AED 1,634+ 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 2/12. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
13 Dec — 20 Dec1
1 adult
1 adult, Economy, 0 bags

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 13 November 2025.

Wed 19/1102:15DXB - ORD
1 stop20h 59mUnited Airlines
Fri 28/1115:07ORD - DXB
1 stop18h 33mUnited Airlines
Deal found 13/11AED 2,644
Wed 19/1102:15DXB - ORD
1 stop20h 59mUnited Airlines
Thu 27/1114:06ORD - DXB
2 stops19h 34mUnited Airlines
Deal found 13/11AED 2,662
Fri 14/1102:15DXB - ORD
1 stop20h 59mUnited Airlines
Thu 27/1114:30ORD - DXB
1 stop19h 10mUnited Airlines
Deal found 13/11AED 2,725
Wed 10/1201:50DXB - ORD
2 stops41h 07mUnited Airlines
Sat 10/118:17ORD - DXB
2 stops39h 23mUnited Airlines
Deal found 11/11AED 2,787
Tue 2/1201:30DXB - ORD
1 stop21h 31mMultiple Airlines
Thu 8/121:50ORD - DXB
1 stop23h 40mMultiple Airlines
Deal found 11/11AED 2,806
Sat 15/1102:15DXB - ORD
1 stop20h 59mUnited Airlines
Mon 24/1116:10ORD - DXB
1 stop20h 05mUnited Airlines
Deal found 13/11AED 2,824
Fri 14/1102:15DXB - ORD
1 stop20h 59mUnited Airlines
Mon 17/1111:15ORD - DXB
2 stops22h 25mUnited Airlines
Deal found 11/11AED 2,839
Wed 26/1102:15DXB - ORD
1 stop20h 44mUnited Airlines
Mon 1/1216:10ORD - DXB
1 stop20h 05mUnited Airlines
Deal found 11/11AED 2,868
Wed 10/1201:30DXB - ORD
1 stop25h 22mMultiple Airlines
Sat 10/117:50ORD - DXB
2 stops23h 50mMultiple Airlines
Deal found 11/11AED 2,897
Mon 17/1101:30DXB - ORD
1 stop23h 40mMultiple Airlines
Tue 25/1116:50ORD - DXB
2 stops21h 25mMultiple Airlines
Deal found 13/11AED 2,901
Mon 17/1101:55DXB - MDW
2 stops24h 43mKLM
Tue 25/1117:34MDW - DXB
2 stops20h 27mKLM
Deal found 13/11AED 3,030
Wed 10/1201:55DXB - MDW
2 stops26h 05mDelta
Sat 10/111:45MDW - DXB
2 stops26h 16mDelta
Deal found 11/11AED 3,088

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 13 November 2025.

Return from

AED 2,787

One-way from

AED 1,634

Popular in

August

Cheapest in

October

Average price

AED 3,055
United Airlines
  • United Airlines
  • 10/12-10/1
  • 4 total stops
  • 80h 30m total
  • Dubai to Chicago
2/12
  • 2/12
  • 2 total stops
  • 27h 37m total
  • Dubai to Chicago
Highest demand for flights based on searches. 8% potential increase in price (AED 300 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 November 2025

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 13 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 4/12

02:15-19:24

2 stops27h 09m

Chicago O'Hare Intl

Thu 1/1

09:00-19:40

2 stops24h 40m

AED 2,839

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Wed 26/11

02:15-12:59

1 stop20h 44m

Chicago O'Hare Intl

Mon 1/12

16:10-22:15

1 stop20h 05m

AED 2,868

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Thu 12/3

09:20-19:25

1 stop19h 05m

Chicago O'Hare Intl

Mon 16/3

16:30-19:40

1 stop18h 10m

AED 2,916

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Wed 10/12

01:50-08:57

2 stops41h 07m

Chicago O'Hare Intl

Fri 9/1

18:17-22:15

2 stops41h 58m

AED 2,916

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Wed 6/5

00:40-15:00

1 stop23h 20m

Chicago O'Hare Intl

Thu 21/5

16:20-23:00

1 stop21h 40m

AED 2,978

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Wed 11/3

01:30-16:10

1 stop23h 40m

Chicago O'Hare Intl

Mon 16/3

17:45-23:20

2 stops20h 35m

AED 3,048

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Wed 11/3

01:30-12:35

2 stops44h 05m

Chicago Midway

Mon 16/3

17:25-23:20

2 stops20h 55m

AED 3,077

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Wed 10/12

01:55-16:18

2 stops24h 23m

Chicago Midway

Fri 9/1

13:28-00:01

2 stops24h 33m

AED 3,088

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Wed 10/12

01:55-18:00

2 stops26h 05m

Chicago Midway

Sat 10/1

11:45-00:01

2 stops26h 16m

AED 3,088

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Sun 14/12

01:55-18:00

2 stops26h 05m

Chicago Midway

Tue 30/12

09:29-00:01

2 stops28h 32m

AED 3,367

Flights are sorted by cheapest return flights first.

Deals found on 12/11

Showing 1-10 of 33 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 7 November 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 23 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 13 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.

Food

7.9

Comfort

8.0

Crew

8.3

Boarding

8.1

Entertainment

8.2

Overall

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.

Food

7.9

Comfort

8.0

Crew

8.3

Boarding

8.1

Entertainment

8.2

Overall

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.

Food

7.9

Comfort

8.0

Crew

8.3

Boarding

8.1

Entertainment

8.2

Overall

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.

Food

7.9

Comfort

8.0

Crew

8.3

Boarding

8.1

Entertainment

8.2

Overall

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.

Food

7.9

Comfort

8.0

Crew

8.3

Boarding

8.1

Entertainment

8.2

Overall

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.

Food

7.9

Comfort

8.0

Crew

8.3

Boarding

8.1

Entertainment

8.2

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).

  • 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.

Airports serving Chicago

Book a flight to or from one of these Chicago airports.

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.