Cheapest one-way flights from Toronto to Chicago in May from 73€

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

One-Way flights

12 May Porter Airlines (Canada) Ltd direct
08 May Porter Airlines (Canada) Ltd direct
04 May Porter Airlines (Canada) Ltd direct
06 May Porter Airlines (Canada) Ltd direct
07 May Porter Airlines (Canada) Ltd direct
24 May Porter Airlines (Canada) Ltd direct
03 May Porter Airlines (Canada) Ltd direct
01 May Porter Airlines (Canada) Ltd direct
14 May Porter Airlines (Canada) Ltd direct
15 May Porter Airlines (Canada) Ltd direct

Also check the deals for return flights from Toronto to Chicago 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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