Flight Deals from Chicago to Toronto Kitchener Waterloo Airport
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Yearly Good Deal Price
Fly from Chicago to Toronto in late September for the lowest prices, while late May is peak season with the highest fares.
When planning your flights from Chicago to Toronto, consider that the most expensive months are generally late May and mid-December, with peak prices reaching around $499 and $409 respectively. Conversely, the most affordable times to fly are early to mid-September, when prices can drop as low as $256, and mid-April, with costs around $314. Be mindful that the high season starts in late May and ends early June, while the low season kicks off in late August and can last through mid-November. Overall, prices can vary significantly, with high seasons being about $120 more expensive than low seasons.
Best Time to Book
Book your flight from Chicago to Toronto 80 to 117 days before departure to secure the best prices.
When planning your trip from Chicago to Toronto, aim to book your flight between 80 to 117 days before departure for the best rates. Prices are most affordable around 101 days prior, while waiting until less than 79 days can lead to a dramatic increase in costs, potentially reaching as high as $543 if booked last minute. Be wary, as rates rise significantly after 20 days before your departure, so it’s crucial to secure your tickets well in advance to avoid spending up to 90% more.