Cheapest return flights from Toronto to Chicago in August from 150€

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

Return flights

01 Aug - 01 Aug Porter Airlines (Canada) Ltd direct
19 Aug - 26 Aug Porter Airlines (Canada) Ltd direct
31 Aug - 03 Sep Porter Airlines (Canada) Ltd direct
01 Aug - 03 Aug Porter Airlines (Canada) Ltd direct
15 Aug - 16 Aug Porter Airlines (Canada) Ltd direct
18 Aug - 20 Aug Porter Airlines (Canada) Ltd direct
12 Aug - 15 Aug Porter Airlines (Canada) Ltd direct
15 Aug - 17 Aug Porter Airlines (Canada) Ltd direct
13 Aug - 16 Aug Porter Airlines (Canada) Ltd direct
09 Aug - 11 Aug Porter Airlines (Canada) Ltd direct
25 Aug - 28 Aug Porter Airlines (Canada) Ltd direct
30 Aug - 01 Sep Porter Airlines (Canada) Ltd direct
30 Aug - 02 Sep Porter Airlines (Canada) Ltd direct
29 Aug - 03 Sep Porter Airlines (Canada) Ltd direct
28 Aug - 15 Sep Porter Airlines (Canada) Ltd direct
30 Aug - 15 Sep Porter Airlines (Canada) Ltd direct
29 Aug - 15 Sep Porter Airlines (Canada) Ltd direct
25 Aug - 15 Sep Porter Airlines (Canada) Ltd direct
29 Aug - 01 Sep Porter Airlines (Canada) Ltd direct
26 Aug - 15 Sep 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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