Cheapest return flights from Houston to Chicago in October from $194

AirHint found the following cheapest return flights from Houston (IAH) to Chicago (ORD) in October 2025 (see full year).

Return flights

31 Oct - 03 Nov Frontier Airlines
30 Oct - 03 Nov Frontier Airlines
29 Oct - 05 Nov Frontier Airlines
31 Oct - 01 Nov Frontier Airlines
31 Oct - 18 Nov Spirit Airlines direct
31 Oct - 19 Nov Spirit Airlines direct
31 Oct - 02 Nov Frontier Airlines
30 Oct - 02 Nov Frontier Airlines
31 Oct - 06 Nov Spirit Airlines direct
29 Oct - 31 Oct Frontier Airlines
29 Oct - 30 Oct Frontier Airlines
30 Oct - 01 Nov Frontier Airlines
31 Oct - 31 Oct Frontier Airlines
31 Oct - 31 Oct Spirit Airlines direct
29 Oct - 29 Oct American Airlines direct
29 Oct - 31 Oct American Airlines direct
29 Oct - 30 Oct United direct

Also check the deals for one-way flights from Houston 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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