Cheapest return flights from Orlando to Chicago in August from $181

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

Return flights

13 Aug - 20 Aug Frontier Airlines direct
17 Aug - 24 Aug Frontier Airlines direct
14 Aug - 21 Aug Frontier Airlines direct
07 Aug - 09 Aug Frontier Airlines direct
16 Aug - 23 Aug Frontier Airlines direct
21 Aug - 24 Aug Frontier Airlines direct
28 Aug - 29 Aug Southwest Airlines direct
19 Aug - 26 Aug Southwest Airlines direct

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

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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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