Cheap flights from Chicago to Toronto from C$ 108
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
Cheapflights Tip: The best prices from Chicago to Toronto are usually found in July or April, booked 86 days in advance, depart on a Tuesday or Saturday and return on a Friday
Cheap flight deals from Chicago to Toronto
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Toronto (YTO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 12 June 2025.
Find flight deals from Chicago to Toronto
Cheapest flights from Chicago to TorontoExplore the most affordable flight options available from Chicago to Toronto. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 12 June 2025.
Explore the most affordable flight options available from Chicago to Toronto. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 12 June 2025.
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Toronto that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 12 June 2025.
Use the filters below to find and compare flights from Chicago to Toronto that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Thu 18/9
5:20 p.m.-8:02 p.m.
Nonstop1h 42m
Toronto Island
Sat 20/9
7:30 a.m.-8:19 a.m.
Nonstop1h 49m
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Mon 29/9
2:00 p.m.-4:43 p.m.
Nonstop1h 43m
Toronto Pearson Intl
Wed 1/10
4:40 p.m.-5:33 p.m.
Nonstop1h 53m
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Thu 18/9
9:31 p.m.-10:04 a.m.
1 stop11h 33m
Toronto Pearson Intl
Wed 24/9
5:15 p.m.-6:12 p.m.
Nonstop1h 57m
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Tue 24/6
9:40 a.m.-12:22 p.m.
Nonstop1h 42m
Toronto Island
Thu 26/6
7:55 a.m.-8:45 a.m.
Nonstop1h 50m
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Tue 15/7
6:00 a.m.-12:05 p.m.
1 stop5h 05m
Toronto Pearson Intl
Tue 15/7
3:45 p.m.-9:31 p.m.
1 stop6h 46m
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Wed 13/8
9:40 a.m.-12:20 p.m.
Nonstop1h 40m
Toronto Island
Sat 16/8
7:55 a.m.-8:45 a.m.
Nonstop1h 50m
ChicagoToronto
ORD - YTZ
ORDYTZ
Chicago O'Hare Intl
Fri 12/9
10:40 a.m.-4:45 p.m.
1 stop5h 05m
Toronto Island
Sat 20/9
3:25 p.m.-8:11 p.m.
1 stop5h 46m
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Sat 26/7
9:25 p.m.-9:19 a.m.
1 stop10h 54m
Toronto Pearson Intl
Sat 2/8
9:45 a.m.-4:33 p.m.
1 stop7h 48m
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Tue 23/9
6:00 a.m.-11:29 a.m.
1 stop4h 29m
Toronto Pearson Intl
Wed 1/10
2:40 p.m.-7:17 p.m.
1 stop5h 37m
ChicagoToronto
MDW - YYZ
MDWYYZ
Chicago Midway
Tue 23/9
5:59 p.m.-10:58 p.m.
1 stop3h 59m
Toronto Pearson Intl
Sat 27/9
6:00 a.m.-8:45 a.m.
1 stop3h 45m
Best time to book a flight from Chicago to Toronto
Have a flexible travel schedule? Discover the best time to fly to Toronto from Chicago with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Toronto
How far ahead should I book a flight from Chicago to Toronto?
Use this chart to determine the optimal time to book a round-trip flight from Chicago to Toronto. Price data was last updated on 9 June 2025.
The price you pay for your flight from Chicago to Toronto may vary depending on when you book. For the best chance of a lower fare, look to book 86 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Chicago to Toronto?
Currently, January is the cheapest month in which you can book a flight from Chicago to Toronto (average of C$ 167). Flying from Chicago to Toronto in July is currently the most expensive (average of C$ 255). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from CHI to YTO?
Find hourly flight availability from Chicago to Toronto. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 12 June 2025.
A simple way to save on the total cost of your ticket is to fly from Chicago to Toronto in the evening. If you’re flexible enough to do this you can expect to save up to 14% on your trip compared to booking a flight at noon.
What is the cheapest day to fly from Chicago to Toronto?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Toronto. Price data was last updated on 16 December 2024.
Travelers seeking maximum savings on their Chicago to Toronto flight should consider departing on Monday evenings when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from Chicago to Toronto
Explore weekly flight availability from Chicago to Toronto. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 12 June 2025.
The most flights from CHI to YTO are scheduled on a Thursday (66 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (29 on average).
Rainfall in Toronto by month
Plan your trip to Toronto by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Toronto ranges from 51.0 - 83.0 mm per month. June is typically the wettest month, when rainfall can reach 83.0 mm. February is typically the driest time to visit Toronto when rainfall is around 51.0 mm.
Temperature in Toronto by month
Plan your trip to Toronto by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Toronto, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 21.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -6.0 C).
Reviews of airlines servicing Toronto
Get insights into the airlines that provide service to Toronto. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Toronto. Reviews last updated 12 June 2025.
See what other customers who have flown with Porter Airlines, Delta and Air Transat from Chicago to Toronto have to say. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
Entertainment
Boarding
Food
Overall
Comfort
Reviews
Mary,Jun 2025
FLL - YYZ
Crew
Entertainment
Boarding
Food
Overall
Comfort
Reviews
Mary,Jun 2025
FLL - YYZ
Crew
Entertainment
Boarding
Food
Overall
Comfort
Reviews
Mary,Jun 2025
FLL - YYZ
Crew
Entertainment
Boarding
Food
Overall
Comfort
Reviews
Mary,Jun 2025
FLL - YYZ
Crew
Entertainment
Boarding
Food
Overall
Comfort
Reviews
Mary,Jun 2025
FLL - YYZ
Crew
Entertainment
Boarding
Food
Overall
Comfort
Reviews
Mary,Jun 2025
FLL - YYZ
Related info for your journey
Find useful and relevant information for your journey from Chicago to Toronto. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Chicago to Toronto
See prices for flight routes from nearby airports that may be better suited for you.
Top 2 airlines flying from Chicago to Toronto
Discover the top 2 airlines that operate flights from Chicago to Toronto. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 12 June 2025.
Fly with Cheapflights
Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.
How does Cheapflights help users find flights from Chicago to Toronto?
Deals for Chicago to Toronto flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.
Why should you use Cheapflights to find cheap flight tickets from Chicago to Toronto?
It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Chicago to Toronto.
Can Cheapflights find flights from Chicago to Toronto with no change fees?
Yes, we can. To see specific flights from Chicago to Toronto with no change fees, users can toggle flexible booking options after using the search form above to find flights.
Can Cheapflights notify me if prices for flights from Chicago to Toronto become cheaper?
Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Toronto from Chicago today and book when prices fit your budget.