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Cheap flights from London, ON to Chicago from C$ 284

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 12/3. Fares are subject to change and may not be available on all flights or dates of travel.
YXU — CHI
28 Feb — 7 Mar1
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 29 January 2026.

Thu 26/38:10 p.m.
YXU
-
ORD
2 stops15h 42m
Multiple Airlines
Mon 30/32:20 p.m.
ORD
-
YXU
1 stop15h 15m
Multiple Airlines
Deal found 28/1C$ 680
Thu 26/38:10 p.m.
YXU
-
ORD
1 stop18h 25m
WestJet
Mon 30/32:20 p.m.
ORD
-
YXU
1 stop15h 15m
WestJet
Deal found 28/1C$ 717
Sun 1/38:10 p.m.
YXU
-
ORD
1 stop18h 25m
Multiple Airlines
Sat 7/37:39 p.m.
ORD
-
YXU
2 stops21h 34m
Multiple Airlines
Deal found 28/1C$ 728
Sun 1/35:10 a.m.
YXU
-
ORD
1 stop5h 03m
Air Canada
Sat 7/33:55 p.m.
ORD
-
YXU
1 stop4h 26m
Air Canada
Deal found 28/1C$ 737
Mon 23/25:10 a.m.
YXU
-
ORD
1 stop5h 03m
Air Canada
Thu 26/210:00 a.m.
ORD
-
YXU
1 stop6h 05m
Air Canada
Deal found 26/1C$ 762
Wed 25/25:10 a.m.
YXU
-
ORD
2 stops6h 56m
Air Canada
Wed 4/32:00 p.m.
ORD
-
YXU
1 stop6h 21m
Air Canada
Deal found 28/1C$ 766
Sun 8/35:10 a.m.
YXU
-
ORD
1 stop5h 40m
United Airlines
Thu 12/38:50 a.m.
ORD
-
YXU
2 stops7h 15m
United Airlines
Deal found 28/1C$ 812
Sun 1/35:40 p.m.
YXU
-
ORD
2 stops7h 03m
United Airlines
Sat 7/310:50 a.m.
ORD
-
YXU
2 stops9h 31m
United Airlines
Deal found 28/1C$ 815
Sun 8/35:40 p.m.
YXU
-
ORD
2 stops14h 48m
United Airlines
Fri 13/37:00 a.m.
ORD
-
YXU
2 stops13h 21m
United Airlines
Deal found 28/1C$ 819
Mon 23/25:10 a.m.
YXU
-
ORD
1 stop5h 40m
United Airlines
Thu 26/28:50 a.m.
ORD
-
YXU
2 stops7h 15m
United Airlines
Deal found 26/1C$ 834
Mon 23/28:10 p.m.
YXU
-
MDW
2 stops22h 35m
WestJet
Thu 26/21:49 p.m.
MDW
-
YXU
2 stops15h 46m
WestJet
Deal found 26/1C$ 1,936
Thu 26/38:10 p.m.
YXU
-
MDW
2 stops22h 12m
WestJet
Mon 30/310:45 a.m.
MDW
-
YXU
2 stops18h 50m
WestJet
Deal found 28/1C$ 2,251

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 29 January 2026.

Round-trip from

C$ 680

One-way from

C$ 284
WestJet
  • WestJet
  • 26/3-30/3
  • 3 total stops
  • 30h 57m total
  • London to Chicago
Search Deals
WestJet
  • WestJet
  • 12/3
  • 1 total stop
  • 18h 25m 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 29 January 2026.
Use the filters below to find and compare flights from London to Chicago that are best for you.

Fly from

London

Fly to

Chicago

Route

Depart

Return

Price

LondonChicago

YXU - ORD

YXUORD

London

Sun 1/3

8:10 p.m.-1:35 p.m.

1 stop18h 25m

Chicago O'Hare Intl

Sat 7/3

7:39 p.m.-6:13 p.m.

2 stops21h 34m

C$ 728

LondonChicago

YXU - ORD

YXUORD

London

Sun 1/3

5:10 a.m.-9:13 a.m.

1 stop5h 03m

Chicago O'Hare Intl

Sat 7/3

3:55 p.m.-9:21 p.m.

1 stop4h 26m

C$ 737

LondonChicago

YXU - ORD

YXUORD

London

Wed 25/2

5:10 a.m.-9:13 a.m.

1 stop5h 03m

Chicago O'Hare Intl

Wed 4/3

3:55 p.m.-9:21 p.m.

1 stop4h 26m

C$ 762

LondonChicago

YXU - ORD

YXUORD

London

Mon 23/2

5:10 a.m.-9:13 a.m.

1 stop5h 03m

Chicago O'Hare Intl

Thu 26/2

10:00 a.m.-5:05 p.m.

1 stop6h 05m

C$ 762

LondonChicago

YXU - ORD

YXUORD

London

Sun 8/3

5:10 a.m.-9:50 a.m.

1 stop5h 40m

Chicago O'Hare Intl

Thu 12/3

3:55 p.m.-9:21 p.m.

1 stop4h 26m

C$ 812

LondonChicago

YXU - ORD

YXUORD

London

Sun 8/3

5:10 a.m.-9:50 a.m.

1 stop5h 40m

Chicago O'Hare Intl

Fri 13/3

2:00 p.m.-9:21 p.m.

1 stop6h 21m

C$ 812

LondonChicago

YXU - ORD

YXUORD

London

Thu 26/3

5:10 a.m.-2:27 p.m.

2 stops10h 17m

Chicago O'Hare Intl

Mon 30/3

8:45 a.m.-5:03 p.m.

2 stops7h 18m

C$ 815

LondonChicago

YXU - ORD

YXUORD

London

Sun 1/3

5:40 p.m.-11:43 p.m.

2 stops7h 03m

Chicago O'Hare Intl

Sat 7/3

10:50 a.m.-9:21 p.m.

2 stops9h 31m

C$ 815

LondonChicago

YXU - MDW

YXUMDW

London

Mon 23/2

8:10 p.m.-5:45 p.m.

2 stops22h 35m

Chicago Midway

Thu 26/2

1:49 p.m.-6:35 a.m.

2 stops15h 46m

C$ 1,936

LondonChicago

YXU - MDW

YXUMDW

London

Thu 26/3

8:10 p.m.-5:22 p.m.

2 stops22h 12m

Chicago Midway

Mon 30/3

10:45 a.m.-6:35 a.m.

2 stops18h 50m

C$ 2,251

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/1

Showing 1-10 of 19 results
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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, April is the cheapest month in which you can book a flight from London, Ontario to Chicago (average of C$ 111). Flying from London, Ontario to Chicago in March is currently the most expensive (average of C$ 258). 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.

What’s the top layover airport for flights from London, Ontario to Chicago?

Share of one-stop round-trip flights from London, Ontario to Chicago chosen by Cheapflights users in the past 12 months, using the same layover each way.

Toronto (YYZ) – chosen by Cheapflights users on 73% of one-stop itineraries from London, Ontario to Chicago on Cheapflights.

What’s the cheapest layover airport for flights from London, Ontario to Chicago?

Average round-trip fare for 1-stop flights from London, Ontario to Chicago, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Calgary (YYC) is the most affordable 1-stop option, with an average round-trip price of C$ 465.

What’s the fastest layover option from London, Ontario to Chicago?

Shortest average travel time for 1-stop one-way flights from London, Ontario to Chicago, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Toronto (YYZ) have the shortest average one-way travel time for 1-stop routes: 3h 54m.

Which airport typically offers the quickest layover for flights from London, Ontario to Chicago?

Average layover duration for 1-stop one-way flights from London, Ontario to Chicago, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Toronto (YYZ) offer the fastest connection on this route, with an average layover time of 1h 23m.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 29 January 2026.
Read through reviews of airlines operating flights from London to Chicago, such as Air Canada. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Air Canada
7.1
Good
10,667 reviews
Check prices

Overall

7.1

Crew

7.8

Comfort

7.1

Boarding

7.3

Entertainment

6.8

Food

6.3

Reviews

1 / 20
4.0
Okay

Sugith,Jan 2026

YSB - YYZ

Left 2 hours late. Stuck on plane for an hour after boarding before take off.
Air Canada
7.1
Good
10,667 reviews
Air Canada
7.1
Good
10,667 reviews
Check prices

Overall

7.1

Crew

7.8

Comfort

7.1

Boarding

7.3

Entertainment

6.8

Food

6.3

Reviews

1 / 20
4.0
Okay

Sugith,Jan 2026

YSB - YYZ

Left 2 hours late. Stuck on plane for an hour after boarding before take off.

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$ 737, Air Canada can have you in Chicago from London, Ontario in 5h 03m. 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, April is the cheapest month in which you can book a flight from London, Ontario to Chicago (average of C$ 111). Flying from London, Ontario to Chicago in March is currently the most expensive (average of C$ 258). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for London to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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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.

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