Cheapest return flights from Toronto to Chicago in August from 161€

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

Return flights

27 Aug - 04 Sep United direct
12 Aug - 15 Aug Air Canada direct
06 Aug - 08 Aug Air Canada direct
24 Aug - 27 Aug Air Canada direct
16 Aug - 23 Aug Air Canada
18 Aug - 20 Aug Air Canada direct
27 Aug - 30 Aug Air Canada direct
13 Aug - 20 Aug United direct
20 Aug - 27 Aug Air Canada direct
22 Aug - 24 Aug Air Canada direct
22 Aug - 25 Aug Air Canada direct
28 Aug - 02 Sep United direct
05 Aug - 24 Sep United direct
28 Aug - 01 Sep United direct
29 Aug - 01 Sep United direct
23 Aug - 01 Sep United direct
30 Aug - 01 Sep United direct
24 Aug - 01 Sep United 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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