Chicago to Toronto Flight Route Information
| Travel Distance: | 436 Miles |
|---|---|
| Airlines Flying This Route: | Air Canada, American Airlines, United Airlines |
| Weekly Flights: | 101 |
| Avg. Flight Duration: | 12.33 Hours |
Call usPhone-Only Deals! Call XXXX-XXX-XXXXPhone-Only Deals! Call XXXX-XXX-XXXX
Grab better fares
More flight options
Call live travel experts
Earn 2X ClubMiles points
USD
9/28/2026 Find Cheap Flights from Chicago to Toronto (CHI to YTO)
CHI - Chicago YTO - Toronto 
Find Cheap Flights from Chicago to Toronto (CHI to YTO)
Fares Starting from $170
CHI - Chicago YTO - Toronto Great deal! This is the lowest price we've seen for this one way route in the last 12 hours. Prices may change and aren't guaranteed for all flights or dates. Click on the price to continue your search and check the latest available fare. Ref. id 202609~Ref:5_-b33OPh0C8AAXP2v1z8w
Save now - use
Cheap Flights from Chicago to Toronto - Compare & Book Our Best Deals
With over 13 daily departures from Chicago to Toronto, this route offers great flexibility for different travel plans. Browse one-way fares from $169.44, round-trip fares from $420.67, and other affordable options across different budgets. Compare flight choices, explore schedules, and book the best Chicago to Toronto deals that fit your budget and travel preferences.
Top Airlines that fly from Chicago to Toronto
Cheap Flight Deals from Chicago to Toronto
CHI Chicago Mon, Sep 28
YTO Toronto
from $170
Book Now
CHI Chicago Tue, Sep 29
YTO Toronto
from $170
Book Now
CHI Chicago Tue, Sep 29
YTO Toronto
from $170
Book Now
CHI Chicago Wed, Sep 30
YTO Toronto
from $170
Book Now
CHI Chicago Wed, Sep 30
YTO Toronto
from $170
Book Now
CHI Chicago Sat, Jan 9
YTO Toronto
from $206
Book Now
CHI Chicago Tue, Jan 5
YTO Toronto
from $206
Book Now
CHI Chicago Wed, Jan 6
YTO Toronto
from $206
Book Now
CHI Chicago Tue, Nov 10
YTO Toronto
from $215
Book Now
CHI Chicago Tue, Nov 24
YTO Toronto
from $215
Book Now
Show more
*All fares above were last found on: Fares are one way/round trip. Fares incl. all fuel surcharges, taxes & fees and our service fees. Displayed fares are subject to change and cannot be guaranteed at the time of booking. See all booking terms and conditions. 202609~Ref:5_-b33OPh0C8AAXP2v1z8w
Insights about cheap flights from Chicago to Toronto – Direct Flights, Duration & Best Travel Time
When it comes to booking cheap flights, having the right information at your fingertips can make all the difference. Dive into the insights for cheap flights from Chicago to Toronto and enhance your travel experience!
Daily Flights
13
Cheapest Month
July
Avg. Flight Duration
12.33
Peak Season
November
Distance
436 miles
Direct Flights
407
When is the Cheapest Time to Book Flights from CHI to YTO?
Explore data-powered insights and trends for flights from Chicago to Toronto. Discover average fares, cheap months to fly, when to book, and plan smarter.
What’s the cheapest day of the week to fly from Chicago to Toronto?‡
What is the cheapest month to fly from Chicago to Toronto?‡
‡This information is based on historical data from the last 365 days.
Finding Affordable Flights from Chicago to Toronto
- Plan Ahead - One of the keys to securing cheap flights from Chicago to Toronto is to plan your trip well in advance. Airlines often offer lower prices for those who book tickets months ahead. Keep an eye on special promotions and sales events, which can yield significant savings.
- Flexibility is Key - Being flexible with your travel dates can also lead to substantial cost savings. Consider flying during off-peak seasons or on weekdays when prices tend to be lower.
- Set Price Alerts - To keep tabs on flight prices, consider setting up fare alerts. These alerts will notify you when fares from Chicago to Toronto drop, giving you the opportunity to grab cheap deals.
- Consider Nearby Airports - If Toronto has multiple airports, check the prices at each one. Sometimes, flying into a nearby airport and then taking a short train or bus ride to your destination can be a much cheaper option.
- Bundle and Save - Booking your flight and accommodation together as a package can often result in significant savings. CheapOair offers these bundled deals, so make sure to explore this option.
When should I book flights from CHI to YTO? ‡
‡Got flexible travel dates? Use our flight data from the past year to discover ideal time to fly from Chicago to Toronto. Find out which months and days typically offer lower fares and let CheapOair search for the best options.
CheapOair provides the predicted prices for one-way trips or round-trips with a duration of 7 days for domestic and 14 days for international trips based on historical data and available flight information. Graphs are estimates only. Prices are subject to change and can't be guaranteed until ticketed.
Estimated price for
Round-trip
‡Graphs are estimates only. Based on historical data and available flight information. Prices are subject to change and cannot be guaranteed until ticketed.
Book with Confidence. Trusted by 40M+ Travelers
Price Match Promise
ⓘ
Found a better deal? We'll match it!
24/7 Customer Support
Speak to our travel experts anytime, anywhere.
ClubMiles Rewards
Stack points & airline miles to save.
Easy Cancellations
Convenient options online and 24/7 global concierge.
Insights About Flying from Chicago to Toronto
Which is the high season to travel from Chicago to Toronto?
The month of November is considered the high season for flying from CHI to YTO. Traveling during the high season can affect ticket prices and availability, making this data crucial for trip planning.
How many direct flights are available from CHI to YTO?
There are a total of 407 direct flights from Chicago to Toronto. For travelers seeking convenience and shorter travel times, this data is important when choosing flight options.
Which is the low season to travel from Chicago to Toronto?
July is considered the low season for traveling from Chicago to Toronto, Canada. Travelers looking for cost-effective options and fewer crowds may consider traveling during this period.
How many daily flights are there between Chicago to Toronto?
There are as many as 13 daily flights available for travelers between CHI to YTO. This data offers flexibility in choosing departure times that best suit your schedule.
At what time does the last flight depart to Toronto?
The last flight to Toronto typically departs between 9:00PM - 10:00PM. Travelers who prefer late-night departures will find this information valuable for planning their journey.
What percentage of travelers spent an average of 4 days in Toronto, Canada?
Approximately 32.99% of travelers spent an average of 4 days exploring Toronto. This information can assist in planning the duration of your stay in Toronto
What percentage of CHI to YTO flyers traveled with kids under 14?
About 4% of passengers on flights from Chicago to Toronto were accompanied by children under the age of 14. This information is useful if you're planning a family trip and want to know how common it is to travel with young children on this route.
What percentage of Chicago to Toronto travelers were over 60 years old?
A notable 20% of travelers were aged 60 or older. This statistic provides insights for senior travelers or those seeking a mature travel demographic.
What percentage of CHI to YTO travelers were millennials?
Millennials make up a significant portion of travelers on this route, accounting for 33% of all passengers. If you're a millennial looking to connect with like-minded travelers, this statistic might interest you.
What percentage of Chicago to Toronto travelers were female?
Almost half of the passengers, approximately 52% were female. Knowing the gender distribution can be useful for solo female travelers or those interested in gender-related travel insights.
What percent of Chicago to Toronto travellers booked first or business class?
12% of travelers booked first or business class on this route.
At what time the earliest flight departs from Chicago?
The earliest flight departs at 7:00AM - 8:00AM.
On which days one can have the most flight options in Toronto?
Monday offer the most flight options in Toronto.
§
All flight facts are based on last 3 months' data except the highest and lowest booking months that are based on last 3 months' data.
Start saving today. Never miss a promotion.
Cheap Flights from Chicago to Toronto
Flights from Chicago to Toronto
Looking for flights from Chicago to Toronto? Look no more, for you�re at the right place. Book cheap flights from Chicago to Toronto on CheapOair and enjoy great discounts. Whether its leisure or a business trip, we offer the most competitive rates on flight tickets to destinations around the world. Grab CHI to YTO flight deals on CheapOair and save big!
Airports in Chicago
The city of Chicago is served by 2 airports - Chicago O'Hare International Airport and Midway International Airport. The Chicago O'Hare International Airport or O'Hare International Airport is the primary airport serving the Chicago City. It is a public airport situated in Chicago, Illinois, U.S.A. The airport offers both cargo & passenger services to both domestic and international destinations including London, Toronto, Frankfurt, Dublin, Montreal, Paris, Munich, Amsterdam, Doha, Seoul, Dubai, New York, Boston, Denver, Atlanta, San Francisco, Washington, and more. Both the airports are well connected with the city through various modes of transportation. These include shuttles/buses, taxis, limo, rideshare, rental cars, public transit, and more.
Explore Toronto
The capital of Ontario, Toronto is the largest city in the country. It is a picturesque city that acts as an abode to an intermingle of tourist attractions, from galleries to museums to the renowned CT Tower and Toronto Islands. Boasting full of life lifestyle, thus city is easy to take the helm and the top attractions are within walking distance of each other. The city experiences a humid continental climate with humid and warm summers and cold winters. It is well-known among the virtuosos for its theatres and performing arts. Pride Week, one of the largest events in Toronto, is held in late June every year.
Things to do in Toronto
CN Tower
Rising up to an altitude of 553 meters, CN Tower is the well-known landmark of Toronto. It is one of the must-visit attractions in the city. This construction towers over the downtown and is visible from all around the city. On clear days, one can enjoy the views of New York State and Niagara Falls from the highest viewing area on the tower.
Royal Ontario Museum
Also known as the ROM, Royal Ontario Museum, is among the premium museums in Ontario with a universal fame for excellence. This museum is an abode to an extraordinary collection and also boasts major exhibitions from all around the globe. The structural design of the modern building of the museum includes a modern wing featuring glass and sharp angles that were added to the traditional old building. ROM embraces collections incorporating a great assortment of periods throughout the planet.
Ontario Science Center
A family oriented tourist attraction with numerous interesting objects on display to entertain children, Ontario Science Center occupies a place overlooking the Don Valley. This place is at about 10 kilometers northeast of the heart of Toronto. One can explore the latest developments in telecommunications, technology, biology, optics, meteorology, physics, space travel, and much more.
Best time to Fly to Toronto
Weather-wise, the best times to visit Toronto are from late April through May and September through October. During this period, the climate remains soothing and apt for sightseeing.
Check your flight status
Get there on time, every time!
Recent posts View all posts
Find Your Perfect Island Match on National Cheap Flight Day
Read moreDream Bucket-List Destinations to Book on National Cheap Flight Day
Read moreThe Best Long-Weekend Destinations for National Cheap Flight Day
Read moreGreat International Cities to Discover on National Cheap Flight Day!
Read more5 Fall City Escapes to Consider on National Cheap Flight Day
Read moreWhat our customers say about our service?
-
Helpful Assistance When my itinerary changed and the original flights no longer worked, the support representative quickly helped me find better alternatives. They were professional, courteous, and went above and beyond to resolve the issue. I'm grateful for the excellent assistance and smooth experience.
Read more
-
Excellent Service I recently needed help with a flight schedule change and had a great experience with customer service. Laura was professional, friendly, and very helpful throughout the process. She quickly found a solution and kept me informed of the next steps. I truly appreciate her excellent service.
Read more
-
Highly Recommended When my flight was unexpectedly canceled, I needed help rearranging my travel plans. The customer service representative was calm, professional, and extremely helpful throughout the process. They quickly found alternative flight options and assisted with the necessary follow-up. I truly appreciate the excellent support and dedication to resolving my issue.
Read more
-
Great Prices offered CheapOair has always offered great prices, and my booking experience has been smooth and hassle-free every time.
Read more
Save up to $100 off our fees
First time app users get up to $100 off our fees on flights.
- Earn up to 6X points
- 24/7 priority support
- In-App calls at no cost
- Manage your bookings on the go
Scan QR and install