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AED 1,473+ 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 22/1. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
5 Dec — 12 Dec1
1 adult
1 adult, Economy, 0 bags

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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 5 November 2025.

Sun 9/1102:15DXB - ORD
1 stop20h 59mUnited Airlines
Sun 1/216:25ORD - DXB
1 stop17h 15mUnited Airlines
Deal found 3/11AED 2,648
Thu 13/1102:15DXB - ORD
2 stops24h 39mUnited Airlines
Mon 2/214:27ORD - DXB
1 stop19h 13mUnited Airlines
Deal found 3/11AED 2,655
Sun 9/1102:15DXB - ORD
2 stops26h 08mUnited Airlines
Wed 4/216:25ORD - DXB
1 stop17h 15mUnited Airlines
Deal found 3/11AED 2,677
Wed 19/1101:30DXB - ORD
1 stop21h 31mMultiple Airlines
Mon 24/1118:50ORD - DXB
1 stop17h 25mMultiple Airlines
Deal found 4/11AED 2,710
Sun 16/1102:15DXB - ORD
1 stop20h 59mUnited Airlines
Tue 5/516:45ORD - DXB
1 stop16h 50mUnited Airlines
Deal found 3/11AED 2,725
Sat 8/1102:15DXB - ORD
1 stop20h 59mUnited Airlines
Sat 31/115:35ORD - DXB
1 stop18h 05mUnited Airlines
Deal found 3/11AED 2,736
Mon 17/1102:15DXB - ORD
1 stop20h 59mUnited Airlines
Sun 10/514:00ORD - DXB
2 stops19h 35mUnited Airlines
Deal found 3/11AED 2,739
Sat 8/1102:15DXB - ORD
1 stop20h 59mUnited Airlines
Fri 30/116:25ORD - DXB
1 stop17h 15mUnited Airlines
Deal found 3/11AED 2,758
Thu 18/1201:30DXB - ORD
2 stops28h 40mMultiple Airlines
Fri 9/121:50ORD - DXB
1 stop23h 40mMultiple Airlines
Deal found 4/11AED 2,765
Fri 21/1102:15DXB - ORD
2 stops26h 08mUnited Airlines
Sun 7/1215:35ORD - DXB
2 stops20h 40mUnited Airlines
Deal found 4/11AED 2,787
Sun 9/1101:30DXB - ORD
2 stops40h 12mAir Canada
Tue 3/208:00ORD - DXB
2 stops28h 55mAir Canada
Deal found 3/11AED 2,806
Wed 12/1101:55DXB - MDW
2 stops24h 43mKLM
Sun 1/218:17MDW - DXB
2 stops19h 44mKLM
Deal found 3/11AED 3,033

Flights to Chicago in 2025

Find the latest flights to Chicago in 2025, 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 5 November 2025.

Return from

AED 2,677

One-way from

AED 1,476

Popular in

August

Cheapest in

November

Average price

AED 3,011
United Airlines
  • United Airlines
  • 3/12-5/1
  • 4 total stops
  • 45h 40m total
  • Dubai to Chicago
Search Deals
19/11
  • 19/11
  • 2 total stops
  • 32h 28m total
  • Dubai to Chicago
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (AED 292 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (AED 123 potential savings vs. average return price).
Search Deals
Average for return flights in November 2025
Search Deals

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 5 November 2025.
Use the filters below to find and compare flights to Chicago that are best for you.

Fly from

Dubai

Route

Departure

Return

Price

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Thu 20/11

02:15-13:14

1 stop20h 59m

Chicago O'Hare Intl

Tue 25/11

16:06-19:40

1 stop17h 34m

AED 2,736

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Mon 2/3

01:50-12:45

1 stop20h 55m

Chicago O'Hare Intl

Mon 9/3

14:00-19:40

2 stops20h 40m

AED 2,758

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Mon 17/11

02:15-13:14

1 stop20h 59m

Chicago O'Hare Intl

Tue 9/12

18:50-22:15

1 stop17h 25m

AED 2,853

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Wed 26/11

02:15-12:59

1 stop20h 44m

Chicago O'Hare Intl

Sun 30/11

18:50-22:15

1 stop17h 25m

AED 2,868

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Tue 18/11

02:15-13:14

1 stop20h 59m

Chicago O'Hare Intl

Sun 23/11

13:00-22:15

2 stops23h 15m

AED 2,886

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Tue 3/3

01:50-18:13

2 stops26h 23m

Chicago O'Hare Intl

Mon 9/3

12:35-19:40

2 stops22h 05m

AED 2,886

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Mon 9/3

01:50-17:20

1 stop24h 30m

Chicago O'Hare Intl

Sat 11/4

07:45-18:35

2 stops25h 50m

AED 2,916

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Thu 4/12

02:15-13:09

1 stop20h 54m

Chicago O'Hare Intl

Fri 2/1

11:15-19:40

2 stops22h 25m

AED 2,927

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Wed 3/12

01:55-16:18

2 stops24h 23m

Chicago Midway

Mon 8/12

17:29-00:01

2 stops20h 32m

AED 3,033

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Wed 28/1

01:30-18:36

2 stops27h 06m

Chicago Midway

Mon 2/2

10:46-23:20

2 stops26h 34m

AED 3,077

Flights are sorted by cheapest return flights first.

Deals found on 3/11

Showing 1-10 of 35 results
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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?

Use this chart to determine the optimal time to book a return flight from Dubai to Chicago. Price data was last updated on 31 October 2025.

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 46 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 most popular airlines that fly to Chicago?

The most popular airlines flying from Dubai to Chicago are United Airlines, Emirates and British Airways.

United Airlines
United Airlines
From AED 2,725
Emirates
Emirates
From AED 4,248
British Airways
British Airways
From AED 3,074
Turkish Airlines
Turkish Airlines
From AED 2,655

What are the cheapest airlines that fly to Chicago?

The cheapest airlines flying from Dubai to Chicago are Royal Jordanian, ITA Airways and Turkish 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 5 November 2025.
See what other customers who have flown with Emirates, KLM, andUnited 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.
Emirates
8.1
Very Good
3,402 reviews
Check prices

Boarding

8.1

Crew

8.3

Food

7.9

Entertainment

8.2

Comfort

8.0

Overall

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.
Emirates
8.1
Very Good
3,402 reviews
Emirates
8.1
Very Good
3,402 reviews
Check prices

Boarding

8.1

Crew

8.3

Food

7.9

Entertainment

8.2

Comfort

8.0

Overall

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.
KLM
7.7
Good
1,405 reviews
Emirates
8.1
Very Good
3,402 reviews
Check prices

Boarding

8.1

Crew

8.3

Food

7.9

Entertainment

8.2

Comfort

8.0

Overall

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.
United Airlines
7.4
Good
9,000 reviews
Emirates
8.1
Very Good
3,402 reviews
Check prices

Boarding

8.1

Crew

8.3

Food

7.9

Entertainment

8.2

Comfort

8.0

Overall

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.
Turkish Airlines
7.3
Good
4,035 reviews
Emirates
8.1
Very Good
3,402 reviews
Check prices

Boarding

8.1

Crew

8.3

Food

7.9

Entertainment

8.2

Comfort

8.0

Overall

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.
Royal Jordanian
6.8
Okay
434 reviews
Emirates
8.1
Very Good
3,402 reviews
Check prices

Boarding

8.1

Crew

8.3

Food

7.9

Entertainment

8.2

Comfort

8.0

Overall

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.

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, Royal Jordanian 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 275, while return flights cost around AED 2,905.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around AED 3,795, however they can be found for as little as AED 2,905.

  • Where does the fastest flight to Chicago depart from?

    For those looking to save time traveling to Chicago, Dubai Intl offers the quickest one-way flight (14 hours 50 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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Airports serving Chicago

Book a flight to or from one of these Chicago airports.
Flights to Midway
Flights to O'Hare Intl
Flights from Midway
Flights from O'Hare Intl

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Cheapflights makes it easy to find Chicago flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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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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