Question 1

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

Accepted Answer

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 $458. 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 $724.

Question 2

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

Accepted Answer

The month of May is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Canada averaging around $263.

Question 3

Which airline has the best punctuality record on Canada to Chicago flights?

Accepted Answer

According to our data, United Airlines have had the least number of delays on this route over the last 12 months; with about 7% of their flights experiencing any sort of delay.

Question 4

What airlines fly to Chicago O'Hare Intl Airport?

Accepted Answer

Air Canada, United Airlines and American 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 44% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 5 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.

Question 5

What is the cheapest Canada to Chicago O'Hare Intl flight route?

Accepted Answer

Fly from Calgary to Chicago O'Hare Intl for the best Canada - Chicago O'Hare Intl flight prices

Question 6

Can stopping save me money on Canada to Chicago O'Hare Intl Airport flights?

Accepted Answer

You could potentially save up to 7% on your flight if you consider stops on a Canada to Chicago O'Hare Intl Airport flight.

Question 7

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

Accepted Answer

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Canada when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $286 when searching 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 $195 on momondo.

Question 8

How many flights depart from Canada to Chicago O'Hare Intl Airport on average per week?

Accepted Answer

As of January 2026, there are 653 flights per week flying from Canada to Chicago O'Hare Intl Airport. The most common day of the week flights depart is Fri, with 16% of flights taking off on this day.

Question 9

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Accepted Answer

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 $372 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $680. Of course, these prices can vary depending on the time of year and what airport you fly to.

Question 10

How many flights depart from Canada to Chicago O'Hare Intl Airport on average per day?

Accepted Answer

As of January 2026, 93 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 47% of daily flights taking off in the afternoon.

Question 11

How long does it take to fly to Chicago O'Hare Intl Airport?

Accepted Answer

On average, it takes 1h 55m to fly from Canada to Chicago O'Hare Intl Airport if you fly out of Toronto (the most popular airport in Canada) and into Chicago O'Hare Intl Airport (the most popular airport in Chicago O'Hare Intl Airport). If you’re flying out of Montreal and into Chicago O'Hare Intl Airport, then the flight time is around 2h 40m.

Question 12

How often are flights from Canada to Chicago delayed?

Accepted Answer

Historically, on average around 11% of flights between Canada and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 142 minutes.

Question 13

What day of the week experiences the fewest flight delays on this route?

Accepted Answer

Monday is statistically the day of the week which experiences the fewest number of delays on this flight route. Saturday has historically seen more delays on average compared to the rest of the week.

Question 14

What is the most punctual flight time for Canada to Chicago flights?

Accepted Answer

Generally, flights departing at night tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

Question 15

What is the cheapest airline that flies from Canada to Chicago O'Hare Intl?

Accepted Answer

WestJet, United Airlines, and American Airlines are the most popular carriers operating from Canada to Chicago O'Hare Intl

Question 16

What cabin class options are available on Canada to Chicago O'Hare Intl flights?

Accepted Answer

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.

Question 17

When did momondo last update prices for flights from Canada to Chicago O'Hare Intl Airport?

Accepted Answer

Prices for flights from Canada to Chicago O'Hare Intl Airport are updated daily.

Question 18

How many operators does momondo search for flights from Canada to Chicago O'Hare Intl Airport?

Accepted Answer

As of January 2026, there are 5 operators available to choose from for flights from Canada to Chicago O'Hare Intl Airport.

Question 19

How old do you have to be to fly from Canada to Chicago O'Hare Intl Airport?

Accepted Answer

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.

Question 20

What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

Accepted Answer

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.

Best Price Found	$172
Fastest flight time	1h 55m
Direct flights	Every day

Airline	Rating	Free Cancellation	Price
Air Canada	PriceFrom $83	Free Cancellation	Rating 7.1 10,667 reviews	Search Air Canada flights
United Airlines	PriceFrom $90	Free Cancellation	Rating 7.4 9,215 reviews	Search United Airlines flights
WestJet	PriceFrom $138	Free Cancellation	Rating 7.2 3,253 reviews	Search WestJet flights
American Airlines	PriceFrom $167	Free Cancellation	Rating 7.2 11,206 reviews	Search American Airlines flights
Porter Airlines	PriceFrom $180	Free Cancellation	Rating 7.9 412 reviews	Search Porter Airlines flights

Cheap flights from Canada to Chicago from $100

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How to get the cheapest flight ticket from Canada to Chicago O'Hare Intl Airport

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of May is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Canada averaging around $263.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

What is the cheapest Canada to Chicago O'Hare Intl flight route?

Fly from Calgary 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?

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.

Can stopping save me money on Canada to Chicago O'Hare Intl Airport flights?

You could potentially save up to 7% on your flight if you consider stops on a Canada to Chicago O'Hare Intl Airport flight.

What is the cheapest airline that flies from Canada to Chicago O'Hare Intl?

WestJet, United Airlines, 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?

How often are flights from Canada to Chicago delayed?

Historically, on average around 11% of flights between Canada and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 142 minutes.

What is the most punctual flight time for Canada to Chicago flights?

Generally, flights departing at night tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Monday is statistically the day of the week which experiences the fewest number of delays on this flight route. Saturday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on Canada to Chicago flights?

According to our data, United Airlines have had the least number of delays on this route over the last 12 months; with about 7% of their flights experiencing any sort of delay.

How many flights depart from Canada to Chicago O'Hare Intl Airport on average per day?

As of January 2026, 93 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 47% 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 January 2026, there are 653 flights per week flying from Canada to Chicago O'Hare Intl Airport. The most common day of the week flights depart is Fri, with 16% of flights taking off on this day.

How long does it take to fly to Chicago O'Hare Intl Airport?

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When did momondo last update prices for flights from Canada to Chicago O'Hare Intl Airport?

How many operators does momondo search 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?

What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

What is the most popular plane model from Canada to Chicago O'Hare Intl Airport?

Best airlines flying from Canada to Chicago O'Hare Intl Airport

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