Route Price Intelligence
Cheap Flights From Chicago to Toronto
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Chicago to Toronto usually costs about $373 round trip and is down to $238 right now, a 36% discount. Availability stretches over the next several months, making this an easy long-weekend grab for the CN Tower, the Distillery District, and a quick cross-border food run.
✓ 5 date combinations found at this price
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Best Time to Fly from Chicago to Toronto
The cheapest time to fly from Chicago to Toronto is typically September, when fares average around $252. The most expensive month tends to be July at around $506. For the best deals, consider flying in September, August, February.
Typical Price by Travel Month
Median round-trip fare for each month, with the typical price range, from our ongoing tracking of this route
Planning Toronto?
Best months to go, what a day on the ground costs, and the tours worth booking.
Read the Toronto guide →