Cheap Flights from London Stansted to Chicago

Compare London Stansted to Chicago flight deals

Find the cheapest month or even day of the year to fly to Chicago

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Flight deals from London Stansted to Chicago

Looking for a cheap last-minute deal or the best return flight from London Stansted to Chicago? Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from London Stansted to Chicago

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

Alternative London Stansted to Chicago routes

Looking for the cheapest, fastest or easiest route from London Stansted to Chicago? You could fly into the following airports instead.

London to Chicago: Flight information

The things to know before you go.
Cheapest flight foundج.م.‏ 15,439
Cheapest month to flyNovember

Finding cheap flights from London Stansted 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 Stansted to Chicago is ج.م.‏ 25,302. 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 Stansted to Chicago. But we found flights with one or more stops from ج.م.‏ 25,302.
As of August 2025, there are no flights flying from London Stansted to Chicago.
The cheapest month to fly from London Stansted to Chicago is usually November.
If you're flying from London Stansted 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 ج.م.‏ 25,302.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from London Stansted Airport to Chicago on Wednesday, 5 November 2025.
No airlines currently offer direct flights between London Stansted 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 August, the average temperature is usually around 22°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, Ryanair offers the cheapest flight tickets to Chicago.

Travelling from Stansted Airport (STN) to Chicago: what you need to know

  • The timezone in Chicago is UTC-5. The city is five hours behind London, where Stansted Airport is located.

  • Allow plenty of time to get on your STN to Chicago flight. It's generally best to arrive two hours before international departures and an hour ahead for domestic flights.

  • If you're jetting off during a bank holiday or another peak period, give yourself extra time. A good general rule is two hours before domestic flights and up to four hours before international departures. Security and check-in lines will be longer.

  • We make it simple to book flight tickets from STN to Chicago with a stopover. To see all the options, deselect 'Direct flights only.' Then, pick a flight with a stop long enough to see the sights of your chosen city. Well-traveled stopover hubs include:

    • Dublin Airport (DUB)

    • Copenhagen Airport (CPH)

    • Edinburgh Airport (EDI)

  • Located around 48 kilometres from central London, STN can be reached in about 1 hour by car, depending on traffic. The journey on public transport takes roughly 1 hour 25 minutes.

  • Want a leisurely start to your journey? Stay near STN. Whether you're catching an early flight from Stansted Airport to Chicago or just don't want to be rushed, these hotels have you covered:

  • When it comes to Stansted Airport's on-time performance, data shows 64.73% of flights meet their scheduled arrival time.

How to find the cheapest flights from Stansted Airport (STN) to Chicago

  • ج.م.‏ 15,439 is currently the best price for a one-way Stansted Airport to Chicago flight. Return flight tickets start from ج.م.‏ 25,302. These prices may change based on demand and availability.

  • Don't wait until the last moment. You're more likely to land cheap flights from STN to Chicago if you book ahead. Airlines often offer some excellent early bird deals.

  • The 'Whole month' search tool will show you the cheapest tickets from Stansted Airport to Chicago across the entire month. It's a great way to find a bargain if your trip dates are flexible.

  • Save time looking for cheap flights from STN to Chicago by setting up a Price Alert. You'll get an email or notification through the app when a lower fare becomes available.

  • Tailor your trip with filters. Select your departure and arrival times, airlines and total journey duration. You can also sort your results by 'Fastest,' 'Best' or 'Cheapest' flights from Stansted Airport to Chicago.

Airports in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) is around 40 kilometres from central Chicago. If you're getting a cab or a ride-share, the drive will take roughly 35 minutes.

  • Travelling on public transport typically takes 55 minutes.

  • The last thing you want is a long journey to your hotel if you're getting in late on a flight from Stansted Airport to Chicago. Stay at one of these accommodation options near ORD instead:

  • Fast-track your adventure by picking up an O'Hare International Airport rental car. Grab your wheels from Routes Car Rentals, Dollar or Budget and explore beyond Chicago's main sights.

  • Lock in the best possible rate by reserving your vehicle from O'Hare International Airport around four weeks before your flight from STN to Chicago.

  • The street address for ORD is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Chicago Midway International Airport (MDW) is around 19 kilometres from the centre of Chicago. Following your flight from Stansted Airport to Chicago, it'll take you around 20 minutes to get to the heart of the city in a ride-share or cab.

  • If you choose to travel on public transport, the ride to the centre will take you 45 minutes or so.

  • Hang the 'Do not disturb' sign on your door and relax at a hotel close to MDW. Here are a few options where you can kick back after your STN to Chicago flight:

  • Forget about inconvenient public transport schedules or cab lines. Pick up a Chicago Midway International Airport rental car and let the journey unfold your way. Compare offers from Dollar, Hertz and Budget.

  • Get exactly what you want. Securing your ride from MDW four weeks ahead of time often means better prices and a wider selection of vehicles.

  • Chicago Midway International Airport can be found at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Chicago Rockford International Airport (RFD) is about 137 kilometres from central Chicago. It takes about 1 hour 25 minutes to get to the city centre by cab or ride-share once you've stepped off your flight from Stansted Airport to Chicago.

  • If you're travelling on public transport, the journey takes around 4 hours 15 minutes.

  • If you don't want to make the trip to the centre, find a hotel near RFD. Settle in at one of these stays after your STN to Chicago flight:

  • Whether you're looking for a mini for a solo escape or a spacious SUV to fit everyone and their gear, you'll find the right Chicago Rockford International Airport rental car for you. Browse the types of wheels available here from names such as Budget, Alamo and National.

  • Booking a couple of weeks in advance of your flight from Stansted Airport to Chicago is a smart move. Along with better deals, you'll likely have a better variety of makes and models to choose from at RFD.

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

Best time to go to Chicago

  • Before locking in your flights from Stansted Airport to Chicago, consider which time of year is best for you. Peak season in Chicago offers a bustling atmosphere and plenty of activities, while low season brings cheaper hotel deals and fewer crowds.

  • Book a Stansted Airport to Chicago flight ticket with a departure in July if you want to visit the city during its warmest month. You can expect temperatures to range from 15ºC to 29ºC.

  • If you like travelling in cooler conditions, look for a cheap ticket from STN to Chicago in January when temperatures average between -12ºC and 3ºC.

More about Chicago

  • Start your Chicago trip off on the right foot by choosing the perfect place to stay. After booking your flight from Stansted Airport to Chicago, explore our range of accommodation options including:

  • There are so many things to discover in this city it can be difficult to know where to begin. Art Institute of Chicago, Millennium Park and LandShark Beer Garden at Navy Pier are highlights which should feature on any well-planned Chicago itinerary.

Explore more of United States

  • Chicago is always a good idea, but there are so many other corners of United States waiting to be discovered. About 451 kilometres south-east of Chicago, a trip to Columbus will keep your itinerary busy. Start with leading attractions like Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.

  • Indianapolis is another standout destination in United States and is around 257 kilometres south-east of Chicago. No trip is complete without seeing 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.