Affordable Adventure | Cheap Flights from Toronto to Chicago

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Discover unbeatable travel deals with our cheap flights from Toronto to Chicago. Explore budget-friendly options and plan your Windy City getaway today!


Welcome to your go-to resource for finding the best deals on flights from Toronto to the Windy City—Chicago. If you’re in search of budget-friendly airfare without compromising on quality, you’ve landed on the right page. Our website is designed to help you uncover economical flights, ensuring your Chicago adventure is not only memorable but also light on your wallet.

Why Choose Our Cheap Flights:

1. Unbeatable Deals: We understand the importance of making the most of your travel budget. Our platform tirelessly scours various airlines and travel agencies to present you with unbeatable deals on flights from Toronto to Chicago.

2. Diverse Options: Regardless of your travel dates or preferences, we’ve got you covered. With a vast selection of flight options, you can choose departure times and airlines that suit your schedule and needs.

3. Effortless Booking: Booking your cheap flight from Toronto to Chicago is a breeze with our user-friendly interface. We prioritize simplicity and efficiency, ensuring you secure your affordable airfare with just a few clicks.

4. Transparent Pricing: Bid farewell to hidden fees and unexpected surprises. We provide transparent pricing, offering you a clear understanding of the costs associated with your flight. What you see is what you pay.

5. Travel Insights: Our website goes beyond finding cheap flights. We offer valuable travel insights and tips to enhance your Chicago experience. From top attractions to local dining recommendations, we’re here to assist you at every stage of your journey.

Plan Your Budget-Friendly Windy City Escape Today:

Are you ready to explore Chicago’s iconic skyline, cultural treasures, and deep-dish pizza without emptying your wallet? Embark on your journey by browsing our extensive selection of cheap flights. Experience the convenience of seamless booking, the assurance of excellent deals, and the excitement of planning an affordable, unforgettable city break.

Information about traveling from Toronto to Chicago

  • Popular airlines that fly from Chicago to Toronto
    United Airlines, Air Canada, American Airlines, Porter Airlines
  • The average deal for this trip
    $369.70 (CAD)
  • Toronto is 25% colder than Chicago
    Chicago: 16 °C
    Toronto: 12 °C
  • There is on average 12.9mm more rain in Chicago than in Toronto for this month
    Chicago: 59.6 mm
    Toronto: 46.7 mm
  • Average flight duration between Chicago and Toronto
    2h 29m
  • Distance between Chicago and Toronto
    701 km

Facts about flights from Toronto to Chicago

  • The average delay from Toronto to Chicago is 37 minutes.
  • Typically, travelers from Toronto to Chicago stay nine days.
  • Sometimes, flights between Toronto and Chicago are canceled.
  • A direct trip from Toronto to Chicago typically costs $268.58.
  • An average one-stop trip from Toronto to Chicago costs $323.19.
  • The average number of on-time departures from Toronto to Chicago is 64%.

Living expenses in Chicago and Toronto

Toronto costs 13% more than Chicago.

Toronto   Chicago
Tomato (1kg) $3.77   $5.85
Internet (6 Mbps, unlimited data) $61.69   $59.86
Taxi 1km $2.49   $1.68
Local draught beer $6.84   $5.40
Mid-range restaurant $74.62   $74.31