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Cheap flights from London, ON to Chicago from C$ 370

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 27/12. Fares are subject to change and may not be available on all flights or dates of travel.
YXU — CHI
13 Dec — 20 Dec1
1 adult
1 adult, Economy, 0 bags

Find 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 13 November 2025.

Thu 25/125:10 a.m.YXU - ORD
1 stop5h 03mAir Canada
Sat 27/1210:00 a.m.ORD - YXU
1 stop6h 05mAir Canada
Deal found 11/11C$ 710
Sun 28/129:25 a.m.YXU - ORD
1 stop4h 36mAir Canada
Sun 4/18:15 p.m.ORD - YXU
1 stop11h 31mAir Canada
Deal found 13/11C$ 778
Wed 10/125:40 p.m.YXU - ORD
2 stops7h 03mAir Canada
Wed 17/123:55 p.m.ORD - YXU
1 stop4h 26mAir Canada
Deal found 12/11C$ 792
Wed 10/125:10 a.m.YXU - ORD
2 stops11h 14mUnited Airlines
Wed 17/126:00 a.m.ORD - YXU
2 stops10h 05mUnited Airlines
Deal found 12/11C$ 820
Thu 25/125:10 a.m.YXU - ORD
2 stops14h 09mMultiple Airlines
Sat 27/123:35 p.m.ORD - YXU
2 stops16h 11mMultiple Airlines
Deal found 11/11C$ 841
Sun 28/125:10 a.m.YXU - ORD
2 stops15h 07mUnited Airlines
Sun 4/18:15 p.m.ORD - YXU
1 stop11h 31mUnited Airlines
Deal found 13/11C$ 906
Wed 10/128:10 p.m.YXU - ORD
2 stops24h 59mMultiple Airlines
Wed 17/121:34 p.m.ORD - YXU
3 stops28h 38mMultiple Airlines
Deal found 12/11C$ 944
Sat 27/129:25 a.m.YXU - ORD
1 stop4h 36mUnited Airlines
Sat 3/13:55 p.m.ORD - YXU
1 stop4h 26mUnited Airlines
Deal found 12/11C$ 1,030
Sat 27/125:10 a.m.YXU - ORD
2 stops7h 08mAir Canada
Sat 3/12:00 p.m.ORD - YXU
1 stop6h 21mAir Canada
Deal found 12/11C$ 1,094
Wed 10/128:10 p.m.YXU - MDW
3 stops20h 10mMultiple Airlines
Wed 17/121:50 p.m.MDW - YXU
3 stops28h 22mMultiple Airlines
Deal found 12/11C$ 1,468
Thu 25/128:10 p.m.YXU - MDW
3 stops20h 10mMultiple Airlines
Sat 27/125:59 p.m.MDW - YXU
3 stops35h 35mMultiple Airlines
Deal found 11/11C$ 1,925
Wed 10/128:10 p.m.YXU - MDW
2 stops23h 08mWestJet
Wed 17/121:50 p.m.MDW - YXU
2 stops28h 22mWestJet
Deal found 12/11C$ 2,272

Cheap 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 13 November 2025.

Round-trip from

C$ 682

One-way from

C$ 370
Air Canada
  • Air Canada
  • 28/4-29/4
  • 2 total stops
  • 11h 13m total
  • London to Chicago
Search Deals
Air Canada
  • Air Canada
  • 27/12
  • 1 total stop
  • 4h 36m 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 13 November 2025.
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 5/4

9:25 a.m.-1:00 p.m.

1 stop4h 35m

Chicago O'Hare Intl

Wed 8/4

9:50 a.m.-5:03 p.m.

1 stop6h 13m

C$ 682

LondonChicago

YXU - ORD

YXUORD

London

Tue 28/4

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

1 stop5h 00m

Chicago O'Hare Intl

Wed 29/4

9:50 a.m.-5:03 p.m.

1 stop6h 13m

C$ 682

LondonChicago

YXU - ORD

YXUORD

London

Thu 25/12

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

1 stop5h 03m

Chicago O'Hare Intl

Sat 27/12

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

1 stop6h 05m

C$ 710

LondonChicago

YXU - ORD

YXUORD

London

Wed 10/12

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

1 stop5h 03m

Chicago O'Hare Intl

Wed 17/12

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

1 stop4h 26m

C$ 710

LondonChicago

YXU - ORD

YXUORD

London

Sun 5/4

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

1 stop18h 25m

Chicago O'Hare Intl

Wed 8/4

7:05 a.m.-6:35 a.m.

3 stops22h 30m

C$ 720

LondonChicago

YXU - ORD

YXUORD

London

Sun 28/12

9:25 a.m.-1:01 p.m.

1 stop4h 36m

Chicago O'Hare Intl

Sun 4/1

8:15 p.m.-8:46 a.m.

1 stop11h 31m

C$ 778

LondonChicago

YXU - ORD

YXUORD

London

Wed 10/12

5:10 a.m.-3:24 p.m.

2 stops11h 14m

Chicago O'Hare Intl

Wed 17/12

6:00 a.m.-5:05 p.m.

2 stops10h 05m

C$ 820

LondonChicago

YXU - ORD

YXUORD

London

Thu 25/12

5:10 a.m.-6:19 p.m.

2 stops14h 09m

Chicago O'Hare Intl

Sat 27/12

3:35 p.m.-8:46 a.m.

2 stops16h 11m

C$ 841

LondonChicago

YXU - MDW

YXUMDW

London

Sun 5/4

8:10 p.m.-3:20 p.m.

3 stops20h 10m

Chicago Midway

Wed 8/4

11:00 a.m.-6:35 a.m.

3 stops18h 35m

C$ 969

LondonChicago

YXU - MDW

YXUMDW

London

Sun 5/4

8:10 p.m.-1:08 p.m.

2 stops17h 58m

Chicago Midway

Wed 8/4

9:20 a.m.-6:35 a.m.

2 stops20h 15m

C$ 1,321

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

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$ 118). Flying from London, Ontario to Chicago in December is currently the most expensive (average of C$ 269). 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 80% 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$ 480.

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: 4h 02m.

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 25m.

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 13 November 2025.
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
10,448 reviews
Check prices

Comfort

7.1

Overall

7.1

Crew

7.8

Boarding

7.3

Food

6.3

Entertainment

6.8

Reviews

1 / 20
10.0
Excellent

janet,Sep 2025

YOW - YYZ

Really appreciated the leg room despite purchasing an economy ticket. Appreciated the extra complimentary wine. Nice touch. Was given immediate support without asking at check in, at the machine!! Ottawa's boarding was very organized with distinct rows in waiting room. Allowed for the main hall to not be blocked by people waiting to board.
Air Canada
7.1
Good
10,448 reviews
Air Canada
7.1
Good
10,448 reviews
Check prices

Comfort

7.1

Overall

7.1

Crew

7.8

Boarding

7.3

Food

6.3

Entertainment

6.8

Reviews

1 / 20
10.0
Excellent

janet,Sep 2025

YOW - YYZ

Really appreciated the leg room despite purchasing an economy ticket. Appreciated the extra complimentary wine. Nice touch. Was given immediate support without asking at check in, at the machine!! Ottawa's boarding was very organized with distinct rows in waiting room. Allowed for the main hall to not be blocked by people waiting to board.

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$ 682, Air Canada can have you in Chicago from London, Ontario in 4h 35m. 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$ 118). Flying from London, Ontario to Chicago in December is currently the most expensive (average of C$ 269). 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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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

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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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