AED 1,788+ 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 23/6. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
18 Jul — 25 Jul1
1 adult
1 adult, Economy, 0 bags

Flights to Chicago in 2026

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 18 June 2026.

Fri 19/621:50
DXB
-
ORD
1 stop18h 00m
Royal Jordanian
Tue 30/611:10
ORD
-
DXB
1 stop16h 10m
Royal Jordanian
Deal found 15/6AED 2,769
Fri 26/606:30
DXB
-
ORD
1 stop18h 40m
Royal Jordanian
Sat 4/711:10
ORD
-
DXB
1 stop31h 55m
Royal Jordanian
Deal found 15/6AED 2,868
Thu 19/1102:15
DXB
-
ORD
2 stops21h 49m
United Airlines
Sun 6/1216:45
ORD
-
DXB
1 stop16h 55m
United Airlines
Deal found 17/6AED 2,882
Sat 27/606:30
DXB
-
ORD
1 stop18h 40m
Royal Jordanian
Sat 4/711:10
ORD
-
DXB
1 stop16h 10m
Royal Jordanian
Deal found 15/6AED 2,941
Mon 29/606:30
DXB
-
ORD
1 stop18h 40m
Royal Jordanian
Tue 7/711:10
ORD
-
DXB
1 stop16h 10m
Royal Jordanian
Deal found 15/6AED 3,172
Fri 19/608:50
DXB
-
ORD
2 stops22h 15m
Multiple Airlines
Tue 30/615:45
ORD
-
DXB
2 stops23h 25m
Multiple Airlines
Deal found 15/6AED 3,187
Tue 30/614:50
DXB
-
ORD
2 stops31h 32m
Multiple Airlines
Sat 4/717:58
ORD
-
DXB
2 stops21h 01m
Multiple Airlines
Deal found 14/6AED 3,209
Sun 23/815:20
DXB
-
ORD
2 stops31h 02m
Multiple Airlines
Wed 30/1216:20
ORD
-
DXB
1 stop25h 20m
Multiple Airlines
Deal found 15/6AED 3,213
Mon 13/714:50
DXB
-
ORD
2 stops33h 05m
Multiple Airlines
Thu 27/808:45
ORD
-
DXB
2 stops26h 15m
Multiple Airlines
Deal found 16/6AED 3,220
Wed 15/715:25
DXB
-
ORD
2 stops32h 30m
Multiple Airlines
Wed 5/814:15
ORD
-
DXB
2 stops20h 00m
Multiple Airlines
Deal found 16/6AED 3,224
Mon 29/614:50
DXB
-
ORD
2 stops32h 16m
Multiple Airlines
Tue 7/717:55
ORD
-
DXB
2 stops21h 45m
Multiple Airlines
Deal found 15/6AED 3,231
Mon 24/814:40
DXB
-
ORD
2 stops33h 04m
Multiple Airlines
Mon 31/814:01
ORD
-
DXB
2 stops24h 58m
Multiple Airlines
Deal found 13/6AED 3,250

Find flight deals to Chicago

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 18 June 2026.

Return from

AED 2,882

One-way from

AED 1,788

Popular in

August

Cheapest in

October

Average price

AED 3,705

Good round-trip deal

AED 5,680 or less
United Airlines
  • United Airlines
  • 19/11-6/12
  • 3 total stops
  • 38h 44m total
  • Dubai to Chicago
Royal Jordanian
  • Royal Jordanian
  • 23/6
  • 1 total stop
  • 18h 40m total
  • Dubai to Chicago
Highest demand for flights based on searches. 11% potential increase in price (AED 517 potential increase over avg. return price).
Cheapest flight prices on average. 5% potential price decrease (AED 195 potential savings vs. average return price).
Average for return flights in June 2026
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 18 June 2026.
Use the filters below to find and compare flights to Chicago that are best for you.

Fly from

Route

Departure

Return

Price

Cheapest return flight

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Tue 14/7

00:40-22:36

2 stops30h 56m

Chicago O'Hare Intl

Thu 6/8

07:05-22:35

2 stops30h 30m

AED 3,881
Fastest return journey

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Sun 12/7

00:40-15:10

1 stop23h 30m

Chicago O'Hare Intl

Thu 27/8

17:10-22:35

1 stop20h 25m

AED 3,903

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Tue 21/7

00:40-14:30

2 stops22h 50m

Chicago O'Hare Intl

Tue 18/8

14:25-22:35

2 stops23h 10m

AED 3,914

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Mon 20/7

00:40-22:15

2 stops30h 35m

Chicago Midway

Mon 17/8

13:51-22:35

2 stops23h 44m

AED 3,933

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Wed 15/7

00:40-18:25

2 stops26h 45m

Chicago Midway

Thu 23/7

09:19-22:35

2 stops28h 16m

AED 3,933

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Mon 13/7

00:40-18:25

2 stops26h 45m

Chicago Midway

Thu 27/8

13:27-22:35

2 stops24h 08m

AED 3,933

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Wed 5/8

00:40-18:33

2 stops26h 53m

Chicago Midway

Sun 23/8

13:51-23:00

2 stops24h 09m

AED 3,940

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Wed 22/7

00:40-20:31

2 stops28h 51m

Chicago O'Hare Intl

Mon 17/8

06:00-22:35

2 stops31h 35m

AED 4,035

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Tue 21/7

00:40-15:10

1 stop23h 30m

Chicago O'Hare Intl

Thu 13/8

16:20-23:00

1 stop21h 40m

AED 4,171

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

Sun 5/7

00:40-08:37

2 stops40h 57m

Chicago Midway

Tue 11/8

17:10-22:35

2 stops20h 25m

AED 4,190

Flights are sorted by cheapest return flights first.

Deals found on 14/6

Showing 1-10 of 46 resultsSorted by cheapest first
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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

How long is the flight to Chicago?

On average, a flight from Dubai to Chicago takes 20 hours 47 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 ITA Airways, Turkish Airlines and United 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).

When is the best time to book a flight to Chicago?

The best time to book flights to Chicago is 46 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.

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 18 June 2026.
See what other customers who have flown with Emirates,KLM, andTurkish 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

Comfort

8.0

Crew

8.4

Entertainment

8.2

Food

7.9

Overall

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Boarding

8.1

Comfort

8.0

Crew

8.4

Entertainment

8.2

Food

7.9

Overall

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Boarding

8.1

Comfort

8.0

Crew

8.4

Entertainment

8.2

Food

7.9

Overall

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Boarding

8.1

Comfort

8.0

Crew

8.4

Entertainment

8.2

Food

7.9

Overall

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Boarding

8.1

Comfort

8.0

Crew

8.4

Entertainment

8.2

Food

7.9

Overall

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Boarding

8.1

Comfort

8.0

Crew

8.4

Entertainment

8.2

Food

7.9

Overall

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

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, ITA Airways is rated the highest out of the airlines that fly to Chicago.

  • What is the cheapest airport to fly to in Chicago?

    Chicago Midway is currently the cheapest airport to fly to in Chicago. One-way flights to Chicago Midway typically cost AED 325, while return flights cost around AED 3,059.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around AED 6,666, however they can be found for as little as AED 3,059.

  • Where does the fastest flight to Chicago depart from?

    For those looking to save time traveling to Chicago, Abu Dhabi Zayed Intl offers the quickest one-way flight (14 hours 40 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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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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