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Cheap flights from London, ON to Chicago from C$ 353

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 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
YXU — CHI
30 May — 6 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 30 April 2026.

Sat 23/56:10 a.m.
YXU
-
ORD
1 stop11h 30m
WestJet
Mon 25/55:30 p.m.
ORD
-
YXU
2 stops19h 20m
WestJet
Deal found 27/4C$ 513
Fri 22/52:40 p.m.
YXU
-
ORD
2 stops27h 00m
WestJet
Sun 24/55:30 p.m.
ORD
-
YXU
1 stop10h 50m
WestJet
Deal found 28/4C$ 659
Sat 23/55:10 a.m.
YXU
-
ORD
1 stop4h 50m
Air Canada
Wed 27/52:15 p.m.
ORD
-
YXU
1 stop6h 23m
Air Canada
Deal found 26/4C$ 685
Tue 9/610:05 a.m.
YXU
-
ORD
1 stop5h 50m
Air Canada
Tue 16/69:55 a.m.
ORD
-
YXU
1 stop4h 03m
Air Canada
Deal found 26/4C$ 688
Fri 29/512:20 p.m.
YXU
-
ORD
1 stop5h 39m
Air Canada
Mon 1/610:00 a.m.
ORD
-
YXU
1 stop3h 58m
Air Canada
Deal found 28/4C$ 698
Thu 11/66:10 a.m.
YXU
-
MDW
2 stops13h 21m
WestJet
Thu 18/61:21 p.m.
MDW
-
YXU
3 stops23h 29m
WestJet
Deal found 27/4C$ 1,505
Thu 11/65:55 p.m.
YXU
-
MDW
3 stops21h 40m
Multiple Airlines
Thu 18/69:17 a.m.
MDW
-
YXU
3 stops27h 33m
Multiple Airlines
Deal found 27/4C$ 1,534
Sat 13/66:10 a.m.
YXU
-
MDW
2 stops12h 44m
Multiple Airlines
Sat 20/69:54 a.m.
MDW
-
YXU
3 stops26h 56m
Multiple Airlines
Deal found 28/4C$ 1,542
Sat 23/55:55 p.m.
YXU
-
MDW
3 stops25h 01m
WestJet
Mon 25/59:23 a.m.
MDW
-
YXU
2 stops18h 57m
WestJet
Deal found 27/4C$ 1,666
Fri 22/55:55 p.m.
YXU
-
MDW
3 stops25h 01m
WestJet
Sun 24/56:36 p.m.
MDW
-
YXU
3 stops33h 44m
WestJet
Deal found 28/4C$ 1,688

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 30 April 2026.

Round-trip from

C$ 513

One-way from

C$ 353
WestJet
  • WestJet
  • 23/5-25/5
  • 3 total stops
  • 30h 50m total
  • London to Chicago
Search Deals
WestJet
  • WestJet
  • 9/6
  • 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 30 April 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

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$ 687
Quickest round-trip

LondonChicago

YXU - ORD

YXUORD

London

Fri 12/6

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

1 stop4h 20m

Chicago O'Hare Intl

Sun 14/6

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

1 stop4h 03m

C$ 696

LondonChicago

YXU - ORD

YXUORD

London

Thu 11/6

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

1 stop4h 20m

Chicago O'Hare Intl

Thu 18/6

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

1 stop11h 37m

C$ 721

LondonChicago

YXU - ORD

YXUORD

London

Tue 9/6

10:05 a.m.-11:26 p.m.

2 stops14h 21m

Chicago O'Hare Intl

Tue 16/6

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

1 stop4h 03m

C$ 788

LondonChicago

YXU - MDW

YXUMDW

London

Thu 11/6

5:55 p.m.-2:35 p.m.

3 stops21h 40m

Chicago Midway

Thu 18/6

9:17 a.m.-1:50 p.m.

3 stops27h 33m

C$ 1,534

LondonChicago

YXU - MDW

YXUMDW

London

Sat 13/6

6:10 a.m.-5:54 p.m.

2 stops12h 44m

Chicago Midway

Sat 20/6

9:54 a.m.-1:50 p.m.

3 stops26h 56m

C$ 1,542

LondonChicago

YXU - MDW

YXUMDW

London

Thu 11/6

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

2 stops13h 21m

Chicago Midway

Thu 18/6

1:21 p.m.-1:50 p.m.

3 stops23h 29m

C$ 1,586

LondonChicago

YXU - MDW

YXUMDW

London

Fri 22/5

5:55 p.m.-5:56 p.m.

3 stops25h 01m

Chicago Midway

Sun 24/5

6:36 p.m.-5:20 a.m.

3 stops33h 44m

C$ 1,688

LondonChicago

YXU - MDW

YXUMDW

London

Sat 23/5

5:55 p.m.-5:56 p.m.

3 stops25h 01m

Chicago Midway

Mon 25/5

9:23 a.m.-1:50 p.m.

3 stops27h 27m

C$ 1,786

LondonChicago

YXU - MDW

YXUMDW

London

Sat 13/6

6:10 a.m.-9:14 a.m.

2 stops28h 04m

Chicago Midway

Sat 20/6

9:54 a.m.-1:50 p.m.

2 stops26h 56m

C$ 2,080

Flights are sorted by cheapest round-trip flights first.

Deals found on 25/4

Showing 1-10 of 27 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$ 687, Air Canada can have you in Chicago from London, Ontario in 5h 39m. 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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