£364 Cheap Flights to Chicago

View £364 flight on Tue, 2 Feb 2027Opens in a new window

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Cheap round-trip flights to Chicago

Prices were available within the past 7 days and start at £364 for one-way flights and £476 for round trip, for the period specified. Be sure to select the 'Direct flights only' box above if you are looking for a non stop route. Prices and availability are subject to change. Additional terms apply.

TAP Portugal
Wed, 21 Oct - Sun, 25 Oct
LGW
London
ORD
Chicago
£476 Return, found 1 hour ago
£476
Return
found 1 hour ago
Select TAP Portugal flight, departing Wed, 21 Oct from London to Chicago, returning Sun, 25 Oct, priced at £476 found 1 hour ago
Scandinavian Airlines
Thu, 11 Feb - Mon, 15 Feb
LHR
London
ORD
Chicago
£545 Return, found 6 hours ago
£545
Return
found 6 hours ago
Select Scandinavian Airlines flight, departing Thu, 11 Feb from London to Chicago, returning Mon, 15 Feb, priced at £545 found 6 hours ago
Icelandair
Mon, 22 Feb - Mon, 8 Mar
LGW
London
ORD
Chicago
£549 Return, found 5 days ago
£549
Return
found 5 days ago
Select Icelandair flight, departing Mon, 22 Feb from London to Chicago, returning Mon, 8 Mar, priced at £549 found 5 days ago
Aer Lingus
Wed, 10 Feb - Wed, 24 Feb
LHR
London
ORD
Chicago
£568 Return, found 2 days ago
£568
Return
found 2 days ago
Select Aer Lingus flight, departing Wed, 10 Feb from London to Chicago, returning Wed, 24 Feb, priced at £568 found 2 days ago
American Airlines
Tue, 29 Sept - Mon, 5 Oct
LHR
London
ORD
Chicago
£568 Return, found 3 hours ago
£568
Return
found 3 hours ago
Select American Airlines flight, departing Tue, 29 Sept from London to Chicago, returning Mon, 5 Oct, priced at £568 found 3 hours ago

Frequently asked questions

What is the name of Chicago's airport?
Chicago has more than one airport, but most travellers touch down at O'Hare Intl. Airport (ORD).
How far is O'Hare Intl. Airport (ORD) from central Chicago?
The journey from O'Hare Intl. Airport (ORD) to downtown Chicago is fairly long. You'll need to travel 26 kms (16 miles) before you can check in to your city hotel.
What airport is best to fly into Chicago?
A flight to Chicago means hopping off the plane at O'Hare Airport or Chicago Airport. The first is 26 kms (16 miles) away from downtown. The second is 14 kms (9 miles) away.
How many airlines fly to Chicago?
There are a total of 51 airlines connecting Chicago with 237 airports globally.
Which airlines fly to Chicago?
Chicago receives the highest number of flights from United Airlines, American Airlines and Delta with United Airlines being the number one choice of airline. New York is the most popular city for passengers to jet off from.
How many nonstop flights are there to Chicago?
With roughly 7,564 nonstop flights running every week, you'll be hitting the runway in Chicago before you can ask, "Are we there yet?"
Where are the most popular flights to Chicago departing from?
The most popular flights to Chicago set off from New York, Washington and Dallas airports.
How long is the flight to Chicago Airport?
If it's New York you're leaving behind, you'll be in the air for around 2 hours and 44 minutes before you arrive in Chicago. Terminal to terminal from Washington generally takes 2 hours and 15 minutes and from Dallas, the average flight time is 2 hours and 18 minutes.
How to book the cheapest flight to Chicago?
Don't leave booking your flight to Chicago until the last minute. That's one trick seasoned travellers use to get the best prices. Booking well in advance means more choices and cheaper flights. Don't stop there, however. Do some research and see if there is more than one airport at your destination. Fares often differ depending on which airport you go for. Don't forget to compare fares across air carriers too. Finally, another easy way to save a few dollars is be ready to book at a moment's notice. If you stumble on a good bargain, don't hold off — grab it while you can.
Do you have any tips for my flight to Chicago?
Depending on where you're coming from, your trip to Chicago could be simple and straightforward or it could go on forever. We've put together some handy tips that will help you start your next unforgettable escape on the right foot. What to pack in your hand luggage:

  • It's simple — first, pack your passport, travel documents, wallet and daily medications. Next, you'll need some in-flight entertainment to while away the hours. A thrilling book and a laptop filled with your favourite shows are some wonderful options. If you intend to take a quick nap, a neck pillow and a pair of earplugs will also be useful. Finally, leave some space for a few toiletry items to ensure you touchdown feeling fresh and raring to go.

Do not pack the following items in your hand luggage:

  • Leave all your full-sized bottles of shampoo and hair gel in your checked luggage. Any gels or liquids in your carry-on suitcase larger than 3.4 ounces (100 millilitres) will be confiscated. Sharp or pointed objects, like a Swiss Army knife, and dangerous products which are explosive or flammable, such as spray paint, flares and fireworks, are also restricted.

What to wear on a flight:

  • Choose comfort over style. Prepare for changes in temperature by donning layers, and opt for flat, enclosed shoes like sneakers.
  • Most of us have heard about deep vein thrombosis (DVT), a blood clot condition caused by long periods of inactivity. To reduce your risk on board, stay hydrated, consider wearing compression socks and move your lower limbs often.

How to get through airport security fast when flying to Chicago?
The secret is to be well prepared before you arrive at airport security. That way, you'll be boarding that plane to Chicago in a flash. Follow these helpful tips and get your holiday off to a fantastic start:

  • First things first. Your passport and boarding pass will need to be shown to airport security personnel. Keep them at hand so you don't have to dig around for them.
  • Your belt, jacket, keys and other small items, like your headphones, will need to go through the X-ray machine. Make the whole process faster by removing them as your turn draws near.
  • For just a few moments, you'll need to unplug from the digital world. Your phone, laptop and any other electronic gadgets will need to go through the scanner.
  • Remove all gels and liquids from your hand luggage. They often need to be sent through the X-ray machine separately. Each product should be in a container no larger than 3.4 ounces (100 millilitres) and everything must fit inside a single quart-size (one litre), clear zip-close bag.
  • The right choice of footwear can save you several minutes. Boots are often required to be removed and X-rayed separately. Slip-on shoes usually aren't.
  • Airlines will not allow any sharp objects to come on board with you. If you must bring these kinds of items, check them in.

Book with confidence

Expedia flights to Chicago

Searching for cheap flights to Chicago? No travel company presents more choices than Expedia if you're looking to compare flights to Chicago. With more airlines, cheaper flights, fewer stops, and more departure and arrival times travellers should ensure they search on Expedia before any holiday to Illinois. Expedia provides the cheapest flights to many destinations in Illinois and you may find even greater savings if you combine your flight with a hotel stay in Chicago.

Expedia is the largest online travel agency which means that Expedia have access to cheap flights. So make sure you check Expedia regularly for these bargain flights because the cheapest airline tickets sell out fast.

Expedia is not only free for everyone to use but it quick and easy to use. Find the lowest flight prices guaranteed and book directly through Expedia. Browse through hundreds of cheap flight offers to find the one that suits your budget by simply inputting your travel dates. Expedia will then find the cheapest flights to Chicago for that period and let you choose your preferred time and airline. If you need additional assistance, Expedia Customer Service representatives are available from 8am - 10pm Monday to Friday, and 9am - 10pm at weekends. Our capable staff will be able to help you with any questions regarding your Chicago flight, or other booking questions that may arise. When you book flights with Expedia you can rest assured that you have booked the best flight at the lowest price.

Expedia flights to Chicago

Travel information

Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Return price
£130

Trending flights to Chicago

Prices were available within the past 7 days and start at £364 for one-way flights and £476 for round trip, for the period specified. Be sure to select the 'Direct flights only' box above if you are looking for a non stop route. Prices and availability are subject to change. Additional terms apply.

TAP Portugal
Fri, 18 Sept - Thu, 24 Sept
LHR
London
ORD
Chicago
£477 Return, just found
£477
Return
just found
Select TAP Portugal flight, departing Fri, 18 Sept from London to Chicago, returning Thu, 24 Sept, priced at £477 just found

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