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Cheap flights from London, ON to Chicago from C$ 414

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 18/8. Fares are subject to change and may not be available on all flights or dates of travel.
YXU — CHI
5 Aug — 12 Aug1
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 6 July 2026.

Sat 31/105:30 a.m.
YXU
-
ORD
1 stop4h 53m
Air Canada
Wed 4/118:45 a.m.
ORD
-
YXU
1 stop5h 02m
Air Canada
Deal found 1/7C$ 759
Fri 21/85:40 a.m.
YXU
-
ORD
1 stop4h 20m
Air Canada
Tue 25/83:45 p.m.
ORD
-
YXU
1 stop4h 55m
Air Canada
Deal found 1/7C$ 801
Sat 31/103:25 p.m.
YXU
-
ORD
2 stops9h 12m
United Airlines
Wed 4/116:00 a.m.
ORD
-
YXU
2 stops7h 47m
United Airlines
Deal found 1/7C$ 862
Tue 18/810:05 a.m.
YXU
-
ORD
1 stop5h 50m
Air Canada
Tue 25/83:45 p.m.
ORD
-
YXU
1 stop4h 55m
Air Canada
Deal found 4/7C$ 873
Tue 18/88:40 p.m.
YXU
-
ORD
1 stop21h 00m
Multiple Airlines
Tue 25/82:41 p.m.
ORD
-
YXU
2 stops37h 39m
Multiple Airlines
Deal found 4/7C$ 877
Thu 30/710:05 a.m.
YXU
-
ORD
1 stop4h 17m
United Airlines
Thu 6/810:43 a.m.
ORD
-
YXU
1 stop5h 59m
United Airlines
Deal found 2/7C$ 887
Mon 17/85:40 a.m.
YXU
-
ORD
1 stop4h 20m
United Airlines
Mon 24/82:52 p.m.
ORD
-
YXU
1 stop5h 48m
United Airlines
Deal found 2/7C$ 889
Tue 4/82:40 p.m.
YXU
-
MDW
3 stops22h 59m
Multiple Airlines
Tue 11/810:25 a.m.
MDW
-
YXU
3 stops17h 55m
Multiple Airlines
Deal found 5/7C$ 1,405
Fri 21/88:40 p.m.
YXU
-
MDW
3 stops22h 53m
Multiple Airlines
Tue 25/810:25 a.m.
MDW
-
YXU
3 stops17h 55m
Multiple Airlines
Deal found 1/7C$ 1,459
Tue 4/88:40 p.m.
YXU
-
MDW
2 stops14h 19m
WestJet
Tue 11/81:25 p.m.
MDW
-
YXU
2 stops14h 55m
WestJet
Deal found 5/7C$ 1,506
Fri 21/88:40 p.m.
YXU
-
MDW
2 stops22h 21m
WestJet
Tue 25/89:59 a.m.
MDW
-
YXU
2 stops18h 21m
WestJet
Deal found 1/7C$ 1,857
Wed 25/118:00 p.m.
YXU
-
MDW
2 stops21h 50m
WestJet
Sat 28/1110:35 a.m.
MDW
-
YXU
2 stops30h 40m
WestJet
Deal found 5/7C$ 1,875

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 6 July 2026.

Round-trip from

C$ 759

One-way from

C$ 414
Air Canada
  • Air Canada
  • 31/10-4/11
  • 2 total stops
  • 9h 55m total
  • London to Chicago
Search Deals
WestJet
  • WestJet
  • 18/8
  • 1 total stop
  • 21h 00m 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 6 July 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 31/10

9:15 a.m.-7:52 p.m.

2 stops11h 37m

Chicago O'Hare Intl

Wed 4/11

4:30 p.m.-9:52 p.m.

1 stop4h 22m

C$ 765

LondonChicago

YXU - ORD

YXUORD

London

Sat 31/10

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

2 stops9h 12m

Chicago O'Hare Intl

Wed 4/11

6:00 a.m.-2:47 p.m.

2 stops7h 47m

C$ 863

LondonChicago

YXU - ORD

YXUORD

London

Tue 18/8

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

1 stop5h 50m

Chicago O'Hare Intl

Tue 25/8

3:45 p.m.-9:40 p.m.

1 stop4h 55m

C$ 873
Quickest round-trip

LondonChicago

YXU - ORD

YXUORD

London

Thu 30/7

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

1 stop4h 17m

Chicago O'Hare Intl

Thu 6/8

10:43 a.m.-5:42 p.m.

1 stop5h 59m

C$ 887

LondonChicago

YXU - ORD

YXUORD

London

Fri 21/8

5:40 a.m.-9:00 a.m.

1 stop4h 20m

Chicago O'Hare Intl

Tue 25/8

6:00 a.m.-2:50 p.m.

2 stops7h 50m

C$ 887

LondonChicago

YXU - ORD

YXUORD

London

Mon 17/8

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

1 stop4h 17m

Chicago O'Hare Intl

Mon 24/8

8:45 a.m.-9:40 p.m.

2 stops11h 55m

C$ 889

LondonChicago

YXU - MDW

YXUMDW

London

Fri 21/8

8:40 p.m.-6:33 p.m.

3 stops22h 53m

Chicago Midway

Tue 25/8

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

3 stops17h 55m

C$ 1,459

LondonChicago

YXU - MDW

YXUMDW

London

Tue 4/8

8:40 p.m.-9:59 a.m.

2 stops14h 19m

Chicago Midway

Tue 11/8

1:25 p.m.-5:20 a.m.

2 stops14h 55m

C$ 1,506

LondonChicago

YXU - MDW

YXUMDW

London

Fri 21/8

8:40 p.m.-6:01 p.m.

2 stops22h 21m

Chicago Midway

Tue 25/8

9:59 a.m.-5:20 a.m.

2 stops18h 21m

C$ 1,857

LondonChicago

YXU - MDW

YXUMDW

London

Wed 25/11

8:00 p.m.-4:50 p.m.

2 stops21h 50m

Chicago Midway

Sat 28/11

10:35 a.m.-6:15 p.m.

2 stops30h 40m

C$ 1,875

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/7

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$ 863, Air Canada can have you in Chicago from London, Ontario in 9h 12m. 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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