:45
DXB
-
ORD
2 stops31h 21m
Multiple Airlines
Tue 9/616:37
ORD
-
DXB
2 stops21h 58m
Multiple Airlines
Deal found 19/4AED 3,191
Tue 28/402:50
DXB
-
ORD
2 stops28h 13m
Multiple Airlines
Wed 27/516:37
ORD
-
DXB
2 stops22h 48m
Multiple Airlines
Deal found 21/4AED 3,195
Wed 6/509:10
DXB
-
ORD
2 stops19h 58m
Multiple Airlines
Mon 11/516:50
ORD
-
DXB
2 stops20h 25m
Multiple Airlines
Deal found 20/4AED 3,202
Mon 11/509:10
DXB
-
ORD
2 stops31h 50m
Multiple Airlines
Mon 25/514:15
ORD
-
DXB
2 stops20h 00m
Multiple Airlines
Deal found 21/4AED 3,206
Tue 19/502:30
DXB
-
ORD
2 stops26h 38m
Multiple Airlines
Wed 27/512:55
ORD
-
DXB
2 stops21h 15m
Multiple Airlines
Deal found 22/4AED 3,217
Tue 21/413:50
DXB
-
ORD
2 stops34h 58m
Multiple Airlines
Tue 28/416:43
ORD
-
DXB
2 stops23h 27m
Multiple Airlines
Deal found 20/4AED 3,224

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 23 April 2026.

Return from

AED 2,949

One-way from

AED 2,299

Popular in

August

Cheapest in

October

Average price

AED 3,335

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
  • 58h 53m total
  • Dubai to Chicago
5/7
  • 5/7
  • 2 total stops
  • 31h 48m total
  • Dubai to Chicago
Highest demand for flights based on searches. 11% potential increase in price (AED 443 potential increase over avg. return price).
Cheapest flight prices on average. 5% potential price decrease (AED 168 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 23 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

22:30-15:56

2 stops26h 26m

Chicago O'Hare Intl

Fri 31/7

12:53-04:35

2 stops30h 42m

AED 3,048

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Thu 21/5

00:40-15:10

1 stop23h 30m

Chicago O'Hare Intl

Sat 6/6

10:15-22:35

2 stops27h 20m

AED 3,974

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Thu 18/6

01:00-18:31

2 stops26h 31m

Chicago Midway

Sun 19/7

17:10-23:00

2 stops20h 50m

AED 3,992

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Thu 9/7

01:00-18:25

2 stops26h 25m

Chicago Midway

Mon 10/8

17:59-23:00

2 stops20h 01m

AED 3,992

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Mon 22/6

01:00-18:18

2 stops26h 18m

Chicago Midway

Sun 6/9

18:45-23:00

2 stops19h 15m

AED 3,992

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Thu 9/7

01:00-18:18

2 stops26h 18m

Chicago Midway

Thu 13/8

17:59-23:00

2 stops20h 01m

AED 3,992

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Sat 13/6

00:40-18:31

2 stops26h 51m

Chicago Midway

Mon 14/9

18:45-23:00

2 stops19h 15m

AED 3,992

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Tue 14/7

00:40-16:15

2 stops24h 35m

Chicago Midway

Sat 15/8

17:59-22:35

2 stops19h 36m

AED 3,992

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Tue 19/5

00:40-18:33

2 stops26h 53m

Chicago Midway

Wed 27/5

13:59-22:35

2 stops23h 36m

AED 3,992

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Tue 21/7

00:40-18:18

2 stops26h 38m

Chicago Midway

Sat 15/8

17:59-22:35

2 stops19h 36m

AED 3,992

Flights are sorted by cheapest return flights first.

Deals found on 20/4

Showing 1-10 of 41 resultsSorted by cheapest first
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5

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 17 April 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 19 hours 32 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 23 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.

Entertainment

8.2

Boarding

8.1

Comfort

8.0

Crew

8.3

Food

7.9

Overall

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Entertainment

8.2

Boarding

8.1

Comfort

8.0

Crew

8.3

Food

7.9

Overall

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Entertainment

8.2

Boarding

8.1

Comfort

8.0

Crew

8.3

Food

7.9

Overall

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Entertainment

8.2

Boarding

8.1

Comfort

8.0

Crew

8.3

Food

7.9

Overall

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Entertainment

8.2

Boarding

8.1

Comfort

8.0

Crew

8.3

Food

7.9

Overall

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Entertainment

8.2

Boarding

8.1

Comfort

8.0

Crew

8.3

Food

7.9

Overall

8.1

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 6,667, 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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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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