Cheap Flights from London to Chicago

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Find the cheapest month to fly from London to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like London to Chicago flights are currently cheapest in May.

London to Chicago: Flight information

The things to know before you go.
Cheapest flight foundR 3,362
Cheapest month to flyMay

Finding cheap flights from London to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from London to Chicago is R 8,217. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from London to Chicago. But we found flights with one or more stops from R 8,217.
As of April 2026, there are no flights flying from London to Chicago.
The cheapest month to fly from London to Chicago is usually May.
If you're flying from London Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from R 8,217.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from London Airport to Chicago on Saturday, 23 May 2026.
No airlines currently offer direct flights between London Airport and Chicago. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In April, the average temperature is usually around 8°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, Air Canada offers the cheapest flight tickets to Chicago.

Flying from London International Airport (YXU) to Chicago: what you need to know

  • Chicago is one hour behind London, where London International Airport is located. Chicago follows the UTC-5 timezone.

  • Give yourself plenty of time to get on your YXU to Chicago flight. As a general rule, arrive at least two hours before international departures and an hour ahead for domestic flights.

  • Flying during a peak time like August? Major public holidays and other high seasons can mean longer queues and delays at check-in and security. Be extra cautious and get there up to four hours before international flights and two hours before a domestic departure.

  • YXU is about 10 kilometres from central London. If you're ride-sharing, catching a cab or driving from the centre, it'll take you 20 minutes or so to get there, depending on the traffic. If you're using public transport, expect the trip time to be around 55 minutes.

  • Want a hassle-free start to your travels? Stay near YXU. Whether you're boarding an early flight from London International Airport to Chicago or just don't like being rushed, these hotels are just the thing:

  • Of the flights that depart from London International Airport, 50.41% land on schedule at their destination.

How to find the cheapest flights from London International Airport (YXU) to Chicago

  • R 3,362 is currently the best price for a one-way London International Airport to Chicago flight. A return plane ticket starts from R 8,217. These prices can change depending on availability and demand.

  • Don't leave everything to the last minute. You're more likely to find cheap flights from YXU to Chicago if you book early. Airlines often offer some fantastic early bird discounts.

  • The 'Whole month' search tool will show you the cheapest tickets from London International Airport to Chicago across each month. It's a great way to find a bargain if your plans are flexible.

  • You don't need to keep looking every day to find out if fares have dropped when you set up a Price Alert. We'll notify you as soon as there's an updated deal for cheap flights from YXU to Chicago.

  • Pick your preferred arrival and departure times, number of stops and airlines with our filters. Then, sort the results for your flight from London International Airport to Chicago by 'Best,' 'Cheapest' or 'Fastest.'

Airports in Chicago

O'Hare International Airport (ORD)

  • The distance from O'Hare International Airport (ORD) to central Chicago is roughly 40 kilometres. It takes around 35 minutes to reach the centre driving.

  • It typically takes 55 minutes to get there using public transport.

  • If you're arriving on a late flight from London International Airport to Chicago, nothing beats the convenience of staying close to the terminal. Grab your suitcases from the carousel and then be showered and relaxing not long after at one of these hotels near ORD:

  • Pick up an O'Hare International Airport rental car and explore Chicago and beyond with your own wheels. Routes Car Rentals, Dollar and Budget are top outlets to choose from here.

  • Booking your vehicle from O'Hare International Airport about four weeks ahead of your flight from YXU to Chicago can help you get the best possible rate.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • The centre of Chicago is around 19 kilometres from Chicago Midway International Airport (MDW). After your flight from London International Airport to Chicago has touched down and you've navigated your way to arrivals, expect a drive of around 20 minutes.

  • You can expect the trip to take roughly 45 minutes on public transport.

  • Place the 'Do not disturb' sign on your door and unwind at a hotel close to MDW. Here are a few options where you can tuck yourself in after your YXU to Chicago flight:

  • Dollar, Hertz and Budget make picking up a Chicago Midway International Airport rental car easy and quick. These trusted providers are located in or around the terminal and will have you on the road before long.

  • Get first dibs on the best options. Securing your ride from MDW four weeks in advance often means better deals and a wider selection of vehicles.

  • The address for Chicago Midway International Airport is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Hop off your flight from London International Airport to Chicago and make your way to your hotel or start taking in the sights right away. The centre of Chicago is around 137 kilometres from Chicago Rockford International Airport (RFD) and usually takes 1 hour 25 minutes to reach by car.

  • The journey will take you roughly 4 hours 15 minutes using public transport.

  • Enjoy a more leisurely start to your break by checking in to a hotel near RFD after your YXU to Chicago flight. Recover from your travel day or just take a moment to get your bearings in a new city at:

  • Be in the driver's seat of the next leg of your journey by picking up a Chicago Rockford International Airport rental car. Budget, Alamo and National are some companies you can book with.

  • Rental agencies sometimes offer deals on early bookings, so secure your ride from RFD a few weeks in advance of your flight from London International Airport to Chicago. A bit of planning goes a long way for your wallet.

  • The address for Chicago Rockford International Airport is 2 Airport Cir.

Best time to go to Chicago

  • Before securing your flights from London International Airport to Chicago, consider which time of year works best for you. Peak season in Chicago offers a bustling atmosphere and plenty of activities, while the low season brings cheaper hotel rates and fewer crowds.

  • Before locking in your London International Airport to Chicago flight ticket, think about what kind of weather you prefer. July is the warmest month in Chicago, with temperatures ranging from 15ºC (59ºF) to 29ºC (84ºF).

  • Search for cheap tickets from YXU to Chicago in January if you'd rather travel during cooler conditions. Temperatures are at their lowest then, ranging between -12ºC (10ºF) and 3ºC (37ºF) on average.

More about Chicago

Explore more of United States

  • Columbus is just one of the many places in United States waiting to be discovered once you've seen Chicago. Around 451 kilometres away to the south-east, top sights here include Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.

  • Around 257 kilometres south-east of Chicago, Indianapolis is another essential stop in United States. Get a taste of what this destination has to offer at The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.