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Cheap flights from London, ON to Chicago from C$ 355

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 6/8. Fares are subject to change and may not be available on all flights or dates of travel.
YXU — CHI
11 Aug — 18 Aug1
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 12 July 2026.

Mon 24/86:10 a.m.
YXU
-
ORD
1 stop11h 30m
WestJet
Mon 31/85:30 p.m.
ORD
-
YXU
1 stop25h 20m
WestJet
Deal found 10/7C$ 614
Thu 23/710:05 a.m.
YXU
-
ORD
1 stop5h 50m
Air Canada
Wed 29/79:50 a.m.
ORD
-
YXU
1 stop4h 02m
Air Canada
Deal found 7/7C$ 713
Tue 18/85:55 p.m.
YXU
-
ORD
1 stop23h 45m
WestJet
Tue 25/85:30 p.m.
ORD
-
YXU
1 stop10h 50m
WestJet
Deal found 7/7C$ 722
Tue 20/1010:05 a.m.
YXU
-
ORD
1 stop5h 50m
Air Canada
Sat 24/103:45 p.m.
ORD
-
YXU
1 stop4h 55m
Air Canada
Deal found 7/7C$ 757
Sat 25/710:05 a.m.
YXU
-
ORD
1 stop4h 17m
Air Canada
Mon 27/79:50 a.m.
ORD
-
YXU
1 stop4h 02m
Air Canada
Deal found 11/7C$ 763
Mon 24/86:10 a.m.
YXU
-
MDW
3 stops33h 25m
Multiple Airlines
Mon 31/83:15 p.m.
MDW
-
YXU
3 stops24h 30m
Multiple Airlines
Deal found 10/7C$ 1,281
Tue 18/82:40 p.m.
YXU
-
MDW
3 stops19h 37m
Multiple Airlines
Tue 25/810:25 a.m.
MDW
-
YXU
3 stops17h 55m
Multiple Airlines
Deal found 7/7C$ 1,353
Thu 30/78:40 p.m.
YXU
-
MDW
2 stops14h 25m
WestJet
Fri 31/712:41 p.m.
MDW
-
YXU
2 stops15h 39m
WestJet
Deal found 10/7C$ 1,684
Sat 8/86:10 a.m.
YXU
-
MDW
2 stops12h 51m
Multiple Airlines
Sat 15/810:20 a.m.
MDW
-
YXU
3 stops29h 25m
Multiple Airlines
Deal found 11/7C$ 1,751
Sat 8/86:10 a.m.
YXU
-
MDW
2 stops12h 51m
WestJet
Sat 15/87:25 p.m.
MDW
-
YXU
2 stops32h 55m
WestJet
Deal found 11/7C$ 1,946
Mon 24/86:10 a.m.
YXU
-
MDW
2 stops12h 51m
WestJet
Mon 31/89:59 a.m.
MDW
-
YXU
2 stops18h 21m
WestJet
Deal found 10/7C$ 1,948

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 12 July 2026.

Round-trip from

C$ 614

One-way from

C$ 355
WestJet
  • WestJet
  • 24/8-31/8
  • 2 total stops
  • 36h 50m total
  • London to Chicago
Search Deals
WestJet
  • WestJet
  • 6/8
  • 1 total stop
  • 11h 30m 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 12 July 2026.
Use the filters below to find and compare flights from London to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

LondonChicago

YXU - ORD

YXUORD

London

Tue 20/10

10:05 a.m.-2:55 p.m.

1 stop5h 50m

Chicago O'Hare Intl

Sat 24/10

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

1 stop4h 55m

C$ 760

LondonChicago

YXU - ORD

YXUORD

London

Tue 18/8

10:05 a.m.-2:55 p.m.

1 stop5h 50m

Chicago O'Hare Intl

Tue 25/8

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

1 stop4h 55m

C$ 763

LondonChicago

YXU - ORD

YXUORD

London

Tue 18/8

8:40 p.m.-8:08 p.m.

2 stops24h 28m

Chicago O'Hare Intl

Tue 25/8

5:30 p.m.-4:45 p.m.

1 stop22h 15m

C$ 781

LondonChicago

YXU - ORD

YXUORD

London

Thu 30/7

10:05 a.m.-2:55 p.m.

1 stop5h 50m

Chicago O'Hare Intl

Fri 31/7

8:40 p.m.-9:17 a.m.

1 stop11h 37m

C$ 811

LondonChicago

YXU - ORD

YXUORD

London

Fri 31/7

10:05 a.m.-2:55 p.m.

1 stop5h 50m

Chicago O'Hare Intl

Mon 10/8

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

1 stop4h 55m

C$ 853

LondonChicago

YXU - ORD

YXUORD

London

Sat 8/8

5:40 a.m.-9:50 a.m.

1 stop5h 10m

Chicago O'Hare Intl

Sat 15/8

5:00 a.m.-5:42 p.m.

2 stops11h 42m

C$ 855

LondonChicago

YXU - ORD

YXUORD

London

Thu 13/8

10:05 a.m.-2:55 p.m.

1 stop5h 50m

Chicago O'Hare Intl

Sun 16/8

6:00 a.m.-2:49 p.m.

2 stops7h 49m

C$ 855

LondonChicago

YXU - MDW

YXUMDW

London

Mon 24/8

6:10 a.m.-2:35 p.m.

3 stops33h 25m

Chicago Midway

Mon 31/8

3:15 p.m.-4:45 p.m.

3 stops24h 30m

C$ 1,281

LondonChicago

YXU - MDW

YXUMDW

London

Tue 18/8

2:40 p.m.-9:17 a.m.

3 stops19h 37m

Chicago Midway

Tue 25/8

10:25 a.m.-5:20 a.m.

3 stops17h 55m

C$ 1,353

LondonChicago

YXU - MDW

YXUMDW

London

Thu 30/7

8:40 p.m.-10:05 a.m.

2 stops14h 25m

Chicago Midway

Fri 31/7

12:41 p.m.-5:20 a.m.

2 stops15h 39m

C$ 1,684

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/7

Showing 1-10 of 24 resultsSorted by cheapest first
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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
No data available for this route at this time. Please check back soon.

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$ 760, Air Canada can have you in Chicago from London, Ontario in 5h 50m. 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.

See more FAQs

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How does Cheapflights help users find flights from London to Chicago?

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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