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AED 2,057+ 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 24/7. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
15 Jun — 22 Jun1
1 adult

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 10 June 2025.

Return from

AED 2,538

One-way from

AED 2,057

Popular in

August

Cheapest in

September

Average price

AED 3,544

Good one-way deal

AED 3,670 or less
ITA Airways
  • ITA Airways
  • 22/6-6/7
  • 2 total stops
  • 39h 40m total
  • Dubai to Chicago
24/7
  • 24/7
  • 2 total stops
  • 39h 05m total
  • Dubai to Chicago
Highest demand for flights based on searches. 8% potential increase in price (AED 1,126 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (AED 347 potential savings vs. average return price).
Average for return flights in June 2025
Price to beat on a one-way flight from Dubai Intl to Chicago.

Find flight deals to Chicago

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 June 2025.

Sun 22/601:50DXB - ORD
1 stop20h 20mITA Airways
Sun 6/715:00ORD - DXB
1 stop19h 20mITA Airways
Deal found 10/6AED 2,538
Mon 15/900:15DXB - ORD
1 stop40h 10mAir India
Fri 26/912:00ORD - DXB
1 stop36h 30mAir India
Deal found 10/6AED 2,630
Tue 30/907:35DXB - ORD
1 stop19h 20mTurkish Airlines
Fri 31/1021:20ORD - DXB
1 stop31h 10mTurkish Airlines
Deal found 8/6AED 2,688
Mon 23/601:55DXB - ORD
2 stops21h 21mUnited Airlines
Sun 13/715:40ORD - DXB
1 stop17h 55mUnited Airlines
Deal found 9/6AED 2,843
Wed 18/601:00DXB - ORD
1 stop22h 10mKLM
Thu 26/616:20ORD - DXB
1 stop21h 40mKLM
Deal found 10/6AED 2,905
Wed 18/600:40DXB - ORD
1 stop23h 20mDelta
Wed 25/616:20ORD - DXB
1 stop21h 40mDelta
Deal found 8/6AED 2,909
Mon 16/600:40DXB - ORD
1 stop23h 20mMultiple Airlines
Thu 3/716:20ORD - DXB
1 stop21h 40mMultiple Airlines
Deal found 8/6AED 3,000
Mon 23/600:40DXB - MDW
2 stops27h 01mDelta
Sat 5/713:09MDW - DXB
2 stops24h 51mDelta
Deal found 10/6AED 3,015
Sat 21/601:15DXB - ORD
1 stop19h 55mSWISS
Sat 28/620:10ORD - DXB
2 stops39h 55mSWISS
Deal found 8/6AED 3,147
Sun 8/601:05DXB - ORD
1 stop26h 10mBritish Airways
Sun 22/620:30ORD - DXB
1 stop26h 05mBritish Airways
Deal found 8/6AED 3,210
Fri 1/801:00DXB - MDW
2 stops25h 10mMultiple Airlines
Tue 2/919:17MDW - DXB
2 stops18h 43mMultiple Airlines
Deal found 10/6AED 3,577
Fri 20/601:25DXB - ORD
2 stops39h 33mAir Canada
Mon 30/608:40ORD - DXB
2 stops28h 55mAir Canada
Deal found 8/6AED 3,617

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 June 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

Sun 22/6

01:50-13:10

1 stop20h 20m

Chicago O'Hare Intl

Sun 6/7

15:00-19:20

1 stop19h 20m

AED 2,538

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Mon 15/9

00:15-07:25

1 stop40h 10m

Chicago O'Hare Intl

Fri 26/9

12:00-09:30

1 stop36h 30m

AED 2,630

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Tue 30/9

07:35-17:55

1 stop19h 20m

Chicago O'Hare Intl

Fri 31/10

21:20-13:30

1 stop31h 10m

AED 2,688

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Mon 23/6

01:55-13:12

1 stop20h 17m

Chicago O'Hare Intl

Sun 13/7

15:40-18:35

1 stop17h 55m

AED 2,843

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Sun 22/6

01:00-14:10

1 stop22h 10m

Chicago O'Hare Intl

Mon 30/6

16:20-23:00

1 stop21h 40m

AED 2,912

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Mon 23/6

00:40-18:41

2 stops27h 01m

Chicago Midway

Sat 5/7

13:09-23:00

2 stops24h 51m

AED 3,015

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Sat 21/6

01:15-12:10

1 stop19h 55m

Chicago O'Hare Intl

Sat 28/6

20:10-21:05

2 stops39h 55m

AED 3,147

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Mon 29/9

01:05-13:50

1 stop21h 45m

Chicago O'Hare Intl

Fri 31/10

16:59-23:45

2 stops21h 46m

AED 3,213

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Wed 23/7

22:05-17:55

2 stops28h 50m

Chicago O'Hare Intl

Wed 30/7

12:15-19:05

1 stop21h 50m

AED 3,221

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Tue 24/6

01:00-14:10

1 stop22h 10m

Chicago O'Hare Intl

Tue 1/7

16:20-23:00

1 stop21h 40m

AED 3,265

Flights are sorted by cheapest return flights first.

Deals found on 8/6

Showing 1-10 of 32 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 23 May 2025.

The best time to book flights to Chicago is 57 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 55 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 KLM, Turkish Airlines and Royal Jordanian.

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 June 2025.
Peruse reviews from past customers who have flown Emirates, Delta and KLM to Chicago to help guide your decision. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Food

7.8

Entertainment

8.2

Comfort

8.0

Crew

8.3

Boarding

8.1

Overall

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jun 2024

DXB - IAH

It was not a good experience the seats were small and uncomfortable the food was not good and they forgot to serve me my breakfast - there were 5 us in 2 rows that they just completely skipped us. Very disappointed.

Food

7.8

Entertainment

8.2

Comfort

8.0

Crew

8.3

Boarding

8.1

Overall

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jun 2024

DXB - IAH

It was not a good experience the seats were small and uncomfortable the food was not good and they forgot to serve me my breakfast - there were 5 us in 2 rows that they just completely skipped us. Very disappointed.
8.0
Very Good

Food

7.8

Entertainment

8.2

Comfort

8.0

Crew

8.3

Boarding

8.1

Overall

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jun 2024

DXB - IAH

It was not a good experience the seats were small and uncomfortable the food was not good and they forgot to serve me my breakfast - there were 5 us in 2 rows that they just completely skipped us. Very disappointed.

Food

7.8

Entertainment

8.2

Comfort

8.0

Crew

8.3

Boarding

8.1

Overall

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jun 2024

DXB - IAH

It was not a good experience the seats were small and uncomfortable the food was not good and they forgot to serve me my breakfast - there were 5 us in 2 rows that they just completely skipped us. Very disappointed.

Food

7.8

Entertainment

8.2

Comfort

8.0

Crew

8.3

Boarding

8.1

Overall

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jun 2024

DXB - IAH

It was not a good experience the seats were small and uncomfortable the food was not good and they forgot to serve me my breakfast - there were 5 us in 2 rows that they just completely skipped us. Very disappointed.

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, KLM 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 468.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around AED 342, however they can be found for as little as AED 127.

  • 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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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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