Find flights
When to book
FAQs

Cheap flights from London, ON to Chicago from C$ 357

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 31/8. Fares are subject to change and may not be available on all flights or dates of travel.
YXU — CHI
18 Aug — 25 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 19 July 2026.

Fri 14/810:05 a.m.
YXU
-
ORD
1 stop4h 17m
Air Canada
Fri 21/83:45 p.m.
ORD
-
YXU
1 stop4h 55m
Air Canada
Deal found 17/7C$ 756
Fri 14/88:40 p.m.
YXU
-
ORD
2 stops33h 57m
Multiple Airlines
Fri 21/85:30 p.m.
ORD
-
YXU
1 stop10h 50m
Multiple Airlines
Deal found 17/7C$ 830
Wed 21/103:30 p.m.
YXU
-
ORD
1 stop5h 18m
Air Canada
Sat 24/103:45 p.m.
ORD
-
YXU
1 stop4h 55m
Air Canada
Deal found 14/7C$ 866
Mon 24/85:40 a.m.
YXU
-
ORD
1 stop4h 20m
Air Canada
Mon 31/82:15 p.m.
ORD
-
YXU
1 stop6h 25m
Air Canada
Deal found 18/7C$ 882
Wed 2/96:10 a.m.
YXU
-
ORD
1 stop11h 30m
Multiple Airlines
Wed 9/96:50 a.m.
ORD
-
YXU
2 stops45h 30m
Multiple Airlines
Deal found 18/7C$ 900
Mon 24/85:40 a.m.
YXU
-
ORD
1 stop4h 20m
United Airlines
Mon 31/88:45 a.m.
ORD
-
YXU
2 stops11h 55m
United Airlines
Deal found 18/7C$ 964
Wed 2/910:05 a.m.
YXU
-
ORD
2 stops7h 54m
United Airlines
Wed 9/98:45 a.m.
ORD
-
YXU
2 stops7h 58m
United Airlines
Deal found 18/7C$ 973
Mon 24/85:55 p.m.
YXU
-
MDW
3 stops21h 40m
Multiple Airlines
Mon 31/83:15 p.m.
MDW
-
YXU
3 stops24h 30m
Multiple Airlines
Deal found 18/7C$ 1,521
Sat 5/96:10 a.m.
YXU
-
MDW
2 stops28h 07m
WestJet
Wed 9/99:29 a.m.
MDW
-
YXU
2 stops18h 51m
WestJet
Deal found 14/7C$ 2,499

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 19 July 2026.

Round-trip from

C$ 756

One-way from

C$ 357
Air Canada
  • Air Canada
  • 14/8-21/8
  • 2 total stops
  • 9h 12m total
  • London to Chicago
Search Deals
WestJet
  • WestJet
  • 31/8
  • 1 total stop
  • 23h 45m 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 19 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
Quickest round-trip

LondonChicago

YXU - ORD

YXUORD

London

Wed 21/10

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

1 stop5h 18m

Chicago O'Hare Intl

Sat 24/10

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

1 stop4h 55m

C$ 866

LondonChicago

YXU - ORD

YXUORD

London

Sat 9/1

3:20 p.m.-7:58 p.m.

1 stop5h 38m

Chicago O'Hare Intl

Wed 13/1

8:45 a.m.-2:42 p.m.

1 stop4h 57m

C$ 869

LondonChicago

YXU - ORD

YXUORD

London

Wed 2/9

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

1 stop5h 50m

Chicago O'Hare Intl

Wed 9/9

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

1 stop4h 55m

C$ 882

LondonChicago

YXU - ORD

YXUORD

London

Mon 24/8

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

1 stop4h 20m

Chicago O'Hare Intl

Mon 31/8

2:15 p.m.-9:40 p.m.

1 stop6h 25m

C$ 882

LondonChicago

YXU - ORD

YXUORD

London

Mon 24/8

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

1 stop4h 20m

Chicago O'Hare Intl

Mon 31/8

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

2 stops11h 55m

C$ 964

LondonChicago

YXU - MDW

YXUMDW

London

Mon 24/8

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

3 stops21h 40m

Chicago Midway

Mon 31/8

3:15 p.m.-4:45 p.m.

3 stops24h 30m

C$ 1,521

LondonChicago

YXU - MDW

YXUMDW

London

Sat 5/9

6:10 a.m.-9:17 a.m.

2 stops28h 07m

Chicago Midway

Wed 9/9

9:29 a.m.-5:20 a.m.

2 stops18h 51m

C$ 2,499
Cheapest one-way

LondonChicago

YXU - ORD

YXUORD

London

Thu 13/8

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

1 stop4h 20m

C$ 421

LondonChicago

YXU - ORD

YXUORD

London

Tue 11/8

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

1 stop5h 50m

C$ 422

LondonChicago

YXU - ORD

YXUORD

London

Tue 11/8

2:40 p.m.-8:02 a.m.

3 stops42h 22m

C$ 425

Flights are sorted by cheapest round-trip flights first.

Deals found on 17/7

Showing 1-10 of 21 resultsSorted by cheapest first
1
2
3

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$ 866, Air Canada can have you in Chicago from London, Ontario in 5h 18m. 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.