Flight schedule from Toronto (YTO) to Chicago (CHI)
Select a travel date in the flight schedule for the route from Toronto (YTO) to Chicago (CHI) and compare affordable flight deals.
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Matching outbound flights39 of 39
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- August 9 – 15, 2026
- August 16 – 22, 2026
- August 23 – 29, 2026
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- YTZMDWnonstop
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Important flight information
Frequently Asked Questions (FAQ)
A nonstop flight from Toronto to Chicago typically takes around 2 hours. This makes the nonstop service the fastest and most convenient way to travel between Toronto and Chicago. It is worth checking flight times when searching, as they can vary by airline and travel date.
Yes, there are nonstop flights from Toronto to Chicago, averaging around 77 to 78 flights per day, operated by, among others, Air Canada, United Airlines and American Airlines. If you want to fly without a layover, it is worth filtering specifically for nonstop flights when searching.
Direct flights from Toronto to Chicago are operated by, among others, Air Canada, United Airlines and American Airlines. These flights take you to Chicago nonstop, making them especially practical for short trips or weekend getaways. It is still worth comparing departure times and airline policies, as baggage rules and fees can vary.
Nonstop flights from Toronto to Chicago operate daily. The schedule may vary by season, so it is worth comparing several travel dates. If your preferred day does not have a nonstop flight, nearby departure days or short connecting flights may be a good alternative.
From Toronto to Chicago, there are on average around 77 to 78 flights per day. This usually means you have a good choice of departure times. If you are flexible, you can easily compare times, prices, and airlines.
From Toronto to Chicago, there are around 541 to 542 flights per week. This means you usually have connections available on several days and at various times. Beyond the price, it is worth comparing flight duration, airline, and any potential additional fees.
The earliest nonstop flight from Toronto to Chicago usually departs at 6:00 AM. The exact departure time may vary by day of the week and airline. Early flights are especially useful if you want to make the most of your arrival day in Chicago.
The last nonstop flight from Toronto to Chicago usually departs at 9:00 PM. Late flights can be convenient if you want to travel after work or in the evening. Do check whether it is a nonstop flight, as a connecting itinerary could push the arrival time significantly later.