$75 Cheap Flights from Chicago to Toronto
One-way
Departing from
Chicago
Going to
Toronto, Canada
Toronto (YTZ)
Canada • September, 2026
99% AI deal score
$825 $190
Toronto (YTZ)
Canada • September, 2026
97% AI deal score
$825 $148
Toronto (YTZ)
Canada • September, 2026
93% AI deal score
$413 $75
Toronto (YTZ)
Canada • September, 2026
92% AI deal score
$413 $75
Toronto (YTZ)
Canada • September, 2026
92% AI deal score
$413 $95
This is the lowest one-way flight price found by RatePunk users in the last 24 hours for a flight going to Toronto. Fares are subject to change and may not be available for all dates. (Data last updated 4/7/2026).
Popular airlines to Toronto
American Airlines
Air Canada
Air France
Alaska Airlines, Inc.
British Airways
Delta Air Lines
KLM
Lufthansa
685,312 searches in the past 7 days on RatePunk
Flight deals up to 90% off
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Top Cheap Flight Deals from Chicago to Toronto
Recent round-trip flight deals to Toronto
Mon, Jul 27 - Tue, Jul 28
Cheapest
Chicago (MDW) - Toronto (YTZ)
Porter Airlines airlines • Direct
Toronto (YTZ) - Chicago (MDW)
Porter Airlines airlines • Direct
$363
$170
-$193
53%
Thu, Jul 30 - Fri, Jul 31
Chicago (MDW) - Toronto (YTZ)
Porter Airlines airlines • Direct
Toronto (YTZ) - Chicago (MDW)
Porter Airlines airlines • Direct
$363
$170
-$193
53%
Wed, Jul 29 - Fri, Jul 31
Chicago (MDW) - Toronto (YTZ)
Porter Airlines airlines • Direct
Toronto (YTZ) - Chicago (MDW)
Porter Airlines airlines • Direct
$363
$170
-$193
53%
Wed, Jul 29 - Fri, Jul 31
Chicago (MDW) - Toronto (YTZ)
Porter Airlines airlines • Direct
Toronto (YTZ) - Chicago (MDW)
Porter Airlines airlines • Direct
$363
$170
-$193
53%
Wed, May 6 - Mon, May 11
Chicago (MDW) - Toronto (YTZ)
Porter Airlines airlines • Direct
Toronto (YTZ) - Chicago (MDW)
Porter Airlines airlines • Direct
$305
$170
-$135
44%
Wed, Jul 22 - Thu, Jul 30
Chicago (MDW) - Toronto (YTZ)
Porter Airlines airlines • Direct
Toronto (YTZ) - Chicago (MDW)
Porter Airlines airlines • Direct
$363
$170
-$193
53%
The cheapest time to fly to Toronto
Ready to jet to Toronto on a budget? Check out these popular routes with surprisingly cheap fares (one-way prices):
Last-Minute Flights from Chicago to Toronto
Need to get to Toronto ASAP? Even if you're booking a flight on short notice, there are often last-minute deals available:
Next 2 weeks deals
Last Minute Flight Deals
We found last minute deals to Toronto, Canada starting at $465, departing over the next two weeks.
⌛ Last-Minute
Chicago - YTO
A great last-minute steal for a cross-country flight.
Found 1 week ago
$465
round-trip
⌛ Last-Minute
Chicago - YTO
A great last-minute steal for a cross-country flight.
Found 1 week ago
$1013
round-trip
Tip: If you don’t see your city listed, try a quick search anyway – new deals appear daily. Airlines sometimes slash prices a few days before departure to avoid empty seats.
Keep in mind, while last-minute fares can be lucky finds, booking about a month in advance generally yields cheaper flights on average. If you have flexibility, try to plan ahead. But if an unexpected trip to Toronto pops up, check our site – you might get lucky with a sudden fare drop.
Facts About Flights from Chicago to Toronto
To help you plan your journey, here are some quick Toronto flight facts and tips.
Toronto city airports
Toronto is served by two main public airports: Toronto Pearson International Airport (YYZ) and Billy Bishop Toronto City Airport (YTZ). Toronto Pearson, located in Mississauga, is Canada's largest and busiest airport, serving a vast network of domestic and international destinations. It offers a wide range of services and amenities, including numerous airlines, extensive shopping and dining options, and efficient ground transportation links to downtown Toronto and the surrounding region. Billy Bishop Toronto City Airport, situated on Toronto Island, provides a convenient option for travelers seeking quick access to the city center. With a focus on regional flights, it mainly serves destinations within Canada and the United States, offering a streamlined travel experience and stunning views of the Toronto skyline.
Pro tip: search “Toronto (Any)” to see fares to all Toronto airports – sometimes one is cheaper than the others on your dates.
Insights for flights to Toronto
Cheapest airport
Hamilton (YHM)
Looking to save some loonies? John C. Munro Hamilton International Airport (YHM) is often the most budget-friendly gateway to the Greater Toronto Area. While it's a smaller airport compared to Toronto Pearson, YHM offers a relaxed atmosphere and is about an hour's drive to downtown Toronto, making it a savvy choice for thrifty travelers!
Nonstop vs. 1-stop
100+ cities
As Canada's largest and busiest airport, Toronto Pearson International Airport (YYZ) serves as a major hub connecting over 100 cities worldwide, with popular routes including connections to major US cities, Europe, and Asia.
Number of airlines
50+ airlines
Toronto Pearson International Airport is a major hub served by over 50 airlines, offering a wide array of choices from full-service giants like Air Canada and WestJet to budget-friendly options such as Flair Airlines and Swoop.
Typical price range (round-trip)
$200 - $600
Dreaming of poutine and CN Tower views? Flights to Toronto typically range from $200 to $600, but prices can fluctuate. Summer and holidays often see higher fares due to increased demand, while the shoulder seasons (spring/fall) might offer better deals. Keep an eye out for those sweet spots!
Flight frequency
300+ Flights
Flights to Toronto operate frequently, with several flights scheduled daily. Keep an eye out for increased flight frequency during peak seasons and popular travel times!
YTZ Airport Deal Stats
Current most discounted routes
Avg. most discounted routes (last 3 months)
YTZ airport insights
Best days to catch a deal
Fri, Wed
Based on the data, Saturday has the highest likelihood of finding cheap flight deals for Billy Bishop Toronto City airport. Monday and Sunday appear to be the next best days to search for deals.
Avg. deal survival time
6.8 hours
Deals from Billy Bishop Toronto City Airport typically survive for approximately 6.8 hours. This means that the amazing deal you found may disappear in less than 7 hours, so book it quickly.
Rare deal frequency
11 deals
In the past month, we discovered 11 rare flight deals for Billy Bishop Toronto City Airport. These exceptional deals, identified by an AI Deal Score of 90+, typically include mistake fares, special promotions, or ultra-discounts.
Average price drop
-68%
The average price drop for flights from Billy Bishop Toronto City Airport is 67.9%, offering substantial savings for travelers. This significant decrease makes it an attractive option for those looking to fly from this airport.
Next 4 weeks: deal forecast
Billy Bishop Toronto City Airport Next Month Forecast
Based on current trends, airfares to Billy Bishop Toronto City Airport are expected to remain stable next month. There are no significant price drops or increases anticipated in the near term.
Top 5 biggest price drops (last 3 months)
Found on April 1
Tupelo - YTZ
$2,375 → $160
93%
Found on March 27
Plattsburgh - YTZ
$2,775 → $285
90%
Found on March 27
San Juan - YTZ
$1,450 → $197
86%
Found on March 28
Victoria - YTZ
$785 → $141
82%
Found on March 30
Kansas City - YTZ
$965 → $178
82%
Check these nearby airports too
Looking for more options? These airports near YTZ sometimes drop rare deals too:
Buffalo Niagara International (BUF)
~9 rare deals/month
Greater Rochester International (ROC)
~14 rare deals/month
John C. Munro Hamilton International (YHM)
~4 rare deals/month
If you’re flexible with departure cities, it’s worth keeping an eye on nearby airports — especially BUF and ROC for long-haul deal surprises.
When Is the Best Time to Fly from Chicago to Toronto
Timing is everything when hunting for cheap flights. Here are data-backed insights on the best times to fly to Toronto:
Cheapest month
November
Cheapest month
November is the cheapest month to fly to Toronto! Visiting Toronto in November allows you to experience the city's vibrant fall foliage and enjoy indoor attractions without the peak season crowds. Plus, you might snag some great deals on flights and accommodations!
Best day to book
Tuesday
Best day to book
Tuesday is the golden day to book your flight to Toronto! Airlines often release deals early in the week to get the most eyes on them, making Tuesdays prime time to snag a bargain. Keep an eye on those mid-week steals!
Cheapest days to fly
Wednesday
Cheapest days to fly
Flying to Toronto on a Wednesday can save you some serious cash! Mid-week flights are generally less popular with business travelers and vacationers alike. This makes Wednesday the perfect day to fly if you're looking to save money.
Advance booking sweet spot
2 months
Advance booking sweet spot
Booking your flight to Toronto about two months in advance hits the sweet spot! This timeframe allows you to monitor prices without the last-minute desperation that leads to higher costs. You'll have a better chance of securing preferred seats and flight times too!
Seasonal considerations
Distinct
Seasonal considerations
Seasonal considerations for booking flights to Toronto are distinct. Summer brings higher prices due to increased tourism and outdoor festivals. Winter deals can be found, but be prepared for potential weather-related delays, shoulder seasons offer a balance of reasonable prices and pleasant weather!
TL;DR: To get the best deal on flights to Toronto, aim to fly in November and book your tickets on a Tuesday, about two months in advance. Wednesday is typically the cheapest day to fly. Toronto's flight prices have distinct seasonal patterns, with summer being the most expensive and winter offering potential deals. Plan accordingly to save money and enjoy your trip!
Toronto Airports & Ground Transportation
One big question for travelers is which Toronto airport to fly into. Here’s a quick guide to Toronto’s airports and how to get to the city from each:
Toronto Pearson International Airport (YYZ)
Toronto Pearson International Airport is Canada's largest and busiest airport, serving as a major hub for both domestic and international travel. You'll find a wide array of amenities here, including diverse dining options, duty-free shopping, and comfortable lounges to relax in before your flight. Pearson is well-connected to downtown Toronto via the UP Express train, which offers a quick and convenient 25-minute ride. Additionally, you can easily access the city by taxi, ride-sharing services, or public transportation. Be sure to explore the various art installations throughout the terminals to add a touch of culture to your journey!
Tip: Take advantage of the free Wi-Fi to catch up on emails or stream your favorite shows while waiting for your flight!
Billy Bishop Toronto City Airport (YTZ)
Billy Bishop Toronto City Airport, also known as Toronto Island Airport, offers a unique and convenient gateway to downtown Toronto. Located on the Toronto Islands, just a stone's throw from the city center, this charming airport provides a more relaxed and intimate travel experience compared to larger hubs. You'll find a range of amenities to make your journey comfortable, including cozy lounges and delightful dining options. Accessing the city is a breeze, thanks to a short pedestrian tunnel or a quick ferry ride. Enjoy the stunning views of the Toronto skyline as you make your way to or from the airport.
Tip: Arrive a bit early to soak in the scenic views of the Toronto skyline from the airport!
John C. Munro Hamilton International Airport (YHM)
John C. Munro Hamilton International Airport offers a convenient alternative for travelers looking to explore the Greater Toronto Area and the Niagara region. While located about an hour's drive from downtown Toronto, Hamilton Airport provides a more relaxed and less congested travel experience. You'll find essential amenities here, including dining options and car rental services. Getting to Toronto is straightforward, with various transportation options available, including car rentals, ride-sharing services, and shuttle buses. Consider exploring the beautiful city of Hamilton and its surrounding natural attractions during your trip!
Tip: Consider renting a car to explore the scenic Niagara region, which is just a short drive from the airport.
Other airports
Hey there, eh! So you're looking for flights to Toronto but maybe finding better deals at nearby airports? Smart move! Buffalo Airport (BUF) in New York is a popular choice, about a 1.5-hour drive to Toronto, with several shuttle services available, making it convenient but potentially adding to your travel time and cost, plus, don't forget your passport! Hamilton Airport (YHM) is closer, but with fewer flight options; however, its proximity to Toronto makes for a quicker and often cheaper taxi or ride-share trip.
Airport transfers
Getting around Toronto from its airport is a breeze! The UP Express train whisks you downtown from Pearson in just 25 minutes. Alternatively, you can hop on a convenient airport shuttle, grab a taxi, or use ride-sharing services for door-to-door service, though these options may take longer depending on traffic.
What to Do in Toronto
Toronto isn’t just about getting there – it’s about enjoying the country once you arrive! Here are some top things to do in Toronto, organized by interest:
Sightseeing & landmarks
Toronto is brimming with iconic landmarks! Snap a selfie with the CN Tower, explore the historic Distillery District, or wander through the enchanting Casa Loma. These spots offer a peek into Toronto's past and present, perfect for any sightseeing enthusiast.
Arts & culture
Immerse yourself in Toronto's vibrant arts scene. Catch a Broadway-caliber show in the Entertainment District, explore world-class art at the Art Gallery of Ontario (AGO), or discover local talent in the numerous independent galleries scattered throughout the city. Prepare to be inspired!
Food & nightlife
Get ready for a culinary adventure in Toronto! From diverse food markets to upscale dining, there's something to satisfy every palate. As the sun sets, experience Toronto's buzzing nightlife with trendy bars, live music venues, and lively clubs.
Shopping & fashion
Shop 'til you drop in Toronto's fashion-forward scene! Yorkville offers high-end boutiques, while Queen Street West is perfect for vintage finds and trendy streetwear. Don't forget to explore the Eaton Centre for a classic mall experience!
Nearby getaways
Escape the city for a rejuvenating getaway just a short drive from Toronto. Explore the natural beauty of Niagara Falls, enjoy wine tasting in Niagara-on-the-Lake, or relax in the scenic Blue Mountains. Adventure awaits!
No matter your interest – be it art, food, nightlife, or nature – Toronto has something for everyone. And the best part? Many events and attractions refresh throughout the year, so there’s always something new to experience each visit.
Events in Toronto This Month
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Toronto Weather
Weather in Toronto
Tue, Mar 31
70%
12° 2°
70%
Wed, Apr 1
10%
5° 1°
10%
Thu, Apr 2
75%
9° 1°
75%
Fri, Apr 3
20%
15° 3°
20%
Sat, Apr 4
25%
8° 3°
25%
Sun, Apr 5
20%
6° 1°
20%
Mon, Apr 6
10%
5° 0°
10%
Here’s a quick look at the weather you can expect, plus this week’s forecast:
Seasons: Toronto experiences four distinct seasons. Spring (March-May) features rising temperatures from 0-15°C (32-59°F) with rain. Summer (June-August) is warm, averaging 20-30°C (68-86°F), and can be humid. Autumn (September-November) brings cooler temperatures of 10-15°C (50-59°F) and colorful foliage. Winter (December-February) is cold, with temperatures often below 0°C (32°F), and brings snow and ice.
Rain: Toronto experiences rain throughout the spring, summer, and autumn months, with occasional snow. Winter months, such as December to February, predominantly see snow, and it can be impactful to travel due to slippery conditions and potential delays.
This week's forecast: The weather forecast for this week in Toronto includes a mix of rain, clouds, and partly cloudy conditions. Temperatures range from a low of -0.2°C (31.64°F) to a high of 15.2°C (59.36°F), with potential for rain and snow earlier in the week and partly cloudy skies later.
(We update the weather forecast weekly so you know what to expect during your travel week. Always check a day or two before your flight for the most current conditions.)
Frequently Asked Questions About Flights to Toronto
(Have more questions?) Feel free to reach out or check our comprehensive Toronto travel guide. We’re here to help make your flight to Toronto (and the trip itself) as smooth as possible.
Pro Tips for Finding Cheap Flights to Toronto
Finally, to wrap up, here’s a cheat sheet of pro tips that experienced travelers use to save on Toronto flights:
Be Flexible with Travel Dates: Sometimes shifting your departure by a day or two can lead to significant savings. Airlines often adjust prices based on demand, so mid-week flights are your best bet to save some money on your next flight to Toronto.
Consider Nearby Airports: Toronto is served by multiple airports. Check flights into Hamilton or Kitchener-Waterloo to see if you can snag a better deal, especially if you don't mind a little extra ground travel.
Book in Advance (But Not Too Early!): While last-minute deals are rare, booking too far in advance isn't always ideal either. Aim to book 2-3 months before your travel date for the sweet spot of availability and price.
Use Incognito Mode: Airlines and booking sites sometimes track your searches and might increase prices based on your browsing history. Use incognito mode or clear your browser's cookies to start with a clean slate.
Mix and Match Airlines: Don't be afraid to fly to Toronto with one airline and return with another. You might find better deals by combining one-way tickets from different carriers.
Take Advantage of Stopovers: If you're not in a rush, consider flights with layovers. Sometimes, these flights are cheaper than direct flights, and you might even get to explore another city along the way.
Check Budget Airlines: While full-service airlines offer comfort and amenities, budget airlines can offer rock-bottom prices. Just be sure to factor in extra costs for baggage, seat selection, and other add-ons when comparing prices.
Redeem Travel Rewards: If you have credit card points or frequent flyer miles, now's the time to use them! Redeeming rewards can significantly reduce the cost of your flight, or even cover it entirely.
Set Up Price Alerts on RatePunk: Use RatePunk's price alerts to track flight prices for your desired dates and destination. You'll receive notifications when prices drop, helping you catch the best deals.
Look for Package Deals: Sometimes bundling your flight with a hotel or rental car can save you money. Check out package deals offered by travel agencies and online booking platforms.
By keeping these tips in mind, you’ll be well-equipped to find the cheapest flights to Toronto and make the most of your travel budget. After all, the more you save on your flight, the more you can spend on a Broadway show, a nice meal, or an extra tour in Toronto! 🎉✈️