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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 2/5. Fares are subject to change and may not be available on all flights or dates of travel.
YXU — CHI
9 May — 16 May1
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 9 April 2026.

Thu 29/103:25 p.m.
YXU
-
ORD
1 stop5h 10m
Air Canada
Sun 1/114:00 p.m.
ORD
-
YXU
1 stop4h 46m
Air Canada
Deal found 5/4C$ 619
Thu 23/45:10 a.m.
YXU
-
ORD
1 stop5h 00m
Air Canada
Thu 30/44:15 p.m.
ORD
-
YXU
1 stop4h 04m
Air Canada
Deal found 7/4C$ 630
Sun 3/55:10 a.m.
YXU
-
ORD
1 stop4h 50m
Air Canada
Sun 10/53:50 p.m.
ORD
-
YXU
1 stop4h 48m
Air Canada
Deal found 5/4C$ 644
Sat 30/59:30 a.m.
YXU
-
ORD
1 stop4h 55m
Air Canada
Wed 3/69:55 a.m.
ORD
-
YXU
1 stop4h 03m
Air Canada
Deal found 5/4C$ 645
Sat 23/512:20 p.m.
YXU
-
ORD
1 stop5h 39m
Air Canada
Sat 30/52:15 p.m.
ORD
-
YXU
1 stop6h 23m
Air Canada
Deal found 8/4C$ 666
Thu 12/115:45 a.m.
YXU
-
ORD
2 stops10h 10m
Air Canada
Sun 15/114:00 p.m.
ORD
-
YXU
1 stop4h 46m
Air Canada
Deal found 8/4C$ 670
Fri 22/59:30 a.m.
YXU
-
ORD
1 stop4h 55m
Air Canada
Fri 29/59:55 a.m.
ORD
-
YXU
1 stop6h 38m
Air Canada
Deal found 7/4C$ 673
Sat 30/55:55 p.m.
YXU
-
MDW
3 stops19h 47m
WestJet
Thu 4/69:23 a.m.
MDW
-
YXU
3 stops27h 27m
WestJet
Deal found 5/4C$ 1,187
Fri 22/52:40 p.m.
YXU
-
MDW
2 stops28h 16m
Multiple Airlines
Fri 29/59:23 a.m.
MDW
-
YXU
3 stops22h 30m
Multiple Airlines
Deal found 7/4C$ 1,250
Sun 3/55:55 p.m.
YXU
-
MDW
3 stops21h 40m
Multiple Airlines
Sun 10/56:36 p.m.
MDW
-
YXU
3 stops33h 44m
Multiple Airlines
Deal found 5/4C$ 1,364
Sun 3/56:10 a.m.
YXU
-
MDW
2 stops13h 26m
WestJet
Sun 10/51:22 p.m.
MDW
-
YXU
2 stops14h 58m
WestJet
Deal found 5/4C$ 1,417
Sat 30/55:55 p.m.
YXU
-
MDW
2 stops25h 01m
WestJet
Wed 3/61:22 p.m.
MDW
-
YXU
2 stops14h 58m
WestJet
Deal found 5/4C$ 1,584

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 9 April 2026.

Round-trip from

C$ 630

One-way from

C$ 352
Air Canada
  • Air Canada
  • 23/4-30/4
  • 2 total stops
  • 9h 04m total
  • London to Chicago
Search Deals
Air Canada
  • Air Canada
  • 2/5
  • 1 total stop
  • 4h 55m 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 9 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

Tue 19/5

9:30 a.m.-2:55 p.m.

1 stop6h 25m

Chicago O'Hare Intl

Tue 26/5

2:15 p.m.-9:38 p.m.

1 stop6h 23m

C$ 645

LondonChicago

YXU - ORD

YXUORD

London

Fri 22/5

9:30 a.m.-1:25 p.m.

1 stop4h 55m

Chicago O'Hare Intl

Fri 29/5

9:55 a.m.-5:33 p.m.

1 stop6h 38m

C$ 673

LondonChicago

YXU - ORD

YXUORD

London

Thu 23/4

5:10 a.m.-2:55 p.m.

2 stops10h 45m

Chicago O'Hare Intl

Thu 30/4

4:15 p.m.-9:19 p.m.

1 stop4h 04m

C$ 721

LondonChicago

YXU - ORD

YXUORD

London

Wed 20/5

9:30 a.m.-2:01 p.m.

1 stop5h 31m

Chicago O'Hare Intl

Wed 27/5

7:10 a.m.-5:33 p.m.

2 stops9h 23m

C$ 728

LondonChicago

YXU - ORD

YXUORD

London

Sat 30/5

5:10 a.m.-9:00 a.m.

1 stop4h 50m

Chicago O'Hare Intl

Wed 3/6

8:40 a.m.-5:33 p.m.

2 stops7h 53m

C$ 728

LondonChicago

YXU - ORD

YXUORD

London

Sun 3/5

6:10 p.m.-7:46 a.m.

2 stops14h 36m

Chicago O'Hare Intl

Sun 10/5

2:15 p.m.-9:38 p.m.

1 stop6h 23m

C$ 735

LondonChicago

YXU - ORD

YXUORD

London

Sat 30/5

9:30 a.m.-6:50 p.m.

2 stops10h 20m

Chicago O'Hare Intl

Thu 4/6

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

1 stop4h 03m

C$ 735

LondonChicago

YXU - ORD

YXUORD

London

Tue 19/5

9:30 a.m.-4:55 p.m.

2 stops8h 25m

Chicago O'Hare Intl

Tue 26/5

2:15 p.m.-9:38 p.m.

1 stop6h 23m

C$ 737

LondonChicago

YXU - ORD

YXUORD

London

Thu 23/4

5:10 a.m.-12:24 a.m.

3 stops20h 14m

Chicago O'Hare Intl

Thu 30/4

5:05 a.m.-5:04 p.m.

2 stops10h 59m

C$ 748
Quickest round-trip

LondonChicago

YXU - ORD

YXUORD

London

Thu 21/5

12:20 p.m.-4:59 p.m.

1 stop5h 39m

Chicago O'Hare Intl

Thu 28/5

2:56 p.m.-9:38 p.m.

1 stop5h 42m

C$ 749

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/4

Showing 1-10 of 34 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

What is the cheapest month to book a flight from London, Ontario to Chicago?

Currently, January is the cheapest month in which you can book a flight from London, Ontario to Chicago (average of C$ 177). Flying from London, Ontario to Chicago in April is currently the most expensive (average of C$ 273). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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$ 728, Air Canada can have you in Chicago from London, Ontario in 5h 31m. 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.

  • What is the cheapest month to book a flight from London, Ontario to Chicago?

    Currently, January is the cheapest month in which you can book a flight from London, Ontario to Chicago (average of C$ 177). Flying from London, Ontario to Chicago in April is currently the most expensive (average of C$ 273). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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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