Cheapest return flights from Orlando to Chicago in September from $235

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

Return flights

11 Sep - 13 Sep Avelo Airlines
11 Sep - 14 Sep Avelo Airlines
10 Sep - 13 Sep Avelo Airlines
10 Sep - 13 Sep Southwest Airlines direct
11 Sep - 14 Sep Southwest Airlines direct
15 Sep - 22 Sep United direct
18 Sep - 22 Sep United direct
22 Sep - 29 Sep United direct

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

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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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