£415 Cheap Flights from London (LGW) to Chicago (MDW)

View £415 flight on Tue, 1 Sept 2026Opens in a new window

Flight 1

Popular airlines from Gatwick Airport (LGW) to Chicago Midway Airport (MDW)

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Cheap Flights from London (LGW) to Chicago (MDW)

Prices were available within the past 7 days and start at £415 for one-way flights and £641 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Virgin Atlantic
Tue, 1 Sept - Mon, 14 Sept
LGW
London
MDW
Chicago
£641 Return, found 12 hours ago
£641
Return
found 12 hours ago
Select Virgin Atlantic flight, departing Tue, 1 Sept from London to Chicago, returning Mon, 14 Sept, priced at £641 found 12 hours ago
Air France
Tue, 1 Sept - Mon, 14 Sept
LGW
London
MDW
Chicago
£641 Return, found 12 hours ago
£641
Return
found 12 hours ago
Select Air France flight, departing Tue, 1 Sept from London to Chicago, returning Mon, 14 Sept, priced at £641 found 12 hours ago
KLM
Tue, 1 Sept - Mon, 14 Sept
LGW
London
MDW
Chicago
£641 Return, found 12 hours ago
£641
Return
found 12 hours ago
Select KLM flight, departing Tue, 1 Sept from London to Chicago, returning Mon, 14 Sept, priced at £641 found 12 hours ago
Delta
Tue, 1 Sept - Mon, 14 Sept
LGW
London
MDW
Chicago
£650 Return, found 12 hours ago
£650
Return
found 12 hours ago
Select Delta flight, departing Tue, 1 Sept from London to Chicago, returning Mon, 14 Sept, priced at £650 found 12 hours ago
Air France
Mon, 14 Sept - Thu, 15 Oct
LGW
London
MDW
Chicago
£654 Return, found 3 days ago
£654
Return
found 3 days ago
Select Air France flight, departing Mon, 14 Sept from London to Chicago, returning Thu, 15 Oct, priced at £654 found 3 days ago
Virgin Atlantic
Tue, 1 Sept - Mon, 14 Sept
LGW
London
MDW
Chicago
£662 Return, found 12 hours ago
£662
Return
found 12 hours ago
Select Virgin Atlantic flight, departing Tue, 1 Sept from London to Chicago, returning Mon, 14 Sept, priced at £662 found 12 hours ago
Virgin Atlantic
Tue, 1 Sept - Mon, 14 Sept
LGW
London
MDW
Chicago
£662 Return, found 12 hours ago
£662
Return
found 12 hours ago
Select Virgin Atlantic flight, departing Tue, 1 Sept from London to Chicago, returning Mon, 14 Sept, priced at £662 found 12 hours ago
Air France
Mon, 14 Sept - Thu, 15 Oct
LGW
London
MDW
Chicago
£664 Return, found 3 days ago
£664
Return
found 3 days ago
Select Air France flight, departing Mon, 14 Sept from London to Chicago, returning Thu, 15 Oct, priced at £664 found 3 days ago
Virgin Atlantic
Tue, 8 Sept - Sat, 12 Sept
LGW
London
MDW
Chicago
£671 Return, found 4 hours ago
£671
Return
found 4 hours ago
Select Virgin Atlantic flight, departing Tue, 8 Sept from London to Chicago, returning Sat, 12 Sept, priced at £671 found 4 hours ago
KLM
Tue, 8 Sept - Sat, 12 Sept
LGW
London
MDW
Chicago
£673 Return, found 4 hours ago
£673
Return
found 4 hours ago
Select KLM flight, departing Tue, 8 Sept from London to Chicago, returning Sat, 12 Sept, priced at £673 found 4 hours ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city centre is 23 minutes. Flights from £732
ORD
O'Hare Intl.
Cheapest
Average driving time to city centre23 min
Flights from £732

Frequently asked questions

Which airlines fly direct from London (LGW-Gatwick) to Chicago, IL (MDW-Midway Intl.)?
Enter LGW to MDW and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
How do I find cheap flights from London (LGW-Gatwick) to Chicago, IL (MDW-Midway Intl.)?
To find a cheap flight from London (LGW-Gatwick) to Chicago, IL (MDW-Midway Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from London (LGW-Gatwick) to Chicago, IL (MDW-Midway Intl.)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
How many flights per day from London (LGW-Gatwick) to Chicago, IL (MDW-Midway Intl.)?
There are approximately 2 connecting flights per day from London Gatwick (LGW) to Chicago Midway Intl. (MDW). Some common connection points include Roissy-Charles de Gaulle (CDG), Keflavik Intl. (KEF), and Frankfurt Intl. (FRA).
What is the earliest flight from London (LGW-Gatwick) to Chicago, IL (MDW-Midway Intl.)?
Sort flights by "Departure (earliest)" on Expedia to find the earliest flight from LGW to MDW. To compare more early flights, use the "Early Morning" and "Morning" filters in your search.
How long does it take to fly from London (LGW-Gatwick) to Chicago, IL (MDW-Midway Intl.)?
A flight from LGW to MDW with a layover takes around 18 hours, with the route covering approximately 3,966 miles. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from London (LGW-Gatwick) to Chicago, IL (MDW-Midway Intl.)?
Select the "Business class" and "First class" filters when looking for LGW to MDW flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How do I earn miles on a London (LGW-Gatwick) to Chicago, IL (MDW-Midway Intl.) flight with Expedia?
It's easy to earn miles on a London (LGW-Gatwick) to Chicago, IL (MDW-Midway Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Chicago from Gatwick (LGW)?
From Gatwick (LGW), you can fly into O'Hare Intl. (ORD) to reach Chicago. Some flights may connect through major hubs like ZRH (ZRH), Roissy-Charles de Gaulle (CDG), Adolfo Suarez Madrid-Barajas (MAD) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from London (LGW-Gatwick) to Chicago, IL (MDW-Midway Intl.) at the last minute?
Typically, booking a last minute flight from London (LGW-Gatwick) to Chicago, IL (MDW-Midway Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a London (LGW-Gatwick) to Chicago, IL (MDW-Midway Intl.) flight and hotel package?
Securing a London (LGW-Gatwick) to Chicago, IL (MDW-Midway Intl.) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from London (LGW-Gatwick) to Chicago, IL (MDW-Midway Intl.)?
If you booked your London (LGW-Gatwick) to Chicago, IL (MDW-Midway Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Gatwick
Destination airport
Midway Intl.
Airlines serving
Air France, Delta, KLM, Virgin Atlantic
Return price
£640
Distance
6345 km

Book with confidence

Compare flights from London to Chicago easily and book with confidence

For travelling on business or for pleasure, Expedia makes it easy to book your flights from London to Chicago. Operating between them flights per day, 20 airlines cover the route. And fly direct, getting you to Midway Intl. in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from Gatwick to Midway Intl..  

To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights. 

Grab a great deal on your flight from Gatwick (LGW) to Midway Intl. (MDW)

The easiest way to view the best deals on flights from London to Chicago today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from Gatwick to Midway Intl. start at just £641 and range up to £673.  

To find an even better deal, try  

  • being flexible on your dates – midweek flights can be cheaper
  • looking for other airports near London and Chicago
  • booking your flight during September, the cheapest month on this route
  • varying your flight times – early morning and late at night are sometimes cheaper 

Why you should book your London to Chicago flight with Expedia!

We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from Gatwick to Midway Intl. for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.  

Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.  

Compare flights from London to Chicago easily and book with confidence

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