Cheapest return flights from Chicago to Toronto in May from 472€

Best time to book flights for Chicago (MDW) to Toronto (YTZ) flights at AirHint

AirHint found the following cheapest return flights from Chicago (MDW) to Toronto (YTZ) in May 2025 (see full year).

Return flights

26 May - 01 Jun Porter Airlines (Canada) Ltd direct
26 May - 14 Jun Porter Airlines (Canada) Ltd direct
25 May - 01 Jun Porter Airlines (Canada) Ltd direct
25 May - 14 Jun Porter Airlines (Canada) Ltd direct
05 May - 16 May Porter Airlines (Canada) Ltd direct
05 May - 10 May Porter Airlines (Canada) Ltd direct
06 May - 16 May Porter Airlines (Canada) Ltd direct
06 May - 10 May Porter Airlines (Canada) Ltd direct
06 May - 22 May Porter Airlines (Canada) Ltd direct
07 May - 16 May Porter Airlines (Canada) Ltd direct
07 May - 10 May Porter Airlines (Canada) Ltd direct
07 May - 22 May Porter Airlines (Canada) Ltd direct
18 May - 22 May Porter Airlines (Canada) Ltd direct
08 May - 16 May Porter Airlines (Canada) Ltd direct
26 May - 02 Jun Porter Airlines (Canada) Ltd direct
23 May - 01 Jun Porter Airlines (Canada) Ltd direct
18 May - 01 Jun Porter Airlines (Canada) Ltd direct
20 May - 01 Jun Porter Airlines (Canada) Ltd direct
25 May - 02 Jun Porter Airlines (Canada) Ltd direct
20 May - 02 Jun Porter Airlines (Canada) Ltd direct

Also check the deals for one-way flights from Chicago to Toronto in May.

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The deals are updated regularly. The prices may go up as tickets are purchased by other travellers. Only the cheapest flights are offered. Select a price to book and secure these cheap prices.

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