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, United Airlines 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 659, while return flights cost around AED 1,336.

How much is a return flight to Chicago?

A return flight to Chicago will typically cost around AED 1,373, however they can be found for as little as AED 1,336.

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).

AED 1,586+ Cheap Flights to Chicago, Illinois

Flights to Chicago in 2026

Enter your travel dates to find the best prices.

Cheapest

Best

Direct

Last-minute

One-way

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 25 August 2026.

Fri 9/1006:30 -

1 stop18h 40m

Fri 16/1020:00 -

1 stop15h 35m

Deal found 25/8AED 2,739

Mon 5/1006:30 -

1 stop18h 40m

Mon 12/1020:00 -

1 stop15h 35m

Deal found 25/8AED 2,743

Wed 30/904:05 -

2 stops26h 32m

Thu 29/1006:10 -

2 stops21h 50m

Deal found 21/8AED 2,828

Wed 7/1004:05 -

2 stops26h 38m

Wed 14/1006:10 -

2 stops37h 25m

Deal found 23/8AED 2,846

Mon 26/1006:45 -

1 stop18h 20m

Fri 13/1118:50 -

1 stop16h 45m

Deal found 24/8AED 2,886

Thu 10/921:50 -

1 stop27h 20m

Mon 14/920:00 -

1 stop31h 20m

Deal found 25/8AED 2,897

Thu 10/921:00 -

2 stops33h 37m

Wed 23/906:00 -

2 stops37h 35m

Deal found 22/8AED 2,923

Mon 7/920:30 -

2 stops29h 29m

Fri 11/913:29 -

2 stops29h 56m

Deal found 22/8AED 2,967

Mon 26/1000:35 -

1 stop27h 15m

Fri 6/1113:24 -

2 stops47h 26m

Deal found 24/8AED 2,982

Wed 28/1000:35 -

1 stop27h 15m

Tue 10/1112:02 -

2 stops24h 48m

Deal found 24/8AED 3,022

Wed 9/900:40 -

2 stops42h 56m

Wed 23/919:01 -

2 stops42h 34m

Deal found 22/8AED 3,881

Wed 2/900:40 -

2 stops40h 59m

Mon 7/918:42 -

2 stops42h 53m

Deal found 24/8AED 3,951

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 25 August 2026.

Thu 14/101:50 -

1 stop20h 50m

Sun 24/113:12 -

2 stops23h 13m

Deal found 23/8AED 3,173

Wed 28/1001:50 -

1 stop20h 50m

Tue 10/1118:50 -

1 stop17h 35m

Deal found 24/8AED 3,173

Sun 4/1021:00 -

2 stops33h 05m

Sun 11/1007:22 -

2 stops34h 03m

Deal found 22/8AED 3,397

Wed 9/900:40 -

2 stops42h 56m

Wed 23/919:01 -

2 stops42h 34m

Deal found 22/8AED 3,881

Thu 10/911:45 -

1 stop36h 20m

Wed 23/919:20 -

1 stop17h 05m

Deal found 22/8AED 4,168

Mon 8/201:50 -

1 stop24h 25m

Sat 13/221:50 -

1 stop23h 40m

Deal found 24/8AED 3,191

Mon 30/1101:50 -

1 stop24h 25m

Sun 6/1221:30 -

2 stops38h 55m

Deal found 23/8AED 3,202

Wed 9/900:40 -

1 stop23h 30m

Wed 23/920:15 -

2 stops41h 20m

Deal found 22/8AED 3,918

Fri 4/900:40 -

2 stops48h 04m

Sat 12/909:29 -

2 stops28h 06m

Deal found 24/8AED 3,951

Tue 1/1201:30 -

2 stops25h 20m

Sat 9/113:00 -

2 stops25h 01m

Deal found 23/8AED 3,962

Sun 20/900:40 -

2 stops31h 04m

Mon 28/919:01 -

2 stops42h 34m

Deal found 24/8AED 3,962

Tue 1/1206:30 -

2 stops26h 25m

Sun 6/1217:30 -

2 stops20h 31m

Deal found 23/8AED 3,970

Fri 4/900:40 -

2 stops25h 19m

Wed 9/919:13 -

2 stops42h 22m

Deal found 24/8AED 4,212

Fri 4/900:40 -

2 stops25h 19m

Thu 10/917:37 -

2 stops19h 58m

Deal found 24/8AED 4,212

Sun 4/1000:40 -

2 stops31h 04m

Mon 12/1018:44 -

2 stops42h 51m

Deal found 25/8AED 5,571

Wed 7/1000:40 -

2 stops24h 34m

Mon 12/1017:31 -

2 stops44h 04m

Deal found 21/8AED 7,572

Find flight deals to Chicago

Return from	AED 2,739
One-way from	AED 1,586
Popular in	August
Cheapest in	October
Average price	AED 6,485
Good one-way deal	AED 6,375 or less

Royal Jordanian
9/10-16/10
2 total stops
34h 15m total
Dubai to Chicago

Search Deals

21/9
2 total stops
25h 10m total
Dubai to Chicago

Search Deals

Highest demand for flights based on searches. 17% potential increase in price (AED 824 potential increase over avg. return price).

Search Deals

Cheapest flight prices on average. 6% potential price decrease (AED 234 potential savings vs. average return price).

Search Deals

Average for return flights in August 2026

Search Deals

Price to beat on a one-way flight from Dubai Intl to Chicago.

Search Deals

Fly from

Route

Departure

Return

Price

Cheapest return flight

DubaiChicago

DXB Dubai Intl - ORD Chicago O'Hare Intl

DXBORD

Dubai Intl

Thu 14/1

01:50-12:40

1 stop20h 50m

Chicago O'Hare Intl

Sun 24/1

13:12-22:25

2 stops23h 13m

AED 3,173

Fastest return journey

DubaiChicago

DXB Dubai Intl - ORD Chicago O'Hare Intl

DXBORD

Dubai Intl

Wed 28/10

01:50-13:40

1 stop20h 50m

Chicago O'Hare Intl

Tue 10/11

18:50-22:25

1 stop17h 35m

AED 3,173

DubaiChicago

DXB Dubai Intl - ORD Chicago O'Hare Intl

DXBORD

Dubai Intl

Mon 8/2

01:50-16:15

1 stop24h 25m

Chicago O'Hare Intl

Sat 13/2

21:50-07:30

1 stop23h 40m

AED 3,191

DubaiChicago

DXB Dubai Intl - ORD Chicago O'Hare Intl

DXBORD

Dubai Intl

Mon 30/11

01:50-16:15

1 stop24h 25m

Chicago O'Hare Intl

Sun 6/12

21:30-22:25

2 stops38h 55m

AED 3,202

DubaiChicago

DXB Dubai Intl - ORD Chicago O'Hare Intl

DXBORD

Dubai Intl

Sun 4/10

21:00-21:05

2 stops33h 05m

Chicago O'Hare Intl

Sun 11/10

07:22-02:25

2 stops34h 03m

AED 3,397

DubaiChicago

DXB Dubai Intl - MDW Chicago Midway

DXBMDW

Dubai Intl

Wed 9/9

00:40-10:36

2 stops42h 56m

Chicago Midway

Wed 23/9

19:01-22:35

2 stops42h 34m

AED 3,881

DubaiChicago

DXB Dubai Intl - ORD Chicago O'Hare Intl

DXBORD

Dubai Intl

Wed 9/9

00:40-15:10

1 stop23h 30m

Chicago O'Hare Intl

Wed 23/9

20:15-22:35

2 stops41h 20m

AED 3,918

DubaiChicago

DXB Dubai Intl - MDW Chicago Midway

DXBMDW

Dubai Intl

Fri 4/9

00:40-15:44

2 stops48h 04m

Chicago Midway

Sat 12/9

09:29-22:35

2 stops28h 06m

AED 3,951

DubaiChicago

DXB Dubai Intl - MDW Chicago Midway

DXBMDW

Dubai Intl

Tue 1/12

01:30-16:50

2 stops25h 20m

Chicago Midway

Sat 9/1

13:00-00:01

2 stops25h 01m

AED 3,962

DubaiChicago

DXB Dubai Intl - MDW Chicago Midway

DXBMDW

Dubai Intl

Sun 20/9

00:40-22:44

2 stops31h 04m

Chicago Midway

Mon 28/9

19:01-22:35

2 stops42h 34m

AED 3,962

Flights are sorted by cheapest return flights first.

Deals found on 24/8

Showing 1-10 of 36 resultsSorted by cheapest first

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.

DXB-CHI

DXB-ORD

DXB-MDW

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

DXB-CHI

DXB-ORD

DXB-MDW

How long is the flight to Chicago?

On average, a flight from Dubai to Chicago takes 20 hours 37 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.

What are the most popular airlines that fly to Chicago?

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

What are the cheapest airlines that fly to Chicago?

The cheapest airlines flying from Dubai to Chicago are United Airlines, Qatar Airways and Emirates.

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, andQatar Airways 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

3,656 reviews

Check prices

Reviews

1 / 20

8.0

Excellent

Anonymous,Jul 2026

DXB - SEA

It wasn’t the same Emirates like years back in 2015 I had the experience. Unfortunately it’s been changed to the worst.

Emirates

8.1

Very Good

3,656 reviews

Emirates

8.1

Very Good

3,656 reviews

Check prices

Reviews

1 / 20

8.0

Excellent

Anonymous,Jul 2026

DXB - SEA

It wasn’t the same Emirates like years back in 2015 I had the experience. Unfortunately it’s been changed to the worst.

KLM

7.8

Good

1,565 reviews

Emirates

8.1

Very Good

3,656 reviews

Check prices

Reviews

1 / 20

8.0

Excellent

Anonymous,Jul 2026

DXB - SEA

It wasn’t the same Emirates like years back in 2015 I had the experience. Unfortunately it’s been changed to the worst.

Qatar Airways

7.4

Good

3,733 reviews

Emirates

8.1

Very Good

3,656 reviews

Check prices

Reviews

1 / 20

8.0

Excellent

Anonymous,Jul 2026

DXB - SEA

It wasn’t the same Emirates like years back in 2015 I had the experience. Unfortunately it’s been changed to the worst.

Turkish Airlines

7.4

Good

4,481 reviews

Emirates

8.1

Very Good

3,656 reviews

Check prices

Reviews

1 / 20

8.0

Excellent

Anonymous,Jul 2026

DXB - SEA

It wasn’t the same Emirates like years back in 2015 I had the experience. Unfortunately it’s been changed to the worst.

United Airlines

7.4

Good

10,122 reviews

Emirates

8.1

Very Good

3,656 reviews

Check prices

Reviews

1 / 20

8.0

Excellent

Anonymous,Jul 2026

DXB - SEA

It wasn’t the same Emirates like years back in 2015 I had the experience. Unfortunately it’s been changed to the worst.

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, United Airlines 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 659, while return flights cost around AED 1,336.
How much is a return flight to Chicago?
A return flight to Chicago will typically cost around AED 1,373, however they can be found for as little as AED 1,336.
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

Browse thousands of different options on Cheapflights for your next trip

Flights to Chicago

Airports nearby

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Complete your trip

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Find the best flight deals to Chicago

Flights from Abu Dhabi 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.

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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AED 1,586+ 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 21/9. Fares are subject to change and may not be available on all flights or dates of travel.

Flights to Chicago in 2026

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 25 August 2026.

Explore the most affordable flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on 25 August 2026.

Best flights to ChicagoDiscover 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 25 August 2026.

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 25 August 2026.

Direct flights to ChicagoExplore direct flight options to Chicago based on user searches, and compare prices and availability for your desired travel dates. Data last updated 25 August 2026.

Explore direct flight options to Chicago based on user searches, and compare prices and availability for your desired travel dates. Data last updated 25 August 2026.

Last-minute flights to ChicagoDiscover last-minute flight deals to Chicago. Data last updated 25 August 2026 and is based on user searches.

Discover last-minute flight deals to Chicago. Data last updated 25 August 2026 and is based on user searches.

One-way flights to ChicagoSearch for one-way flight options to Chicago. Find affordable one-way fares based on user searches. Data last updated 25 August 2026.

Search for one-way flight options to Chicago. Find affordable one-way fares based on user searches. Data last updated 25 August 2026.

Find flight deals to Chicago

Return from

One-way from

Popular in

Cheapest in

Average price

Good one-way 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

How long is the flight to Chicago?

On average, a flight from Dubai to Chicago takes 20 hours 37 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.

What are the most popular airlines that fly to Chicago?

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

What are the cheapest airlines that fly to Chicago?

The cheapest airlines flying from Dubai to Chicago are United Airlines, Qatar Airways and Emirates.

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.

Reviews of airlines servicing Chicago

See what other customers who have flown with Emirates,KLM, andQatar Airways 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?

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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Find the best flight deals to Chicago

Some of the lowest fares we’ve come across for flights to Chicago.

Airports serving Chicago

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Search flights to Chicago by cabin class

Find flights to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Find the best flight deals from Chicago

Some of the lowest fares we’ve come across for flights from Chicago.

Other flight destinations closest to Chicago

Book a flight to other destinations in United States.

Complete your trip

Reserve a car hire and hotel room to complete your trip to Chicago.

Most traveled routes by our users

Browse our most popular destinations

Popular flight searches

Check out other popular destinations found by fellow travellers in 2026

Popular United States flight routes

Browse through the most popular flight routes to the United States at this time.

Fly your favourite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Fly with Cheapflights

How does Cheapflights help users find flights to Chicago?

Why should you use Cheapflights to find cheap flight tickets to Chicago?

Can Cheapflights find flights to Chicago with no change fees?

Can Cheapflights notify me if prices for flights to Chicago become cheaper?

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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 25 August 2026.

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 25 August 2026.

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 25 August 2026.

Last-minute flights to Chicago
Discover last-minute flight deals to Chicago. Data last updated 25 August 2026 and is based on user searches.

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 25 August 2026.