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 8/6. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
3 jul. — 10 jul.1
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 3 junio 2026.

mié. 3/606:30
DXB
-
ORD
1 stop33h 15m
Royal Jordanian
mar. 1/920:00
ORD
-
DXB
1 stop23h 05m
Royal Jordanian
Deal found 2/6AED 2,750
mié. 3/606:30
DXB
-
ORD
1 stop33h 15m
Royal Jordanian
mié. 4/1118:50
ORD
-
DXB
1 stop16h 45m
Royal Jordanian
Deal found 2/6AED 2,820
mar. 27/1002:15
DXB
-
ORD
1 stop19h 57m
United Airlines
vie. 27/1115:45
ORD
-
DXB
1 stop17h 55m
United Airlines
Deal found 2/6AED 2,839
lun. 15/621:50
DXB
-
ORD
1 stop27h 20m
Royal Jordanian
vie. 18/920:00
ORD
-
DXB
1 stop15h 35m
Royal Jordanian
Deal found 2/6AED 2,846
jue. 4/621:50
DXB
-
ORD
1 stop27h 20m
Royal Jordanian
mié. 4/1118:50
ORD
-
DXB
1 stop16h 45m
Royal Jordanian
Deal found 2/6AED 2,861
jue. 19/1102:15
DXB
-
ORD
1 stop27h 37m
United Airlines
dom. 6/1209:00
ORD
-
DXB
1 stop24h 40m
United Airlines
Deal found 31/5AED 2,883
mar. 2/603:50
DXB
-
ORD
2 stops25h 15m
Multiple Airlines
mié. 4/1113:10
ORD
-
DXB
1 stop20h 30m
Multiple Airlines
Deal found 2/6AED 3,125
lun. 15/606:30
DXB
-
ORD
1 stop18h 40m
Royal Jordanian
lun. 12/1020:00
ORD
-
DXB
1 stop15h 35m
Royal Jordanian
Deal found 1/6AED 3,132
mié. 3/603:50
DXB
-
ORD
2 stops37h 00m
Multiple Airlines
mié. 4/1110:45
ORD
-
DXB
1 stop22h 55m
Multiple Airlines
Deal found 2/6AED 3,136
lun. 15/621:50
DXB
-
ORD
1 stop27h 20m
Royal Jordanian
jue. 15/1011:10
ORD
-
DXB
1 stop16h 10m
Royal Jordanian
Deal found 1/6AED 3,151
mié. 17/600:40
DXB
-
MDW
2 stops26h 51m
Air France
jue. 2/713:26
MDW
-
DXB
2 stops24h 09m
Air France
Deal found 1/6AED 3,845
dom. 12/700:40
DXB
-
MDW
2 stops30h 35m
Delta
dom. 23/813:51
MDW
-
DXB
2 stops23h 44m
Delta
Deal found 2/6AED 3,962

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 3 junio 2026.

Return from

AED 2,839

One-way from

AED 1,788

Popular in

August

Cheapest in

October

Average price

AED 3,400
United Airlines
  • United Airlines
  • 27/10-27/11
  • 2 total stops
  • 37h 52m total
  • Dubai to Chicago
Royal Jordanian
  • Royal Jordanian
  • 8/6
  • 1 total stop
  • 18h 40m total
  • Dubai to Chicago
Highest demand for flights based on searches. 9% potential increase in price (AED 393 potential increase over avg. return price).
Cheapest flight prices on average. 5% potential price decrease (AED 184 potential savings vs. average return price).
Average for return flights in June 2026

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 3 junio 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

mar. 27/10

02:15-13:12

1 stop19h 57m

Chicago O'Hare Intl

vie. 27/11

15:45-19:40

1 stop17h 55m

AED 2,839

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

sáb. 11/7

00:40-14:15

2 stops22h 35m

Chicago O'Hare Intl

mié. 26/8

13:00-22:35

2 stops24h 35m

AED 3,936

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

lun. 27/7

00:40-15:10

1 stop23h 30m

Chicago O'Hare Intl

sáb. 5/9

16:20-23:00

1 stop21h 40m

AED 3,940

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

mar. 30/6

00:40-18:31

2 stops26h 51m

Chicago Midway

mié. 15/7

13:49-22:35

2 stops23h 46m

AED 3,962

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

lun. 20/7

00:40-16:15

2 stops24h 35m

Chicago Midway

mar. 18/8

13:51-22:35

2 stops23h 44m

AED 3,962

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

mié. 8/7

00:40-16:15

2 stops24h 35m

Chicago Midway

lun. 3/8

13:27-22:35

2 stops24h 08m

AED 3,962

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

dom. 12/7

00:40-18:25

2 stops26h 45m

Chicago Midway

jue. 27/8

13:27-22:35

2 stops24h 08m

AED 3,962

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

dom. 9/8

00:40-16:15

2 stops24h 35m

Chicago Midway

lun. 17/8

12:46-22:35

2 stops24h 49m

AED 3,962

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

lun. 27/7

00:40-18:25

2 stops26h 45m

Chicago Midway

sáb. 5/9

17:45-22:35

2 stops19h 50m

AED 3,962

DubaiChicago

DXB - MDW

DXBMDW

Dubai Intl

mié. 22/7

00:40-18:25

2 stops26h 45m

Chicago Midway

dom. 23/8

13:27-22:35

2 stops24h 08m

AED 3,962

Flights are sorted by cheapest return flights first.

Deals found on 2/6

Showing 1-10 of 42 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 26 hours 13 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 3 junio 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.

Crew

8.4

Boarding

8.1

Overall

8.1

Entertainment

8.2

Food

7.9

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Crew

8.4

Boarding

8.1

Overall

8.1

Entertainment

8.2

Food

7.9

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Crew

8.4

Boarding

8.1

Overall

8.1

Entertainment

8.2

Food

7.9

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Crew

8.4

Boarding

8.1

Overall

8.1

Entertainment

8.2

Food

7.9

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Crew

8.4

Boarding

8.1

Overall

8.1

Entertainment

8.2

Food

7.9

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DXB - MIA

Flight was cancelled due to the war in the Gulf

Crew

8.4

Boarding

8.1

Overall

8.1

Entertainment

8.2

Food

7.9

Comfort

8.0

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 380, while return flights cost around AED 2,313.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around AED 2,533, however they can be found for as little as AED 2,313.

  • 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).

  • 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

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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.

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