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Cheap flights from London, ON to Chicago from C$ 338

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 17/6. Fares are subject to change and may not be available on all flights or dates of travel.
YXU — CHI
19 Jun — 26 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 20 May 2026.

Sat 4/710:05 a.m.
YXU
-
ORD
1 stop4h 17m
Air Canada
Sat 11/72:15 p.m.
ORD
-
YXU
1 stop6h 25m
Air Canada
Deal found 19/5C$ 617
Wed 21/1010:05 a.m.
YXU
-
ORD
1 stop5h 50m
Air Canada
Sat 24/102:15 p.m.
ORD
-
YXU
1 stop6h 25m
Air Canada
Deal found 19/5C$ 700
Fri 26/610:05 a.m.
YXU
-
ORD
1 stop5h 50m
Air Canada
Mon 29/62:15 p.m.
ORD
-
YXU
1 stop6h 22m
Air Canada
Deal found 17/5C$ 727
Sun 7/610:05 a.m.
YXU
-
ORD
1 stop4h 20m
Air Canada
Mon 15/69:55 a.m.
ORD
-
YXU
1 stop4h 03m
Air Canada
Deal found 19/5C$ 730
Fri 5/65:10 a.m.
YXU
-
ORD
1 stop4h 50m
Air Canada
Fri 5/68:20 p.m.
ORD
-
YXU
1 stop11h 58m
Air Canada
Deal found 18/5C$ 778
Wed 1/710:05 a.m.
YXU
-
ORD
1 stop5h 01m
United Airlines
Wed 8/72:15 p.m.
ORD
-
YXU
1 stop6h 25m
United Airlines
Deal found 16/5C$ 822
Mon 29/66:10 p.m.
YXU
-
ORD
1 stop4h 55m
United Airlines
Mon 6/72:15 p.m.
ORD
-
YXU
1 stop6h 25m
United Airlines
Deal found 15/5C$ 824
Mon 15/63:30 p.m.
YXU
-
ORD
2 stops8h 56m
United Airlines
Sun 21/66:30 a.m.
ORD
-
YXU
2 stops10h 02m
United Airlines
Deal found 16/5C$ 829
Tue 7/72:40 p.m.
YXU
-
MDW
3 stops22h 58m
Multiple Airlines
Thu 9/79:19 a.m.
MDW
-
YXU
3 stops27h 31m
Multiple Airlines
Deal found 18/5C$ 1,532
Fri 26/62:40 p.m.
YXU
-
MDW
3 stops19h 34m
Multiple Airlines
Mon 29/69:17 a.m.
MDW
-
YXU
3 stops27h 33m
Multiple Airlines
Deal found 17/5C$ 1,642
Sat 4/76:10 a.m.
YXU
-
MDW
3 stops31h 36m
WestJet
Sat 11/71:18 p.m.
MDW
-
YXU
3 stops23h 32m
WestJet
Deal found 19/5C$ 1,665
Sun 7/66:10 a.m.
YXU
-
MDW
2 stops13h 08m
WestJet
Mon 15/67:16 p.m.
MDW
-
YXU
2 stops17h 34m
WestJet
Deal found 15/5C$ 1,733

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 20 May 2026.

Round-trip from

C$ 617

One-way from

C$ 338
Air Canada
  • Air Canada
  • 4/7-11/7
  • 2 total stops
  • 10h 42m total
  • London to Chicago
Search Deals
Air Canada
  • Air Canada
  • 17/6
  • 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 20 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

LondonChicago

YXU - ORD

YXUORD

London

Wed 21/10

3:30 p.m.-7:48 p.m.

1 stop5h 18m

Chicago O'Hare Intl

Sat 24/10

9:50 a.m.-2:55 p.m.

1 stop4h 05m

C$ 700

LondonChicago

YXU - ORD

YXUORD

London

Fri 26/6

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

1 stop5h 50m

Chicago O'Hare Intl

Mon 29/6

2:15 p.m.-9:37 p.m.

1 stop6h 22m

C$ 727
Quickest round-trip

LondonChicago

YXU - ORD

YXUORD

London

Sun 7/6

10:05 a.m.-1:25 p.m.

1 stop4h 20m

Chicago O'Hare Intl

Mon 15/6

9:55 a.m.-2:58 p.m.

1 stop4h 03m

C$ 730

LondonChicago

YXU - ORD

YXUORD

London

Tue 7/7

10:05 a.m.-1:22 p.m.

1 stop4h 17m

Chicago O'Hare Intl

Thu 9/7

8:40 p.m.-9:20 a.m.

1 stop11h 40m

C$ 778

LondonChicago

YXU - ORD

YXUORD

London

Mon 15/6

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

1 stop5h 35m

Chicago O'Hare Intl

Sun 21/6

6:30 a.m.-5:32 p.m.

2 stops10h 02m

C$ 822

LondonChicago

YXU - ORD

YXUORD

London

Wed 1/7

10:05 a.m.-2:06 p.m.

1 stop5h 01m

Chicago O'Hare Intl

Wed 8/7

2:15 p.m.-9:40 p.m.

1 stop6h 25m

C$ 822

LondonChicago

YXU - ORD

YXUORD

London

Sat 4/7

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

1 stop5h 50m

Chicago O'Hare Intl

Sat 11/7

11:03 a.m.-9:40 p.m.

2 stops9h 37m

C$ 822

LondonChicago

YXU - ORD

YXUORD

London

Sat 27/6

3:30 p.m.-7:27 a.m.

2 stops16h 57m

Chicago O'Hare Intl

Sun 28/6

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

1 stop5h 49m

C$ 822

LondonChicago

YXU - MDW

YXUMDW

London

Tue 7/7

2:40 p.m.-12:38 p.m.

3 stops22h 58m

Chicago Midway

Thu 9/7

9:19 a.m.-1:50 p.m.

3 stops27h 31m

C$ 1,532

LondonChicago

YXU - MDW

YXUMDW

London

Sat 4/7

6:10 a.m.-12:46 p.m.

3 stops31h 36m

Chicago Midway

Sat 11/7

1:18 p.m.-1:50 p.m.

3 stops23h 32m

C$ 1,665

Flights are sorted by cheapest round-trip flights first.

Deals found on 19/5

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$ 700, Air Canada can have you in Chicago from London, Ontario in 5h 18m. 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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