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Cheap flights from London, ON to Chicago from C$ 282

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 19/4. Fares are subject to change and may not be available on all flights or dates of travel.
YXU — CHI
21 Mar — 28 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 19 February 2026.

Wed 29/45:55 p.m.
YXU
-
ORD
1 stop23h 45m
WestJet
Sun 3/55:30 p.m.
ORD
-
YXU
1 stop10h 50m
WestJet
Deal found 17/2C$ 529
Fri 20/39:40 a.m.
YXU
-
ORD
1 stop6h 30m
Air Canada
Thu 26/31:55 p.m.
ORD
-
YXU
1 stop6h 26m
Air Canada
Deal found 18/2C$ 609
Fri 24/45:10 a.m.
YXU
-
ORD
1 stop5h 00m
Air Canada
Fri 1/53:50 p.m.
ORD
-
YXU
1 stop4h 48m
Air Canada
Deal found 17/2C$ 637
Wed 29/45:55 p.m.
YXU
-
ORD
2 stops21h 25m
Multiple Airlines
Sun 3/55:30 p.m.
ORD
-
YXU
1 stop10h 50m
Multiple Airlines
Deal found 17/2C$ 642
Tue 17/39:40 a.m.
YXU
-
ORD
1 stop6h 30m
Air Canada
Tue 24/31:55 p.m.
ORD
-
YXU
1 stop6h 26m
Air Canada
Deal found 17/2C$ 670
Fri 24/47:30 a.m.
YXU
-
ORD
2 stops31h 52m
Multiple Airlines
Fri 1/55:30 p.m.
ORD
-
YXU
1 stop10h 50m
Multiple Airlines
Deal found 17/2C$ 694
Sat 4/45:10 a.m.
YXU
-
ORD
1 stop5h 40m
United Airlines
Sat 11/41:00 p.m.
ORD
-
YXU
2 stops7h 18m
United Airlines
Deal found 18/2C$ 711
Tue 17/35:10 a.m.
YXU
-
ORD
1 stop5h 40m
United Airlines
Tue 24/39:15 a.m.
ORD
-
YXU
2 stops11h 06m
United Airlines
Deal found 17/2C$ 743
Tue 17/38:10 p.m.
YXU
-
MDW
3 stops23h 30m
WestJet
Tue 24/36:34 p.m.
MDW
-
YXU
3 stops35h 01m
WestJet
Deal found 17/2C$ 1,327
Fri 6/37:30 a.m.
YXU
-
MDW
3 stops35h 04m
Multiple Airlines
Tue 10/39:35 a.m.
MDW
-
YXU
3 stops32h 28m
Multiple Airlines
Deal found 16/2C$ 1,563
Wed 4/38:10 p.m.
YXU
-
MDW
3 stops17h 36m
WestJet
Wed 18/36:34 p.m.
MDW
-
YXU
3 stops35h 01m
WestJet
Deal found 16/2C$ 1,828
Mon 2/38:10 p.m.
YXU
-
MDW
2 stops14h 44m
WestJet
Wed 4/310:49 a.m.
MDW
-
YXU
2 stops18h 46m
WestJet
Deal found 18/2C$ 2,259

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 19 February 2026.

Round-trip from

C$ 529

One-way from

C$ 282
WestJet
  • WestJet
  • 29/4-3/5
  • 2 total stops
  • 34h 35m total
  • London to Chicago
Search Deals
WestJet
  • WestJet
  • 19/4
  • 1 total stop
  • 18h 25m 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 19 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

Wed 29/4

5:55 p.m.-4:40 p.m.

1 stop23h 45m

Chicago O'Hare Intl

Sun 3/5

5:30 p.m.-5:20 a.m.

1 stop10h 50m

C$ 529

LondonChicago

YXU - ORD

YXUORD

London

Fri 20/3

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

1 stop6h 30m

Chicago O'Hare Intl

Thu 26/3

1:55 p.m.-9:21 p.m.

1 stop6h 26m

C$ 609

LondonChicago

YXU - ORD

YXUORD

London

Fri 24/4

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

1 stop5h 00m

Chicago O'Hare Intl

Fri 1/5

3:50 p.m.-9:38 p.m.

1 stop4h 48m

C$ 637

LondonChicago

YXU - ORD

YXUORD

London

Tue 17/3

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

1 stop6h 30m

Chicago O'Hare Intl

Tue 24/3

1:55 p.m.-9:21 p.m.

1 stop6h 26m

C$ 670

LondonChicago

YXU - ORD

YXUORD

London

Fri 24/4

7:30 a.m.-2:22 p.m.

2 stops31h 52m

Chicago O'Hare Intl

Fri 1/5

5:30 p.m.-5:20 a.m.

1 stop10h 50m

C$ 694

LondonChicago

YXU - ORD

YXUORD

London

Sat 4/4

5:10 a.m.-9:50 a.m.

1 stop5h 40m

Chicago O'Hare Intl

Sat 11/4

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

1 stop6h 13m

C$ 711

LondonChicago

YXU - ORD

YXUORD

London

Wed 29/4

5:10 a.m.-2:40 p.m.

2 stops10h 30m

Chicago O'Hare Intl

Sun 3/5

6:00 a.m.-5:33 p.m.

2 stops10h 33m

C$ 719

LondonChicago

YXU - ORD

YXUORD

London

Tue 17/3

5:10 a.m.-9:50 a.m.

1 stop5h 40m

Chicago O'Hare Intl

Tue 24/3

9:15 a.m.-9:21 p.m.

2 stops11h 06m

C$ 743

LondonChicago

YXU - MDW

YXUMDW

London

Tue 17/3

8:10 p.m.-6:40 p.m.

3 stops23h 30m

Chicago Midway

Tue 24/3

6:34 p.m.-6:35 a.m.

3 stops35h 01m

C$ 1,327

LondonChicago

YXU - MDW

YXUMDW

London

Fri 6/3

7:30 a.m.-5:34 p.m.

3 stops35h 04m

Chicago Midway

Tue 10/3

9:35 a.m.-7:03 p.m.

3 stops32h 28m

C$ 1,563

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/2

Showing 1-10 of 22 results
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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$ 260). 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 19 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
10,732 reviews
Check prices

Overall

7.1

Food

6.3

Entertainment

6.8

Crew

7.8

Boarding

7.3

Comfort

7.1

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
10,732 reviews
Air Canada
7.1
Good
10,732 reviews
Check prices

Overall

7.1

Food

6.3

Entertainment

6.8

Crew

7.8

Boarding

7.3

Comfort

7.1

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$ 609, WestJet can have you in Chicago from London, Ontario in 6h 30m. Airlines will cover a distance of 565 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • 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$ 260). 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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Deals for London to Chicago flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

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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