Q: What is the typical price of a round-trip flight between Toronto and Chicago O'Hare Intl Airport?

Prices are currently low for flights on this route. Typical prices usually range from $219 to $324. The lowest price recently found on this route was $195.

Question 1

What is the most punctual flight time for Toronto 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 2

Which airline has the best punctuality record on Toronto 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 3

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

Accepted Answer

354 flights are operational weekly from Toronto to Chicago O'Hare Intl Airport as of February 2026. The most popular departure day for this route is Mon, with 16% of flights per week taking off on this day.

Question 4

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

Accepted Answer

50 flights are operational daily from Toronto to Chicago O'Hare Intl Airport as of February 2026. The most popular departure time for this route is 11:00AM, with 44% of flights per day taking off in the afternoon.

Question 5

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

Accepted Answer

There are 4 cabin classes available to choose from on Toronto 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 6

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 Toronto according to our data. Air Canada is the first choice among our users, with 47% 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.

Question 7

What is the typical price of a round-trip flight between Toronto and Chicago O'Hare Intl Airport?

Accepted Answer

Prices are currently low for flights on this route.Typical prices usually range from $219 to $324.
The lowest price recently found on this route was $195.

Question 8

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 Toronto averaging around $263.

Question 9

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

Accepted Answer

On average, it takes 1h 55m to fly from Toronto to Chicago O'Hare Intl Airport if you fly out of Toronto (the most popular airport in Toronto) and into Chicago O'Hare Intl Airport (the most popular airport in Chicago O'Hare Intl Airport). If you’re flying out of Hamilton and into Chicago O'Hare Intl Airport, then the flight time is around 10h 50m.

Question 10

How have Toronto to Chicago O'Hare Intl Airport flight prices changed over time?

Accepted Answer

As of February 2026, prices for Toronto to Chicago O'Hare Intl Airport flights are approximately 16% cheaper when compared to flights at the same time last year.

Question 11

How often are flights from Toronto to Chicago delayed?

Accepted Answer

Historically, on average around 12% of flights between Toronto and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 141 minutes.

Question 12

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 Toronto 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 Toronto for as low as $195 on momondo.

Question 13

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

Accepted Answer

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

Question 14

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 Toronto in the evening is the least expensive time of day to depart. momondo users have found prices as low as $376 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $679. Of course, these prices can vary depending on the time of year and what airport you fly to.

Question 15

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 Toronto because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $725.

Question 16

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

Accepted Answer

No. A direct flight is the cheapest option for a flight between Toronto to Chicago O'Hare Intl Airport.

Question 17

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

Accepted Answer

Fly from Toronto Pearson Intl to Chicago O'Hare Intl for the best Toronto - Chicago O'Hare Intl flight prices

Question 18

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

Accepted Answer

Tuesday 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 19

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

Accepted Answer

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

Question 20

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

Accepted Answer

There are 4 operators available for flights from Toronto to Chicago O'Hare Intl Airport as of February 2026.

Question 21

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

Accepted Answer

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Toronto to Chicago O'Hare Intl Airport.

Question 22

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

Accepted Answer

The required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best Price Found	$214
Fastest flight time	1h 55m
Direct flights	Every day

Airline	Rating	Free Cancellation	Price
Air Canada	PriceFrom $140	Free Cancellation	Rating 7.1 10,676 reviews	Search Air Canada flights
United Airlines	PriceFrom $165	Free Cancellation	Rating 7.4 9,231 reviews	Search United Airlines flights
Porter Airlines	PriceFrom $180	Free Cancellation	Rating 7.9 412 reviews	Search Porter Airlines flights
American Airlines	PriceFrom $189	Free Cancellation	Rating 7.2 11,213 reviews	Search American Airlines flights

Cheap flights from Toronto to Chicago from $128

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Toronto to Chicago departing on 2/27. 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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How to get the cheapest flight ticket from Toronto to Chicago O'Hare Intl Airport

What is the typical price of a round-trip flight between Toronto and 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 Toronto 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 Toronto to Chicago O'Hare Intl flight route?

Fly from Toronto Pearson Intl to Chicago O'Hare Intl for the best Toronto - 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 Toronto to Chicago O'Hare Intl flights?

There are 4 cabin classes available to choose from on Toronto 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 Toronto to Chicago O'Hare Intl Airport flights?

No. A direct flight is the cheapest option for a flight between Toronto to Chicago O'Hare Intl Airport.

How have Toronto to Chicago O'Hare Intl Airport flight prices changed over time?

As of February 2026, prices for Toronto to Chicago O'Hare Intl Airport flights are approximately 16% cheaper when compared to flights at the same time last year.

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

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

What airlines fly to Chicago O'Hare Intl Airport?

How often are flights from Toronto to Chicago delayed?

Historically, on average around 12% of flights between Toronto and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 141 minutes.

What is the most punctual flight time for Toronto 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?

Tuesday 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 Toronto 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 Toronto to Chicago O'Hare Intl Airport on average per day?

50 flights are operational daily from Toronto to Chicago O'Hare Intl Airport as of February 2026. The most popular departure time for this route is 11:00AM, with 44% of flights per day taking off in the afternoon.

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

354 flights are operational weekly from Toronto to Chicago O'Hare Intl Airport as of February 2026. The most popular departure day for this route is Mon, with 16% of flights per week taking off on this day.

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

When to book flights from Toronto to Chicago O'Hare Intl Airport

Cheap Toronto to Chicago O'Hare Intl Airport (YTO to ORD) flight deals and tips

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How far is Toronto to Chicago O'Hare Intl by plane?

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

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

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

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

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What is the most popular airline from Toronto to Chicago O'Hare Intl Airport?

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

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