AED 1,788+ 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 13/9. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
24 Jul — 31 Jul1
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 24 June 2026.

Fri 10/706:30
DXB
-
ORD
1 stop33h 20m
Royal Jordanian
Fri 14/820:00
ORD
-
DXB
1 stop15h 35m
Royal Jordanian
Deal found 23/6AED 2,714
Mon 22/606:30
DXB
-
ORD
1 stop18h 40m
Royal Jordanian
Tue 7/711:10
ORD
-
DXB
1 stop16h 10m
Royal Jordanian
Deal found 21/6AED 2,993
Thu 25/608:50
DXB
-
ORD
2 stops22h 15m
Multiple Airlines
Wed 8/715:50
ORD
-
DXB
2 stops22h 55m
Multiple Airlines
Deal found 22/6AED 3,066
Wed 8/714:50
DXB
-
ORD
2 stops32h 16m
Multiple Airlines
Mon 13/715:40
ORD
-
DXB
2 stops23h 19m
Multiple Airlines
Deal found 19/6AED 3,070
Tue 23/603:50
DXB
-
ORD
2 stops27h 15m
Multiple Airlines
Wed 8/715:50
ORD
-
DXB
2 stops22h 55m
Multiple Airlines
Deal found 21/6AED 3,092
Tue 23/603:55
DXB
-
ORD
2 stops27h 10m
Multiple Airlines
Sun 28/616:37
ORD
-
DXB
2 stops23h 43m
Multiple Airlines
Deal found 21/6AED 3,096
Wed 8/714:50
DXB
-
ORD
2 stops32h 16m
Multiple Airlines
Thu 16/714:15
ORD
-
DXB
2 stops24h 50m
Multiple Airlines
Deal found 19/6AED 3,107
Wed 22/714:50
DXB
-
ORD
2 stops31h 32m
Multiple Airlines
Wed 29/716:37
ORD
-
DXB
2 stops23h 13m
Multiple Airlines
Deal found 22/6AED 3,110
Tue 7/723:00
DXB
-
ORD
2 stops31h 52m
Multiple Airlines
Thu 30/706:00
ORD
-
DXB
2 stops28h 00m
Multiple Airlines
Deal found 21/6AED 3,132
Tue 21/714:50
DXB
-
ORD
2 stops31h 32m
Multiple Airlines
Wed 25/1113:55
ORD
-
DXB
2 stops19h 55m
Multiple Airlines
Deal found 22/6AED 3,162
Fri 10/722:25
DXB
-
ORD
2 stops32h 27m
Multiple Airlines
Fri 14/810:07
ORD
-
DXB
2 stops33h 28m
Multiple Airlines
Deal found 22/6AED 3,165
Mon 13/700:40
DXB
-
MDW
2 stops26h 45m
Delta
Thu 27/813:25
MDW
-
DXB
2 stops24h 10m
Delta
Deal found 20/6AED 3,911

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 24 June 2026.

Return from

AED 2,714

One-way from

AED 1,788

Popular in

August

Cheapest in

October

Average price

AED 3,705

Good round-trip deal

AED 5,750 or less
Royal Jordanian
  • Royal Jordanian
  • 10/7-14/8
  • 2 total stops
  • 48h 55m total
  • Dubai to Chicago
Royal Jordanian
  • Royal Jordanian
  • 13/9
  • 1 total stop
  • 35h 50m total
  • Dubai to Chicago
Highest demand for flights based on searches. 12% potential increase in price (AED 547 potential increase over avg. return price).
Cheapest flight prices on average. 5% potential price decrease (AED 196 potential savings vs. average return price).
Average for return flights in June 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 24 June 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

Fri 10/7

22:25-21:52

2 stops32h 27m

Chicago O'Hare Intl

Fri 14/8

10:07-04:35

2 stops33h 28m

AED 3,165

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Tue 14/7

21:00-21:52

2 stops33h 52m

Chicago O'Hare Intl

Thu 27/8

06:00-04:35

2 stops37h 35m

AED 3,573

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Thu 9/7

00:40-18:25

2 stops26h 45m

Chicago Midway

Fri 14/8

13:25-23:00

2 stops24h 35m

AED 3,922

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Sun 2/8

00:40-18:33

2 stops26h 53m

Chicago Midway

Mon 10/8

13:25-22:35

2 stops24h 10m

AED 4,032

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Mon 13/7

00:40-18:25

2 stops26h 45m

Chicago Midway

Thu 27/8

13:27-22:35

2 stops24h 08m

AED 4,050

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Thu 23/7

00:40-08:37

2 stops40h 57m

Chicago Midway

Sun 9/8

09:59-23:00

2 stops28h 01m

AED 4,182

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Thu 23/7

00:40-14:15

2 stops22h 35m

Chicago O'Hare Intl

Tue 20/10

17:55-23:00

2 stops20h 05m

AED 4,252

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Fri 10/7

23:25-15:05

1 stop24h 40m

Chicago O'Hare Intl

Fri 14/8

19:20-21:25

1 stop17h 05m

AED 4,785

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Mon 27/7

00:40-15:10

1 stop23h 30m

Chicago O'Hare Intl

Sat 5/9

16:20-23:00

1 stop21h 40m

AED 5,060

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Tue 28/7

08:30-09:40

1 stop34h 10m

Chicago O'Hare Intl

Sat 5/9

20:10-02:30

1 stop21h 20m

AED 5,291

Flights are sorted by cheapest return flights first.

Deals found on 20/6

Showing 1-10 of 41 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 19 hours 42 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.

What are the cheapest airlines that fly to Chicago?

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

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 46 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 24 June 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.

Comfort

8.0

Crew

8.4

Boarding

8.1

Entertainment

8.2

Overall

8.1

Food

7.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Comfort

8.0

Crew

8.4

Boarding

8.1

Entertainment

8.2

Overall

8.1

Food

7.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Comfort

8.0

Crew

8.4

Boarding

8.1

Entertainment

8.2

Overall

8.1

Food

7.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Comfort

8.0

Crew

8.4

Boarding

8.1

Entertainment

8.2

Overall

8.1

Food

7.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Comfort

8.0

Crew

8.4

Boarding

8.1

Entertainment

8.2

Overall

8.1

Food

7.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Comfort

8.0

Crew

8.4

Boarding

8.1

Entertainment

8.2

Overall

8.1

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 Midway is currently the cheapest airport to fly to in Chicago. One-way flights to Chicago Midway typically cost AED 325, while return flights cost around AED 759.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around AED 1,582, however they can be found for as little as AED 759.

  • 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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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.

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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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