Cheap flights to Chicago

Popular routes to Chicago from the UK
choose your favourite departure airport in the UK

Discover the vibrant city of Chicago, known for its stunning architecture, rich history, and diverse culture. From the iconic skyline to world-class museums and delicious deep-dish pizza, there's something for everyone. Don't miss out on your chance to explore this amazing city! Find your flight to Chicago today and start your adventure!
Chicago flight facts
what you need to know
When is the high season?
June
This is the most popular time of year to visit Chicago, so flights are more expensive.
When is the cheapest time to fly?
January
Flights to Chicago are generally cheaper at this time of year. Or you could get a deal by booking your flight last minute.
When is the best time to book cheap flights?
60 days
It's best to book this far in advance if you want cheap flights to Chicago.
How to land a low priced flight to Chicago
booking advice, visa information and airports and airlines tips
When's the best time to find cheap flights to Chicago?
The cheapest time to fly to Chicago is typically during the winter months, especially January and February, when airfare prices drop significantly. Last-minute deals can often be found in late January. The most expensive period to fly is during the summer months, particularly June to August, due to high demand from tourists and events.
When should flights to Chicago be booked for the best prices?
To secure the best deals on flights to Chicago, it's advisable to book at least 2 to 3 months in advance. This is especially crucial if you're planning to travel during the peak holiday season, such as Thanksgiving or Christmas. Being flexible with your travel dates can also help you find better prices, and keep an eye out for last-minute deals throughout the year.
Flights to cities near Chicago
browse routes and flight prices to other cities


