AED 1,763+ 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
29 Jul — 5 Aug1
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 29 June 2026.

Fri 26/613:20
DXB
-
ORD
1 stop26h 30m
Royal Jordanian
Tue 21/720:00
ORD
-
DXB
1 stop23h 05m
Royal Jordanian
Deal found 25/6AED 2,714
Fri 26/621:50
DXB
-
ORD
1 stop27h 20m
Royal Jordanian
Sat 4/711:10
ORD
-
DXB
1 stop24h 25m
Royal Jordanian
Deal found 25/6AED 2,729
Wed 28/1022:45
DXB
-
ORD
1 stop17h 35m
Royal Jordanian
Thu 26/1110:35
ORD
-
DXB
1 stop25h 00m
Royal Jordanian
Deal found 27/6AED 2,758
Mon 29/606:30
DXB
-
ORD
1 stop18h 40m
Royal Jordanian
Thu 16/720:00
ORD
-
DXB
1 stop23h 05m
Royal Jordanian
Deal found 26/6AED 2,769
Mon 16/1102:15
DXB
-
ORD
1 stop20h 57m
United Airlines
Tue 17/1115:45
ORD
-
DXB
1 stop17h 55m
United Airlines
Deal found 27/6AED 2,788
Thu 12/1102:15
DXB
-
ORD
1 stop21h 57m
United Airlines
Sun 22/1115:45
ORD
-
DXB
1 stop17h 55m
United Airlines
Deal found 27/6AED 2,806
Sun 5/706:30
DXB
-
ORD
1 stop18h 40m
Royal Jordanian
Thu 27/820:00
ORD
-
DXB
1 stop15h 35m
Royal Jordanian
Deal found 28/6AED 2,828
Wed 28/1002:15
DXB
-
ORD
1 stop19h 57m
United Airlines
Sun 1/1112:40
ORD
-
DXB
2 stops21h 00m
United Airlines
Deal found 26/6AED 2,843
Mon 6/713:20
DXB
-
ORD
1 stop35h 50m
Royal Jordanian
Thu 27/820:00
ORD
-
DXB
1 stop15h 35m
Royal Jordanian
Deal found 28/6AED 2,865
Fri 13/1101:30
DXB
-
ORD
1 stop24h 08m
Air Canada
Sun 22/1121:35
ORD
-
DXB
2 stops36h 10m
Air Canada
Deal found 27/6AED 2,916
Sat 14/1101:50
DXB
-
ORD
1 stop24h 30m
United Airlines
Fri 20/1120:40
ORD
-
DXB
1 stop37h 00m
United Airlines
Deal found 27/6AED 2,924
Sat 14/1101:30
DXB
-
ORD
2 stops47h 22m
Air Canada
Sun 22/1121:35
ORD
-
DXB
2 stops36h 10m
Air Canada
Deal found 27/6AED 2,927

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 29 June 2026.

Return from

AED 2,714

One-way from

AED 1,763

Popular in

August

Cheapest in

October

Average price

AED 3,720

Good round-trip deal

AED 5,751 or less
Royal Jordanian
  • Royal Jordanian
  • 10/7-14/8
  • 2 total stops
  • 42h 05m total
  • Dubai to Chicago
Royal Jordanian
  • Royal Jordanian
  • 25/10
  • 1 total stop
  • 35h 20m total
  • Dubai to Chicago
Highest demand for flights based on searches. 12% potential increase in price (AED 532 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 29 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

Wed 28/10

02:15-20:14

1 stop26h 59m

Chicago O'Hare Intl

Sun 1/11

14:20-19:40

1 stop19h 20m

AED 2,843

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Wed 5/8

00:40-15:10

1 stop23h 30m

Chicago O'Hare Intl

Mon 7/9

17:10-22:35

1 stop20h 25m

AED 3,904

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Sun 15/11

01:30-22:10

2 stops30h 40m

Chicago Midway

Fri 20/11

12:30-23:20

2 stops24h 50m

AED 4,554

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Fri 10/7

11:45-15:05

1 stop36h 20m

Chicago O'Hare Intl

Fri 14/8

19:20-21:25

1 stop17h 05m

AED 4,617

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Tue 14/7

23:25-15:05

1 stop24h 40m

Chicago O'Hare Intl

Thu 27/8

19:20-21:25

1 stop17h 05m

AED 4,624

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Mon 3/8

00:40-18:33

2 stops26h 53m

Chicago Midway

Thu 10/9

17:45-22:35

2 stops19h 50m

AED 5,212

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Thu 6/8

00:40-18:01

2 stops26h 21m

Chicago Midway

Thu 27/8

13:25-22:35

2 stops24h 10m

AED 5,212

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Tue 4/8

00:40-18:33

2 stops26h 53m

Chicago Midway

Thu 27/8

13:25-22:35

2 stops24h 10m

AED 5,212

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Sun 2/8

13:50-09:40

1 stop28h 50m

Chicago O'Hare Intl

Thu 13/8

11:25-12:20

1 stop15h 55m

AED 5,278
Fastest return journey

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Tue 28/7

08:30-18:15

1 stop18h 45m

Chicago O'Hare Intl

Sat 5/9

11:25-12:20

1 stop15h 55m

AED 5,292

Flights are sorted by cheapest return flights first.

Deals found on 24/6

Showing 1-10 of 37 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 40 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).

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 29 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

Overall

8.1

Boarding

8.1

Entertainment

8.2

Crew

8.4

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

Overall

8.1

Boarding

8.1

Entertainment

8.2

Crew

8.4

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

Overall

8.1

Boarding

8.1

Entertainment

8.2

Crew

8.4

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

Overall

8.1

Boarding

8.1

Entertainment

8.2

Crew

8.4

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

Overall

8.1

Boarding

8.1

Entertainment

8.2

Crew

8.4

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

Overall

8.1

Boarding

8.1

Entertainment

8.2

Crew

8.4

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 760.

  • 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 760.

  • 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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