Find flights
When to book
FAQs

Cheap flights from London, ON to Chicago from C$ 383

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 3/9. Fares are subject to change and may not be available on all flights or dates of travel.
YXU — CHI
11 Sep — 18 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 12 August 2026.

Sun 20/96:10 a.m. -
1 stop11h 30m
Sun 27/95:30 p.m. -
1 stop10h 50m
Deal found 10/8C$ 524
Sun 20/95:40 a.m. -
1 stop4h 20m
Sun 27/94:33 p.m. -
1 stop4h 07m
Deal found 12/8C$ 708
Sun 20/96:10 a.m. -
1 stop11h 30m
Sun 27/97:28 p.m. -
2 stops32h 52m
Deal found 10/8C$ 735
Wed 23/95:40 a.m. -
1 stop4h 20m
Wed 30/92:15 p.m. -
1 stop6h 25m
Deal found 8/8C$ 745
Thu 10/910:05 a.m. -
1 stop5h 50m
Wed 16/93:45 p.m. -
1 stop4h 55m
Deal found 11/8C$ 756
Tue 8/93:30 p.m. -
1 stop5h 18m
Tue 15/92:15 p.m. -
1 stop6h 25m
Deal found 11/8C$ 780
Wed 23/96:10 a.m. -
2 stops32h 11m
Wed 30/98:45 a.m. -
3 stops19h 35m
Deal found 8/8C$ 843
Thu 10/95:55 p.m. -
3 stops21h 40m
Wed 16/911:45 a.m. -
3 stops16h 35m
Deal found 11/8C$ 1,148
Sun 20/95:55 p.m. -
3 stops21h 40m
Sun 27/911:45 a.m. -
3 stops16h 35m
Deal found 12/8C$ 1,176
Wed 23/96:10 a.m. -
3 stops29h 50m
Wed 30/911:45 a.m. -
3 stops16h 35m
Deal found 8/8C$ 1,419
Tue 29/96:10 a.m. -
2 stops13h 23m
Wed 30/99:59 a.m. -
2 stops18h 21m
Deal found 7/8C$ 2,482
Wed 23/96:10 a.m. -
2 stops27h 57m
Wed 30/99:29 a.m. -
2 stops18h 51m
Deal found 8/8C$ 2,483

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 12 August 2026.

Round-trip from

C$ 524

One-way from

C$ 383
WestJet
  • WestJet
  • 20/9-27/9
  • 2 total stops
  • 22h 20m total
  • London to Chicago
Search Deals
Air Canada
  • Air Canada
  • 3/9
  • 1 total stop
  • 6h 41m 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 12 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

Sun 20/9

6:10 a.m.-4:40 p.m.

1 stop11h 30m

Chicago O'Hare Intl

Sun 27/9

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

1 stop10h 50m

C$ 524
Quickest round-trip

LondonChicago

YXU London - ORD Chicago O'Hare Intl

YXUORD

London

Sun 20/9

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

1 stop4h 20m

Chicago O'Hare Intl

Sun 27/9

4:33 p.m.-9:40 p.m.

1 stop4h 07m

C$ 708

LondonChicago

YXU London - ORD Chicago O'Hare Intl

YXUORD

London

Wed 23/9

6:10 a.m.-1:21 p.m.

2 stops32h 11m

Chicago O'Hare Intl

Wed 30/9

8:45 a.m.-5:20 a.m.

2 stops19h 35m

C$ 851

LondonChicago

YXU London - ORD Chicago O'Hare Intl

YXUORD

London

Wed 23/9

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

1 stop4h 20m

Chicago O'Hare Intl

Wed 30/9

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

2 stops7h 58m

C$ 865

LondonChicago

YXU London - ORD Chicago O'Hare Intl

YXUORD

London

Tue 8/9

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

1 stop4h 20m

Chicago O'Hare Intl

Fri 11/9

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

1 stop4h 55m

C$ 889

LondonChicago

YXU London - ORD Chicago O'Hare Intl

YXUORD

London

Thu 10/9

10:05 a.m.-1:23 p.m.

1 stop4h 18m

Chicago O'Hare Intl

Mon 14/9

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

2 stops9h 35m

C$ 905

LondonChicago

YXU London - ORD Chicago O'Hare Intl

YXUORD

London

Tue 22/9

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

1 stop4h 20m

Chicago O'Hare Intl

Tue 29/9

5:59 a.m.-2:50 p.m.

2 stops7h 51m

C$ 993

LondonChicago

YXU London - MDW Chicago Midway

YXUMDW

London

Thu 10/9

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

3 stops21h 40m

Chicago Midway

Wed 16/9

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

3 stops16h 35m

C$ 1,148

LondonChicago

YXU London - MDW Chicago Midway

YXUMDW

London

Sun 20/9

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

3 stops21h 40m

Chicago Midway

Sun 27/9

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

3 stops16h 35m

C$ 1,176

LondonChicago

YXU London - MDW Chicago Midway

YXUMDW

London

Wed 23/9

6:10 a.m.-11:00 a.m.

3 stops29h 50m

Chicago Midway

Wed 30/9

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

3 stops16h 35m

C$ 1,419

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/8

Showing 1-10 of 29 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$ 708, WestJet can have you in Chicago from London, Ontario in 4h 20m. 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.