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Cheap flights from London, ON to Chicago from C$ 376

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 14/6. Fares are subject to change and may not be available on all flights or dates of travel.
YXU — CHI
4 Jun — 11 Jun1
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 5 May 2026.

Sun 17/55:10 a.m.
YXU
-
ORD
1 stop4h 50m
Air Canada
Tue 26/53:50 p.m.
ORD
-
YXU
1 stop4h 48m
Air Canada
Deal found 30/4C$ 658
Sat 23/512:20 p.m.
YXU
-
ORD
1 stop5h 39m
Air Canada
Wed 27/52:15 p.m.
ORD
-
YXU
1 stop6h 23m
Air Canada
Deal found 30/4C$ 694
Mon 1/69:30 a.m.
YXU
-
ORD
1 stop6h 25m
Air Canada
Sun 7/69:55 a.m.
ORD
-
YXU
1 stop4h 03m
Air Canada
Deal found 3/5C$ 729
Mon 1/65:55 p.m.
YXU
-
MDW
3 stops25h 38m
Multiple Airlines
Sun 7/610:15 a.m.
MDW
-
YXU
3 stops18h 05m
Multiple Airlines
Deal found 3/5C$ 1,736
Mon 1/65:55 p.m.
YXU
-
MDW
3 stops25h 38m
WestJet
Sun 7/69:54 a.m.
MDW
-
YXU
2 stops18h 26m
WestJet
Deal found 3/5C$ 2,105
Thu 6/88:40 p.m.
YXU
-
MDW
2 stops22h 38m
WestJet
Sun 9/89:49 a.m.
MDW
-
YXU
3 stops18h 31m
WestJet
Deal found 2/5C$ 2,125
Wed 13/56:10 a.m.
YXU
-
MDW
3 stops28h 35m
Multiple Airlines
Fri 15/59:22 a.m.
MDW
-
YXU
3 stops18h 58m
Multiple Airlines
Deal found 4/5C$ 2,170
Wed 21/106:10 a.m.
YXU
-
MDW
2 stops13h 27m
WestJet
Sat 24/109:30 a.m.
MDW
-
YXU
2 stops18h 50m
WestJet
Deal found 4/5C$ 2,188
Thu 18/66:10 a.m.
YXU
-
MDW
2 stops13h 21m
WestJet
Thu 25/61:49 p.m.
MDW
-
YXU
2 stops23h 01m
WestJet
Deal found 4/5C$ 2,269
Tue 22/96:10 a.m.
YXU
-
MDW
2 stops28h 40m
WestJet
Wed 23/91:00 p.m.
MDW
-
YXU
2 stops15h 20m
WestJet
Deal found 30/4C$ 2,294
Fri 8/56:10 a.m.
YXU
-
MDW
2 stops28h 35m
Multiple Airlines
Mon 11/56:36 p.m.
MDW
-
YXU
2 stops33h 44m
Multiple Airlines
Deal found 4/5C$ 2,321
Wed 13/56:10 a.m.
YXU
-
MDW
2 stops12h 46m
WestJet
Fri 15/59:23 a.m.
MDW
-
YXU
2 stops18h 57m
WestJet
Deal found 4/5C$ 2,322

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 5 May 2026.

Round-trip from

C$ 658

One-way from

C$ 376
Air Canada
  • Air Canada
  • 17/5-26/5
  • 2 total stops
  • 9h 38m total
  • London to Chicago
Search Deals
Air Canada
  • Air Canada
  • 12/6
  • 1 total stop
  • 5h 50m 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 5 May 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

Sun 17/5

5:10 a.m.-9:00 a.m.

1 stop4h 50m

Chicago O'Hare Intl

Tue 26/5

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

1 stop4h 48m

C$ 658

LondonChicago

YXU - ORD

YXUORD

London

Sat 23/5

12:20 p.m.-4:59 p.m.

1 stop5h 39m

Chicago O'Hare Intl

Wed 27/5

2:15 p.m.-9:38 p.m.

1 stop6h 23m

C$ 694

LondonChicago

YXU - ORD

YXUORD

London

Wed 17/6

6:10 p.m.-10:05 p.m.

1 stop4h 55m

Chicago O'Hare Intl

Wed 24/6

10:43 a.m.-5:32 p.m.

1 stop5h 49m

C$ 822

LondonChicago

YXU - ORD

YXUORD

London

Fri 17/7

5:10 a.m.-9:45 a.m.

1 stop5h 35m

Chicago O'Hare Intl

Mon 20/7

7:00 a.m.-2:55 p.m.

2 stops6h 55m

C$ 822

LondonChicago

YXU - ORD

YXUORD

London

Mon 1/6

3:30 p.m.-11:30 p.m.

2 stops9h 00m

Chicago O'Hare Intl

Sun 7/6

8:50 a.m.-2:58 p.m.

1 stop5h 08m

C$ 830

LondonChicago

YXU - MDW

YXUMDW

London

Mon 1/6

5:55 p.m.-6:33 p.m.

3 stops25h 38m

Chicago Midway

Sun 7/6

10:15 a.m.-5:20 a.m.

3 stops18h 05m

C$ 1,736

LondonChicago

YXU - MDW

YXUMDW

London

Thu 6/8

8:40 p.m.-6:18 p.m.

2 stops22h 38m

Chicago Midway

Sun 9/8

9:49 a.m.-5:20 a.m.

3 stops18h 31m

C$ 2,125

LondonChicago

YXU - MDW

YXUMDW

London

Wed 21/10

6:10 a.m.-6:37 p.m.

2 stops13h 27m

Chicago Midway

Sat 24/10

9:30 a.m.-5:20 a.m.

2 stops18h 50m

C$ 2,188

LondonChicago

YXU - MDW

YXUMDW

London

Thu 18/6

6:10 a.m.-6:31 p.m.

2 stops13h 21m

Chicago Midway

Thu 25/6

1:49 p.m.-1:50 p.m.

2 stops23h 01m

C$ 2,269

LondonChicago

YXU - MDW

YXUMDW

London

Tue 22/9

6:10 a.m.-9:50 a.m.

2 stops28h 40m

Chicago Midway

Wed 23/9

1:00 p.m.-5:20 a.m.

2 stops15h 20m

C$ 2,294

Flights are sorted by cheapest round-trip flights first.

Deals found on 30/4

Showing 1-10 of 28 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$ 658, Air Canada can have you in Chicago from London, Ontario in 4h 50m. 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.

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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