Cheapest return flights from Toronto to Chicago in April from $186

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

Return flights

09 Apr - 14 Apr Porter Airlines (Canada) Ltd direct
09 Apr - 13 Apr Porter Airlines (Canada) Ltd direct
01 Apr - 04 Apr Porter Airlines (Canada) Ltd direct
10 Apr - 13 Apr Porter Airlines (Canada) Ltd direct
07 Apr - 08 Apr Porter Airlines (Canada) Ltd direct
07 Apr - 09 Apr Porter Airlines (Canada) Ltd direct
23 Apr - 27 Apr Porter Airlines (Canada) Ltd direct
25 Apr - 26 Apr Porter Airlines (Canada) Ltd direct
09 Apr - 16 Apr Porter Airlines (Canada) Ltd direct
07 Apr - 14 Apr Porter Airlines (Canada) Ltd direct
25 Apr - 10 May Porter Airlines (Canada) Ltd direct
25 Apr - 13 May Porter Airlines (Canada) Ltd direct
25 Apr - 02 May Porter Airlines (Canada) Ltd direct
16 Apr - 02 May Porter Airlines (Canada) Ltd direct
24 Apr - 10 May Porter Airlines (Canada) Ltd direct
24 Apr - 13 May Porter Airlines (Canada) Ltd direct
24 Apr - 02 May Porter Airlines (Canada) Ltd direct
30 Apr - 10 May Porter Airlines (Canada) Ltd direct
30 Apr - 13 May Porter Airlines (Canada) Ltd direct
30 Apr - 02 May Porter Airlines (Canada) Ltd direct

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

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