Cheapest return flights from Toronto to Chicago in February from $136

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

Return flights

05 Feb - 09 Feb Porter Airlines (Canada) Ltd direct
06 Feb - 09 Feb Porter Airlines (Canada) Ltd direct
18 Feb - 22 Feb Porter Airlines (Canada) Ltd direct
10 Feb - 03 Mar Porter Airlines (Canada) Ltd direct
25 Feb - 01 Mar Porter Airlines (Canada) Ltd direct
24 Feb - 01 Mar Porter Airlines (Canada) Ltd direct
03 Feb - 19 Feb Porter Airlines (Canada) Ltd direct
08 Feb - 25 Feb Porter Airlines (Canada) Ltd direct
05 Feb - 25 Feb Porter Airlines (Canada) Ltd direct
05 Feb - 06 Feb Porter Airlines (Canada) Ltd direct
06 Feb - 25 Feb Porter Airlines (Canada) Ltd direct
03 Feb - 06 Feb Porter Airlines (Canada) Ltd direct
24 Feb - 25 Feb Porter Airlines (Canada) Ltd direct
25 Feb - 07 Mar Porter Airlines (Canada) Ltd direct
25 Feb - 06 Mar Porter Airlines (Canada) Ltd direct
25 Feb - 08 Mar Porter Airlines (Canada) Ltd direct
25 Feb - 12 Mar Porter Airlines (Canada) Ltd direct
25 Feb - 13 Mar Porter Airlines (Canada) Ltd direct
24 Feb - 07 Mar Porter Airlines (Canada) Ltd direct
24 Feb - 06 Mar Porter Airlines (Canada) Ltd direct

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

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