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Cheap flights from London, ON to Chicago from C$ 254

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 14/1. Fares are subject to change and may not be available on all flights or dates of travel.
YXU — CHI
1 Jan — 8 Jan1
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 2 December 2025.

Fri 26/129:25 a.m.YXU - ORD
1 stop4h 36mAir Canada
Mon 29/128:15 p.m.ORD - YXU
1 stop11h 31mAir Canada
Deal found 2/12C$ 779
Fri 26/125:40 p.m.YXU - ORD
2 stops7h 04mUnited Airlines
Mon 29/1210:00 a.m.ORD - YXU
1 stop6h 05mUnited Airlines
Deal found 2/12C$ 857
Fri 26/127:30 a.m.YXU - ORD
3 stops32h 23mMultiple Airlines
Mon 29/127:38 p.m.ORD - YXU
3 stops33h 56mMultiple Airlines
Deal found 2/12C$ 2,880
Fri 26/127:30 a.m.YXU - MDW
2 stops28h 36mWestJet
Mon 29/129:50 a.m.MDW - YXU
2 stops19h 44mWestJet
Deal found 2/12C$ 3,669

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 2 December 2025.

Round-trip from

C$ 607

One-way from

C$ 254
Air Canada
  • Air Canada
  • 19/1-23/1
  • 2 total stops
  • 10h 31m total
  • London to Chicago
Search Deals
14/1
  • 14/1
  • 2 total stops
  • 36h 07m 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 2 December 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

Mon 19/1

9:50 a.m.-1:01 p.m.

1 stop4h 11m

Chicago O'Hare Intl

Fri 23/1

3:55 p.m.-9:20 p.m.

1 stop4h 25m

C$ 607

LondonChicago

YXU - ORD

YXUORD

London

Wed 14/1

5:40 p.m.-10:05 p.m.

1 stop5h 25m

Chicago O'Hare Intl

Wed 21/1

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

1 stop4h 26m

C$ 681

LondonChicago

YXU - ORD

YXUORD

London

Fri 6/2

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

1 stop4h 36m

Chicago O'Hare Intl

Sun 8/2

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

1 stop4h 26m

C$ 684

LondonChicago

YXU - MDW

YXUMDW

London

Mon 19/1

8:10 p.m.-1:09 p.m.

2 stops17h 59m

Chicago Midway

Thu 22/1

9:50 a.m.-6:34 a.m.

2 stops19h 44m

C$ 1,832

LondonChicago

YXU - MDW

YXUMDW

London

Wed 14/1

8:10 p.m.-1:09 p.m.

2 stops17h 59m

Chicago Midway

Wed 21/1

1:49 p.m.-6:34 a.m.

2 stops15h 45m

C$ 1,914

LondonChicago

YXU - MDW

YXUMDW

London

Fri 26/12

7:30 a.m.-11:06 a.m.

2 stops28h 36m

Chicago Midway

Mon 29/12

9:50 a.m.-6:34 a.m.

2 stops19h 44m

C$ 3,669

LondonChicago

YXU - MDW

YXUMDW

London

Wed 14/1

8:10 p.m.-7:17 a.m.

2 stops36h 07m

C$ 254

LondonChicago

YXU - ORD

YXUORD

London

Wed 14/1

8:10 p.m.-10:44 p.m.

2 stops27h 34m

C$ 254

LondonChicago

YXU - ORD

YXUORD

London

Fri 16/1

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

1 stop5h 03m

C$ 319

LondonChicago

YXU - ORD

YXUORD

London

Wed 14/1

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

1 stop5h 03m

C$ 333

Flights are sorted by cheapest round-trip flights first.

Deals found on 30/11

Showing 1-10 of 12 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$ 117). Flying from London, Ontario to Chicago in February is currently the most expensive (average of C$ 266). 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 78% 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$ 479.

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 2 December 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
10,496 reviews
Check prices

Food

6.3

Crew

7.8

Entertainment

6.8

Boarding

7.3

Overall

7.1

Comfort

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Nov 2025

YYZ - LAS

It's was great and the crew are very nice, captain has a smooth land on the runway 👍
Air Canada
7.1
Good
10,496 reviews
Air Canada
7.1
Good
10,496 reviews
Check prices

Food

6.3

Crew

7.8

Entertainment

6.8

Boarding

7.3

Overall

7.1

Comfort

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Nov 2025

YYZ - LAS

It's was great and the crew are very nice, captain has a smooth land on the runway 👍

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$ 607, Air Canada can have you in Chicago from London, Ontario in 4h 11m. 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$ 117). Flying from London, Ontario to Chicago in February is currently the most expensive (average of C$ 266). 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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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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