Cheapest one-way flights from Orlando to Chicago in October from $208

AirHint found the following cheapest one-way flights from Orlando (MCO) to Chicago (ORD) in October 2026 (see full year).

One-Way flights

09 Oct Southwest Airlines direct
17 Oct Aeromexico

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

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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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