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Cheap flights from London, ON to Chicago from C$ 348

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 20/7. Fares are subject to change and may not be available on all flights or dates of travel.
YXU — CHI
20 Jul — 27 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 20 June 2026.

Thu 3/98:40 p.m.
YXU
-
ORD
1 stop21h 00m
WestJet
Sun 6/95:30 p.m.
ORD
-
YXU
1 stop10h 50m
WestJet
Deal found 17/6C$ 666
Sat 31/109:45 a.m.
YXU
-
ORD
1 stop4h 11m
Air Canada
Tue 3/119:50 a.m.
ORD
-
YXU
1 stop4h 16m
Air Canada
Deal found 19/6C$ 749
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 16/6C$ 756
Sat 10/1010:05 a.m.
YXU
-
ORD
1 stop5h 50m
Air Canada
Fri 27/119:50 a.m.
ORD
-
YXU
1 stop4h 16m
Air Canada
Deal found 18/6C$ 764
Sat 18/710:05 a.m.
YXU
-
ORD
1 stop4h 17m
Air Canada
Sat 25/72:15 p.m.
ORD
-
YXU
1 stop5h 17m
Air Canada
Deal found 20/6C$ 783
Fri 10/710:05 a.m.
YXU
-
ORD
1 stop4h 17m
Air Canada
Sun 19/79:50 a.m.
ORD
-
YXU
1 stop4h 02m
Air Canada
Deal found 18/6C$ 788
Wed 1/710:05 a.m.
YXU
-
ORD
1 stop4h 17m
Air Canada
Wed 8/73:50 p.m.
ORD
-
YXU
1 stop3h 42m
Air Canada
Deal found 16/6C$ 791
Tue 14/78:40 p.m.
YXU
-
MDW
3 stops18h 55m
Multiple Airlines
Tue 21/710:25 a.m.
MDW
-
YXU
3 stops17h 55m
Multiple Airlines
Deal found 16/6C$ 1,064
Thu 16/78:40 p.m.
YXU
-
MDW
3 stops18h 55m
Multiple Airlines
Thu 23/710:25 a.m.
MDW
-
YXU
3 stops17h 55m
Multiple Airlines
Deal found 18/6C$ 1,139
Fri 10/72:40 p.m.
YXU
-
MDW
3 stops28h 27m
Multiple Airlines
Sun 19/710:25 a.m.
MDW
-
YXU
3 stops17h 55m
Multiple Airlines
Deal found 18/6C$ 1,316
Sat 18/75:55 p.m.
YXU
-
MDW
3 stops40h 45m
Multiple Airlines
Sat 25/710:25 a.m.
MDW
-
YXU
3 stops17h 55m
Multiple Airlines
Deal found 20/6C$ 1,350
Thu 3/98:40 p.m.
YXU
-
MDW
3 stops22h 53m
WestJet
Sun 6/95:45 p.m.
MDW
-
YXU
3 stops34h 35m
WestJet
Deal found 17/6C$ 1,421

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 June 2026.

Round-trip from

C$ 666

One-way from

C$ 348
WestJet
  • WestJet
  • 3/9-6/9
  • 2 total stops
  • 31h 50m total
  • London to Chicago
Search Deals
20/7
  • 20/7
  • 2 total stops
  • 27h 57m 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 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

Thu 3/9

8:40 p.m.-4:40 p.m.

1 stop21h 00m

Chicago O'Hare Intl

Sun 6/9

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

1 stop10h 50m

C$ 666
Quickest round-trip

LondonChicago

YXU - ORD

YXUORD

London

Sat 31/10

9:45 a.m.-12:56 p.m.

1 stop4h 11m

Chicago O'Hare Intl

Tue 3/11

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

1 stop4h 16m

C$ 750

LondonChicago

YXU - ORD

YXUORD

London

Sat 18/7

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

1 stop4h 17m

Chicago O'Hare Intl

Sat 25/7

2:15 p.m.-8:32 p.m.

1 stop5h 17m

C$ 783

LondonChicago

YXU - ORD

YXUORD

London

Tue 14/7

3:30 p.m.-7:52 p.m.

1 stop5h 22m

Chicago O'Hare Intl

Tue 21/7

2:15 p.m.-8:32 p.m.

1 stop5h 17m

C$ 791

LondonChicago

YXU - ORD

YXUORD

London

Sat 31/10

3:25 p.m.-11:37 p.m.

2 stops9h 12m

Chicago O'Hare Intl

Tue 3/11

6:00 a.m.-3:06 p.m.

2 stops8h 06m

C$ 850

LondonChicago

YXU - ORD

YXUORD

London

Thu 12/11

9:45 a.m.-2:56 p.m.

1 stop6h 11m

Chicago O'Hare Intl

Sat 14/11

1:12 p.m.-9:46 p.m.

2 stops7h 34m

C$ 850

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$ 852

LondonChicago

YXU - ORD

YXUORD

London

Sat 10/10

5:40 a.m.-2:26 p.m.

2 stops9h 46m

Chicago O'Hare Intl

Fri 27/11

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

2 stops9h 06m

C$ 858

LondonChicago

YXU - MDW

YXUMDW

London

Tue 14/7

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

3 stops18h 55m

Chicago Midway

Tue 21/7

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

3 stops17h 55m

C$ 1,064

LondonChicago

YXU - MDW

YXUMDW

London

Thu 16/7

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

3 stops18h 55m

Chicago Midway

Thu 23/7

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

3 stops17h 55m

C$ 1,139

Flights are sorted by cheapest round-trip flights first.

Deals found on 19/6

Showing 1-10 of 31 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$ 750, WestJet can have you in Chicago from London, Ontario in 4h 11m. 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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