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Cheap flights from London, ON to Chicago from C$ 352

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 30/9. Fares are subject to change and may not be available on all flights or dates of travel.
YXU — CHI
17 Sep — 24 Sep1
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 18 August 2026.

Mon 14/95:55 p.m. -
1 stop23h 45m
Mon 21/95:30 p.m. -
1 stop10h 50m
Deal found 17/8C$ 580
Thu 10/96:10 a.m. -
1 stop11h 30m
Sat 12/91:21 p.m. -
2 stops14h 59m
Deal found 13/8C$ 672
Tue 8/95:40 a.m. -
2 stops7h 20m
Sat 12/98:45 a.m. -
2 stops7h 58m
Deal found 13/8C$ 677
Sun 13/95:55 p.m. -
2 stops31h 28m
Sun 20/95:30 p.m. -
1 stop10h 50m
Deal found 16/8C$ 684
Mon 14/95:55 p.m. -
2 stops25h 28m
Mon 21/95:30 p.m. -
1 stop10h 50m
Deal found 17/8C$ 743
Sun 27/93:30 p.m. -
1 stop5h 18m
Sun 4/102:15 p.m. -
1 stop6h 25m
Deal found 13/8C$ 753
Thu 10/95:40 a.m. -
1 stop6h 41m
Mon 14/98:42 a.m. -
2 stops8h 01m
Deal found 13/8C$ 785
Thu 8/1010:05 a.m. -
1 stop5h 50m
Mon 12/109:55 a.m. -
1 stop3h 55m
Deal found 17/8C$ 796
Thu 10/95:55 p.m. -
3 stops21h 40m
Sat 12/911:45 a.m. -
3 stops16h 35m
Deal found 13/8C$ 1,059
Sat 12/96:10 a.m. -
3 stops33h 25m
Sat 19/911:45 a.m. -
3 stops16h 35m
Deal found 13/8C$ 1,131
Mon 14/95:55 p.m. -
3 stops21h 40m
Mon 21/911:45 a.m. -
3 stops16h 35m
Deal found 17/8C$ 1,140
Sun 13/95:55 p.m. -
3 stops21h 40m
Sun 20/911:45 a.m. -
3 stops16h 35m
Deal found 16/8C$ 1,252

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 18 August 2026.

Round-trip from

C$ 580

One-way from

C$ 352
WestJet
  • WestJet
  • 14/9-21/9
  • 2 total stops
  • 34h 35m total
  • London to Chicago
Search Deals
30/9
  • 30/9
  • 3 total stops
  • 24h 28m 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 18 August 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 London - ORD Chicago O'Hare Intl

YXUORD

London

Tue 8/9

5:40 a.m.-12:00 p.m.

2 stops7h 20m

Chicago O'Hare Intl

Sat 12/9

8:45 a.m.-5:43 p.m.

2 stops7h 58m

C$ 677

LondonChicago

YXU London - ORD Chicago O'Hare Intl

YXUORD

London

Sat 12/9

5:40 a.m.-9:53 a.m.

1 stop5h 13m

Chicago O'Hare Intl

Sat 19/9

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

1 stop6h 00m

C$ 677

LondonChicago

YXU London - ORD Chicago O'Hare Intl

YXUORD

London

Sun 13/9

5:55 p.m.-12:23 a.m.

2 stops31h 28m

Chicago O'Hare Intl

Sun 20/9

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

1 stop10h 50m

C$ 684
Quickest round-trip

LondonChicago

YXU London - ORD Chicago O'Hare Intl

YXUORD

London

Thu 10/9

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

1 stop5h 50m

Chicago O'Hare Intl

Mon 14/9

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

1 stop3h 55m

C$ 785

LondonChicago

YXU London - ORD Chicago O'Hare Intl

YXUORD

London

Thu 8/10

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

1 stop5h 50m

Chicago O'Hare Intl

Mon 12/10

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

1 stop3h 55m

C$ 796

LondonChicago

YXU London - ORD Chicago O'Hare Intl

YXUORD

London

Sun 27/9

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

1 stop5h 18m

Chicago O'Hare Intl

Sun 4/10

11:05 a.m.-9:40 p.m.

2 stops9h 35m

C$ 869

LondonChicago

YXU London - ORD Chicago O'Hare Intl

YXUORD

London

Mon 14/9

5:55 p.m.-4:40 p.m.

1 stop23h 45m

Chicago O'Hare Intl

Mon 21/9

11:47 a.m.-5:20 a.m.

3 stops16h 33m

C$ 910

LondonChicago

YXU London - MDW Chicago Midway

YXUMDW

London

Thu 10/9

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

3 stops21h 40m

Chicago Midway

Sat 12/9

11:45 a.m.-5:20 a.m.

3 stops16h 35m

C$ 1,059

LondonChicago

YXU London - MDW Chicago Midway

YXUMDW

London

Sat 12/9

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

3 stops33h 25m

Chicago Midway

Sat 19/9

11:45 a.m.-5:20 a.m.

3 stops16h 35m

C$ 1,131

LondonChicago

YXU London - MDW Chicago Midway

YXUMDW

London

Mon 14/9

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

3 stops21h 40m

Chicago Midway

Mon 21/9

11:45 a.m.-5:20 a.m.

3 stops16h 35m

C$ 1,140

Flights are sorted by cheapest round-trip flights first.

Deals found on 16/8

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$ 677, Air Canada can have you in Chicago from London, Ontario in 7h 20m. Airlines will cover a distance of 565 km.

  • 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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