Cheapest return flights from Toronto to Chicago in June from $338

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

Return flights

04 Jun - 13 Jun Porter Airlines (Canada) Ltd direct
18 Jun - 22 Jun Porter Airlines (Canada) Ltd direct
04 Jun - 23 Jun Porter Airlines (Canada) Ltd direct
04 Jun - 06 Jun Porter Airlines (Canada) Ltd direct
04 Jun - 08 Jun Porter Airlines (Canada) Ltd direct
04 Jun - 15 Jun Porter Airlines (Canada) Ltd direct
04 Jun - 17 Jun Porter Airlines (Canada) Ltd direct

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

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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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