Cheapest one-way flights from Orlando to Chicago in February from $60

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

One-Way flights

26 Feb Frontier Airlines direct
27 Feb Frontier Airlines direct
28 Feb Frontier Airlines direct
18 Feb Frontier Airlines
24 Feb Frontier Airlines
25 Feb Frontier Airlines
12 Feb Frontier Airlines direct
21 Feb Frontier Airlines direct
19 Feb Frontier Airlines direct
23 Feb Frontier Airlines

Also check the deals for return flights from Orlando to Chicago in February.

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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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