Cheapest return flights from Toronto to Chicago in August from 232€

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

Return flights

29 Aug - 06 Sep Porter Airlines (Canada) Ltd direct
29 Aug - 15 Sep Porter Airlines (Canada) Ltd direct
29 Aug - 08 Sep Porter Airlines (Canada) Ltd direct
29 Aug - 14 Sep Porter Airlines (Canada) Ltd direct
29 Aug - 05 Sep Porter Airlines (Canada) Ltd direct
29 Aug - 17 Sep Porter Airlines (Canada) Ltd direct
29 Aug - 16 Sep Porter Airlines (Canada) Ltd direct
29 Aug - 19 Sep Porter Airlines (Canada) Ltd direct
29 Aug - 13 Sep Porter Airlines (Canada) Ltd direct
29 Aug - 18 Sep Porter Airlines (Canada) Ltd direct
29 Aug - 31 Aug Porter Airlines (Canada) Ltd direct
31 Aug - 31 Aug Porter Airlines (Canada) Ltd direct
26 Aug - 31 Aug Porter Airlines (Canada) Ltd direct
27 Aug - 31 Aug Porter Airlines (Canada) Ltd direct
22 Aug - 31 Aug Porter Airlines (Canada) Ltd direct
25 Aug - 28 Aug Porter Airlines (Canada) Ltd direct
26 Aug - 27 Aug Porter Airlines (Canada) Ltd direct
25 Aug - 27 Aug Porter Airlines (Canada) Ltd direct
30 Aug - 31 Aug Porter Airlines (Canada) Ltd direct
21 Aug - 26 Aug Porter Airlines (Canada) Ltd direct

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

Skyscanner

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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