Cheap flights from Canada to Chicago from $116
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Canada to Chicago departing on 6/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Air Canada flights from Canada to Chicago O'Hare Intl Airport
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American Airlines flights from Canada to Chicago O'Hare Intl Airport
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How to get the cheapest flight ticket from Canada to Chicago O'Hare Intl Airport
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Chicago O'Hare Intl Airport?
The month of November is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Canada averaging around $280.
What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?
The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Friday when prices can be found for as low as $423. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from Canada because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $762.
What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?
Flying to Chicago O'Hare Intl Airport from Canada in the evening is the least expensive time of day to depart. momondo users have found prices as low as $350 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $691. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Canada to Chicago O'Hare Intl flight route?
Fly from Vancouver Intl to Chicago O'Hare Intl for the best Canada - Chicago O'Hare Intl flight prices
How far in advance should I book a flight to Chicago O'Hare Intl Airport?
You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Canada when booking 16 weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $302 when searching 16 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Canada for as low as $263 on momondo.
What cabin class options are available on Canada to Chicago O'Hare Intl flights?
There are 4 cabin classes available to choose from on Canada to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Canada to Chicago O'Hare Intl?
Air Canada, WestJet, and American Airlines are the most popular carriers operating from Canada to Chicago O'Hare Intl
What airlines fly to Chicago O'Hare Intl Airport?
Air Canada, American Airlines and United Airlines are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from Canada according to our data. Air Canada is the first choice among our users, with 50% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 4 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.
How many flights depart from Canada to Chicago O'Hare Intl Airport on average per day?
As of April 2025, 78 flights take off from Canada and land in Chicago O'Hare Intl Airport each day. The most common flight departure time for this route is 6:00AM, with 45% of daily flights taking off in the afternoon.
How many flights depart from Canada to Chicago O'Hare Intl Airport on average per week?
As of April 2025, there are 547 flights per week flying from Canada to Chicago O'Hare Intl Airport. The most common day of the week flights depart is Wed, with 20% of flights taking off on this day.
Cheap Canada to Chicago O'Hare Intl Airport flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Canada to Chicago O'Hare Intl Airport
When did momondo last update prices for flights from Canada to Chicago O'Hare Intl Airport?
Prices for flights from Canada to Chicago O'Hare Intl Airport are updated daily.
How many operators does momondo search for flights from Canada to Chicago O'Hare Intl Airport?
As of April 2025, there are 4 operators available to choose from for flights from Canada to Chicago O'Hare Intl Airport.
How old do you have to be to fly from Canada to Chicago O'Hare Intl Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Canada to Chicago O'Hare Intl Airport.
What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?
The necessary travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Canada to Chicago O'Hare Intl Airport?
Based on momondo bookings for flights between Canada and Chicago O'Hare Intl Airport, the leading plane model is Embraer 175 (Enhanced Winglets), making up 15.35% of the total bookings. Other popular models include De Havilland (Bombardier) DHC-8-400 Dash 8Q with 9.48%, Boeing 737 MAX 8 with 8.21%, and Boeing 737-800 with 7.51%.
Best airlines flying from Canada to Chicago O'Hare Intl Airport
Compare and see reviews for airlines that fly from Canada to Chicago O'Hare Intl Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $112 | Free Cancellation | Rating 7.4 8,696 reviews | |||
| PriceFrom $123 | Free Cancellation | Rating 7.0 9,252 reviews | |||
| PriceFrom $139 | Free Cancellation | Rating 7.2 2,826 reviews | |||
| PriceFrom $166 | Free Cancellation | Rating 7.2 10,000 reviews |
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Canada to Chicago?
We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Canada to Chicago for you.
Can I find flights from Canada to Chicago with flexible booking policies on momondo?
Yes. All flights to Chicago from Canada on momondo can be compared and filtered by various policies on offer, including flexible booking.
How can momondo help me find flights from Canada to Chicago?
Once all potential Canada to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.
I’m not ready to book a flight from Canada to Chicago right now. Can momondo alert me if prices change?
If you are not ready to book a flight from Canada to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.