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Cheap round-trip flights to Chicago

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

Trending flights to Chicago

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

Why Book Flights to Chicago?

One of the most iconic cities in the USA, Chicago is home to towering skyscrapers, legendary sports teams, great food and a vibrant cultural scene. Book flights to Chicago and you can explore everything the Windy City has to offer.

When to Book Flights to Chicago?

Summer is the busiest time for tourists visiting Chicago. The weather is warm, the skies are generally clear and the city hosts numerous festivals throughout June, July and August. Although the popularity of the summer months can make it more of a challenge to find Cheap Flights to Chicago, if you know where to look finding a great deal should still be possible.

If you want to avoid the crowds of the summer months, visit Chicago in April, May, September or October. Attractions, sports events and hotels are normally quieter during the autumn and spring months, making it easy for you to make the most of the city during your stay.

Winters in Chicago can be bitingly cold, with the city’s famous winds making the temperature feel even lower. Unless all of the attractions you’re planning to see are indoor, it might be best to plan your trip outside of the winter season.

How to Find Cheap Flights to Chicago?

Whenever you decide to plan your trip to Chicago, using Expedia will help you to find the best value deals available.

Flights to Chicago from London generally depart from Heathrow Airport, however if you select ‘All London Airports’ when choosing your departure airport you’ll be shown potential direct and indirect routes from other nearby terminals.

Alternatively, you can click the ‘Nearby Airports’ option once your flights are returned to see if there are any other nearby airports with cheap Chicago flights.

You can narrow down your flight options by airline, departure time and travel time using the filters on the left-hand side of the results page.

What are the Main UK Departures to Chicago?

What are the Main Airports in Chicago?

Chicago is home to two large international airports.

Chicago O’Hare and Chicago Midway. O’Hare International is one of the world’s busiest airports and sees millions of people pass through its terminals every year. Located around 27 miles northwest of central Chicago, it’s connected to the city via the ‘L’ train as well as buses, taxis and airport shuttles.

The city’s second airport is Chicago Midway. Located just eight miles from The Loop (Chicago’s central district), it serves a wide choice of domestic airports as well as a few selected international destinations. Like O’Hare, Chicago Midway is on the city’s public transport network.

Which Airlines Fly to chicago?

A large number of airlines offer direct and indirect flights from London to Chicago.

These include:

How to Get Around Chicago?

Chicago’s public transport network is the second most extensive in the United States.

The fastest and most convenient form of public transport in the city is the ‘L’ train. An icon of Chicago, it connects the entire central area of the city as well as some outlying neighbourhoods.

Buses also run on routes all over the city, making it easy to reach your destination no matter where you’re off to.

The centre of Chicago is easy to navigate on foot. A number of attractions are within walking distance of each other. Alternatively, you can hire a bike and explore Chicago on two wheels.

What is There to See in Chicago?

When you touch down in the Windy City, the first sightseeing spot on your itinerary should be Millennium Park. This 25-acre site is known for its free concerts and events and makes a great destination for an afternoon stroll or a bit of people watching.

Another must see sight in Chicago is Navy Pier. Originally opened in 1916, the pier is home to a great choice of attractions, shops, eateries and gardens.

What are the Most Useful Tips for Travelling to Chicago?

British passport holders will need to apply for an ESTA at least three days before travelling to the US.


Flights to Chicago information

Destination Airport O'Hare Intl.
Destination Airport IATA Code ORD
Destination City Name Chicago

Reviews from verified customers

Oct 12, 2019

No vegitan choice food bit salty

Oct 1, 2019

Will put United at the top of my list for future trips to the US

Sep 8, 2019

It was ok.

Sep 8, 2019

Would have preferred not to check my carry on case but it arrived at destination and was quickly unloaded

Sep 1, 2019

The staff worked very hard to ensure that our long flight was as comfortable and pleasant, as they could.

Aug 21, 2019

Everything went smoothly

Jul 31, 2019

Not comfortable seafood Not happy with seat Ts

Jul 19, 2019

Expensive to check in bag but everything else was fantastic!

Jul 7, 2019

The out bound trip was very smooth and comfortable in a very modern quiet plane. The crew were friendly and helpful. A very pleasant trip.

Jun 18, 2019

The plane was old and needed some tlc but this didn’t detract from what was an enjoyable flight.