Cheapest return flights from Chicago to Orlando in April from $198

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

Return flights

02 Apr - 09 Apr Frontier Airlines
02 Apr - 09 Apr Frontier Airlines direct
02 Apr - 07 Apr Frontier Airlines
15 Apr - 18 Apr Southwest Airlines direct
17 Apr - 24 Apr Southwest Airlines direct
17 Apr - 22 Apr Southwest Airlines direct
15 Apr - 16 Apr Southwest Airlines direct
14 Apr - 18 Apr Southwest Airlines direct
17 Apr - 20 Apr Southwest Airlines direct
02 Apr - 07 Apr Southwest Airlines direct
25 Apr - 02 May Southwest Airlines direct
24 Apr - 01 May Southwest Airlines direct
25 Apr - 05 May Southwest Airlines direct
28 Apr - 06 May Southwest Airlines direct

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

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