AED 1,619+ 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 25/5. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
9 Feb — 16 Feb1
1 adult
1 adult, Economy, 0 bags

Flights to Chicago in 2026

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 10 January 2026.

Return from

AED 2,758

One-way from

AED 1,619

Popular in

August

Cheapest in

October

Average price

AED 3,757
United Airlines
  • United Airlines
  • 17/2-25/2
  • 2 total stops
  • 38h 30m total
  • Dubai to Chicago
25/5
  • 25/5
  • 3 total stops
  • 44h 55m total
  • Dubai to Chicago
Highest demand for flights based on searches. 8% potential increase in price (AED 308 potential increase over avg. return price).
Cheapest flight prices on average. 3% potential price decrease (AED 129 potential savings vs. average return price).
Average for return flights in January 2026

Find flight deals to Chicago

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 10 January 2026.

Tue 17/202:15DXB - ORD
2 stops27h 09mUnited Airlines
Wed 25/216:10ORD - DXB
1 stop17h 30mUnited Airlines
Deal found 9/1AED 2,758
Mon 11/501:55DXB - ORD
2 stops23h 54mUnited Airlines
Tue 19/512:40ORD - DXB
2 stops20h 55mUnited Airlines
Deal found 9/1AED 2,762
Mon 12/102:15DXB - ORD
2 stops22h 01mUnited Airlines
Tue 17/216:10ORD - DXB
1 stop17h 30mUnited Airlines
Deal found 8/1AED 2,776
Sun 31/501:55DXB - ORD
1 stop20h 17mUnited Airlines
Thu 20/814:20ORD - DXB
1 stop19h 15mUnited Airlines
Deal found 8/1AED 2,784
Tue 19/501:50DXB - ORD
1 stop20h 20mITA Airways
Mon 25/515:00ORD - DXB
1 stop19h 20mITA Airways
Deal found 9/1AED 2,850
Fri 6/202:15DXB - ORD
2 stops40h 37mUnited Airlines
Sat 14/218:00ORD - DXB
2 stops39h 40mUnited Airlines
Deal found 8/1AED 2,875
Tue 22/901:50DXB - ORD
1 stop20h 20mITA Airways
Fri 23/1015:00ORD - DXB
1 stop19h 20mITA Airways
Deal found 9/1AED 2,879
Fri 19/601:55DXB - ORD
2 stops27h 16mUnited Airlines
Tue 30/610:00ORD - DXB
2 stops23h 35mUnited Airlines
Deal found 8/1AED 2,883
Mon 26/1002:15DXB - ORD
1 stop21h 20mUnited Airlines
Thu 29/1019:50ORD - DXB
1 stop17h 25mUnited Airlines
Deal found 9/1AED 2,890
Sun 25/102:15DXB - ORD
2 stops27h 02mUnited Airlines
Fri 30/121:50ORD - DXB
1 stop23h 40mUnited Airlines
Deal found 10/1AED 2,908
Sun 1/202:15DXB - ORD
1 stop21h 00mUnited Airlines
Mon 16/216:15ORD - DXB
2 stops20h 00mUnited Airlines
Deal found 9/1AED 2,923
Wed 21/106:45DXB - MDW
2 stops25h 37mDelta
Tue 27/113:29MDW - DXB
2 stops23h 51mDelta
Deal found 9/1AED 3,096

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 10 January 2026.
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

Sun 22/2

02:15-13:15

1 stop21h 00m

Chicago O'Hare Intl

Mon 2/3

12:35-19:40

2 stops21h 05m

AED 2,758

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Tue 20/1

02:15-12:05

1 stop19h 50m

Chicago O'Hare Intl

Tue 27/1

16:15-19:40

1 stop17h 25m

AED 2,758

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Tue 17/2

02:15-13:15

1 stop21h 00m

Chicago O'Hare Intl

Wed 25/2

08:53-19:40

2 stops24h 47m

AED 2,758

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Fri 23/1

02:15-12:05

1 stop19h 50m

Chicago O'Hare Intl

Sun 1/2

14:27-19:40

1 stop19h 13m

AED 2,758

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Mon 2/2

02:15-17:06

2 stops24h 51m

Chicago O'Hare Intl

Sat 7/2

08:52-19:40

2 stops24h 48m

AED 2,758

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Sat 24/1

02:15-13:15

1 stop21h 00m

Chicago O'Hare Intl

Thu 29/1

12:38-19:40

2 stops21h 02m

AED 2,758

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Thu 12/3

02:15-18:25

2 stops25h 10m

Chicago O'Hare Intl

Wed 1/4

14:30-18:35

1 stop19h 05m

AED 2,758

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Tue 7/7

01:55-15:15

2 stops22h 20m

Chicago O'Hare Intl

Wed 29/7

14:20-18:35

1 stop19h 15m

AED 2,762

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Wed 21/1

06:45-22:22

2 stops25h 37m

Chicago Midway

Tue 27/1

13:29-23:20

2 stops23h 51m

AED 3,096

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Wed 18/2

06:45-22:31

2 stops25h 46m

Chicago Midway

Wed 25/2

18:40-04:30

2 stops23h 50m

AED 3,096

Flights are sorted by cheapest return flights first.

Deals found on 8/1

Showing 1-10 of 36 results
1
2
3
4

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 2 January 2026.

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 54 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 10 January 2026.
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.

Boarding

8.1

Food

7.9

Overall

8.1

Comfort

8.0

Crew

8.3

Entertainment

8.2

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.

Boarding

8.1

Food

7.9

Overall

8.1

Comfort

8.0

Crew

8.3

Entertainment

8.2

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.

Boarding

8.1

Food

7.9

Overall

8.1

Comfort

8.0

Crew

8.3

Entertainment

8.2

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.

Boarding

8.1

Food

7.9

Overall

8.1

Comfort

8.0

Crew

8.3

Entertainment

8.2

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.

Boarding

8.1

Food

7.9

Overall

8.1

Comfort

8.0

Crew

8.3

Entertainment

8.2

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.

Boarding

8.1

Food

7.9

Overall

8.1

Comfort

8.0

Crew

8.3

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Find the best flight deals to Chicago

Some of the lowest fares we’ve come across for flights to Chicago.

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights to Chicago?

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.

Why should you use Cheapflights to find cheap flight tickets to Chicago?

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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book With Flexibility

Our users can plan ahead with confidence and find flights with no change fees.

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.