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CHI - YTO

$101 Find cheap flights from Chicago to Toronto

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Toronto departing on 6/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sat 6/29
Sat 7/6

Search hundreds of travel sites at once for deals on flights to Toronto

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Toronto, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Toronto, as well as popular online travel agencies
In the last 7 days travelers have searched 42,686,544 times on KAYAK, and here is why:

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Cheap flight deals from Chicago to Toronto (CHI-YTO)

 
These are the cheapest deals for flights from Chicago to Toronto currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Chicago to Toronto

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Chicago to Toronto.

Recent one-way flight deals from Chicago to Toronto

Only flying one-way? Below are some of the best one-way flight deals from Chicago to Toronto found on KAYAK recently.

Recent last minute flight deals from Chicago to Toronto

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from Chicago to Toronto.

Recent direct flight deals from Chicago to Toronto

The latest deals for direct flights from Chicago to Toronto so you can sit back and relax without the need for a layover.

Cheap bus & train deals from Chicago to Toronto

Find recent round-trip train or bus tickets from Chicago to Toronto.

All round-trip flight deals to Toronto

The cheapest plane tickets to Toronto found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
11:30 am - 2:12 pmMDW-YTZ
1h 42mnonstop
8:50 pm - 9:37 pmYTZ-MDW
1h 47mnonstop
$242Porter Airlines
Find Deal
Thu, Jul 4 - Thu, Jul 4
11:30 am - 2:12 pmMDW-YTZ
1h 42mnonstop
10:45 am - 11:32 amYTZ-MDW
1h 47mnonstop
$245Porter Airlines
Find Deal
Fri, Aug 16 - Sat, Aug 24
6:05 am - 11:38 amORD-YYZ
4h 33m1 stop
12:31 pm - 7:40 pmYYZ-ORD
8h 09m1 stop
$274Delta
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Sat, Jun 15 - Sun, Jun 16
9:28 am - 5:08 pmMDW-YYZ
6h 40m1 stop
12:31 pm - 6:36 pmYYZ-MDW
7h 05m1 stop
$274Delta
Find Deal
Sat, Jun 15 - Mon, Jun 17
1:00 pm - 3:43 pmORD-YYZ
1h 43mnonstop
7:43 pm - 11:20 pmYYZ-ORD
4h 37m1 stop
$284United Airlines
Find Deal
Tue, Jun 25 - Tue, Jun 25
5:09 am - 2:59 pmORD-YYZ
8h 50m1 stop
6:15 pm - 7:10 pmYYZ-ORD
1h 55mnonstop
$287American Airlines
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Sat, Jun 15 - Sat, Jun 15
7:45 pm - 10:48 amORD-YYZ
14h 03m1 stop
2:00 pm - 2:54 pmYYZ-ORD
1h 54mnonstop
$290United Airlines
Find Deal
Sat, Jun 15 - Sun, Jun 16
1:55 pm - 8:44 pmORD-YTZ
5h 49m1 stop
10:20 am - 2:40 pmYTZ-ORD
5h 20m1 stop
$298Air Canada
Find Deal
Fri, Jul 5 - Sat, Jul 6
1:55 pm - 9:06 pmORD-YYZ
6h 11m1 stop
7:00 am - 7:56 amYYZ-ORD
1h 56mnonstop
$298Air Canada
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Fri, Jul 5 - Sun, Jul 7
8:25 am - 11:15 amORD-YYZ
1h 50mnonstop
3:09 pm - 4:04 pmYYZ-ORD
1h 55mnonstop
$314American Airlines
Find Deal
Fri, Jun 14 - Tue, Jun 18
4:32 pm - 2:20 pmORD-YHM
20h 48m2 stops
Wed, Jun 5
5:05 am - 8:01 pmORD-YTZ
13h 56m2 stops
Wed, Jun 12
11:30 am - 2:12 pmMDW-YTZ
1h 42mnonstop
$119Porter Airlines
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Fri, Aug 2
6:00 am - 8:48 amORD-YYZ
1h 48mnonstop
$119Air Canada
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Fri, Jul 12
5:15 pm - 7:57 pmMDW-YTZ
1h 42mnonstop
$122Porter Airlines
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Wed, Jun 19
9:00 am - 11:52 amORD-YYZ
1h 52mnonstop
$122United Airlines
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Tue, Jul 30
1:55 pm - 8:44 pmORD-YTZ
5h 49m1 stop
$127Air Canada
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Tue, Jun 18
9:28 pm - 10:04 amORD-YYZ
11h 36m1 stop
$132United Airlines
Find Deal
Mon, Aug 12
5:00 am - 10:29 amORD-YYZ
4h 29m1 stop
$137American Airlines
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Sun, Aug 4
8:25 am - 11:15 amORD-YYZ
1h 50mnonstop
$187American Airlines
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Fri, Jun 14
9:35 am - 11:26 pmORD-YYZ
12h 51m2 stops
10:35 am - 11:45 pmYYZ-ORD
14h 10m1 stop
Tue, Jun 4 - Wed, Jun 12
6:07 am - 11:39 amORD-YYZ
4h 32m1 stop
6:04 am - 9:21 amYYZ-ORD
4h 17m1 stop
$343Delta
Find Deal
Tue, Jun 4 - Wed, Jun 12
6:00 am - 8:45 amORD-YYZ
1h 45mnonstop
2:00 pm - 2:54 pmYYZ-ORD
1h 54mnonstop
$379United Airlines
Find Deal
Tue, Jun 4 - Wed, Jun 12
6:00 am - 8:45 amORD-YYZ
1h 45mnonstop
8:00 am - 1:13 pmYYZ-ORD
6h 13m1 stop
$384Air Canada
Find Deal
Tue, Jun 4 - Wed, Jun 12
5:15 pm - 7:57 pmMDW-YTZ
1h 42mnonstop
3:30 pm - 4:17 pmYTZ-MDW
1h 47mnonstop
$429Porter Airlines
Find Deal
Mon, Jun 3 - Wed, Jun 12
5:15 pm - 7:57 pmMDW-YTZ
1h 42mnonstop
8:50 pm - 9:37 pmYTZ-MDW
1h 47mnonstop
$453Porter Airlines
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Mon, Jun 3 - Mon, Jun 10
9:59 am - 12:34 pmORD-YYZ
1h 35mnonstop
6:30 am - 7:25 amYYZ-ORD
1h 55mnonstop
$460American Airlines
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Mon, Jun 3 - Wed, Jun 12
3:20 pm - 10:20 pmORD-YYZ
6h 00m1 stop
1:20 pm - 2:15 pmYYZ-ORD
1h 55mnonstop
$468American Airlines
Find Deal
Tue, Jun 4 - Wed, Jun 12
1:55 pm - 8:44 pmORD-YTZ
5h 49m1 stop
7:20 am - 1:13 pmYTZ-ORD
6h 53m1 stop
$480Air Canada
Find Deal
Tue, Jun 4 - Wed, Jun 12
8:47 am - 2:15 pmORD-YYZ
4h 28m1 stop
5:30 pm - 6:26 pmYYZ-ORD
1h 56mnonstop
$611United Airlines
Find Deal
Sat, Jun 1 - Sat, Jun 1
11:30 am - 2:12 pmMDW-YTZ
1h 42mnonstop
8:50 pm - 9:37 pmYTZ-MDW
1h 47mnonstop
$242Porter Airlines
Find Deal
Thu, Jul 4 - Thu, Jul 4
11:30 am - 2:12 pmMDW-YTZ
1h 42mnonstop
10:45 am - 11:32 amYTZ-MDW
1h 47mnonstop
$245Porter Airlines
Find Deal
Fri, Aug 16 - Sat, Aug 24
6:00 am - 8:37 amORD-YYZ
1h 37mnonstop
7:50 pm - 8:43 pmYYZ-ORD
1h 53mnonstop
$286Air Canada
Find Deal
Sun, Oct 20 - Wed, Oct 23
6:00 am - 8:48 amORD-YYZ
1h 48mnonstop
9:00 am - 9:54 amYYZ-ORD
1h 54mnonstop
$290Air Canada
Find Deal
Fri, Jun 28 - Sun, Jun 30
4:00 pm - 6:48 pmORD-YYZ
1h 48mnonstop
7:55 am - 8:51 amYYZ-ORD
1h 56mnonstop
$293United Airlines
Find Deal
Fri, Jun 21 - Sat, Jun 22
7:10 am - 9:58 amORD-YYZ
1h 48mnonstop
12:00 pm - 12:54 pmYYZ-ORD
1h 54mnonstop
Thu, Jul 4 - Thu, Jul 4
7:10 am - 9:58 amORD-YYZ
1h 48mnonstop
9:00 pm - 10:02 pmYYZ-ORD
2h 02mnonstop
$309United Airlines
Find Deal
Mon, Jul 1 - Mon, Jul 1
8:25 am - 11:15 amORD-YYZ
1h 50mnonstop
3:09 pm - 4:04 pmYYZ-ORD
1h 55mnonstop
$314American Airlines
Find Deal
Fri, Jun 14 - Tue, Jun 18
9:15 pm - 11:58 pmORD-YYZ
1h 43mnonstop
2:00 pm - 2:54 pmYYZ-ORD
1h 54mnonstop
Fri, Jun 21 - Sat, Jun 29
3:00 pm - 5:35 pmORD-YYZ
1h 35mnonstop
3:09 pm - 4:04 pmYYZ-ORD
1h 55mnonstop
$357American Airlines
Find Deal
Fri, Jun 14 - Mon, Jun 17
4:00 pm - 5:55 amChicago Union-
Toronto Union Station
12h 55mnonstop
11:15 pm - 10:40 pmToronto Union Station-
Chicago Union
24h 25mnonstop
$115FlixBus, Greyhound
Find Deal
Sat, Jun 29 - Mon, Jul 1
6:45 am - 11:15 pmChicago Union-
Toronto Scarborough Town Centre
15h 30mnonstop
7:35 am - 9:35 pmToronto Scarborough Town Centre-
Chicago Union
15h 00mnonstop
$124FlixBus, Greyhound
Find Deal
Sat, Jun 29 - Mon, Jul 1
1:45 am - 7:05 pmChicago Union-
Toronto Union Station
16h 20mnonstop
11:15 pm - 10:40 pmToronto Union Station-
Chicago Union
24h 25mnonstop
$142FlixBus, Greyhound
Find Deal
Fri, Jun 28 - Mon, Jul 1
1:45 am - 7:50 pmChicago Union-
Toronto Scarborough Town Centre
17h 05mnonstop
7:35 am - 9:35 pmToronto Scarborough Town Centre-
Chicago Union
15h 00mnonstop
$150FlixBus, Greyhound
Find Deal
Fri, Jun 28 - Mon, Jul 1

Flights from Chicago to Toronto - Travel Insights & Trends

Get data-powered insights and trends into flights from Chicago to Toronto to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago to Toronto flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from Chicago to Toronto.
Our data shows that the cheapest route for a one-way flight from Chicago to Toronto cost $111 and was between Chicago Midway Airport and Toronto Island Airport. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $150.

What’s the cheapest day of the week to fly from Chicago to Toronto?

The average price of all flights from Chicago to Toronto clicked on KAYAK for each day over the last 12 months.
Your flight ticket price will generally be cheaper if you fly to Toronto on a Saturday and more expensive on a Monday. On your return trip to Chicago, you should consider flying back on a Wednesday, and avoid Sundays for better deals.

What is the cheapest month to fly from Chicago to Toronto?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago to Toronto, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago to Toronto is January, where tickets cost $270 on average. On the other hand, the most expensive months are September and November, where the average cost of tickets is $386 and $384 respectively.

How far in advance should I book a flight from Chicago to Toronto?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago to Toronto, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago to Toronto, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 69 days before departure.

Which airlines provide the cheapest flights from Chicago to Toronto?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the best return deals on flights connecting Chicago to Toronto were found on Porter Airlines ($242) and Delta ($274). Air Canada proposed the cheapest one-way flight at $119.

Which airlines fly most frequently between Chicago and Toronto?

United Airlines connects Chicago to Toronto up to 11 flights per day, followed by American Airlines (5 flights per day), and Air Canada (4 flights per day).

Which airlines fly non-stop between Chicago and Toronto?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Chicago to Toronto.
There are 4 airlines that fly nonstop from Chicago to Toronto. They are: Air Canada, American Airlines, Porter Airlines and United Airlines. The cheapest price of all airlines flying this route was found with Air Canada at $121 for a one-way flight. On average, the best prices for this route can be found at Porter Airlines.

How many flights are there between Chicago and Toronto per day?

Each day, there are between 19 and 25 nonstop flights that take off from Chicago and land in Toronto, with an average flight time of 1h 45m. The most common departure time is 7:00 am and most flights take off in the morning, while the most flights land at Toronto Pearson Intl Airport. Each week, there are 161 flights. The most frequent day of departure is Friday, when 16% of all weekly flights depart. The fewest flights depart on a Saturday.

Which cabin class options are there for flights between Chicago and Toronto?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 3 cabin class options for the route. These are Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Chicago to Toronto take?

Direct flights take on average 1h 32m to travel the 435 miles between Chicago and Toronto.

What’s the earliest departure time from Chicago to Toronto?

Early birds can take the earliest flight from Chicago at 6:00 am and will be landing in Toronto at 8:45 am.

What’s the latest departure time from Chicago to Toronto?

If you prefer to fly at night, the latest flight from Chicago to Toronto jets off at 9:15 pm and lands at 11:58 pm.

Good to know

Low season

January

High season

July

Cheapest flight

$101
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 11% increase in price.
Flight from Chicago to Hamilton

When to book flights from Chicago to Toronto

Are your dates flexible? Find out the best times to travel from Chicago to Toronto based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Toronto

  • What are the popular layover airports for flights from Chicago O'Hare International Airport (ORD) to Toronto?

    Some airlines provide one-stop journeys between ORD and Toronto, particularly suited for travelers with strict budgets. For instance, United Airlines runs some of its flights via Newark Liberty International Airport (EWR). Meanwhile, American Airlines travels through Philadelphia International Airport (PHL).

  • Which Toronto airport should I use to visit Waterloo Pioneer Memorial Tower?

    The Waterloo Pioneer Memorial Tower is a significant historic landmark located in Kitchener. Although you can reach this spot via any of the Toronto airports, Kitchener-Waterloo Airport (YKF) is the closest if you want to get there quickly and at a minimal cost. It lies about six miles away.

  • Where can I store my luggage at Toronto Pearson International Airport (YYZ)?

    Suppose you land at Toronto Pearson International Airport (YYZ) with excess baggage and wish to leave a few bags at the airport; remember, the property has a storage facility with several lockers. These amenities are found in Terminal 3. It might be best to check the storage rates and allowable storage duration limits with the management.

  • Is there a prayer room at Chicago O'Hare International Airport (ORD)?

    If you want to take time for spiritual practice before your journey from Chicago to Toronto, bear in mind that the ORD features a prayer room. This multifaith amenity is located on the mezzanine level of Terminal 2, above the Delta Air Lines ticket desks, close to USO. It is open 24/7.

  • Are there hotels on site at Billy Bishop Toronto City Airport (YTZ)?

    Travelers scheduled to arrive late in Toronto via Billy Bishop Toronto City Airport (YTZ) should not worry, as the facility stands within easy reach of most hotels. Le Germain Hotel Maple Leaf Square and The Ritz-Carlton Toronto are recommended options, as both provide courtesy shuttles to and from the airport. This service is essential for those who have heavy luggage.

  • Which nearby cities should you consider visiting when you book a flight from Chicago to Billy Bishop Toronto City Airport (YTZ)?

    Booking a flight from Chicago to Toronto allows you to explore other cities served by Toronto Pearson International Airport (YYZ). For instance, Aurora, Oakville, and Georgetown are less than an hour’s drive away. You can also drive to Fremont and Owosso in about an hour.

  • Is Chicago O' Hare International Airport (ORD) a hub for any airline?

    The airport is a hub for United Airlines and that's why you find so many of their United Club locations and non-stop flights to Toronto at this airport.

  • Are there any non-stop flights between Chicago and Toronto Pearson Airport (YYZ)?

    There are a couple of non-stop flight options. Both Air Canada and United Airlines offer non-stop service between Chicago O' Hare International Airport and Toronto Pearson International Airport.

  • Are there any public transportation options from Toronto Pearson Airport (YYZ) to Downtown Toronto?

    One quick and affordable option for getting from the airport to Downtown Toronto is the UP Express. This train runs most of the day, can get you to downtown in about 25min, and the fare to ride is just around C$12 ($9.50).

  • Are there passenger lounges at Chicago O' Hare International Airport (ORD)?

    There are several lounges at the airport for passengers. United has four of its United Club lounges in Terminals 1 and 2, American Airlines has its Admirals Club at three spots in Terminal 3, and Delta Air Lines has one of its Sky Club locations in Terminal 2.

  • Is there a public transportation option to get to Chicago Midway Airport (MDW)?

    There are several Pace buses that service from the greater Chicago area to the airport, with a drop-off location near the Midway Transportation Center. The fare to ride the bus is around $2.

  • What is the cheapest flight from Chicago to Toronto?

    In the last 3 days, the lowest price for a flight from Chicago to Toronto was $101 for a one-way ticket and $242 for a round-trip.

  • Do I need a passport to fly between Chicago and Toronto?

    Yes, you'll most likely have to show a valid passport before boarding the plane in Chicago and on arrival in Toronto.

  • Which airports will I be using when flying from Chicago to Toronto?

    Chicago has 2 major airports: Chicago Midway and Chicago O'Hare Intl. Toronto is served by 2 airports: Toronto Island and Toronto Pearson Intl. You’ll usually find the cheapest deals if you fly from Chicago O'Hare Airport and land at Toronto Pearson Airport.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Toronto?

    Air Canada, American Airlines, British Airways, Finnair, and Iberia offer inflight Wi-Fi service on the Chicago to Toronto flight route.

  • Which aircraft models fly most regularly from Chicago to Toronto?

    The Embraer 175 (Enhanced Winglets) is the aircraft model that flies most regularly on the Chicago to Toronto flight route.

  • Which airline alliances offer flights from Chicago to Toronto?

    oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Toronto, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Chicago to Toronto?

    There are nonstop flights from Chicago to Toronto on a daily basis.

  • Which is the best airline for flights from Chicago to Toronto, Delta or Porter Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Toronto are Delta and Porter Airlines. With an average price for the route of $346 and an overall rating of 8.0, Delta is the most popular choice. Porter Airlines is also a great choice for the route, with an average price of $310 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Chicago to Toronto?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Toronto.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Toronto?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Toronto from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Toronto?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Toronto with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Toronto?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Toronto from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from Chicago to Toronto

  • Looking for a cheap flight? 25% of our users found flights on this route for $125 or less one-way and $266 or less round-trip.
  • When reserving nonstop flights from Chicago to Toronto, there are many airlines you can choose from. While Air Canada and United offer exceptionally affordable tickets, JetBlue and Porter Airlines are famous for their passengers’ free checked baggage and snacks.
  • Chicago Midway International Airport (MDW) has a road system that connects the terminal and the secure area, and a pedestrian bridge facilitates movement between the two points. The security in the terminal building must clear all travelers before entering the concourses.
  • If you are flying from Chicago O'Hare International Airport (ORD) to Toronto, consider booking your flight with American Airlines. The airline is a parents’ favorite because its spacious seats and extra legroom provide comfort throughout the journey. In addition, the carrier offers kid-friendly entertainment for the little ones to enjoy.
  • If you plan on parking your car at Chicago O' Hare International Airport (ORD) before your flight to Toronto, consider the two economy lots at the airport. The daily rates range from around $15 to around $22 to park your car. There is a free shuttle bus that operates between the lots and the terminal buildings 24h per day.
  • When waiting for a flight to Toronto from Chicago Midway Airport (MDW), you'll be glad to know that the airport offers free Wi-Fi as well as charging stations throughout the airport and power outlets at many of the gate areas.
  • If someone is going to pick you up from Toronto Pearson Airport (YYZ), let them know that the airport offers 18min of free contactless parking in their Express Pass lot for picking up passengers.
  • If you’re traveling to Toronto and plan to rent a car, all of the major car rental companies operate at Toronto Pearson Airport. Their counters are on Level 1 of Terminal 1 as well as the parking garages of Terminal 3.
  • For quick and convenient transportation to Chicago O'Hare International Airport, the Chicago Transit Authority (CTA) Blue Line is a great option. This train offers service 24h per day and the fare to ride the train is around $2.50.
  • If you’re taking your kids with you on the trip to Toronto, Chicago Midway Airport offers several amenities for kids and their parents. This includes a nursing room, as well as family lanes at security checkpoints for those with small children that may need extra time to get through security.
See more tips

Prefer to fly non-stop from Chicago to Toronto?

Find which airlines fly direct from Chicago to Toronto, which days they fly and book direct flights.

Nonstop departures

Chicago to Toronto

Monday

ANA, Air Canada, Air New Zealand, +13 more

ANA, Air Canada, +14 more

Tuesday

ANA, Air Canada, Air New Zealand, +14 more

ANA, Air Canada, +15 more

Wednesday

ANA, Air Canada, Air New Zealand, +14 more

ANA, Air Canada, +15 more

Thursday

ANA, Air Canada, Air New Zealand, +13 more

ANA, Air Canada, +14 more

Friday

ANA, Air Canada, Air New Zealand, +15 more

ANA, Air Canada, +16 more

Saturday

ANA, Air Canada, Air New Zealand, +14 more

ANA, Air Canada, +15 more

Sunday

ANA, Air Canada, Air New Zealand, +14 more

ANA, Air Canada, +15 more

See more direct flights

Nonstop returns

Toronto to Chicago

Monday

ANA, Air Canada, Air New Zealand, +12 more

ANA, Air Canada, +13 more

Tuesday

ANA, Air Canada, Air New Zealand, +13 more

ANA, Air Canada, +14 more

Wednesday

ANA, Air Canada, Air New Zealand, +13 more

ANA, Air Canada, +14 more

Thursday

ANA, Air Canada, Air New Zealand, +12 more

ANA, Air Canada, +13 more

Friday

ANA, Air Canada, Air New Zealand, +13 more

ANA, Air Canada, +14 more

Saturday

ANA, Air Canada, Air New Zealand, +14 more

ANA, Air Canada, +15 more

Sunday

ANA, Air Canada, Air New Zealand, +13 more

ANA, Air Canada, +14 more

See more direct flights
See more direct flights

Top 5 airlines serving from Chicago to Toronto

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Toronto. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Toronto? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10457 reviews
7.9Comfort
8.6Crew
7.4Food
8.0Entertainment
8.2Boarding
Airline reviews

I've flown many many times on Northwest and then Delta. The crew on this flight were absolutely the best I've had the pleasure of being looked after by.

10.0 ExcellentAnonymous, May 2024MSP - YVR
Read more about Delta reviews

I've flown many many times on Northwest and then Delta. The crew on this flight were absolutely the best I've had the pleasure of being looked after by.

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Half the bathrooms assigned to economy were out of action

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

Wish we had music during take off and landing like the last flight

First time with Porter and I can say this is best airline company in Canada. Great service, free WiFi, free snack and drinks (including beer and wine). Seats were super comfy on the Embraer jet and I appreciated the folding try table too. Staff were excellent both legs of the trip.

Crew is ok. They offered food n drinks. Had difficulty connecting to wifi on board.

Tight transfer in Montreal. (15 min) However, we made it, as did my luggage.

Great. Porter is very efficient, welcoming, and organized. I fly Porter often.

Flight was smooth and comfortable. The crew were exceptional. Amanda, Nichole and Hershel were attentive to our every need. So friendly. My daughter and I were surprised at quality of service. Loved the double row seating. Snacks were delicious. We would definitely fly with Porter again. Flight PD 670 SFO to YYZ Thank you so much for the best flight experience we have had

The E195-E2 is a great aircraft! Leather seats, lots of legroom and SO quiet! The flight crew is terrific!

Check in was slow because of passenger ahead in Reserve line. Seats were somewhat uncomfortable.

Delayed by 2.5 hours. This happened previously on my flight from YOW to YVR on Dec. 26.2023. This is a terrible airline. The reason was there was lack of ground crew. This is a known event. AVOID PORTER AIRLINES IF YOU CAN. There is a reason half the plane was empty.

Flight delayed 6 hr. Looking for compensation and will claim for it.allow US people to fix to avoid huge delay having a canadian tech to fix it.

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

Backpack should NOT allowed put in the flight bin , only put it under the seat. I can't find space put my carry on luggage!!! and I pay for it ! that was very bad experience

Standard flight experience, but there is only power at the seat to row 20 on the aircraft, on my initial check in it did not say that was the case

Energetic crew - flight full of swiftied going to Taylor's opening show in Paris! Long lines for bathroom made out kind of suck though

I’ve had a couple flights this week on United that were delayed by an hour or more

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

The ride was good but no food ot entertainment hence, it was just over an hour flight.

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

Nothing beats ANA customer service on my opinion. Maybe because of their Japanese culture (and food). Arigatō

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

It was spectacular. I had basic Economy and was given so much space and their seats lean back so far. Staff was superb, food was superb, everything was superb, Finnair is Fantastic.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

We were delayed bc ground crew gave the flight crew the wrong paperwork. We taxiied to the runway then back to the gate to get the correct paperwork that no one bothered reviewing the first time we pushed back. Boarding was rude and stressful like it always is. Gate agents and flight attendants are all over 55 years of age, embittered by years of underpayment From AA leading to their passive agressive bitchiness for no reason.

Boarding time was easy & quick. Crew was excellent. In-flight entertainment was great/easy. Seats are too small and not enough room between rows: felt like a sardine/very cramped.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

Unable to initiate refund/reschedule the ticket #worst experience #lost 900$

Flight was delayed for almost 3 hours. Communication of gate change was poor. Email and screen said one gate and it was a different gate from that. Gate changed first to 64 B and then to 64 C. Originally it was 68B. 64C was not communicated properly!

This was a red eye return, so I doubt there would be anyway to make it better. Other than adding beds.

Direct nonstop flight was great. Flight was delayed and the crew announced a 2h delay on the sound system. 30 min or so later I hear my name on the sound system for immediate board. Several other passangers were late too. Reason: The crew incorrectly announced a 2h delay when in reality they meant a new boarding time at 2pm.

Flight was on time early arrival better entertainment good staff.everything was excellent

I don’t think there was entertainment? No mention of it. It was a good flight. Only complaint was my seat cushion was not attached and kept slipping.

My second flight ended up being through United and it was fine. Again, just frustrating that it was so late.

First time flying Air Canada and the trip was very pleasant! They did a great job getting us out of Toronto and into Rome (early!) For an international flight it was very enjoyable.

You do not have a space for flight cancelled. BUT!!! Air Canada handled it great. Was booked on another airline for the next day. The original flight was booked solid. But he precheck by the maintenance found a mechanical problem and the plane was not safe to fly. It was an inconvenience to have to wait until next day but I would rather arrive safely.

Very good other than we have to wait for one crew and we’re delayed and the pilot and his co- pilot has to make a difference to be right on time arrival. Disappointed about no food service also.

Book cheap flights from Chicago to Toronto

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Toronto found on KAYAK in the last 72 hours.
6/5Wed
2 stops
20h 48mORD-YHM
$101
6/12Wed
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13h 56mORD-YTZ
$118
8/2Fri
nonstopPorter Airlines
1h 42mMDW-YTZ
$119
7/12Fri
nonstopAir Canada
1h 48mORD-YYZ
$119
6/19Wed
nonstopPorter Airlines
1h 42mMDW-YTZ
$122
7/30Tue
nonstopUnited Airlines
1h 52mORD-YYZ
$122
6/18Tue
1 stopAir Canada
5h 49mORD-YTZ
$127
8/12Mon
1 stopUnited Airlines
11h 36mORD-YYZ
$132
8/4Sun
1 stopAmerican Airlines
4h 29mORD-YYZ
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6/14Fri
nonstopAmerican Airlines
1h 50mORD-YYZ
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Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Toronto that are departing in the next 10 days.
6/4Tue
multi-stop
12h 51mORD-YYZ
6/12Wed
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14h 10mYYZ-ORD
$294
6/4Tue
multi-stopDelta
4h 32mORD-YYZ
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nonstopAir Canada
1h 45mORD-YYZ
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multi-stopAir Canada
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nonstopPorter Airlines
1h 42mMDW-YTZ
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nonstopPorter Airlines
1h 47mYTZ-MDW
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1h 42mMDW-YTZ
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nonstopPorter Airlines
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nonstopAmerican Airlines
1h 35mORD-YYZ
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nonstopAmerican Airlines
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multi-stopAmerican Airlines
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nonstopAmerican Airlines
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multi-stopAir Canada
5h 49mORD-YTZ
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multi-stopAir Canada
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4h 28mORD-YYZ
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nonstopUnited Airlines
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Toronto - Chicago

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$3,020
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