June is the cheapest month to fly this route, with average fares around $273 round trip.
Average round-trip fares by departure month, based on current availability.
| Month | Avg Price | Lowest | Relative Cost | |
|---|---|---|---|---|
| May 2026 | $292 | $261 | ||
| June 2026 | $273 | $261 | Best | |
| July 2026 | $290 | $287 | ||
| August 2026 | $301 | $296 | Peak |
Departing on Wednesday offers the lowest average fares at $278. Sunday departures are the most expensive at $291, a difference of $13.
The best time to fly is June. Set up an alert and we'll notify you when prices drop.
Get Started Free →The cheapest month to fly from Chicago to Toronto is June, with average round-trip fares around $273. The lowest fare found in June is $261.
Wednesday departures are the cheapest, averaging $278 round trip. The most expensive day is Sunday at $291.
Based on current pricing trends, booking for June travel offers the best value. Avoid August if possible, as fares average $301 compared to $273 in the cheapest month. May is a solid middle-ground option at $292.
Flying in June instead of August can save you approximately $28 per round trip. The cheapest month averages $273 while the most expensive averages $301.
Airlines, flight times, price calendar, and more for Chicago to Toronto
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