$107 Find Cheap Flights from Chicago to Toronto - Compare and Save
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 9/26. 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.
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0 bags
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1 adult, Economy, 0 bags
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Everything you should know
Cheapest round-trip
$235
Typical prices: $247-$402
Air Transat, Porter Airlines
Mon 9/10Fri 9/14
MDW - YTZ • Non-stop
Cheapest non-stop
$235
Typical prices: $246-$401
Air Canada
Mon 9/10Thu 9/13
ORD - YYZ • Non-stop
Advice from real travelers
AI-powered summary based on content written by KAYAK users. AI can make mistakes.
Porter adds free drinks and no middle seats for a stronger economy experience.
United Priority Boarding helps keep carry-ons onboard; Air Canada sells extra legroom.
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We hope you love your trip to Toronto!
Flight Deals
Booking Insights
Expert advice
Flight Deals
Cheap Flights from Chicago to Toronto (CHI-YTO)
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Toronto that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.
Round-trip
One-way
Last minute
Direct
Recent round-trip flight deals from Chicago to Toronto
Thu, Sep 10 - Mon, Sep 14
3:20 pm - 6:00 pmMDW Chicago Midway-YTZ Toronto Island
1h 40mnonstop
10:10 am - 11:00 amYTZ Toronto Island-MDW Chicago Midway
1h 50mnonstop
$235Multiple Airlines
Wed, Sep 23 - Thu, Sep 24
9:55 am - 12:40 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 45mnonstop
2:00 pm - 2:55 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
1h 55mnonstop
$235Air Canada
Thu, Sep 10 - Sun, Sep 13
2:15 pm - 5:01 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 46mnonstop
7:00 am - 8:00 amYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 00mnonstop
$235Air Canada
Thu, Sep 10 - Sun, Sep 13
3:20 pm - 6:00 pmMDW Chicago Midway-YTZ Toronto Island
1h 40mnonstop
10:10 am - 11:00 amYTZ Toronto Island-MDW Chicago Midway
1h 50mnonstop
$238Air Transat
Sat, Sep 12 - Sat, Sep 12
6:30 am - 2:19 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
6h 49m1 stop Washington, D.C. Dulles Intl
5:45 pm - 6:51 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 06mnonstop
$239United Airlines
Sat, Sep 12 - Sat, Sep 12
6:00 am - 1:47 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
6h 47m1 stop Newark
5:45 pm - 6:51 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 06mnonstop
$239United Airlines
Fri, Sep 25 - Sat, Oct 3
11:45 am - 2:25 pmMDW Chicago Midway-YTZ Toronto Island
1h 40mnonstop
1:45 pm - 2:35 pmYTZ Toronto Island-MDW Chicago Midway
1h 50mnonstop
$244Porter Airlines
Mon, Sep 28 - Tue, Sep 29
3:20 pm - 6:00 pmMDW Chicago Midway-YTZ Toronto Island
1h 40mnonstop
10:10 am - 11:00 amYTZ Toronto Island-MDW Chicago Midway
1h 50mnonstop
$245Porter Airlines
Fri, Sep 18 - Tue, Sep 22
8:30 pm - 11:26 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 56mnonstop
6:25 pm - 7:30 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 05mnonstop
$254American Airlines
Tue, Sep 22 - Tue, Sep 22
9:45 am - 12:35 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 50mnonstop
6:25 pm - 7:30 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 05mnonstop
$254American Airlines
Recent one-way flight deals from Chicago to Toronto
Sat, Sep 26
11:05 am - 5:33 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
5h 28m1 stop Montreal Pierre Elliott Trudeau Intl
$107Air Canada
Sat, Sep 26
8:45 am - 3:50 pmORD Chicago O'Hare Intl-YTZ Toronto Island
6h 05m1 stop Montreal Pierre Elliott Trudeau Intl
$107Air Canada
Tue, Sep 29
4:00 pm - 10:23 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
5h 23m1 stop Newark
$111United Airlines
Fri, Sep 11
12:55 pm - 7:02 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
5h 07m1 stop Washington, D.C. Dulles Intl
$111United Airlines
Fri, Sep 25
4:00 pm - 11:46 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
6h 46m1 stop Philadelphia
$111American Airlines
Tue, Sep 29
8:59 am - 2:59 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
5h 00m1 stop Charlotte Douglas
$111American Airlines
Sun, Sep 20
7:05 am - 3:15 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
7h 10m1 stop Detroit Metropolitan Wayne County
$111Delta
Thu, Sep 24
8:55 am - 1:34 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
3h 39m1 stop Detroit Metropolitan Wayne County
$111Delta
Sun, Sep 20
11:45 am - 2:25 pmMDW Chicago Midway-YTZ Toronto Island
1h 40mnonstop
$114Porter Airlines
Sun, Sep 20
3:20 pm - 6:00 pmMDW Chicago Midway-YTZ Toronto Island
1h 40mnonstop
$114Porter Airlines
Recent last minute flight deals from Chicago to Toronto
Sun, Aug 23 - Fri, Sep 11
10:20 am - 1:00 pmMDW Chicago Midway-YTZ Toronto Island
1h 40mnonstop
1:45 pm - 2:35 pmYTZ Toronto Island-MDW Chicago Midway
1h 50mnonstop
$333Porter Airlines
Sat, Aug 22 - Thu, Aug 27
10:20 am - 1:00 pmMDW Chicago Midway-YTZ Toronto Island
1h 40mnonstop
8:55 am - 9:45 amYTZ Toronto Island-MDW Chicago Midway
1h 50mnonstop
$350Porter Airlines
Sun, Aug 23 - Fri, Sep 11
5:53 pm - 8:44 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 51mnonstop
8:50 am - 9:53 amYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 03mnonstop
$383United Airlines
Sun, Aug 23 - Fri, Sep 11
5:00 am - 1:47 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
7h 47m1 stop Newark
11:00 am - 12:00 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 00mnonstop
$393United Airlines
Sun, Aug 23 - Fri, Sep 11
5:00 am - 11:43 amORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
5h 43m1 stop Newark
4:00 pm - 8:12 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
5h 12m1 stop Montreal Pierre Elliott Trudeau Intl
$404Multiple Airlines
Sat, Aug 22 - Mon, Aug 24
9:15 pm - 11:59 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 44mnonstop
1:25 pm - 5:42 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
5h 17m1 stop Charlotte Douglas
$415Multiple Airlines
Tue, Aug 25 - Mon, Aug 31
7:25 am - 10:18 amORD Chicago O'Hare Intl-YTZ Toronto Island
1h 53mnonstop
7:35 pm - 8:41 pmYTZ Toronto Island-ORD Chicago O'Hare Intl
2h 06mnonstop
$428Air Canada
Mon, Aug 24 - Mon, Aug 31
2:00 pm - 4:53 pmORD Chicago O'Hare Intl-YTZ Toronto Island
1h 53mnonstop
7:35 pm - 8:41 pmYTZ Toronto Island-ORD Chicago O'Hare Intl
2h 06mnonstop
$428Air Canada
Tue, Aug 25 - Mon, Aug 31
9:24 am - 5:24 pmMDW Chicago Midway-YYZ Toronto Pearson Intl
7h 00m1 stop Detroit Metropolitan Wayne County
6:10 am - 9:17 amYYZ Toronto Pearson Intl-MDW Chicago Midway
4h 07m1 stop Detroit Metropolitan Wayne County
$462Delta
Tue, Aug 25 - Tue, Sep 1
9:24 am - 5:24 pmMDW Chicago Midway-YYZ Toronto Pearson Intl
7h 00m1 stop Detroit Metropolitan Wayne County
12:09 pm - 4:59 pmYYZ Toronto Pearson Intl-MDW Chicago Midway
5h 50m1 stop Detroit Metropolitan Wayne County
$476Delta
Recent direct flight deals from Chicago to Toronto
Thu, Sep 10 - Mon, Sep 14
3:20 pm - 6:00 pmMDW Chicago Midway-YTZ Toronto Island
1h 40mnonstop
10:10 am - 11:00 amYTZ Toronto Island-MDW Chicago Midway
1h 50mnonstop
$235Multiple Airlines
Wed, Sep 23 - Thu, Sep 24
9:55 am - 12:40 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 45mnonstop
2:00 pm - 2:55 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
1h 55mnonstop
$235Air Canada
Thu, Sep 10 - Sun, Sep 13
2:15 pm - 5:01 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 46mnonstop
7:00 am - 8:00 amYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 00mnonstop
$235Air Canada
Thu, Sep 10 - Sun, Sep 13
3:20 pm - 6:00 pmMDW Chicago Midway-YTZ Toronto Island
1h 40mnonstop
10:10 am - 11:00 amYTZ Toronto Island-MDW Chicago Midway
1h 50mnonstop
$238Air Transat
Fri, Sep 25 - Sat, Oct 3
11:45 am - 2:25 pmMDW Chicago Midway-YTZ Toronto Island
1h 40mnonstop
1:45 pm - 2:35 pmYTZ Toronto Island-MDW Chicago Midway
1h 50mnonstop
$244Porter Airlines
Mon, Sep 28 - Tue, Sep 29
3:20 pm - 6:00 pmMDW Chicago Midway-YTZ Toronto Island
1h 40mnonstop
10:10 am - 11:00 amYTZ Toronto Island-MDW Chicago Midway
1h 50mnonstop
$245Porter Airlines
Thu, Sep 10 - Sun, Sep 13
2:52 pm - 5:56 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
2h 04mnonstop
7:00 am - 8:00 amYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 00mnonstop
$254United Airlines
Thu, Sep 10 - Sat, Sep 12
12:59 pm - 3:46 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 47mnonstop
7:00 am - 8:00 amYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 00mnonstop
$254United Airlines
Fri, Sep 18 - Tue, Sep 22
8:30 pm - 11:26 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 56mnonstop
6:25 pm - 7:30 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 05mnonstop
$254American Airlines
Tue, Sep 22 - Tue, Sep 22
9:45 am - 12:35 pmORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 50mnonstop
6:25 pm - 7:30 pmYYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 05mnonstop
$254American Airlines
Booking Insights
Price, demand and travel trends for Chicago to Toronto flights
Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Chicago to Toronto with more confidence.
Prices
Airlines
Delays
Layovers
More
What is the cheapest Chicago to Toronto flight route?
KAYAK tracks online flight deals over the last 12 months and analyzes pricing trends to identify the best available fares.
Chicago Midway Airport (MDW) to Toronto Island Airport (YTZ) is the cheapest Chicago to Toronto route, averaging $281 round-trip. Other Chicago to Toronto routes average $347, based on KAYAK data over the past 12 months.
What's the cheapest day of the week to fly from Chicago to Toronto?
Wednesday is the cheapest day of the week to fly from Chicago to Toronto, it is 4% cheaper than the average day. Monday is the most expensive day with flight prices 14% higher than average. Based on deals found by KAYAK users in the last 12 months.
What is the cheapest month to fly from Chicago to Toronto?
KAYAK internal proprietary data takes all prices for each month over the last 12 months for round-trip 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.
January is the cheapest month to fly from Chicago to Toronto at $273 round-trip.
December ($328) and March ($328) are the most expensive months.
The price difference between flying in the cheapest and most expensive months is 20% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.
When are prices from Chicago to Toronto the cheapest?
Flights from Chicago to Toronto are cheapest 26 weeks before departure. Booking in this window typically costs about 59% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.
What is the cheapest airline to fly from Chicago to Toronto?
Air Canada ($235) and Air Transat ($238) are the cheapest airlines to fly round-trip from Chicago to Toronto according to KAYAK data over the last 5 days.
Which airline offers the most nonstop flights between Chicago and Toronto?
United Airlines and Air Canada offer the most frequent nonstop flights from Chicago to Toronto, at 51 and 49 flights per week respectively. American Airlines is another good option, operating 35 flights per week. Based on KAYAK flight data over the last 3 months.
How often are flights from Chicago to Toronto delayed?
Over the last 12 months Chicago to Toronto flights were delayed in 22% of cases. Delayed flights averaged 119 minutes behind schedule.
What is the most punctual time of day to fly from Chicago to Toronto?
Morning flights have the fewest delays. Evening departures experience delays most often. Based on KAYAK data over the past 3 months.
Which day of the week has the fewest delays on Chicago to Toronto flights?
Tuesday has the fewest flight delays on the Chicago to Toronto route, at only 18% of flights delayed.
Friday has the most delays at 24%. Based on KAYAK data over the past 3 months.
Which airline is the most punctual on Chicago to Toronto flights?
Qatar Airways is the most punctual airline on Chicago to Toronto flights, KAYAK's system tracked that 88% of flights were on time in the past 3 months.
What is the most popular layover airport when flying from Chicago to Toronto?
KAYAK data for 1-stop round-trips over the past 3 months. Only counts itineraries with the same layover on both legs.
Detroit Metropolitan Wayne County (DTW) is the most popular layover for the Chicago to Toronto route. 86% of KAYAK users who booked 1-stop round-trips over the past 3 months connected via DTW.
What is the cheapest layover airport when flying from Chicago to Toronto?
Flights via Fort Lauderdale (FLL) offer the most affordable fares, with an average round-trip price of $238. Based on KAYAK data over the past 3 months.
Which route, including a layover, takes the shortest amount of time from Chicago to Toronto?
Detroit Metropolitan Wayne County (DTW) offers the shortest 1-stop connection from Chicago to Toronto at 4h 31m one-way, 2h 42m longer than the 1h 49m direct flight. Based on KAYAK data over the past 3 months.
When flying from Chicago to Toronto which airport offers the shortest layover?
Detroit Metropolitan Wayne County (DTW) had the shortest average connection time for Chicago to Toronto layovers at 188 minutes over the past 3 months.
How many nonstop flights run daily between Chicago and Toronto?
There are 19 to 21 flights per day from Chicago to Toronto, about 145 flights per week. Monday has the most departures, with 14% of weekly flights.
What time of day do most flights depart from Chicago to Toronto?
Based on KAYAK flight schedules for the upcoming 3 months.
Most nonstop flights from Chicago to Toronto depart in the morning, accounting for 48% of nonstop departures. Around 10 flights are scheduled in that window over the next three months.
Expert advice for your flight from Chicago to Toronto
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
John Walton
Expert on Porter Airlines
Independent aviation journalist John Walton took his first flight at eight weeks old and hasn’t stopped travelling since. A world-renowned expert in airlines and the passenger experience, he writes in depth on aviation, is a resident expert on travel in Japan and France, and offers a uniquely queer perspective on travelling
the world.
Expert on Air Canada, United Airlines, ORD and YYZ
Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.
Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from Chicago O'Hare Intl Airport to Toronto Pearson Intl Airport
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.
Flights from Chicago to Toronto: the best tips from KAYAK users' own experiences
Insights shared by verified travelers who flew the route from Chicago to Toronto
small flight, not much storage space as per the passengers. Try to get a booking which is Group 1 or 2 latest.
Verified travelerFlew with Porter Airlines-Sep 2024
Please start bags check-in at least 2.5 hour before flight and finish at 30 min before flight.
Your Chicago to Toronto flight questions, answered
Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.
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 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.
Which airlines offer extra legroom and free seat selection on Chicago to Toronto flights?
Among airlines operating Chicago to Toronto flights:
• Air Canada: offers extra legroom; offers free seat selection • United Airlines: offers extra legroom; offers free seat selection • Porter Airlines: offers free seat selection • American Airlines: offers extra legroom; offers free seat selection
Extra legroom and free seat selection availability depends on fare class and route.
What airlines are available from Chicago to Toronto?
4 airlines operate flights between Chicago and Toronto. The airlines offering nonstop flights on this route include:
• United Airlines • Air Canada • American Airlines • Porter Airlines
Which airports can I use when flying from Chicago to Toronto?
Flights from Chicago to Toronto may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD), with arrivals available at Toronto area airports such as Toronto Region of Waterloo Intl (YKF), Toronto Island (YTZ) and Toronto Pearson Intl (YYZ).
Which airlines include bags at no extra cost on Chicago to Toronto flights?
Here are some options for this route, based on selected ticket types and cabin classes:
• Air Canada: a cabin bag and a checked bag in Economy Class • United Airlines: a cabin bag and a checked bag in Economy Class • Porter Airlines: a cabin bag and a checked bag in Economy Class
Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.
What cabin classes can I book on flights from Chicago to Toronto?
Two cabin classes are available on flights from Chicago to Toronto:
• Economy Class • Business Class
How much can I save by taking a layover when flying from Chicago to Toronto?
On this route, layover flights are cheaper than nonstop options on average. Layover fares average $238 round-trip via Fort Lauderdale (FLL), compared to $308 for nonstop.
What is the standard checked-bag allowance on flights from Chicago to Toronto?
There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $21–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.
Which airports do connecting flights from Chicago to Toronto pass through?
One-stop flights from Chicago to Toronto most commonly connect through:
• Detroit Metropolitan Wayne County (DTW) - 86% of one-stop connections • Atlanta Hartsfield-Jackson (ATL) - 3% of one-stop connections • Orlando (MCO) - 3% of one-stop connections • Toronto Pearson Intl (YYZ) - 3% of one-stop connections
Detroit Metropolitan Wayne County (DTW) handles the largest share of one-stop connections on this route.
Can I save money by using flexible dates for flights from Chicago to Toronto?
Yes. Being flexible with your travel dates can save you up to 17% on the Chicago to Toronto route. Wednesday is the cheapest departure day at $296 round-trip on average, while Monday is the most expensive at $354, a difference of $58. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.
At what point is a flight considered delayed from Chicago to Toronto?
A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Chicago to Toronto route, 22% of flights were delayed in the past 3 months, with delays averaging 1 hour 59 minutes.
How are flight departures from Chicago to Toronto spread across the day?
Morning is the busiest departure period on Chicago to Toronto flights, with 48% of flights leaving in that window. Evening departures account for 23%, afternoon flights for 15%, and night flights for 14%.
What popular places can I visit in Toronto?
Some of the most popular sights in Toronto are Rogers Centre, Union Station and Scotiabank Arena. These are among the most viewed places in Toronto on KAYAK.
How long is a flight from Chicago to Toronto?
A nonstop flight from Chicago to Toronto takes 1h 49m, covering 435 miles.
What are the earliest and latest flights from Chicago to Toronto?
These are the earliest and latest flight times available from Chicago to Toronto:
• Earliest: departs at 7:03 am and lands at 8:52 am • Latest: departs at 9:21 pm and lands at 11:10 pm.
The flight takes about 1h 49m.
How expensive are last-minute Chicago to Toronto flights?
Last-minute fares on this route - booked within 2 weeks of departure - run 74% above the route average of $308. Book 26 weeks before departure for the lowest fares.
Do I need a passport to fly from Chicago to Toronto?
Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.
Have flight prices from Chicago to Toronto changed much recently?
Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $235 to $1,656. That means the highest observed fare was about 7x higher than the lowest one.
How are flight prices from Chicago to Toronto looking right now?
One-way fares from Chicago to Toronto are currently lower than usual. Average one-way flight prices are about $111, which is 43% below the typical average for this route.
How does Qatar Airways’s on-time performance compare to other airlines on Chicago to Toronto flights?
Qatar Airways is slightly above the route average for timely arrivals, while American Airlines has a lower on-time arrival rate. On-time arrival rates on Chicago to Toronto flights are:
• Qatar Airways: 88% on time • American Airlines: 83% on time • United Airlines: 82% on time
Overall, flights on this route are on time 78% of the time on average.
How do delay rates compare for morning and evening flights from Chicago to Toronto?
Morning flights have the fewest delays on this route. Delays tend to pile up throughout the day as one late flight pushes the next, so earlier departures are usually more reliable.
Is it cheaper to take a train or bus instead of flying between Chicago and Toronto?
Based on prices from the last 5 days, flying between Chicago and Toronto is around $235 round-trip, with a flight time of about 1h 40m. Recent bus fares are around $133, with a trip time of about 16h 25m. Compared with flying, recent bus fares are roughly 44% lower. However, taking the bus takes about 14+ hours longer each way.
How much time can I save by choosing a different layover airport from Chicago to Toronto?
Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time at 4h 31m, compared with 5h 00m via Montreal Pierre Elliott Trudeau Intl (YUL) and 5h 03m via Toronto Pearson Intl (YYZ).
What is the time difference between Chicago and Toronto?
Toronto is 1 hour ahead of Chicago (Eastern Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.
What car rental options are available in Toronto?
Since Toronto is served by multiple airports, car rental options and rates can vary depending on which one you fly into. Near Toronto Pearson Intl Airport (YYZ) — daily rates from around $8:
· Ace · Routes Car & Truck Rentals · City Car & Truck Rental · Zoom Rent A Car · Hertz
Near Toronto Island Airport (YTZ) — daily rates from around $13:
· Hertz · Enterprise Rent-A-Car · National · Advance Car And Truck Rental · Budget
How much should I expect to pay for a Chicago to Toronto flight?
Round-trip flights from Chicago to Toronto range from $247 to $402, with an average of $308 over the past 12 months. Anything below $247 counts as a good deal.
Which airlines offer Wi-Fi on Chicago to Toronto flights?
Four airlines offer in-flight Wi-Fi on Chicago to Toronto flights:
• Air Canada
• United Airlines
• Porter Airlines
• American Airlines
Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty program; others are paid add-ons priced by flight length.
Your guide to booking Chicago to Toronto flights
Get tips on when to book, when to fly and what to know before your trip.
If your dates can be flexible, aim for a Wednesday departure instead of Monday. On this route, Wednesday flights average $296 - about $58 less than Monday (16% savings) based on the last 12 months.
For the best chance at a low fare, aim to book around 26 weeks before you fly. On this route, that window historically saves about 59% versus last-minute pricing (KAYAK booking data, last 12 months).
If you can choose when to travel, plan your Chicago to Toronto trip for January. Fares historically average $273 round-trip in that month - typically $55 less than the most expensive month, which is March (based on the last 12 months).
If arriving on time is high on your priority list, Qatar Airways is the strongest pick on this route. 88% of Qatar Airways flights from Chicago to Toronto arrived on time in the past 3 months, slightly above the route's average on-time arrival rate of 78%. When flights on this route do arrive late, the average delay is 1 hour 59 minutes, so choosing a carrier with strong on-time performance can make a difference on tight schedules.
If you have the time, taking a 1-stop flight through Fort Lauderdale Airport (FLL) can be cheaper than flying direct. The cheapest layover option averages $238 round-trip on this route - about $70 less than direct flights (based on the last 12 months).
If you're arriving late at night and need somewhere to stay, hotels close to the airport you're flying into can be a convenient option.
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.
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.
Prefer to fly direct from Chicago to Toronto?
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago to Toronto.
Find which airlines fly direct from Chicago to Toronto, which days they fly and book direct flights.
Direct departures
Chicago to Toronto
Monday
Air Canada,American Airlines,Porter Airlines, +1 more
Air Canada,American Airlines, +2 more
Tuesday
Air Canada,American Airlines,Porter Airlines, +1 more
Air Canada,American Airlines, +2 more
Wednesday
Air Canada,American Airlines,Porter Airlines, +1 more
Air Canada,American Airlines, +2 more
Thursday
Air Canada,American Airlines,Porter Airlines, +1 more
Air Canada,American Airlines, +2 more
Friday
Air Canada,American Airlines,Porter Airlines, +1 more
Air Canada,American Airlines, +2 more
Saturday
Air Canada,American Airlines,Porter Airlines, +1 more
Air Canada,American Airlines, +2 more
Sunday
Air Canada,American Airlines,Porter Airlines, +1 more
Air Canada,American Airlines, +2 more
See more direct flights
Direct returns
Toronto to Chicago
Monday
Air Canada,American Airlines,Porter Airlines, +1 more
Air Canada,American Airlines, +2 more
Tuesday
Air Canada,American Airlines,Porter Airlines, +1 more
Air Canada,American Airlines, +2 more
Wednesday
Air Canada,American Airlines,Porter Airlines, +1 more
Air Canada,American Airlines, +2 more
Thursday
Air Canada,American Airlines,Porter Airlines, +1 more
Air Canada,American Airlines, +2 more
Friday
Air Canada,American Airlines,Porter Airlines, +1 more
Air Canada,American Airlines, +2 more
Saturday
Air Canada,American Airlines,Porter Airlines, +1 more
Air Canada,American Airlines, +2 more
Sunday
Air Canada,American Airlines,Porter Airlines, +1 more
Air Canada,American Airlines, +2 more
See more direct flights
Everything you need to know for your flight from Chicago to Toronto
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Other airlines flying from Chicago to Toronto
Flights from the other most popular airlines that fly from Chicago to Toronto according to KAYAK users. Prices are the lowest found on KAYAK over the last 7 days. Price and availability are not guaranteed.
Cabin class types available on flights from Chicago to Toronto
Cabin classes available on flights from Chicago to Toronto. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
The most popular flights on KAYAK according to clicks in the last 2 weeks. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
Flights from all airports within Chicago to Toronto. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
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