Cheapest one-way flights from St. Louis to Chicago in October from 33€

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

One-Way flights

20 Oct Southwest Airlines direct
09 Oct Southwest Airlines direct
11 Oct Southwest Airlines direct
12 Oct Southwest Airlines direct
21 Oct Delta
17 Oct Southwest Airlines direct
19 Oct Frontier Airlines

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

Skyscanner

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.

Book a cheap hotel in Chicago

Cheap car rent in Chicago

Feel free to contact us with any feedback or request another flight research.