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Cheap flights from London, ON to Chicago from C$ 421

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 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
YXU — CHI
15 Jul — 22 Jul1
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 15 June 2026.

Sun 6/125:45 a.m.
YXU
-
ORD
1 stop4h 15m
Air Canada
Tue 8/128:00 a.m.
ORD
-
YXU
1 stop6h 06m
Air Canada
Deal found 14/6C$ 748
Sat 31/103:25 p.m.
YXU
-
ORD
1 stop5h 10m
Air Canada
Wed 4/119:50 a.m.
ORD
-
YXU
1 stop4h 16m
Air Canada
Deal found 10/6C$ 751
Thu 9/710:05 a.m.
YXU
-
ORD
1 stop4h 17m
Air Canada
Thu 16/79:50 a.m.
ORD
-
YXU
1 stop4h 02m
Air Canada
Deal found 11/6C$ 785
Thu 9/710:05 a.m.
YXU
-
ORD
1 stop5h 50m
Air Canada
Sun 12/73:50 p.m.
ORD
-
YXU
1 stop3h 42m
Air Canada
Deal found 14/6C$ 790
Fri 10/710:05 a.m.
YXU
-
ORD
1 stop5h 50m
Air Canada
Thu 16/72:15 p.m.
ORD
-
YXU
1 stop5h 17m
Air Canada
Deal found 11/6C$ 793
Mon 13/79:10 p.m.
YXU
-
ORD
1 stop12h 50m
Air Canada
Mon 20/72:15 p.m.
ORD
-
YXU
1 stop5h 17m
Air Canada
Deal found 13/6C$ 826
Sun 6/123:25 p.m.
YXU
-
ORD
1 stop5h 10m
United Airlines
Tue 8/125:00 a.m.
ORD
-
YXU
2 stops9h 06m
United Airlines
Deal found 14/6C$ 842
Thu 9/78:40 p.m.
YXU
-
MDW
3 stops18h 55m
Multiple Airlines
Sun 12/710:25 a.m.
MDW
-
YXU
3 stops17h 55m
Multiple Airlines
Deal found 14/6C$ 1,291
Fri 10/72:40 p.m.
YXU
-
MDW
3 stops28h 27m
Multiple Airlines
Thu 16/79:19 a.m.
MDW
-
YXU
3 stops27h 31m
Multiple Airlines
Deal found 11/6C$ 1,368
Thu 9/76:10 a.m.
YXU
-
MDW
3 stops33h 25m
Multiple Airlines
Thu 16/79:19 a.m.
MDW
-
YXU
3 stops27h 31m
Multiple Airlines
Deal found 11/6C$ 1,647
Mon 13/75:55 p.m.
YXU
-
MDW
3 stops25h 30m
WestJet
Mon 20/79:19 a.m.
MDW
-
YXU
3 stops19h 01m
WestJet
Deal found 13/6C$ 1,703
Mon 13/75:55 p.m.
YXU
-
MDW
3 stops21h 40m
Multiple Airlines
Mon 20/71:18 p.m.
MDW
-
YXU
2 stops15h 02m
Multiple Airlines
Deal found 13/6C$ 1,705

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 15 June 2026.

Round-trip from

C$ 748

One-way from

C$ 421
Air Canada
  • Air Canada
  • 6/12-8/12
  • 2 total stops
  • 10h 21m total
  • London to Chicago
Search Deals
Air Canada
  • Air Canada
  • 1/7
  • 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 15 June 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

Sun 6/12

5:45 a.m.-9:00 a.m.

1 stop4h 15m

Chicago O'Hare Intl

Tue 8/12

8:00 a.m.-3:06 p.m.

1 stop6h 06m

C$ 748
Quickest round-trip

LondonChicago

YXU - ORD

YXUORD

London

Sat 31/10

3:25 p.m.-7:35 p.m.

1 stop5h 10m

Chicago O'Hare Intl

Wed 4/11

9:50 a.m.-3:06 p.m.

1 stop4h 16m

C$ 748

LondonChicago

YXU - ORD

YXUORD

London

Thu 9/7

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

1 stop5h 50m

Chicago O'Hare Intl

Sun 12/7

3:50 p.m.-8:32 p.m.

1 stop3h 42m

C$ 790

LondonChicago

YXU - ORD

YXUORD

London

Sun 6/12

3:25 p.m.-7:35 p.m.

1 stop5h 10m

Chicago O'Hare Intl

Tue 8/12

5:00 a.m.-3:06 p.m.

2 stops9h 06m

C$ 842

LondonChicago

YXU - ORD

YXUORD

London

Tue 28/7

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

1 stop4h 17m

Chicago O'Hare Intl

Tue 4/8

6:30 a.m.-9:40 p.m.

2 stops14h 10m

C$ 877

LondonChicago

YXU - ORD

YXUORD

London

Sat 25/7

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

1 stop4h 17m

Chicago O'Hare Intl

Sat 1/8

6:29 a.m.-8:32 p.m.

2 stops13h 03m

C$ 878

LondonChicago

YXU - MDW

YXUMDW

London

Thu 9/7

8:40 p.m.-2:35 p.m.

3 stops18h 55m

Chicago Midway

Sun 12/7

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

3 stops17h 55m

C$ 1,291

LondonChicago

YXU - MDW

YXUMDW

London

Fri 10/7

2:40 p.m.-6:07 p.m.

3 stops28h 27m

Chicago Midway

Thu 16/7

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

3 stops27h 31m

C$ 1,368

LondonChicago

YXU - MDW

YXUMDW

London

Thu 9/7

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

3 stops33h 25m

Chicago Midway

Thu 16/7

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

3 stops27h 31m

C$ 1,647

LondonChicago

YXU - MDW

YXUMDW

London

Mon 13/7

5:55 p.m.-6:25 p.m.

3 stops25h 30m

Chicago Midway

Mon 20/7

9:19 a.m.-5:20 a.m.

3 stops19h 01m

C$ 1,703

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/6

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$ 748, Air Canada can have you in Chicago from London, Ontario in 4h 15m. 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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