AED 1,630+ 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 11/3. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
21 Dec — 28 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 21 November 2025.

Fri 19/1202:15DXB - ORD
1 stop19h 50mUnited Airlines
Sat 2/516:45ORD - DXB
1 stop16h 50mUnited Airlines
Deal found 20/11AED 2,725
Sat 22/1102:15DXB - ORD
2 stops24h 39mUnited Airlines
Tue 2/1216:25ORD - DXB
1 stop17h 15mUnited Airlines
Deal found 20/11AED 2,736
Fri 19/1202:15DXB - ORD
1 stop21h 00mUnited Airlines
Wed 6/515:00ORD - DXB
2 stops18h 35mUnited Airlines
Deal found 20/11AED 2,739
Sun 21/1202:15DXB - ORD
2 stops24h 34mUnited Airlines
Wed 6/514:00ORD - DXB
2 stops19h 35mUnited Airlines
Deal found 20/11AED 2,758
Fri 21/1102:15DXB - ORD
1 stop20h 59mUnited Airlines
Sat 29/1116:20ORD - DXB
1 stop17h 20mUnited Airlines
Deal found 20/11AED 2,857
Sat 6/1201:30DXB - ORD
1 stop21h 31mMultiple Airlines
Sun 10/519:05ORD - DXB
1 stop17h 00mMultiple Airlines
Deal found 19/11AED 2,864
Thu 20/1102:15DXB - ORD
1 stop20h 59mUnited Airlines
Wed 3/1215:38ORD - DXB
2 stops20h 37mUnited Airlines
Deal found 20/11AED 2,886
Sat 6/1201:30DXB - ORD
1 stop18h 32mAir Canada
Sun 10/513:10ORD - DXB
2 stops24h 25mAir Canada
Deal found 19/11AED 2,938
Thu 20/1102:15DXB - ORD
1 stop20h 59mUnited Airlines
Thu 4/1214:39ORD - DXB
2 stops21h 36mUnited Airlines
Deal found 20/11AED 2,985
Fri 5/1201:30DXB - ORD
1 stop18h 32mMultiple Airlines
Wed 10/1213:06ORD - DXB
2 stops25h 09mMultiple Airlines
Deal found 20/11AED 3,007
Mon 22/1211:00DXB - ORD
1 stop38h 10mKLM
Tue 5/516:20ORD - DXB
1 stop21h 40mKLM
Deal found 20/11AED 3,026
Sat 20/1206:45DXB - MDW
2 stops25h 37mDelta
Mon 4/509:30MDW - DXB
2 stops28h 05mDelta
Deal found 20/11AED 3,867

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 21 November 2025.

Return from

AED 2,721

One-way from

AED 1,630

Popular in

August

Cheapest in

October

Average price

AED 3,055
Air Canada
  • Air Canada
  • 7/1-15/1
  • 4 total stops
  • 44h 20m total
  • Dubai to Chicago
11/3
  • 11/3
  • 2 total stops
  • 27h 13m total
  • Dubai to Chicago
Highest demand for flights based on searches. 8% potential increase in price (AED 304 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 21 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

Tue 3/2

02:15-12:05

1 stop19h 50m

Chicago O'Hare Intl

Thu 26/2

16:10-19:40

1 stop17h 30m

AED 2,725

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Tue 3/2

02:15-16:49

2 stops24h 34m

Chicago O'Hare Intl

Fri 27/2

16:10-19:40

1 stop17h 30m

AED 2,739

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Sun 21/12

02:15-14:15

2 stops22h 00m

Chicago O'Hare Intl

Sat 2/5

14:20-18:35

1 stop19h 15m

AED 2,758

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Tue 3/2

02:15-12:05

1 stop19h 50m

Chicago O'Hare Intl

Sat 28/2

14:00-19:40

2 stops19h 40m

AED 2,758

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Wed 11/2

01:50-12:45

1 stop20h 55m

Chicago O'Hare Intl

Sun 15/2

14:30-19:40

1 stop19h 10m

AED 2,839

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Thu 4/12

02:15-13:09

1 stop20h 54m

Chicago O'Hare Intl

Tue 9/12

08:45-19:40

2 stops24h 55m

AED 2,857

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Tue 3/2

02:15-12:05

1 stop19h 50m

Chicago O'Hare Intl

Wed 25/2

13:02-22:15

2 stops23h 13m

AED 2,886

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Wed 14/1

09:20-18:25

1 stop19h 05m

Chicago O'Hare Intl

Wed 21/1

16:25-19:40

1 stop17h 15m

AED 2,916

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Wed 4/2

06:45-22:22

2 stops25h 37m

Chicago Midway

Sun 1/3

18:17-04:30

2 stops24h 13m

AED 3,096

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Wed 4/2

06:45-22:22

2 stops25h 37m

Chicago Midway

Wed 25/2

18:40-09:00

2 stops28h 20m

AED 3,096

Flights are sorted by cheapest return flights first.

Deals found on 19/11

Showing 1-10 of 37 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 14 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 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 21 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

Boarding

8.1

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.

Food

7.9

Boarding

8.1

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.

Food

7.9

Boarding

8.1

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.

Food

7.9

Boarding

8.1

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.

Food

7.9

Boarding

8.1

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.

Food

7.9

Boarding

8.1

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 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.