Cheapest return flights from Toronto to Chicago in May from 149€

AirHint found the following cheapest return flights from Toronto (YTZ) to Chicago (MDW) in May 2026 (see full year).

Return flights

08 May - 26 May Porter Airlines (Canada) Ltd direct
23 May - 26 May Porter Airlines (Canada) Ltd direct
08 May - 24 May Porter Airlines (Canada) Ltd direct
08 May - 28 May Porter Airlines (Canada) Ltd direct
23 May - 28 May Air Transat direct
23 May - 24 May Porter Airlines (Canada) Ltd direct
23 May - 29 May Porter Airlines (Canada) Ltd direct
21 May - 25 May Porter Airlines (Canada) Ltd direct
08 May - 25 May Porter Airlines (Canada) Ltd direct
08 May - 19 May Porter Airlines (Canada) Ltd direct
23 May - 10 Jun Porter Airlines (Canada) Ltd direct
23 May - 07 Jun Porter Airlines (Canada) Ltd direct
21 May - 10 Jun Porter Airlines (Canada) Ltd direct
21 May - 07 Jun Porter Airlines (Canada) Ltd direct

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

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