Cheap Flights to Chicago

View ₩276,500 flight on Sat, Jan 17, 2026Opens in a new window

Popular airlines to Chicago

  • notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
  • deals illustration

    Book smarter

    Save up to 40% on select hotels after you book a flight*
  • trophy illustration

    Earn twice

    Earn your airline miles on top of our rewards
    Sign in

How much is the cheapest flight to Chicago?

Prices were available within the past 7 days and start at ₩276,500 for one-way flights and ₩495,200 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat, Jan 31 - Sun, Feb 1
YVR
Vancouver
ORD
Chicago
₩495,200 Roundtrip, found 3 days ago
₩495,200
Roundtrip
found 3 days ago
Select Delta flight, departing Sat, Jan 31 from Vancouver to Chicago, returning Sun, Feb 1, priced at ₩495,200 found 3 days ago
Air Canada
Sat, Jan 31 - Sun, Feb 1
YVR
Vancouver
ORD
Chicago
₩551,000 Roundtrip, found 3 days ago
₩551,000
Roundtrip
found 3 days ago
Select Air Canada flight, departing Sat, Jan 31 from Vancouver to Chicago, returning Sun, Feb 1, priced at ₩551,000 found 3 days ago
United
Sat, Jan 31 - Sun, Feb 1
YVR
Vancouver
ORD
Chicago
₩627,000 Roundtrip, found 3 days ago
₩627,000
Roundtrip
found 3 days ago
Select United flight, departing Sat, Jan 31 from Vancouver to Chicago, returning Sun, Feb 1, priced at ₩627,000 found 3 days ago
American Airlines
Sat, Jan 31 - Sun, Feb 1
YVR
Vancouver
ORD
Chicago
₩696,000 Roundtrip, found 3 days ago
₩696,000
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Jan 31 from Vancouver to Chicago, returning Sun, Feb 1, priced at ₩696,000 found 3 days ago
WestJet
Wed, Jun 17 - Sat, Jun 20
YXX
Abbotsford
ORD
Chicago
₩806,300 Roundtrip, found 3 days ago
₩806,300
Roundtrip
found 3 days ago
Select WestJet flight, departing Wed, Jun 17 from Abbotsford to Chicago, returning Sat, Jun 20, priced at ₩806,300 found 3 days ago

Find the cheapest month to fly from Columbus (CMH) to Chicago (CHI)

August is typically the cheapest month to fly

From ₩124,884 - ₩536,245 per traveler.

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.

Frequently asked questions

What is the name of Chicago's airport?
Chicago has more than one airport, but most travelers 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 kilometers 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 kilometers away from downtown. The second is 14 kilometers 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 travelers 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 favorite 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 milliliters) 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 vacation 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 milliliters) and everything must fit inside a single quart-size (one liter), 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.

Flights to Chicago information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Roundtrip price
₩178,300

Trending flights to Chicago

Prices were available within the past 7 days and start at ₩276,500 for one-way flights and ₩495,200 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Mon, Feb 2 - Wed, Apr 29
ICN
Seoul
ORD
Chicago
₩830,700 Roundtrip, found 3 days ago
₩830,700
Roundtrip
found 3 days ago
Select American Airlines flight, departing Mon, Feb 2 from Seoul to Chicago, returning Wed, Apr 29, priced at ₩830,700 found 3 days ago
*Available to Expedia members.