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 8/6. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
2 Jul — 9 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 2 June 2026.

Wed 3/606:30
DXB
-
ORD
1 stop33h 15m
Royal Jordanian
Tue 1/920:00
ORD
-
DXB
1 stop23h 05m
Royal Jordanian
Deal found 2/6AED 2,751
Thu 4/621:50
DXB
-
ORD
1 stop27h 20m
Royal Jordanian
Thu 15/1011:10
ORD
-
DXB
1 stop24h 25m
Royal Jordanian
Deal found 2/6AED 2,820
Mon 15/621:50
DXB
-
ORD
1 stop27h 20m
Royal Jordanian
Fri 18/920:00
ORD
-
DXB
1 stop15h 35m
Royal Jordanian
Deal found 2/6AED 2,846
Thu 19/1102:15
DXB
-
ORD
1 stop27h 37m
United Airlines
Sun 6/1209:00
ORD
-
DXB
1 stop24h 40m
United Airlines
Deal found 31/5AED 2,883
Mon 15/606:30
DXB
-
ORD
1 stop18h 40m
Royal Jordanian
Mon 12/1020:00
ORD
-
DXB
1 stop15h 35m
Royal Jordanian
Deal found 1/6AED 3,132
Mon 15/621:50
DXB
-
ORD
1 stop27h 20m
Royal Jordanian
Thu 15/1011:10
ORD
-
DXB
1 stop16h 10m
Royal Jordanian
Deal found 1/6AED 3,151
Tue 20/1002:00
DXB
-
ORD
1 stop20h 23m
Multiple Airlines
Sun 22/1118:40
ORD
-
DXB
2 stops20h 00m
Multiple Airlines
Deal found 29/5AED 3,154
Wed 3/602:15
DXB
-
ORD
2 stops25h 37m
Multiple Airlines
Tue 18/516:00
ORD
-
DXB
2 stops20h 10m
Multiple Airlines
Deal found 2/6AED 3,162
Sat 5/906:30
DXB
-
ORD
1 stop18h 40m
Royal Jordanian
Sat 19/911:10
ORD
-
DXB
1 stop16h 10m
Royal Jordanian
Deal found 31/5AED 3,173
Wed 3/602:15
DXB
-
ORD
2 stops25h 37m
Multiple Airlines
Wed 2/914:01
ORD
-
DXB
2 stops20h 09m
Multiple Airlines
Deal found 2/6AED 3,180
Mon 1/608:50
DXB
-
ORD
2 stops33h 55m
Multiple Airlines
Thu 4/613:55
ORD
-
DXB
2 stops20h 45m
Multiple Airlines
Deal found 31/5AED 3,202
Wed 17/600:40
DXB
-
MDW
2 stops26h 51m
Air France
Thu 2/713:26
MDW
-
DXB
2 stops24h 09m
Air France
Deal found 1/6AED 3,845

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 2 June 2026.

Return from

AED 2,883

One-way from

AED 1,788

Popular in

August

Cheapest in

October

Average price

AED 3,401
United Airlines
  • United Airlines
  • 19/11-6/12
  • 2 total stops
  • 52h 17m total
  • Dubai to Chicago
Royal Jordanian
  • Royal Jordanian
  • 8/6
  • 1 total stop
  • 18h 40m total
  • Dubai to Chicago
Highest demand for flights based on searches. 9% potential increase in price (AED 393 potential increase over avg. return price).
Cheapest flight prices on average. 5% potential price decrease (AED 184 potential savings vs. average return price).
Average for return flights in June 2026

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 2 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

Tue 7/7

00:40-16:23

2 stops24h 43m

Chicago O'Hare Intl

Tue 18/8

17:10-22:35

1 stop20h 25m

AED 3,885

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Sun 5/7

00:40-20:31

2 stops28h 51m

Chicago O'Hare Intl

Wed 19/8

16:50-23:00

1 stop21h 10m

AED 3,885

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Sat 11/7

00:40-14:15

2 stops22h 35m

Chicago O'Hare Intl

Wed 26/8

13:00-22:35

2 stops24h 35m

AED 3,937

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 3,940

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Wed 17/6

00:40-18:31

2 stops26h 51m

Chicago Midway

Fri 26/6

13:26-22:35

2 stops24h 09m

AED 3,962

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Tue 28/7

00:40-18:25

2 stops26h 45m

Chicago Midway

Wed 19/8

12:46-22:35

2 stops24h 49m

AED 3,962

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Thu 9/7

00:40-18:25

2 stops26h 45m

Chicago Midway

Sat 15/8

13:27-22:35

2 stops24h 08m

AED 3,962

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Wed 8/7

00:40-16:15

2 stops24h 35m

Chicago Midway

Mon 3/8

13:27-22:35

2 stops24h 08m

AED 3,962

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Tue 14/7

00:40-18:25

2 stops26h 45m

Chicago Midway

Wed 22/7

13:49-22:35

2 stops23h 46m

AED 3,962

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Mon 27/7

00:40-18:25

2 stops26h 45m

Chicago Midway

Sat 5/9

17:45-22:35

2 stops19h 50m

AED 3,962

Flights are sorted by cheapest return flights first.

Deals found on 2/6

Showing 1-10 of 43 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 26 hours 13 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).

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 2 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

Boarding

8.1

Crew

8.4

Food

7.9

Overall

8.1

Entertainment

8.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Comfort

8.0

Boarding

8.1

Crew

8.4

Food

7.9

Overall

8.1

Entertainment

8.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Comfort

8.0

Boarding

8.1

Crew

8.4

Food

7.9

Overall

8.1

Entertainment

8.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Comfort

8.0

Boarding

8.1

Crew

8.4

Food

7.9

Overall

8.1

Entertainment

8.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Comfort

8.0

Boarding

8.1

Crew

8.4

Food

7.9

Overall

8.1

Entertainment

8.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Comfort

8.0

Boarding

8.1

Crew

8.4

Food

7.9

Overall

8.1

Entertainment

8.2

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 380, while return flights cost around AED 2,313.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around AED 2,533, however they can be found for as little as AED 2,313.

  • 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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