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 1,033, however they can be found for as little as AED 791.

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).

AED 1,590+ Cheap Flights to Chicago, Illinois

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 October 2025.

Thu 16/1006:30DXB - ORD

1 stop18h 10mRoyal Jordanian

Wed 29/1019:50ORD - DXB

1 stop23h 25mRoyal Jordanian

Deal found 11/10AED 2,563

Wed 15/1001:55DXB - ORD

1 stop22h 00mUnited Airlines

Wed 29/1016:20ORD - DXB

1 stop18h 20mUnited Airlines

Deal found 11/10AED 2,692

Mon 17/1102:15DXB - ORD

1 stop20h 59mUnited Airlines

Sun 7/1214:30ORD - DXB

1 stop19h 10mUnited Airlines

Deal found 11/10AED 2,725

Wed 19/1102:15DXB - ORD

2 stops24h 39mUnited Airlines

Sun 7/1216:25ORD - DXB

1 stop17h 15mUnited Airlines

Deal found 11/10AED 2,758

Mon 24/1101:50DXB - ORD

1 stop24h 30mUnited Airlines

Mon 8/1214:30ORD - DXB

1 stop19h 10mUnited Airlines

Deal found 11/10AED 2,806

Mon 17/1102:15DXB - ORD

1 stop20h 59mUnited Airlines

Tue 9/1218:50ORD - DXB

1 stop17h 25mUnited Airlines

Deal found 11/10AED 2,824

Wed 15/1001:25DXB - ORD

1 stop20h 49mMultiple Airlines

Wed 29/1019:50ORD - DXB

1 stop17h 25mMultiple Airlines

Deal found 11/10AED 2,835

Wed 19/1102:15DXB - ORD

1 stop20h 59mUnited Airlines

Tue 9/1221:50ORD - DXB

1 stop23h 40mUnited Airlines

Deal found 11/10AED 2,839

Sun 9/1101:30DXB - ORD

1 stop23h 40mMultiple Airlines

Mon 17/1118:50ORD - DXB

1 stop17h 25mMultiple Airlines

Deal found 11/10AED 2,846

Thu 27/1109:20DXB - ORD

1 stop19h 05mUnited Airlines

Mon 8/1214:30ORD - DXB

1 stop19h 10mUnited Airlines

Deal found 11/10AED 2,853

Sun 26/1002:15DXB - ORD

2 stops23h 38mUnited Airlines

Fri 31/1011:15ORD - DXB

2 stops23h 25mUnited Airlines

Deal found 11/10AED 2,857

Mon 22/1206:05DXB - ORD

1 stop17h 55mMultiple Airlines

Wed 25/317:10ORD - DXB

1 stop20h 05mMultiple Airlines

Deal found 11/10AED 2,879

Best flights to Chicago
Discover carefully curated flight deals to Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 13 October 2025.

Tue 23/1202:15DXB - ORD

1 stop21h 00mUnited Airlines

Wed 7/114:27ORD - DXB

1 stop19h 13mUnited Airlines

Deal found 12/10AED 2,725

Wed 19/1101:55DXB - MDW

2 stops24h 43mKLM

Tue 9/1217:38MDW - DXB

2 stops20h 23mKLM

Deal found 11/10AED 3,107

Mon 24/1101:30DXB - MDW

2 stops25h 08mDelta

Tue 2/1212:50MDW - DXB

2 stops24h 30mDelta

Deal found 11/10AED 3,165

Mon 15/1202:15DXB - ORD

1 stop20h 54mUnited Airlines

Wed 7/116:25ORD - DXB

1 stop17h 15mUnited Airlines

Deal found 11/10AED 2,758

Mon 15/1202:15DXB - ORD

1 stop20h 54mUnited Airlines

Thu 8/113:00ORD - DXB

2 stops20h 40mUnited Airlines

Deal found 11/10AED 2,758

Mon 24/1101:55DXB - MDW

2 stops24h 43mKLM

Mon 8/1217:38MDW - DXB

2 stops20h 23mKLM

Deal found 11/10AED 3,107

Sun 9/1101:30DXB - MDW

2 stops25h 09mDelta

Mon 17/1113:47MDW - DXB

2 stops23h 33mDelta

Deal found 11/10AED 3,165

Sun 14/1202:15DXB - ORD

1 stop20h 54mUnited Airlines

Thu 8/115:35ORD - DXB

1 stop18h 05mUnited Airlines

Deal found 11/10AED 2,758

Wed 19/1101:55DXB - MDW

2 stops24h 43mKLM

Mon 8/1217:38MDW - DXB

2 stops20h 23mKLM

Deal found 11/10AED 3,107

Wed 19/1101:30DXB - MDW

2 stops32h 10mDelta

Mon 24/1112:47MDW - DXB

2 stops24h 33mDelta

Deal found 9/10AED 3,165

Sun 9/1102:15DXB - ORD

2 stops26h 08mUnited Airlines

Mon 17/1113:00ORD - DXB

2 stops20h 40mUnited Airlines

Deal found 11/10AED 2,758

Fri 21/1101:30DXB - MDW

2 stops26h 38mDelta

Mon 1/1213:15MDW - DXB

2 stops24h 05mDelta

Deal found 11/10AED 3,165

Mon 24/1102:15DXB - ORD

1 stop20h 59mUnited Airlines

Tue 2/1216:25ORD - DXB

1 stop17h 15mUnited Airlines

Deal found 11/10AED 2,758

Sun 15/201:30DXB - MDW

2 stops27h 04mDelta

Mon 9/317:25MDW - DXB

2 stops20h 55mDelta

Deal found 12/10AED 3,165

Sun 21/1202:15DXB - ORD

1 stop21h 00mUnited Airlines

Wed 25/313:10ORD - DXB

2 stops21h 30mUnited Airlines

Deal found 11/10AED 2,758

Tue 18/1101:30DXB - MDW

2 stops25h 09mDelta

Mon 8/1213:14MDW - DXB

2 stops24h 06mDelta

Deal found 11/10AED 3,165

Tue 11/1102:15DXB - ORD

1 stop20h 59mUnited Airlines

Sun 16/1114:30ORD - DXB

1 stop19h 10mUnited Airlines

Deal found 12/10AED 2,758

Mon 15/1202:15DXB - ORD

1 stop20h 54mUnited Airlines

Fri 9/114:00ORD - DXB

2 stops19h 40mUnited Airlines

Deal found 11/10AED 2,758

Sun 14/1202:15DXB - ORD

1 stop20h 54mUnited Airlines

Fri 9/116:25ORD - DXB

1 stop17h 15mUnited Airlines

Deal found 11/10AED 2,758

Tue 25/1102:15DXB - ORD

1 stop20h 59mUnited Airlines

Tue 9/1218:50ORD - DXB

1 stop17h 25mUnited Airlines

Deal found 11/10AED 2,824

Direct flights to Chicago
Explore direct flight options to Chicago based on user searches, and compare prices and availability for your desired travel dates. Data last updated 13 October 2025.

Thu 20/1109:45DXB - ORD

Nonstop15h 10mEmirates

Tue 9/1219:45ORD - DXB

Nonstop13h 25mEmirates

Deal found 11/10AED 4,774

Wed 24/1209:45DXB - ORD

Nonstop15h 10mEmirates

Wed 7/119:45ORD - DXB

Nonstop13h 25mEmirates

Deal found 12/10AED 4,840

Tue 25/1109:45DXB - ORD

Nonstop15h 10mEmirates

Tue 2/1219:45ORD - DXB

Nonstop13h 25mEmirates

Deal found 11/10AED 4,935

Tue 23/1209:45DXB - ORD

Nonstop15h 10mEmirates

Sat 17/119:45ORD - DXB

Nonstop13h 25mEmirates

Deal found 11/10AED 4,987

Sun 22/209:45DXB - ORD

Nonstop15h 10mEmirates

Sun 15/320:45ORD - DXB

Nonstop13h 25mEmirates

Deal found 12/10AED 5,009

Tue 18/1109:45DXB - ORD

Nonstop15h 10mEmirates

Tue 9/1219:45ORD - DXB

Nonstop13h 25mEmirates

Deal found 11/10AED 5,038

Mon 10/1109:45DXB - ORD

Nonstop15h 10mEmirates

Mon 17/1119:45ORD - DXB

Nonstop13h 25mEmirates

Deal found 11/10AED 5,119

Fri 21/1109:45DXB - ORD

Nonstop15h 10mEmirates

Tue 9/1219:45ORD - DXB

Nonstop13h 25mEmirates

Deal found 11/10AED 5,196

Tue 11/1109:45DXB - ORD

Nonstop15h 10mEmirates

Tue 18/1119:45ORD - DXB

Nonstop13h 25mEmirates

Deal found 12/10AED 5,273

Thu 30/1009:45DXB - ORD

Nonstop15h 00mEmirates

Mon 3/1119:45ORD - DXB

Nonstop13h 25mEmirates

Deal found 12/10AED 5,299

Tue 11/1109:45DXB - ORD

Nonstop15h 10mEmirates

Sat 15/1119:45ORD - DXB

Nonstop13h 25mEmirates

Deal found 12/10AED 5,417

Last-minute flights to Chicago
Discover last-minute flight deals to Chicago. Data last updated 13 October 2025 and is based on user searches.

Wed 15/1001:55DXB - ORD

1 stop22h 00mUnited Airlines

Wed 29/1016:20ORD - DXB

1 stop18h 20mUnited Airlines

Deal found 11/10AED 2,692

Wed 15/1001:25DXB - ORD

1 stop20h 49mMultiple Airlines

Wed 29/1019:50ORD - DXB

1 stop17h 25mMultiple Airlines

Deal found 11/10AED 2,835

Thu 16/1006:30DXB - ORD

1 stop18h 10mRoyal Jordanian

Wed 29/1019:50ORD - DXB

1 stop23h 25mRoyal Jordanian

Deal found 11/10AED 2,563

Fri 17/1001:25DXB - ORD

1 stop22h 39mMultiple Airlines

Tue 21/1014:08ORD - DXB

2 stops20h 52mMultiple Airlines

Deal found 11/10AED 2,883

Sun 26/1002:15DXB - ORD

2 stops23h 38mUnited Airlines

Fri 31/1011:15ORD - DXB

2 stops23h 25mUnited Airlines

Deal found 11/10AED 2,857

Sun 9/1101:30DXB - ORD

1 stop23h 40mMultiple Airlines

Mon 17/1118:50ORD - DXB

1 stop17h 25mMultiple Airlines

Deal found 11/10AED 2,846

Mon 17/1102:15DXB - ORD

1 stop20h 59mUnited Airlines

Sun 7/1214:30ORD - DXB

1 stop19h 10mUnited Airlines

Deal found 11/10AED 2,725

Mon 17/1102:15DXB - ORD

1 stop20h 59mUnited Airlines

Tue 9/1218:50ORD - DXB

1 stop17h 25mUnited Airlines

Deal found 11/10AED 2,824

Wed 19/1102:15DXB - ORD

2 stops24h 39mUnited Airlines

Sun 7/1216:25ORD - DXB

1 stop17h 15mUnited Airlines

Deal found 11/10AED 2,758

Wed 19/1102:15DXB - ORD

1 stop20h 59mUnited Airlines

Tue 9/1221:50ORD - DXB

1 stop23h 40mUnited Airlines

Deal found 11/10AED 2,839

Mon 24/1101:50DXB - ORD

1 stop24h 30mUnited Airlines

Mon 8/1214:30ORD - DXB

1 stop19h 10mUnited Airlines

Deal found 11/10AED 2,806

Thu 27/1109:20DXB - ORD

1 stop19h 05mUnited Airlines

Mon 8/1214:30ORD - DXB

1 stop19h 10mUnited Airlines

Deal found 11/10AED 2,853

One-way flights to Chicago
Search for one-way flight options to Chicago. Find affordable one-way fares based on user searches. Data last updated 13 October 2025.

Thu 23/1004:30DXB - MDW

2 stops27h 55mMultiple Airlines

Deal found 10/10AED 1,590

Sun 9/1104:30DXB - ORD

2 stops42h 15mMultiple Airlines

Deal found 10/10AED 1,704

Tue 9/1204:30DXB - MDW

3 stops47h 34mMultiple Airlines

Deal found 12/10AED 1,803

Sat 8/1112:15DXB - ORD

2 stops40h 10mIndiGo

Deal found 11/10AED 1,821

Sat 8/1123:35DXB - ORD

3 stops51h 21mMultiple Airlines

Deal found 11/10AED 1,829

Thu 23/1017:00DXB - ORD

2 stops33h 13mMultiple Airlines

Deal found 10/10AED 1,862

Sat 18/1021:00DXB - ORD

2 stops48h 45mMultiple Airlines

Deal found 11/10AED 1,865

Sat 8/1123:35DXB - MDW

3 stops53h 04mMultiple Airlines

Deal found 11/10AED 1,869

Thu 13/1104:30DXB - ORD

2 stops42h 15mMultiple Airlines

Deal found 10/10AED 1,880

Sat 6/1221:20DXB - MDW

3 stops59h 45mMultiple Airlines

Deal found 12/10AED 1,888

Tue 21/1019:10DXB - MDW

3 stops58h 11mMultiple Airlines

Deal found 12/10AED 1,891

Wed 5/1112:15DXB - ORD

2 stops40h 10mIndiGo

Deal found 10/10AED 1,902

Flights to Chicago in 2025

Return from	AED 2,725
One-way from	AED 1,601
Popular in	August
Cheapest in	October
Average price	AED 2,960
Good round-trip deal	AED 5,927 or less

United Airlines
17/11-8/12
2 total stops
38h 14m total
Dubai to Chicago

Search Deals

9/12
2 total stops
26h 56m total
Dubai to Chicago

Search Deals

Highest demand for flights based on searches. 8% potential increase in price (AED 1,098 potential increase over avg. return price).

Search Deals

Cheapest flight prices on average. 3% potential price decrease (AED 455 potential savings vs. average return price).

Search Deals

Average for return flights in October 2025

Search Deals

Price to beat on a round-trip flight from Dubai Intl to Chicago.

Search Deals

Fly from

Route

Departure

Return

Price

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Tue 23/12

02:15-13:15

1 stop21h 00m

Chicago O'Hare Intl

Wed 7/1

14:27-19:40

1 stop19h 13m

AED 2,725

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Mon 15/12

02:15-13:09

1 stop20h 54m

Chicago O'Hare Intl

Wed 7/1

16:25-19:40

1 stop17h 15m

AED 2,758

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Mon 15/12

02:15-13:09

1 stop20h 54m

Chicago O'Hare Intl

Thu 8/1

13:00-19:40

2 stops20h 40m

AED 2,758

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Sun 14/12

02:15-13:09

1 stop20h 54m

Chicago O'Hare Intl

Thu 8/1

15:35-19:40

1 stop18h 05m

AED 2,758

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Sun 9/11

02:15-18:23

2 stops26h 08m

Chicago O'Hare Intl

Mon 17/11

13:00-19:40

2 stops20h 40m

AED 2,758

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Mon 24/11

02:15-13:14

1 stop20h 59m

Chicago O'Hare Intl

Tue 2/12

16:25-19:40

1 stop17h 15m

AED 2,758

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Sun 21/12

02:15-13:15

1 stop21h 00m

Chicago O'Hare Intl

Wed 25/3

13:10-19:40

2 stops21h 30m

AED 2,758

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Tue 11/11

02:15-13:14

1 stop20h 59m

Chicago O'Hare Intl

Sun 16/11

14:30-19:40

1 stop19h 10m

AED 2,758

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Mon 15/12

02:15-13:09

1 stop20h 54m

Chicago O'Hare Intl

Fri 9/1

14:00-19:40

2 stops19h 40m

AED 2,758

DubaiChicago

DXB - ORD

DXBORD

Dubai Intl

Sun 14/12

02:15-13:09

1 stop20h 54m

Chicago O'Hare Intl

Fri 9/1

16:25-19:40

1 stop17h 15m

AED 2,758

Flights are sorted by cheapest return flights first.

Deals found on 10/10

Showing 1-10 of 41 results

...

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?

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 31 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 most popular airlines that fly to Chicago?

The most popular airlines flying from Dubai to Chicago are United Airlines, Emirates and British Airways.

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

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

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

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.

Emirates

8.1

Very Good

3,373 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.

Emirates

8.1

Very Good

3,373 reviews

Emirates

8.1

Very Good

3,373 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.

KLM

7.7

Good

1,402 reviews

Emirates

8.1

Very Good

3,373 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.

United Airlines

7.4

Good

8,973 reviews

Emirates

8.1

Very Good

3,373 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.

Turkish Airlines

7.3

Good

4,006 reviews

Emirates

8.1

Very Good

3,373 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Anonymous,Sep 2025

DXB - ORD

Overall it was wonderfull for the amount I paid for.

British Airways

6.7

Okay

7,451 reviews

Emirates

8.1

Very Good

3,373 reviews

Check prices

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 1,033, however they can be found for as little as AED 791.
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

Find the best flight deals to Chicago

Flights from Dubai to O'Hare Intl

Popular United States flight routes

Flights from Dubai to Newark

Flights from Dubai to John F Kennedy Intl

Flights from Abu Dhabi to Atlanta

Flights from Abu Dhabi to John F Kennedy Intl

Flights from Dubai to Miami

Flights from Dubai to Orlando

Flights from Dubai to George Bush Intcntl

Flights from Dubai to Seattle

Flights from Dubai to O'Hare Intl

Fly with Cheapflights

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.

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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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AED 1,590+ 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 23/10. Fares are subject to change and may not be available on all flights or dates of travel.

Find flight deals to Chicago

Cheapest flights to ChicagoExplore the most affordable flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on 13 October 2025.

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 October 2025.

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 October 2025.

Return from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Cheapflights Fare Finder

Use the filters below to find and compare flights to Chicago that are best for you.

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.

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 10 October 2025.

How long is the flight to Chicago?

Weekly flight availability to Chicago

What are the most popular airlines that fly to Chicago?

What are the cheapest airlines that fly to Chicago?

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

Reviews of airlines servicing Chicago

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.

FAQs about flying to Chicago

Can I find cheaper flights to Chicago if I am willing to have stopovers?

What is the best airline to fly to Chicago?

What is the cheapest airport to fly to in Chicago?

How much is a return flight to Chicago?

Where does the fastest flight to Chicago depart from?

Which airport is closest to Aragon Ballroom?

Does Chicago O'Hare Intl have rental cars?

Are there hotels close to Chicago O'Hare Intl?

Browse thousands of different options on Cheapflights for your next trip

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Find the best flight deals to Chicago

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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 October 2025.