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Cheap flights from London, ON to Chicago from C$ 321

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 27/3. Fares are subject to change and may not be available on all flights or dates of travel.
YXU — CHI
15 Mar — 22 Mar1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from London to Chicago

Enter your travel dates to find the best prices.

Cheapest flights from London to Chicago
Explore the most affordable flight options available from London to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 13 February 2026.

Mon 27/46:10 a.m.
YXU
-
ORD
1 stop11h 30m
Multiple Airlines
Wed 29/49:18 p.m.
ORD
-
YXU
2 stops31h 02m
Multiple Airlines
Deal found 11/2C$ 560
Mon 9/38:10 p.m.
YXU
-
ORD
2 stops34h 58m
Multiple Airlines
Mon 16/32:20 p.m.
ORD
-
YXU
1 stop15h 15m
Multiple Airlines
Deal found 9/2C$ 565
Thu 26/35:10 a.m.
YXU
-
ORD
1 stop5h 03m
Air Canada
Thu 2/42:00 p.m.
ORD
-
YXU
1 stop6h 18m
Air Canada
Deal found 9/2C$ 573
Mon 9/39:40 a.m.
YXU
-
ORD
1 stop6h 30m
Air Canada
Mon 16/310:00 a.m.
ORD
-
YXU
1 stop6h 05m
Air Canada
Deal found 9/2C$ 579
Tue 14/79:30 a.m.
YXU
-
ORD
1 stop6h 25m
Air Canada
Sat 18/73:45 p.m.
ORD
-
YXU
1 stop4h 55m
Air Canada
Deal found 10/2C$ 582
Fri 27/39:40 a.m.
YXU
-
ORD
1 stop4h 21m
Air Canada
Fri 3/42:00 p.m.
ORD
-
YXU
1 stop6h 18m
Air Canada
Deal found 11/2C$ 583
Mon 23/25:40 p.m.
YXU
-
ORD
1 stop5h 24m
United Airlines
Thu 26/210:00 a.m.
ORD
-
YXU
1 stop6h 05m
United Airlines
Deal found 9/2C$ 655
Fri 27/39:40 a.m.
YXU
-
ORD
1 stop6h 30m
United Airlines
Fri 3/41:00 p.m.
ORD
-
YXU
2 stops7h 18m
United Airlines
Deal found 11/2C$ 656
Thu 26/35:10 a.m.
YXU
-
ORD
2 stops7h 50m
United Airlines
Thu 2/44:15 p.m.
ORD
-
YXU
1 stop4h 03m
United Airlines
Deal found 9/2C$ 659
Sun 22/29:25 a.m.
YXU
-
ORD
1 stop4h 36m
Air Canada
Tue 24/22:00 p.m.
ORD
-
YXU
1 stop6h 21m
Air Canada
Deal found 10/2C$ 662
Mon 27/45:10 a.m.
YXU
-
ORD
2 stops10h 09m
United Airlines
Wed 29/411:40 a.m.
ORD
-
YXU
2 stops8h 38m
United Airlines
Deal found 11/2C$ 664
Mon 9/39:40 a.m.
YXU
-
ORD
2 stops10h 11m
United Airlines
Mon 16/310:50 a.m.
ORD
-
YXU
2 stops9h 31m
United Airlines
Deal found 9/2C$ 712

Find flight deals from London to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from London (YXU) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 13 February 2026.

Round-trip from

C$ 560

One-way from

C$ 321
27/4-29/4
  • 27/4-29/4
  • 3 total stops
  • 42h 32m total
  • London to Chicago
Search Deals
Air Canada
  • Air Canada
  • 27/3
  • 1 total stop
  • 4h 21m total
  • London to Chicago
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from London to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 13 February 2026.
Use the filters below to find and compare flights from London to Chicago that are best for you.

Fly from

London

Fly to

Chicago

Route

Depart

Return

Price

LondonChicago

YXU - ORD

YXUORD

London

Mon 9/3

8:10 p.m.-6:08 a.m.

2 stops34h 58m

Chicago O'Hare Intl

Mon 16/3

2:20 p.m.-6:35 a.m.

1 stop15h 15m

C$ 565

LondonChicago

YXU - ORD

YXUORD

London

Thu 26/3

5:10 a.m.-9:13 a.m.

1 stop5h 03m

Chicago O'Hare Intl

Thu 2/4

2:00 p.m.-9:18 p.m.

1 stop6h 18m

C$ 573

LondonChicago

YXU - ORD

YXUORD

London

Mon 9/3

9:40 a.m.-3:10 p.m.

1 stop6h 30m

Chicago O'Hare Intl

Mon 16/3

10:00 a.m.-5:05 p.m.

1 stop6h 05m

C$ 579

LondonChicago

YXU - ORD

YXUORD

London

Tue 14/7

9:30 a.m.-2:55 p.m.

1 stop6h 25m

Chicago O'Hare Intl

Sat 18/7

3:45 p.m.-9:40 p.m.

1 stop4h 55m

C$ 582

LondonChicago

YXU - ORD

YXUORD

London

Mon 27/4

9:25 a.m.-1:05 p.m.

1 stop4h 40m

Chicago O'Hare Intl

Wed 29/4

9:50 a.m.-5:03 p.m.

1 stop6h 13m

C$ 583

LondonChicago

YXU - ORD

YXUORD

London

Mon 23/2

5:40 p.m.-10:04 p.m.

1 stop5h 24m

Chicago O'Hare Intl

Thu 26/2

6:00 a.m.-5:05 p.m.

2 stops10h 05m

C$ 655

LondonChicago

YXU - ORD

YXUORD

London

Tue 14/7

9:30 a.m.-1:22 p.m.

1 stop4h 52m

Chicago O'Hare Intl

Sat 18/7

7:00 a.m.-3:00 p.m.

2 stops7h 00m

C$ 655

LondonChicago

YXU - ORD

YXUORD

London

Fri 27/3

9:40 a.m.-3:10 p.m.

1 stop6h 30m

Chicago O'Hare Intl

Fri 3/4

1:00 p.m.-9:18 p.m.

2 stops7h 18m

C$ 656

LondonChicago

YXU - ORD

YXUORD

London

Thu 26/3

5:10 a.m.-12:00 p.m.

2 stops7h 50m

Chicago O'Hare Intl

Thu 2/4

4:15 p.m.-9:18 p.m.

1 stop4h 03m

C$ 659

LondonChicago

YXU - MDW

YXUMDW

London

Mon 27/4

5:55 p.m.-3:20 p.m.

3 stops22h 25m

Chicago Midway

Wed 29/4

11:00 a.m.-5:20 a.m.

3 stops17h 20m

C$ 991

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/2

Showing 1-10 of 19 results
1
2

Best time to book a flight from London to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from London with our price prediction graph.
Estimated round-trip 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 from London to Chicago

What is the cheapest month to book a flight from London, Ontario to Chicago?

Currently, April is the cheapest month in which you can book a flight from London, Ontario to Chicago (average of C$ 109). Flying from London, Ontario to Chicago in March is currently the most expensive (average of C$ 258). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 13 February 2026.
Read through reviews of airlines operating flights from London to Chicago, such as Air Canada. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Air Canada
7.1
Good
10,717 reviews
Check prices

Crew

7.8

Entertainment

6.8

Comfort

7.1

Food

6.3

Overall

7.1

Boarding

7.3

Reviews

1 / 20
4.0
Okay

Sugith,Jan 2026

YSB - YYZ

Left 2 hours late. Stuck on plane for an hour after boarding before take off.
Air Canada
7.1
Good
10,717 reviews
Air Canada
7.1
Good
10,717 reviews
Check prices

Crew

7.8

Entertainment

6.8

Comfort

7.1

Food

6.3

Overall

7.1

Boarding

7.3

Reviews

1 / 20
4.0
Okay

Sugith,Jan 2026

YSB - YYZ

Left 2 hours late. Stuck on plane for an hour after boarding before take off.

Related info for your journey

Find useful and relevant information for your journey from London to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from London to Chicago?

    If you book a flight to Chicago from London, you will be flying from London, which is the city’s only airport. London (YXU) is located 8.6 km from the centre of London. There are 0 flights from London to Chicago per day from 0 different airlines.

  • How long is the flight from London, Ontario to Chicago?

    For as low as C$ 573, Air Canada can have you in Chicago from London, Ontario in 5h 03m. Airlines will cover a distance of 565 km.

  • Can I find deals for flights from London to Chicago that include hotel bookings?

    Yes. In addition to deals on London to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from London to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from London to Chicago.

  • Can I find deals for business class flights from London to Chicago?

    Yes. Cheapflights offers flight deals from London to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from London, Ontario to Chicago?

    Currently, April is the cheapest month in which you can book a flight from London, Ontario to Chicago (average of C$ 109). Flying from London, Ontario to Chicago in March is currently the most expensive (average of C$ 258). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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

Cheapflights helps you find that perfect flight to Chicago from London by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from London to Chicago with no change fees?

Certainly. Search results for flights to Chicago from London 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 from London to Chicago become cheaper?

Yes, Cheapflights offers price alerts on London to Chicago flights so you can book your travel at the perfect time. Price Alerts can be enabled 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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