AirHint found the following cheapest one-way flights from Houston (HOU) to Chicago (MDW) in February 2026 (see full year).
One-Way flights
| 20 Feb | Frontier Airlines | direct | |
| 03 Feb | Southwest Airlines | direct | |
| 14 Feb | Southwest Airlines | direct | |
| 19 Feb | Frontier Airlines | ||
| 06 Feb | Frontier Airlines | ||
| 16 Feb | Frontier Airlines | direct |
Also check the deals for return flights from Houston to Chicago in February.
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