LON - MDW

£400 Find Cheap Flights from London to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from London to Chicago departing on 22/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from London to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from London to Chicago, as well as popular online travel agencies
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Flight Deals

Cheap Flights from London to Chicago (LON-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for return flights from London to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent return flight deals from London to Chicago

Thu, 8 Jan - Mon, 12 Jan
Multiple Airlines Logo
14:00 - 09:13LGW-MDW
25h 13m1 stop
Multiple Airlines Logo
10:18 - 10:00MDW-LGW
17h 42m1 stop
£418Multiple Airlines
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Fri, 14 Nov - Tue, 25 Nov
Multiple Airlines Logo
14:00 - 22:10LGW-MDW
14h 10m1 stop
Multiple Airlines Logo
06:20 - 06:00MDW-LGW
17h 40m1 stop
£423Multiple Airlines
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Fri, 21 Nov - Fri, 5 Dec
Multiple Airlines Logo
14:00 - 23:29LGW-MDW
15h 29m1 stop
Multiple Airlines Logo
20:42 - 06:00MDW-LGW
51h 18m2 stops
£449Multiple Airlines
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Tue, 25 Nov - Tue, 2 Dec
Virgin Atlantic Logo
11:05 - 18:18LHR-MDW
13h 13m1 stop
Virgin Atlantic Logo
13:50 - 07:05MDW-LHR
11h 15m1 stop
£515Virgin Atlantic
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Tue, 25 Nov - Wed, 3 Dec
Virgin Atlantic Logo
08:55 - 23:40LHR-MDW
20h 45m1 stop
Virgin Atlantic Logo
09:59 - 07:05MDW-LHR
15h 06m1 stop
£516Virgin Atlantic
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Wed, 3 Dec - Mon, 8 Dec
KLM Logo
08:55 - 16:34LHR-MDW
13h 39m1 stop
KLM Logo
13:50 - 07:05MDW-LHR
11h 15m1 stop
£520KLM
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Wed, 3 Dec - Wed, 17 Dec
Delta Logo
08:40 - 18:18LHR-MDW
15h 38m2 stops
Delta Logo
12:50 - 07:50MDW-LHR
13h 00m1 stop
£521Delta
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Mon, 1 Dec - Thu, 11 Dec
Delta Logo
13:00 - 08:54LHR-MDW
25h 54m1 stop
Delta Logo
17:13 - 11:40MDW-LHR
12h 27m1 stop
£524Delta
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Tue, 25 Nov - Tue, 2 Dec
KLM Logo
08:55 - 16:38LHR-MDW
13h 43m1 stop
KLM Logo
13:50 - 07:05MDW-LHR
11h 15m1 stop
£538KLM
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Mon, 17 Nov - Mon, 1 Dec
Air France Logo
08:55 - 16:39LHR-MDW
13h 44m1 stop
Air France Logo
13:47 - 07:05MDW-LHR
11h 18m1 stop
£577Air France
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Everything you should know

Top airlines
Virgin Atlantic
Cheapest • from £515 (return)
Virgin Atlantic
Best reviews • 7.5 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Cheapest return fare
£418
Multiple Airlines
Thu 8/1Mon 12/1
LGW - MDW • 1 stop
Cheapest one-way flight
£400
Multiple Airlines
Sat 22/11
LGW - MDW • 2 stops
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KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Booking Insights

KAYAK's insights & trends for London to Chicago flights

Get data-powered insights and trends into flights from London to Chicago to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from London to Chicago?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest return tickets from London to Chicago were found on Virgin Atlantic (£515) and KLM (£520).

Which airlines fly direct between London and Chicago Midway Airport?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from London to Chicago Midway Airport.

There is just one airline that flies from London to Chicago Midway Airport direct and that is Virgin Atlantic. The best return deal found from Virgin Atlantic for the route is £435.

Find deals

Good to know - Cheap tickets from London to Chicago

Low seasonSeptember
Cheapest flight£400
Best time to beat the crowds (35% less expensive on average)
Most popular time to fly and prices are also 19% lower on average.
Flight from London Gatwick Airport to Chicago

When to book flights from London to Chicago

Are your dates flexible? Find out the best times to travel from London to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or returns with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking London to Chicago flights

  • What is the cheapest flight from London to Chicago Midway Airport?

    In the last 3 days, the lowest price for a flight from London to Chicago Midway Airport was £400 for a one-way ticket and £418 for a return.

  • Which airports will I be using when flying from London to Chicago?

    London has 4 major airports: London City, London Gatwick, London Heathrow, and London Luton. Chicago Midway is the only airport in Chicago. You’ll usually find the cheapest deals if you fly from London City.

  • Which aircraft models fly most regularly from London to Chicago?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from London to Chicago?

    SkyTeam is the only airline alliance operating flights between London and Chicago.

  • How does KAYAK find such low prices on flights from London to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from London to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from London to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from London is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from London to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly to Chicago with an airline and back to London with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from London to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from London up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from London to Chicago

 
See real verified KAYAK customer reviews for airlines flying from London to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from London to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.5
Virgin AtlanticOverall score based on 671 reviews
7.3Comfort
7.5Entertainment
6.9Food
7.7Boarding
8.1Crew
Airline reviews

Great staff great experience, made a 2 hour delay very bearable

10.0 ExcellentAnonymous, Oct 2025LAX - LHR
Read more Virgin Atlantic reviews

Great staff great experience, made a 2 hour delay very bearable

Great staff, great experience, made a 2 hour delay very bearable

Food was the worst I’ve had on a VA flight. Normally it’s a lot better

I was my pleasure to fly virgin on my birthday for my first solo trip ever 🫶🏼

These are one of the older seat arrangements facing away from the windows! Not particularly convenient sets. No storage spaces. NO COAT HANGING HOOKS. Inconvenient business class seat compared to any other airlines of similar class. Staff are excellent! Extremely professional, friendly. Food is good too.

Overall, flight was excellent but check in was very slow for Premium Economy. Economy queue was shorter but we weren't allowed to use it.

The staff was not very polite but the flight was very very nice and comfortable and the entertainment was great

Great crew - old style upper class seats on the older fleet now feels dated

Premium economy more comfortable than economy, but not by much. Did was awful, do not try the omelette. Flight crew were helpful. Flight was delayed by over an hour. Overall but bad, arrived safely and thank God.

Food was excellent. Service was very good. Staff was very helpful to all passengers.

Everything you need to know for your flight from London to Chicago

Information on your arrival and departure airports

Midway (MDW)

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