Cheapest one-way flights from Toronto to Chicago in April from $88

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

One-Way flights

16 Apr Porter Airlines (Canada) Ltd direct
07 Apr Porter Airlines (Canada) Ltd direct
20 Apr Air Transat direct
30 Apr Porter Airlines (Canada) Ltd direct
11 Apr Porter Airlines (Canada) Ltd direct
18 Apr Porter Airlines (Canada) Ltd direct
13 Apr Porter Airlines (Canada) Ltd direct
05 Apr Porter Airlines (Canada) Ltd direct

Also check the deals for return flights from Toronto to Chicago in April.

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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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