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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
Frontier Airlines logo Frontier Airlines
United Airlines logo United Airlines
Aer Lingus logo Aer Lingus
Icelandair logo Icelandair
British Airways logo British Airways
Air Canada logo Air Canada
Delta Air Lines logo Delta Air Lines
Jetblue Airways logo Jetblue Airways
Etihad Airways logo Etihad Airways
TAP Air Portugal logo TAP Air Portugal
Porter Airlines logo Porter Airlines
Turkish Airlines logo Turkish Airlines
EgyptAir logo EgyptAir
Lufthansa logo Lufthansa
LOT Polish Airlines logo LOT Polish Airlines
Scandinavian Airlines logo Scandinavian Airlines
Alaska Airlines logo Alaska Airlines
ITA Airways logo ITA Airways
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 BRL 639. Don’t miss out!

69%
London Chicago
Norse Atlantic Airways Norse Atlantic Airways
One way
Economy
Fri, Nov 20
BRL 279
BRL 894
68%
Manchester Chicago
Ryanair Ryanair
One way
Economy
Tue, Nov 17
BRL 286
BRL 895
68%
Edinburgh Chicago
Ryanair Ryanair
One way
Economy
Wed, Nov 4
BRL 298
BRL 937
37%
Toronto Chicago
Air Canada Air Canada
One way
Economy
Tue, Nov 10
BRL 138
BRL 220
18%
New York Chicago
Delta Air Lines Delta Air Lines
One way
Economy
Sat, Oct 24
BRL 132
BRL 160
29%
Atlanta Chicago
Frontier Airlines Frontier Airlines
One way
Economy
Tue, Oct 13
BRL 105
BRL 147
47%
Cairo Chicago
EgyptAir EgyptAir
One way
Economy
Wed, Oct 7
BRL 294
BRL 550
45%
Los Angeles Chicago
Frontier Airlines Frontier Airlines
One way
Economy
Sat, Oct 24
BRL 93
BRL 170
67%
Dublin Chicago
Aer Lingus Aer Lingus
One way
Economy
Thu, Nov 5
BRL 249
BRL 757

When is the cheapest time to book flights to Chicago?

Departure:

What is the cheapest month to book a one-way flight from London to Chicago?

Average price of one-way tickets from London to Chicago booked on Trip.com over the past 12 months.

For a one-way flight from London to Chicago, fares are lowest in December (BRL 560) and highest in October (BRL 1,049).

BRL 1,049
BRL 805
BRL 560
BRL 316
    Cheapest
  • £1,049
    Oct
  • £653
    Nov
  • £560
    Dec
  • £932
    Jan
  • £598
    Feb
  • £705
    Mar
  • £680
    Apr
  • £681
    May
  • £707
    Jun
  • £909
    Jul
  • £739
    Aug
  • £686
    Sep

What is the cheapest month to book a return flight from London to Chicago?

Average price of return tickets from London to Chicago booked on Trip.com over the past 12 months.

For a return flight from London to Chicago, fares are lowest in February (BRL 515) and highest in July (BRL 1,089).

BRL 1,089
BRL 802
BRL 515
BRL 228
    Cheapest
  • £590
    Oct
  • £699
    Nov
  • £642
    Dec
  • £1,001
    Jan
  • £515
    Feb
  • £903
    Mar
  • £700
    Apr
  • £762
    May
  • £820
    Jun
  • £1,089
    Jul
  • £864
    Aug
  • £785
    Sep

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.

BRL 899
BRL 755
BRL 611
BRL 467
    Cheapest
  • £718
    Mon
  • £755
    Tue
  • £611
    Wed
  • £741
    Thu
  • £661
    Fri
  • £739
    Sat
  • £899
    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.

4 day trip
Fri, Nov 13- Mon, Nov 16
4 day trip
Amsterdam
Chicago
BRL 262
Search
9 day trip
Fri, Nov 20- Sat, Nov 28
9 day trip
Paris
Chicago
BRL 295
Search
7 day trip
Thu, Dec 3- Wed, Dec 9
7 day trip
Barcelona
Chicago
BRL 319
Search
8 day trip
Thu, Nov 5- Thu, Nov 12
8 day trip
Manchester
Chicago
BRL 339
Search
8 day trip
Thu, Nov 5- Thu, Nov 12
8 day trip
London
Chicago
BRL 340
Search
9 day trip
Wed, Nov 4- Thu, Nov 12
9 day trip
Birmingham
Chicago
BRL 341
Search
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Useful info for your flights to Chicago from the United Kingdom

Cheapest one-way flight price£294
Cheapest return ticket price£526
Cheapest monthJanuary
Peak season for travelJanuary
Flight distance6,354.37km
Average flight time8 hours 55 minutes
Popular airlineBritish Airways

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 £487. 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 November. The average price of flight tickets to Chicago in November is £197.
  • Flight tickets to Chicago are the cheapest in January compared to other months, the average price is £976.
  • 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.