AED 1,799+ 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
22 Jan — 29 Jan1
1 adult
1 adult, Economy, 0 bags

Flights to Chicago in 2025

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 December 2025.

Thu 25/1202:15DXB - ORD
2 stops27h 02mUnited Airlines
Wed 14/108:45ORD - DXB
2 stops24h 55mUnited Airlines
Deal found 22/12AED 2,776
Thu 25/1201:30DXB - ORD
1 stop21h 31mMultiple Airlines
Sun 25/118:50ORD - DXB
1 stop17h 25mMultiple Airlines
Deal found 21/12AED 2,868
Fri 26/1202:15DXB - ORD
2 stops26h 04mUnited Airlines
Tue 13/114:00ORD - DXB
2 stops19h 40mUnited Airlines
Deal found 22/12AED 2,875
Thu 25/1201:30DXB - ORD
1 stop21h 31mMultiple Airlines
Tue 13/118:50ORD - DXB
1 stop17h 25mMultiple Airlines
Deal found 22/12AED 2,897
Thu 25/1201:30DXB - ORD
1 stop21h 31mMultiple Airlines
Wed 14/118:50ORD - DXB
1 stop17h 25mMultiple Airlines
Deal found 22/12AED 2,901
Thu 25/1201:30DXB - ORD
1 stop18h 35mAir Canada
Thu 8/120:45ORD - DXB
1 stop37h 00mAir Canada
Deal found 21/12AED 2,908
Mon 22/1201:30DXB - ORD
2 stops27h 23mMultiple Airlines
Tue 27/115:55ORD - DXB
2 stops20h 20mMultiple Airlines
Deal found 21/12AED 2,960
Mon 22/1202:15DXB - ORD
1 stop19h 50mUnited Airlines
Tue 27/114:27ORD - DXB
1 stop19h 13mUnited Airlines
Deal found 21/12AED 2,974
Fri 26/1201:30DXB - ORD
1 stop21h 31mMultiple Airlines
Tue 13/118:50ORD - DXB
1 stop17h 25mMultiple Airlines
Deal found 22/12AED 3,000
Thu 25/1202:15DXB - ORD
1 stop19h 50mUnited Airlines
Fri 9/118:50ORD - DXB
1 stop17h 25mUnited Airlines
Deal found 22/12AED 3,008
Thu 25/1201:30DXB - ORD
1 stop26h 18mMultiple Airlines
Fri 9/117:50ORD - DXB
2 stops18h 25mMultiple Airlines
Deal found 22/12AED 3,055
Thu 25/1201:30DXB - ORD
2 stops27h 23mMultiple Airlines
Thu 8/114:00ORD - DXB
2 stops20h 00mMultiple Airlines
Deal found 21/12AED 3,066

Find flight deals to Chicago

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 23 December 2025.

Return from

AED 2,776

One-way from

AED 1,799

Popular in

August

Cheapest in

October

Average price

AED 3,154

Good round-trip deal

AED 5,964 or less
United Airlines
  • United Airlines
  • 21/1-1/2
  • 4 total stops
  • 43h 03m total
  • Dubai to Chicago
22/1
  • 22/1
  • 3 total stops
  • 53h 57m total
  • Dubai to Chicago
Highest demand for flights based on searches. 8% potential increase in price (AED 301 potential increase over avg. return price).
Cheapest flight prices on average. 3% potential price decrease (AED 124 potential savings vs. average return price).
Average for return flights in December 2025
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 23 December 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

Wed 18/2

02:15-18:29

2 stops26h 14m

Chicago O'Hare Intl

Mon 23/2

12:35-19:40

2 stops21h 05m

AED 2,776

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Thu 22/1

02:15-16:49

2 stops24h 34m

Chicago O'Hare Intl

Sat 31/1

15:35-19:40

1 stop18h 05m

AED 2,776

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Wed 4/2

02:15-14:16

2 stops22h 01m

Chicago O'Hare Intl

Thu 12/2

11:15-19:40

2 stops22h 25m

AED 2,776

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Wed 21/1

02:15-12:05

1 stop19h 50m

Chicago O'Hare Intl

Sat 31/1

15:35-19:40

1 stop18h 05m

AED 2,776

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Thu 22/1

02:15-19:50

2 stops27h 35m

Chicago O'Hare Intl

Sun 1/2

16:15-19:40

1 stop17h 25m

AED 2,776

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Sun 1/2

02:15-14:16

2 stops22h 01m

Chicago O'Hare Intl

Sun 15/2

14:00-19:40

2 stops19h 40m

AED 2,776

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Sun 1/2

02:15-14:16

2 stops22h 01m

Chicago O'Hare Intl

Fri 6/2

11:15-19:40

2 stops22h 25m

AED 2,776

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Wed 21/1

01:55-17:29

2 stops25h 34m

Chicago Midway

Sat 31/1

16:30-00:01

2 stops21h 31m

AED 3,026

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Wed 21/1

01:55-17:29

2 stops25h 34m

Chicago Midway

Sun 1/2

18:14-00:01

2 stops19h 47m

AED 3,026

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Fri 23/1

06:30-22:22

2 stops25h 52m

Chicago Midway

Sun 1/2

18:35-04:30

2 stops23h 55m

AED 3,118

Flights are sorted by cheapest return flights first.

Deals found on 22/12

Showing 1-10 of 40 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 19 December 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 20 hours 6 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 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 23 December 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.

Comfort

8.0

Overall

8.1

Food

7.9

Crew

8.3

Boarding

8.1

Entertainment

8.2

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.

Comfort

8.0

Overall

8.1

Food

7.9

Crew

8.3

Boarding

8.1

Entertainment

8.2

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.

Comfort

8.0

Overall

8.1

Food

7.9

Crew

8.3

Boarding

8.1

Entertainment

8.2

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.

Comfort

8.0

Overall

8.1

Food

7.9

Crew

8.3

Boarding

8.1

Entertainment

8.2

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.

Comfort

8.0

Overall

8.1

Food

7.9

Crew

8.3

Boarding

8.1

Entertainment

8.2

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.

Comfort

8.0

Overall

8.1

Food

7.9

Crew

8.3

Boarding

8.1

Entertainment

8.2

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 3,150.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around AED 3,150, however they can be found for as little as AED 3,150.

  • 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).

  • Which airport is closest to Aragon Ballroom?

    f being close to Aragon Ballroom is important to you, you’ll want to land at Chicago O'Hare Intl Airport.

  • 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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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.

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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