Cheap Flights to Chicago (CHI)

Many airlines offer flexible change policies

Earn BONUS+ rewards on top of your airline points

Enjoy exclusive promotions on the ebookers app!

Cheap return flights to Chicago

The lowest prices found within the past 7 days to Chicago were £358 for one-way flights and £325 for return flights, for the period specified. Prices and availability are subject to change. Additional terms apply.

Flights to Chicago at your fingertips

Nicknamed the Windy City, Chicago will blow you away with its awe-inspiring, magnificent skyline which showcases four of the United States’ tallest buildings. Imagine the thrill you’ll feel as you whoosh up to the Skydeck on the 103rd floor of the Willis Tower. From there, you can take a heart-stopping step out onto the Ledge – a glass box that extends out four feet from the building. All flights to Chicago from the UK touch down at Chicago O'Hare International Airport, one of the top five busiest airports in the world.

Searching for cheap flights to Chicago?

Your best bet for bagging cheap tickets to Chicago is in January and February, but be sure to wear your warmest layers as temperatures can drop to well below freezing during the Windy City’s winter months. Chicago has 24 man-made beaches along the shores of freshwater Lake Michigan. In summer, the city’s peak season, you can choose one to spend a lazy day snoozing under the glimmering sun as you dip your toes in the refreshingly cool lake. But remember, the early bird catches the worm so return flights to Chicago for July or August are best bought a good few months in advance.

Where can I fly to Chicago from?

Whizzing over the Atlantic has never been easier with 10 direct flights daily from London to Chicago alone. A variety of different airlines offer flights to Chicago from the UK. American Airlines takes off from London Heathrow and Manchester. Chicago’s own United Airlines departs three times a day from London Heathrow and five times per week from Edinburgh. British Airways and Virgin Atlantic take to the skies from London Heathrow daily. You’ll arrive in Chicago in eight and a half hours from London and from Edinburgh the flight time is about 15 minutes less.

Getting from Chicago airport to the city centre

The 18-mile journey from O’Hare International Airport to Chicago city centre is an absolute cinch. Airport taxis and limos start at $30-$40 and will get you downtown in about 45 minutes depending on traffic. GO Airport Express offers a door-to-door shuttle service up to four times per hour and costs around $35. The speediest and cheapest option is the Blue Line Train known as the “L”. You can zip from the airport to downtown Chicago in just 45 minutes, with up to six trains per hour, 24 hours a day. A single-trip ticket costs around $5. If you prefer to drive to your destination yourself, pick up a car rental from the airport.

A cruise to remember in Chicago

If there’s one activity that’s got guaranteed wow factor it’s a speedboat tour along Lake Michigan. Feel the exhilarating thrill of zipping over the sparkling waves as you zoom full-throttle along the shoreline of the city’s most famous lake. You’ll have the best and most breathtaking views of Chicago’s infamous skyline as you splash along at breakneck speed.

Frequently Asked Questions

❓ How much does it cost to fly to Chicago?

✔️ The price of roundtrip flights to Chicago ranges from £325 to £542. Travelers looking to book a one-way ticket to Chicago can find fantastic flights for as little as £358. Bargain-hunters take note: February is the best month to nab a cheap flight to Chicago.

❓ What are the cheapest days to book a flight?

✔️ This one is easy to remember:Ticket Thursdays. We found that tickets booked on a Thursday resulted in the best deal on average in 2021. However, Fridays can be the worst days to purchase plane tickets, as it was the day with the highest average ticket price based on flight demand on ebookers in 2021.

❓ What are the cheapest days to fly?

✔️ When analysing flight demand on ebookers in 2021, Friday turned out to be the cheapest day to fly, with Tuesday as a close second. That's definitely something to consider when booking your next trip! Thinking of traveling mid-week? It turns out that Wednesdays generally had the most expensive airline tickets, so keep this in mind when planning for your next trip.

❓ How do I find the cheapest flight to Chicago?

✔️ The price of flights to Chicago can vary greatly, depending on a number of factors. Bagging a cheap flight to Chicago is easier if you have some flexibility with your departure and arrival dates, while your selection of airports and airlines can also impact ticket prices. To find the best deals, try changing your search criteria to accommodate alternate dates and terminals. ebookers offers big discounts, a huge selection of airlines, and an easy-to-use booking platform, making it easy to find the perfect flight to Chicago, no matter whether you’re traveling for business, looking for a quick getaway or planning a family vacation. So, window or aisle?

❓ What are the top airlines that fly to Chicago?

✔️ If you’re looking to book a flight to Chicago, you’ll discover a number of great airlines to choose from, including Icelandair, TAP Portugal, United, Delta, British Airways, American Airlines, Virgin Atlantic, Finnair. ebookers makes it easy to compare flights to see which airline best suits your needs, ensuring that you can stretch your dollar further and get the most out of your time in the sky.

❓ Can I cancel my flight to Chicago with ebookers?

✔️ We get it: life happens, plans change, and you need to change with them. If you need to change or cancel your flight to Chicago, you can reach out to ebookers through the customer service portal, where you’ll also find useful trip-related help covering everything from flights and rental cars to activities and hotels.

❓ How do i search for a flexible flight to Chicago?

✔️ To get the most out of ebookers flexible flights option, use the drop-down menu on the ‘Flights’ page. This menu can be found by clicking on the ‘Advanced options’ button. From here, you can customize your search parameters to find your perfect flight. After searching for your flight, you can also compare prices on surrounding dates by clicking on the ‘Show flexible dates’ link at the top of your search results.

Chicago Flight Information

Traveling To
Destination Airport IATA Code CHI
Number of Airlines Serving
Airlines Icelandair, TAP Portugal, United, Delta, British Airways, American Airlines, Virgin Atlantic, Finnair
Flight Price £325
Earliest Departing Flight
Latest Departing Flight
Destination AirportO'Hare Intl.
Flight Price£135

Which Airlines Fly To Chicago?

Icelandair, TAP Portugal, United, Delta, British Airways, American Airlines, Virgin Atlantic, Finnair


Chicago When to Go

Come summer, Chicagoans head to the beaches, parks, and festivals along Lake Michigan. A chill often lingers in the air in early summer, while late summer can be muggy. Regardless of the season, pack layers, as weather can fluctuate greatly. Summer also brings spikes in hotel rates.

Fall is pleasant until mid-November, when temperatures plunge, and spring doesn’t get reliably comfortable until late April. Anytime between May and November, you’ll be able to combine season-less indoor attractions with the convivial appeal of the outdoors at the lakefront, on Chicago River boats, and milling around Millennium Park.

Weather and prices are tradeoffs in Chicago. In January and February, the “hawk” (a local term for the harsh wind off Lake Michigan) sweeps down Michigan Avenue, and snow buries the streets. But hotel rates are bargain basement and attractions uncrowded.

Chicago flight + hotel holidays with economy flights

Chicago Athletic Association, a Hyatt Hotel
The Langham, Chicago
Canopy by Hilton Chicago Central Loop
Residence Inn Chicago Downtown/Loop
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Embassy Suites by Hilton Chicago Downtown River North
The Westin Michigan Avenue Chicago
AC Hotels by Marriott Chicago Downtown
Hilton Garden Inn Chicago Central Loop
Homewood Suites by Hilton Chicago Downtown South Loop
Fairmont Chicago at Millennium Park Gold Experience
Palmer House a Hilton Hotel
Don't see what you're looking for?
See all available trips from London to Chicago
View all trips

Need a Car After Your Flight?

*Savings based on all holiday package bookings with Flight + Hotel on ebookers.com from January 2017 to December 2017, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.

Fare, taxes & fees: Fares were found on ebookers.com and are updated daily. They include all taxes and fees, except baggage fees.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a £25.00 / 45.00 Euro service fee charged by ebookers, plus any airline fare and tax increase that may be applicable.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.