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Cheap flights from London, ON to Chicago from C$ 375

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 15/7. Fares are subject to change and may not be available on all flights or dates of travel.
YXU — CHI
8 Jul — 15 Jul1
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 3 July 2025.

Round-trip from

C$ 534

One-way from

C$ 375
Air Canada
  • Air Canada
  • 14/10-21/10
  • 2 total stops
  • 8h 56m total
  • London to Chicago
Search Deals
15/7
  • 15/7
  • 2 total stops
  • 25h 03m 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 3 July 2025.

Tue 14/103:40 p.m.YXU - ORD
1 stop4h 49mMultiple Airlines
Tue 21/109:55 a.m.ORD - YXU
1 stop4h 07mMultiple Airlines
Deal found 29/6C$ 534
Tue 14/109:55 a.m.YXU - ORD
1 stop4h 19mUnited Airlines
Tue 21/106:00 a.m.ORD - YXU
2 stops8h 02mUnited Airlines
Deal found 29/6C$ 541
Thu 14/89:55 a.m.YXU - ORD
1 stop4h 18mAir Canada
Thu 21/89:55 a.m.ORD - YXU
1 stop4h 07mAir Canada
Deal found 30/6C$ 585
Thu 14/88:00 p.m.YXU - MDW
3 stops21h 24mMultiple Airlines
Thu 21/89:40 a.m.MDW - YXU
3 stops18h 34mMultiple Airlines
Deal found 30/6C$ 1,201
Thu 14/86:00 a.m.YXU - MDW
2 stops16h 44mWestJet
Thu 21/812:43 p.m.MDW - YXU
2 stops15h 31mWestJet
Deal found 30/6C$ 2,204

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 3 July 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

Tue 14/10

3:40 p.m.-7:29 p.m.

1 stop4h 49m

Chicago O'Hare Intl

Tue 21/10

9:55 a.m.-3:02 p.m.

1 stop4h 07m

C$ 534

LondonChicago

YXU - ORD

YXUORD

London

Tue 14/10

9:55 a.m.-1:14 p.m.

1 stop4h 19m

Chicago O'Hare Intl

Tue 21/10

6:00 a.m.-3:02 p.m.

2 stops8h 02m

C$ 541

LondonChicago

YXU - ORD

YXUORD

London

Thu 14/8

9:55 a.m.-1:13 p.m.

1 stop4h 18m

Chicago O'Hare Intl

Thu 21/8

9:55 a.m.-3:02 p.m.

1 stop4h 07m

C$ 585

LondonChicago

YXU - MDW

YXUMDW

London

Thu 14/8

8:00 p.m.-4:24 p.m.

3 stops21h 24m

Chicago Midway

Thu 21/8

9:40 a.m.-5:14 a.m.

3 stops18h 34m

C$ 1,201

LondonChicago

YXU - MDW

YXUMDW

London

Thu 14/8

6:00 a.m.-9:44 p.m.

2 stops16h 44m

Chicago Midway

Thu 21/8

12:43 p.m.-5:14 a.m.

2 stops15h 31m

C$ 2,204

LondonChicago

YXU - ORD

YXUORD

London

Tue 15/7

6:00 a.m.-6:03 a.m.

2 stops25h 03m

C$ 375

LondonChicago

YXU - ORD

YXUORD

London

Tue 15/7

5:45 p.m.-10:05 p.m.

1 stop5h 20m

C$ 378

LondonChicago

YXU - ORD

YXUORD

London

Thu 14/8

9:55 a.m.-4:52 p.m.

2 stops7h 57m

C$ 383

LondonChicago

YXU - MDW

YXUMDW

London

Tue 15/7

8:00 p.m.-10:24 p.m.

3 stops51h 24m

C$ 868

LondonChicago

YXU - MDW

YXUMDW

London

Thu 14/8

8:00 p.m.-9:44 p.m.

2 stops26h 44m

C$ 1,227

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/7

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.

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 3 July 2025.
Read through reviews of airlines operating flights from London to Chicago, such as United Airlines,WestJet, andAir Canada. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,861 reviews
Check prices

Food

6.6

Comfort

7.3

Entertainment

7.0

Crew

8.1

Boarding

7.7

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
8,861 reviews
United Airlines
7.4
Good
8,861 reviews
Check prices

Food

6.6

Comfort

7.3

Entertainment

7.0

Crew

8.1

Boarding

7.7

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
WestJet
7.2
Good
2,912 reviews
United Airlines
7.4
Good
8,861 reviews
Check prices

Food

6.6

Comfort

7.3

Entertainment

7.0

Crew

8.1

Boarding

7.7

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
Air Canada
7.1
Good
9,671 reviews
United Airlines
7.4
Good
8,861 reviews
Check prices

Food

6.6

Comfort

7.3

Entertainment

7.0

Crew

8.1

Boarding

7.7

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

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.

  • What are the cheapest airlines flying from London, Ontario to Chicago round-trip?

    Our cheapest airline available from London, Ontario to Chicago is United Airlines. Our recent data shows that you can find tickets from as low as C$ 541 on this airline. Additional options worth looking into are Air Canada and WestJet, starting at C$ 585 and C$ 2,204 round-trip.

  • What are the cheapest airlines to fly from London, Ontario to Chicago one-way?

    The cheapest airline one-way is Air Canada, with whom users have recently found tickets for as low as C$ 378. However, be on the lookout for offers from United Airlines and WestJet, as they are both options that can get you from London, Ontario to Chicago for a low price.

  • 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

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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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