Cheapest return flights from Orlando to Chicago in February from $123

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

Return flights

28 Feb - 07 Mar Frontier Airlines direct
27 Feb - 01 Mar Frontier Airlines
28 Feb - 03 Mar Frontier Airlines
26 Feb - 01 Mar Frontier Airlines
27 Feb - 01 Mar Frontier Airlines direct
18 Feb - 23 Feb Frontier Airlines
19 Feb - 22 Feb Frontier Airlines
19 Feb - 23 Feb Frontier Airlines
25 Feb - 01 Mar Frontier Airlines
20 Feb - 23 Feb Frontier Airlines direct
24 Feb - 27 Feb Frontier Airlines
19 Feb - 25 Feb Frontier Airlines
19 Feb - 19 Feb Frontier Airlines
19 Feb - 20 Feb Frontier Airlines direct
14 Feb - 18 Feb Frontier Airlines
14 Feb - 24 Feb Frontier Airlines
28 Feb - 03 Mar Southwest Airlines direct
26 Feb - 01 Mar Southwest Airlines direct

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

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