AirHint found the following cheapest one-way flights from Chicago (MDW) to Houston (IAH) in October 2025 (see full year).

One-Way flights

01 Oct	Frontier Airlines
03 Oct	Frontier Airlines
08 Oct	Frontier Airlines
19 Oct	Frontier Airlines
22 Oct	Frontier Airlines
05 Oct	Frontier Airlines
11 Oct	Frontier Airlines	direct
18 Oct	Frontier Airlines	direct
23 Oct	Frontier Airlines
02 Oct	Frontier Airlines	direct

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

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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Cheapest one-way flights from Chicago to Houston in October from $76

One-Way flights