How much is the cheapest flight to Chicago?

Prices were available within the past 7 days and starts at CA $220 for one-way flights and CA $371 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Reviews from verified customers

Mar 16, 2020

Last minute purchase... and the price was really good... hard to believe.

Mar 14, 2020

Stop reclining seats.

Mar 11, 2020

Nice aircraft.

Mar 10, 2020

Great staff on the American Airlines flights.. very helpful and pleasant.

Mar 7, 2020

American Airlines has the comfiest seats, most leg room

Mar 6, 2020

Had to pay to check bag then at boring gate, many travellers offered free baggage check. Not fair.

Feb 24, 2020

Smell needs to be improved.

Feb 23, 2020

Did not like being told to arrive 3 hrs ahead and then stand for 1,5 HR waiting for counters and security to open!!!

Feb 23, 2020

Can you provide vegan snacks on your flights. Pretzels or Oreos would do the trick.

Feb 20, 2020

Unhappy with seat - couldn't get controls for tV/movie to work - frustrating as I would have enjoyed that. Also, only pretsels for snack - ugh

Find Your Flights to Chicago CHI

Cheap flights to Chicago (CHI)

Get started finding a cheap flight to Chicago on Expedia by either choosing a deal on this page or using the search bar to enter your travel dates, origin airport, and whether you want a roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

We recommend using the ‘Flexible Dates’ calendar at the top of the page to see the price of plane tickets on the surrounding dates. This allows you to pick the cheapest days to fly if your trip allows flexibility and score cheap flight deals to Chicago.

Roundtrip prices range from CA $371 - CA $391, and one-ways Chicago start as low as CA $220.

Be aware that choosing a non-stop flight can sometimes be more expensive while saving you time. And routes with connections may be available at a cheaper rate.

 

Airlines that fly to Chicago (CHI)

You have several options for which airline you choose to travel with to Chicago. There are 10 airlines flying into CHI: United, American Airlines, Air Canada, Delta, Alaska Airlines. 

Cheap plane tickets may be available from different airlines at different times and with unique terms. It’s best to understand the details of each airline’s offer before judging its value.

For example, if you plan to check a bag or bring a carry-on, check whether the cheap airfare deal includes a baggage allowance. If not, verify whether the baggage fee is higher than the difference of other airline plane ticket deals offering free checked/carry-on baggage in exchange for a slightly higher airfare. 

Additionally, your preferred frequent flyer membership programmes may influence your choice of cheap airline. Expedia allows you to enter your membership numbers during checkout to earn points from your airline and Expedia Rewards—all while getting a great deal and planning all your travel on one online platform.

 

Find the best deals

At Expedia, we source many flight deals from multiple providers, so you can easily find the best deals that are right for you. A great strategy for getting the best deals can be to make sure you book and travel at optimal times. Airfare to Chicago (CHI) varies throughout the year based on seasonal demand. You’ll see the lowest rates for roundtrips to CHI in May and in September for one-ways.

 

Cancellation & flexibility

To change or cancel eligible flights, go to ‘My Trips’ and navigate to your itinerary. If you booked within the last 24 hours, you might be able to cancel your flight for free. Learn more about flight changes or cancellations from our customer service portal. Some plane tickets are available with no change fees, which you can filter for during your search.

Flights to Chicago: Frequently asked questions

Trending flights to Chicago

Prices were available within the past 7 days and starts at CA $220 for one-way flights and CA $371 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.