Find cheap flights to Chicago
Good to know
|March||Best time to beat the crowds (2% less expensive on average)|
|December||Most popular time to fly (6% more expensive on average)|
Average price of a round-trip
|C$ 362||(avg. price over the last 2 weeks)|
Good deal for a round-trip
|C$ 246||or less|
Top tips for finding cheap flights to Chicago
- Looking for cheap airfare to Chicago? 25% of our users found round-trip tickets to Chicago for the following prices or less: From Toronto C$ 309, from Montreal C$ 380, from Vancouver C$ 412
- Book at least 3 weeks before departure in order to get a below-average price.
- High season is considered to be July, August and September. The cheapest month to fly to Chicago is January.
- If you’re interested in flights to Chicago, there are three primary airports that you can fly into. While Chicago Midway International Airport is most convenient for travelers that will be staying in the city center, O'Hare International Airport services the highest number of flights. Chicago Rockford International Airport is a practical choice for individuals staying in the suburbs.
- For those that would like a direct flight to Chicago, there are several airlines that you can choose from. While American and Porter Airlines are known for having affordable flights and comfortable chairs, United Airlines provides travelers with above-average legroom.
- To unwind after a long day of traveling, stop by the yoga room in Chicago Midway International Airport. Located in Concourse C, this room provides travelers with complimentary mats and DVD footage of popular yoga positions. It is open 7 days a week from 6 AM to 10 PM.
- Traveling with your family? Chicago Midway International Airport has a large baby care room that contains a sink, a private nursing area and change tables, making it a convenient place to tend to your child after your flight has landed.
- If you would like to freshen up after a long day of traveling, purchase an access pass to either the Hilton Athletic Club, Airlines Admirals Club or United Club in O'Hare International Airport in order to access their private showers. Each of these locations provides complimentary towels and toiletries, so you will have everything you need.
FAQs - booking Chicago flights
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Top 5 airlines flying to Chicago
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Flights to Chicago
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