Latest Flight Deals to Chicago

These are the best offers on flights to Chicago you’ll find over the next 60 days, with savings of up to £1,185. Don’t miss out!

75%
London Chicago
Norse Atlantic Airways Norse Atlantic Airways
One way
Economy
Tue, Jun 10
£321
£1,292
83%
Manchester Chicago
Vueling Airlines Vueling Airlines
One way
Economy
Tue, Jun 10
£241
£1,426
81%
Birmingham Chicago
Ryanair Ryanair
One way
Economy
Wed, Jun 11
£242
£1,294
-29%
New York Chicago
Spirit Airlines Spirit Airlines
One way
Economy
Wed, Jun 11
£183
£142
65%
Dublin Chicago
WestJet WestJet
One way
Economy
Mon, Jun 16
£220
£628
27%
Toronto Chicago
Porter Airlines Porter Airlines
One way
Economy
Thu, Jun 26
£121
£165
72%
Boston Chicago
Southwest Airlines Southwest Airlines
One way
Economy
Sat, Jul 5
£32
£115
23%
Dallas Chicago
Frontier Airlines Frontier Airlines
One way
Economy
Tue, Jun 17
£103
£133
44%
San Francisco Chicago
Frontier Airlines Frontier Airlines
One way
Economy
Mon, Jun 30
£106
£188

Round-trip fights to Chicago

Whether it's a quick getaway or a business trip to remember, our 3–7 day round trips are perfect for experiencing Chicago affordably.

4 Day Trip
Thu, Sep 4 - Sun, Sep 7
4 Day Trip
Barcelona
Chicago
£278
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4 Day Trip
Mon, Jun 9 - Thu, Jun 12
4 Day Trip
Paris
Chicago
£312
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8 Day Trip
Mon, Jun 16 - Mon, Jun 23
8 Day Trip
London
Chicago
£328
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8 Day Trip
Tue, Jul 1 - Tue, Jul 8
8 Day Trip
Istanbul
Chicago
£394
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8 Day Trip
Wed, Jun 11 - Wed, Jun 18
8 Day Trip
Amsterdam
Chicago
£397
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5 Day Trip
Thu, Sep 4 - Mon, Sep 8
5 Day Trip
Manchester
Chicago
£405
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Useful info for your flights to Chicago from the United Kingdom

Cheapest one-way flight price £323
Cheapest return ticket price £376
Off-season travel month April
Peak season for travel March
Flight distance 6,351.84km
Average flight time 8 hours 47 minutes
Popular airline American Airlines
Cheapest month September

Why fly to Chicago, USA?

The USA’s third largest city, Chicago is a vibrant and dynamic metropolis that’s overflowing with exciting attractions. From impressive architecture to fascinating museums, cool restaurants and picturesque parks, the ‘Windy City’ has plenty to offer. Whether you want to experience the city’s cool jazz and blues scene in a live music bar, devour a deep-dish Chicago pizza at one of the local pizzerias, admire the city’s glittering skyline from aboard the Centennial Wheel or window shop on the Magnificent Mile, cheap flights to Chicago are your route to an exciting city break.

If you're looking at booking tickets to Chicago, the city is well connected to many major international destinations. You can fly to Chicago from cities including Paris, Tokyo and Dubai. From the UK, you can also find cheap flights to Chicago from destinations such as London and Edinburgh. The city’s main airport, Chicago O’Hare International Airport is located just a short train ride away, making it easy to get to and from the airport. And if you fancy embarking on an American road trip, places such as Milwaukee, Madison and Fennville, are popular spots nearby.

Chicago is home to several world-famous landmarks, including the Willis Tower, formerly known as the Sears Tower. You can find an observation deck on the 103rd floor that offers incredible views of the city. The Navy Pier is also one of the city’s top attractions with its iconic Centennial Wheel and many shops and restaurants. Other must-visit attractions include the Millennium Park, a large park in the centre of the city with impressive modern structures like the Cloud Gate, along with the Art Institute of Chicago, one of the oldest and largest art museums in the country. The city is also renowned for its impressive architecture, with iconic structures like the John Hancock Centre and the Chicago Water Tower.

Fancy some retail therapy? Chicago is a dream for shoppers. Magnificent Mile with its high-end boutiques and department stores is a must. And once you’ve worked up an appetite, make sure you head to one of the city’s amazing eateries to try the local specialities such as deep-dish pizzas, Chicago-style hot dogs and delicious sweet-and-savoury popcorn. Chicago is also home to many bars and nightclubs. Known for its blues and jazz scene, you can’t visit the city without heading to one of its live music venues, too. Meanwhile, sports fans also can’t miss a trip to Wrigley Field to watch a baseball game and soak up the buzzing atmosphere.

Ready for an American adventure? Book cheap flights to Chicago today.

Frequently asked questions: Booking Chicago flights

  • What is the average flight ticket price from United Kingdom to Chicago?

    The average ticket price to Chicago is £630. Please use this price as a reference only.
  • How long is the flights to Chicago?

    • Approx. 10 hours 2 minutes to fly from London to Chicago.
    • Approx. 3 hours 2 minutes to fly from New York to Chicago.
    • Approx. 1 hour 54 minutes to fly from Toronto to Chicago.
    • Approx. 8 hours 46 minutes to fly from Dublin to Chicago.
  • How to get cheapest flights to Chicago?

    You can book cheaper flights in the following ways:
    • Search for tickets to a city or airport near Chicago.
    • Look up different airlines that have flights to Chicago.
    • Browse different departure dates from the same month.
    • Filter for different departure times from the same day.
    • Check for discount information on various social media sites.
    • Explore deals and discounts on airline websites.
  • What is the most popular month to visit Chicago?

    Understanding peak and off travel seasons to Chicago can help you arrange your travel plans accordingly. The most popular month to visit Chicago is June. The average price of flight tickets to Chicago in June is £508.
  • When are flight to Chicago cheapest?

    Flight tickets to Chicago are the cheapest in September compared to other months, the average price is £320.
  • What are the major airports in Chicago?

  • Which popular airlines have flights to Chicago?

    Popular airlines with flights to Chicago: Frontier Airlines, American Airlines, and United Airlines.