Worldwide Coverage
Worldwide Coverage
Flights to over 5,000 cities
One-stop Service Guarantee
One-stop Service Guarantee
Price guaranteed upon confirmed payment, booking guaranteed once tickets issued
Secure Payment
Secure Payment
Convenient & reliable booking and payment system

Book a cheap flight 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.

Discover one-way or return flights to Chicago from just US$26

Book one-way or return flights to Chicago from as little as US$26. Choose from the popular airlines below and book your flight today!

  • One way
  • Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Top Airlines Flying to Chicago

View airlines operating flights to Chicago. Compare prices and find the airline that meets your travel needs to enjoy a comfortable journey.

Spirit Airlines
From US$26
Southwest Airlines
From US$40
Frontier Airlines
From US$42
Delta Air Lines
From US$68
American Airlines
From US$68
Jetblue Airways
From US$71
United Airlines
From US$118
Sun Country Airlines
From US$123
Breeze Airways
From US$126
ANA airlines

Find more flights and airlines

We found these prices a few days ago. Please select one to view the latest price.

There are 2 airport(s) in Chicago. Discover the top routes now!

Discover different airports in Chicago. Find the best flight and transfer option, and plan your trip accordingly.

Best Direct Flights to Chicago. Enjoy non-stop routes with 1 airline(s).

Check on nonstop flights to Chicago to find the one that fits your travel needs.

FAQs about Flights to Chicago

  • What is the average flight ticket price from United States to Chicago?
    The average ticket price to Chicago is $475. Please use this price as a reference only.
  • How long is the flight to Chicago?
    • Approx. 2 hours 15 minutes to fly from Atlanta to Chicago.
    • Approx. 3 hours 10 minutes to fly from Orlando to Chicago.
    • Approx. 2 hours 21 minutes to fly from Dallas to Chicago.
    • Approx. 2 hours 50 minutes to fly from New York to Chicago.
  • How to get cheap 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 March. The average price of flight tickets to Chicago in March is $475.
  • When are the cheapest flights to Chicago?
    Flight tickets to Chicago are the cheapest in June compared to other months, the average price is $457.
  • How many airports in Chicago?
  • What is the transportation method from the main airport to downtown in Chicago?
    • The distance from O'Hare International Airport to downtown is about 25km. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14km. It takes about 30 minutes by taxi.
  • Which popular airlines have flights to Chicago?
    Popular airlines with flights to Chicago: Frontier Airlines , Spirit Airlines , and American Airlines .
  • What are some popular attractions in Chicago?
    There are lots of attractions to choose from in Chicago: Groupon Corporate Headquarters (2 km from downtown) , Clark Street (2 km from downtown) and Blake (2 km from downtown) are the most popular attractions close to downtown.

Info About Flights to Chicago

Cheapest nonstop flight price$18
Cheapest round-trip ticket price$38
Off-season for travelNovember
Peak season for travelJune