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Airlines Flying to Chicago

See which airlines fly to Chicago. Find the airline that best meets your travel needs by comparing prices and treat yourself to an enjoyable journey.
American Airlines logo American Airlines
Icelandair logo Icelandair
Frontier Airlines logo Frontier Airlines
United Airlines logo United Airlines
Air Canada logo Air Canada
British Airways logo British Airways
Jetblue Airways logo Jetblue Airways
TAP Air Portugal logo TAP Air Portugal
Delta Air Lines logo Delta Air Lines
Turkish Airlines logo Turkish Airlines
Etihad Airways logo Etihad Airways
Aer Lingus logo Aer Lingus
Porter Airlines logo Porter Airlines
LOT Polish Airlines logo LOT Polish Airlines
Royal Jordanian logo Royal Jordanian
ITA Airways logo ITA Airways
EgyptAir logo EgyptAir
Lufthansa logo Lufthansa
Alaska Airlines logo Alaska Airlines
EVA Air logo EVA Air

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 US$681. Don’t miss out!

61%
London Chicago
Aer Lingus Aer Lingus
One way
Economy
Tue, Oct 6
US$387
US$995
72%
Manchester Chicago
Ryanair Ryanair
One way
Economy
Tue, Aug 25
US$263
US$944
68%
Glasgow Chicago
WestJet WestJet
One way
Economy
Thu, Aug 20
US$306
US$959
53%
Toronto Chicago
Porter Airlines Porter Airlines
One way
Economy
Sat, Sep 5
US$83
US$176
73%
Dublin Chicago
WestJet WestJet
One way
Economy
Wed, Aug 19
US$201
US$749
64%
Cairo Chicago
EgyptAir EgyptAir
One way
Economy
Fri, Sep 25
US$328
US$914
54%
Los Angeles Chicago
Frontier Airlines Frontier Airlines
One way
Economy
Mon, Aug 31
US$71
US$155
77%
Atlanta Chicago
Frontier Airlines Frontier Airlines
One way
Economy
Wed, Sep 16
US$27
US$119

When is the cheapest time to book flights to Chicago?

Departure:

What is the cheapest month for one-way flights from London to Chicago?

The average one way ticket price paid by Trip.com users from London to Chicago in each month over the past 12 months.

Based on Trip.com data, the cheapest month to fly from London to Chicago is September, with an average price of US$539. The most expensive month is usually August, with average prices reaching US$1,094.

US$1,094
US$817
US$539
US$262
    Cheapest
  • £1,094
    Aug
  • £539
    Sep
  • £1,022
    Oct
  • £637
    Nov
  • £546
    Dec
  • £909
    Jan
  • £583
    Feb
  • £688
    Mar
  • £663
    Apr
  • £664
    May
  • £689
    Jun
  • £886
    Jul

What is the cheapest month for return flights from London to Chicago?

Average price of return flights from London to Chicago purchased by Trip.com users by month over the past 12 months

Based on Trip.com's historical data, September is often the cheapest month for fly from London to Chicago, with an average price of US$497. July is usually the most expensive period, with prices averaging as high as US$1,061.

US$1,061
US$779
US$497
US$215
    Cheapest
  • £650
    Aug
  • £497
    Sep
  • £576
    Oct
  • £681
    Nov
  • £626
    Dec
  • £976
    Jan
  • £502
    Feb
  • £881
    Mar
  • £682
    Apr
  • £743
    May
  • £799
    Jun
  • £1,061
    Jul

Which day of the week is cheapest to fly from London to Chicago?

Data is based on the past 12 months and shows the average weekly airfare from London to Chicago on different days of the week according to Trip.com.

Based on Trip.com data from the past 12 months, the cheapest day to fly from London to Chicago is Wednesday. The average fare on this day is usually lower than on other days. Try to avoid flying on Sunday as fares are usually the highest.

US$867
US$709
US$550
US$392
    Cheapest
  • £706
    Mon
  • £767
    Tue
  • £550
    Wed
  • £840
    Thu
  • £670
    Fri
  • £719
    Sat
  • £867
    Sun

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.

6 day trip
Thu, Oct 15- Tue, Oct 20
6 day trip
Amsterdam
Chicago
US$158
Search
7 day trip
Thu, Oct 8- Wed, Oct 14
7 day trip
Barcelona
Chicago
US$340
Search
7 day trip
Wed, Sep 23- Tue, Sep 29
7 day trip
London
Chicago
US$385
Search
5 day trip
Fri, Oct 2- Tue, Oct 6
5 day trip
Paris
Chicago
US$386
Search
7 day trip
Tue, Sep 1- Mon, Sep 7
7 day trip
Edinburgh
Chicago
US$390
Search
8 day trip
Thu, Oct 1- Thu, Oct 8
8 day trip
Istanbul
Chicago
US$423
Search
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Useful info for your flights to Chicago from the United Kingdom

Cheapest one-way flight price£281
Cheapest return ticket price£527
Cheapest monthNovember
Peak season for travelJuly
Flight distance6,354.37km
Average flight time8 hours 54 minutes
Popular airlineIcelandair

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 £432. Please use this price as a reference only.
    • Approx. 10 hours 55 minutes to fly from London to Chicago.
    • Approx. 2 hours 51 minutes to fly from New York to Chicago.
    • Approx. 1 hour 54 minutes to fly from Toronto to Chicago.
    • Approx. 10 hours 1 minute to fly from Dublin 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.
  • Understanding peak and off travel seasons to Chicago can help you arrange your travel plans accordingly. The most popular month to visit Chicago is August. The average price of flight tickets to Chicago in August is £421.
  • Flight tickets to Chicago are the cheapest in November compared to other months, the average price is £478.
  • Popular airlines with flights to Chicago: American Airlines, United Airlines, and Frontier Airlines.

Find Cheap Flights with Trip.com

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Note: Prices shown on this page are the estimated lowest prices and include all taxes and fees found in the last 24 hours.

Book with no extra fees

Prices displayed on this page are all-inclusive (including taxes, fuel surcharges, civil aviation development fund, etc.), with all fees confirmed before payment. Fees for luggage, meals, Wi-Fi, or other additional services are also included as shown in the flight cards.

Real-time pricing updates

Prices, availability, and travel information on this page have been updated within the last 24 hours—sometimes even in real time. The more popular the route, the more accurate the data.

Change & Cancellation Policy

Trip.com shows the cancellation and change policies for each flight ticket during the booking process, including any fees and applicable conditions. Please check the following scenarios:
Voluntary cancellation/change:
To request a change or cancellation, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and flight segment, and submit your request. Please note that additional charges may apply according to the airline's ticket policy.
Cancellation/change due to a flight schedule change:
If the flight schedule has changed and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please visit the customer support pages.