CHI - YTO

$95 Find Cheap Flights from Chicago to Toronto - Compare and Save

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Everything you should know

Cheapest round-trip
$213
Typical prices: $247-$402
Air Canada
Wed 10/10Fri 10/12
ORD - YYZ • 1 stop
Cheapest non-stop
$213
Typical prices: $246-$401
Porter Airlines
Sat 11/3Mon 11/12
ORD - YTZ • Non-stop
Advice from real travelers
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.
Expert advice
+1
Expert advice
+1
Nonstop flights
You can fly direct with United Airlines, Air Canada and others. Average duration is 1h 50m.
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 15% average savings
Most popular
Insights
Insights
Avoid delays
Most punctual • 83% on-time
Best time • Fewest delays
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 26 weeks in advance save around 59% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 11% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $238 (round-trip)
Shortest trip • 4h 29m (one-way)
Insights
Insights
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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)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Toronto

Sat, Oct 10 - Mon, Oct 12
Air Canada Logo
3:40 pm - 9:53 pmORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
5h 13m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
8:05 am - 9:00 amYYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
1h 55mnonstop
$213Air Canada
Thu, Oct 22 - Sun, Oct 25
Air Canada Logo
11:05 am - 6:12 pmORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
6h 07m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
8:20 am - 9:23 amYYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 03mnonstop
$213Air Canada
Sat, Oct 17 - Wed, Oct 21
Porter Airlines Logo
11:45 am - 2:25 pmMDW  Chicago Midway-YTZ Toronto Island
1h 40mnonstop
Porter Airlines Logo
1:45 pm - 2:35 pmYTZ  Toronto Island-MDW Chicago Midway
1h 50mnonstop
$213Porter Airlines
Wed, Oct 14 - Sat, Oct 17
Porter Airlines Logo
3:20 pm - 6:00 pmMDW  Chicago Midway-YTZ Toronto Island
1h 40mnonstop
Porter Airlines Logo
1:45 pm - 2:35 pmYTZ  Toronto Island-MDW Chicago Midway
1h 50mnonstop
$213Porter Airlines
Mon, Nov 2 - Mon, Nov 9
Multiple Airlines Logo
1:55 pm - 4:42 pmORD  Chicago O'Hare Intl-YTZ Toronto Island
1h 47mnonstop
Multiple Airlines Logo
10:35 am - 11:40 amYTZ  Toronto Island-ORD Chicago O'Hare Intl
2h 05mnonstop
$213Multiple Airlines
Sat, Oct 31 - Sat, Nov 7
Multiple Airlines Logo
1:55 pm - 4:42 pmORD  Chicago O'Hare Intl-YTZ Toronto Island
1h 47mnonstop
Multiple Airlines Logo
10:35 am - 11:40 amYTZ  Toronto Island-ORD Chicago O'Hare Intl
2h 05mnonstop
$216Multiple Airlines
Thu, Dec 17 - Thu, Dec 17
United Airlines Logo
7:04 am - 2:25 pmORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
6h 21m1 stop Washington, D.C. Dulles Intl
United Airlines Logo
5:55 pm - 7:10 pmYYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 15mnonstop
$229United Airlines
Wed, Nov 25 - Wed, Nov 25
United Airlines Logo
8:50 am - 2:25 pmORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
4h 35m1 stop Washington, D.C. Dulles Intl
United Airlines Logo
5:55 pm - 7:05 pmYYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 10mnonstop
$229United Airlines
Thu, Dec 3 - Sun, Dec 6
American Airlines Logo
11:45 am - 2:34 pmORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 49mnonstop
American Airlines Logo
7:09 am - 8:39 amYYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 30mnonstop
$243American Airlines
Thu, Nov 19 - Tue, Nov 24
American Airlines Logo
2:50 pm - 5:40 pmORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 50mnonstop
American Airlines Logo
6:21 pm - 7:41 pmYYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 20mnonstop
$243American 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.

How much is a round-trip flight from Chicago to Toronto?

Round-trip flights from Chicago to Toronto start at $213. Prices are below average for this route right now, with typical round-trip fares ranging from $247 to $402. The lowest price found in the past 5 days was $213 on Air Canada.

What is the cheapest Chicago to Toronto flight route?

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?

•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.

Expert advice

Expert advice for your flight from Chicago to Toronto

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
John Walton

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.

Stefanie Waldek

Stefanie Waldek

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 Baskas

Harriet Baskas

Expert on American Airlines

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.

Key details for Chicago to Toronto flights

Low season

February

Cheapest flight

$95
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

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 
NikhilFlew with Air Canada-Jul 2025
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 ORD a hub for any airline?

    Yes, ORD is a hub for United Airlines, which is why the airport has many United Club locations.

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

    Yes. The UP Express is a quick, affordable public transportation option from Toronto Pearson Airport (YYZ) to Downtown Toronto. The train runs most of the day and reaches downtown in 28 minutes.

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

    Several Pace buses connect the greater Chicago area to the airport, with a drop-off point near the Midway Transportation Center.

  • Is there a prayer room at ORD?

    Yes, ORD has an Interfaith Room in Terminal 5, post-security in Concourse M at Gate M25. It is open 24/7.

  • Are there passenger lounges at ORD?

    There are several lounges at the airport for passengers. United has five of its United Club lounges in Terminals 1 and 2, with three in Terminal 1 and two in Terminal 2, American Airlines has its Admirals Club at two spots in Terminal 3 and Delta Air Lines has one of its Sky Club locations in Terminal 5, Gate M13.

  • 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?

    Four cabin classes are available on flights from Chicago to Toronto:

    • Economy Class
    • Premium Economy Class
    • Business Class
    • First Class

    Prices vary by airline.

  • 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 $30–$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) - 85% of one-stop connections
    • Toronto Pearson Intl (YYZ) - 5% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 3% of one-stop connections
    • Orlando (MCO) - 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 54 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 37% of flights leaving in that window. Afternoon departures account for 37%, evening flights for 21%, and night flights for 5%.

  • 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.

  • 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 6:54 am and lands at 8:44 am
    • Latest: departs at 9:22 pm and lands at 11:12 pm.

    The flight takes about 1h 50m.

  • 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.

  • How long is a flight from Chicago to Toronto?

    A nonstop flight from Chicago to Toronto takes 1h 50m, covering 435 miles.

  • 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 $213 to $1,582. 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 $99, which is 49% below the typical average for this route.

  • How does American Airlines’s on-time performance compare to other airlines on Chicago to Toronto flights?

    American Airlines is slightly above the route average for timely arrivals, while United Airlines has a lower on-time arrival rate. On-time arrival rates on Chicago to Toronto flights are:

    • American Airlines: 83% on time
    • United Airlines: 82% on time
    • Air Canada: 67% 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 $213 round-trip, with a flight time of about 5h 13m. Recent bus fares are around $135, with a trip time of about 15h 00m. Compared with flying, recent bus fares are roughly 37% lower. However, taking the bus takes about 9+ 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 29m, 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, American Airlines is the strongest pick on this route. 83% of American Airlines 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 54 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.

    Near Toronto Pearson Intl Airport

    · Sheraton Gateway Hotel in Toronto International Airport
    · DoubleTree by Hilton Toronto Airport
    · Crowne Plaza Toronto Airport By IHG

    Near Toronto Island Airport

    · The Omni King Edward Hotel
    · Marriott Downtown at CF Toronto Eaton Centre
    · The Westin Harbour Castle, Toronto
  • At Chicago Midway International Airport (MDW), use the pedestrian bridge to walk between the parking garages and the terminal. If you're arriving on a domestic flight, you can reach all concourses without going back through security.
  • If you're traveling to Toronto and plan to rent a car, head to Toronto Pearson Airport. All major car rental companies have counters on Level 1 of Terminal 1 and in the parking garages of Terminal 3.
  • Take the Chicago Transit Authority (CTA) Blue Line for a quick trip to Chicago O'Hare International Airport. It runs 24 hours a day.
  • Traveling to Toronto with kids? Use the nursing room at Chicago Midway Airport and look for the family lanes at security checkpoints if you need extra time with small children.
  • If someone is picking you up from Toronto Pearson Airport (YYZ), let them know they can use up to 20 minutes of free contactless parking in the covered garages at Terminals 1 and 3.
  • Use the free Wi-Fi while you wait at Chicago Midway International Airport (MDW). You can also charge devices at charging stations throughout the airport or at seats with power outlets in all gate waiting areas.

Prefer to fly 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

More options for your flight from Chicago to Toronto

Complete your trip to Toronto with a hotel stay or car rental