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Cheap flights from London, ON to Chicago from C$ 329

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 27/9. Fares are subject to change and may not be available on all flights or dates of travel.
YXU — CHI
19 Aug — 26 Aug1
1 adult

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 14 August 2025.

Round-trip from

C$ 649

One-way from

C$ 329
Air Canada
  • Air Canada
  • 9/12-2/1
  • 4 total stops
  • 19h 01m total
  • London to Chicago
Search Deals
27/9
  • 27/9
  • 2 total stops
  • 41h 45m total
  • London to Chicago
Search Deals

Find flight deals from London to Chicago

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 14 August 2025.

Tue 9/125:45 a.m.YXU - ORD
2 stops10h 10mAir Canada
Fri 2/17:15 a.m.ORD - YXU
2 stops8h 51mAir Canada
Deal found 14/8C$ 649
Sun 7/125:45 a.m.YXU - ORD
2 stops10h 10mAir Canada
Thu 1/17:15 a.m.ORD - YXU
2 stops8h 51mAir Canada
Deal found 14/8C$ 678
Sun 7/129:25 a.m.YXU - ORD
1 stop4h 36mAir Canada
Sat 3/13:55 p.m.ORD - YXU
1 stop4h 26mAir Canada
Deal found 14/8C$ 714
Fri 31/105:45 a.m.YXU - ORD
1 stop5h 15mUnited Airlines
Sun 2/115:02 a.m.ORD - YXU
2 stops10h 04mUnited Airlines
Deal found 13/8C$ 743
Sun 7/910:00 a.m.YXU - ORD
1 stop6h 04mAir Canada
Thu 11/92:00 p.m.ORD - YXU
1 stop6h 29mAir Canada
Deal found 13/8C$ 830
Thu 21/83:40 p.m.YXU - ORD
1 stop4h 49mUnited Airlines
Sun 24/87:00 a.m.ORD - YXU
2 stops7h 02mUnited Airlines
Deal found 14/8C$ 1,154
Thu 11/128:00 p.m.YXU - ORD
1 stop18h 35mMultiple Airlines
Sat 3/18:30 p.m.ORD - YXU
2 stops21h 42mMultiple Airlines
Deal found 14/8C$ 1,234
Sun 7/128:00 p.m.YXU - ORD
1 stop18h 35mMultiple Airlines
Sat 3/18:30 p.m.ORD - YXU
2 stops21h 42mMultiple Airlines
Deal found 14/8C$ 1,245
Sun 7/128:00 p.m.YXU - ORD
1 stop18h 35mMultiple Airlines
Sun 28/128:00 a.m.ORD - YXU
2 stops21h 44mMultiple Airlines
Deal found 14/8C$ 1,282
Sat 13/125:05 p.m.YXU - ORD
1 stop22h 36mMultiple Airlines
Sat 3/18:30 p.m.ORD - YXU
2 stops33h 14mMultiple Airlines
Deal found 14/8C$ 1,489
Thu 21/88:00 p.m.YXU - MDW
2 stops14h 36mWestJet
Sun 24/812:43 p.m.MDW - YXU
2 stops15h 31mWestJet
Deal found 14/8C$ 2,724

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 14 August 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 7/12

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

1 stop4h 36m

Chicago O'Hare Intl

Thu 1/1

7:15 a.m.-5:06 p.m.

2 stops8h 51m

C$ 649

LondonChicago

YXU - ORD

YXUORD

London

Wed 10/12

5:45 a.m.-2:55 p.m.

2 stops10h 10m

Chicago O'Hare Intl

Fri 2/1

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

1 stop6h 21m

C$ 649

LondonChicago

YXU - ORD

YXUORD

London

Tue 9/12

5:45 a.m.-2:55 p.m.

2 stops10h 10m

Chicago O'Hare Intl

Fri 2/1

7:15 a.m.-5:06 p.m.

2 stops8h 51m

C$ 649

LondonChicago

YXU - ORD

YXUORD

London

Sat 13/12

9:25 a.m.-3:10 p.m.

1 stop6h 45m

Chicago O'Hare Intl

Tue 30/12

10:00 a.m.-5:06 p.m.

1 stop6h 06m

C$ 649

LondonChicago

YXU - ORD

YXUORD

London

Sat 13/12

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

1 stop4h 36m

Chicago O'Hare Intl

Fri 2/1

7:15 a.m.-5:06 p.m.

2 stops8h 51m

C$ 649

LondonChicago

YXU - ORD

YXUORD

London

Sat 13/12

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

1 stop4h 36m

Chicago O'Hare Intl

Wed 31/12

7:15 a.m.-5:06 p.m.

2 stops8h 51m

C$ 649

LondonChicago

YXU - ORD

YXUORD

London

Thu 11/12

5:45 a.m.-2:55 p.m.

2 stops10h 10m

Chicago O'Hare Intl

Tue 30/12

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

1 stop4h 26m

C$ 649

LondonChicago

YXU - ORD

YXUORD

London

Thu 11/12

9:25 a.m.-3:10 p.m.

1 stop6h 45m

Chicago O'Hare Intl

Fri 2/1

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

1 stop6h 21m

C$ 649

LondonChicago

YXU - ORD

YXUORD

London

Thu 11/12

5:45 a.m.-2:55 p.m.

2 stops10h 10m

Chicago O'Hare Intl

Wed 31/12

7:15 a.m.-5:06 p.m.

2 stops8h 51m

C$ 649

LondonChicago

YXU - ORD

YXUORD

London

Sun 7/12

5:45 a.m.-9:13 a.m.

1 stop4h 28m

Chicago O'Hare Intl

Fri 2/1

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

1 stop6h 21m

C$ 649

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/8

Showing 1-10 of 14 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, January is the cheapest month in which you can book a flight from London, Ontario to Chicago (average of C$ 261). Flying from London, Ontario to Chicago in March is currently the most expensive (average of C$ 352). 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 84% 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$ 472.

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 00m.

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 33m.

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 14 August 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
9,949 reviews
Check prices

Crew

7.8

Comfort

7.1

Overall

7.1

Entertainment

6.8

Boarding

7.3

Food

6.3

Reviews

1 / 20
8.0
Excellent

Jadi-Ann,Jun 2025

YYZ - KIN

The flight was smooth with minor turbulence. The staff was courteous. Since I have an aeroplan account I was able to use the inflight wifi. I wanted extra space and the window seat and I had to pay for that. At first, I was okay with that, however, I felt that it was the same distance between for everyone. Maybe I could be wrong.
Air Canada
7.1
Good
9,949 reviews
Air Canada
7.1
Good
9,949 reviews
Check prices

Crew

7.8

Comfort

7.1

Overall

7.1

Entertainment

6.8

Boarding

7.3

Food

6.3

Reviews

1 / 20
8.0
Excellent

Jadi-Ann,Jun 2025

YYZ - KIN

The flight was smooth with minor turbulence. The staff was courteous. Since I have an aeroplan account I was able to use the inflight wifi. I wanted extra space and the window seat and I had to pay for that. At first, I was okay with that, however, I felt that it was the same distance between for everyone. Maybe I could be wrong.

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.

  • 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$ 261). Flying from London, Ontario to Chicago in March is currently the most expensive (average of C$ 352). 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

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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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