Cheapest return flights from St. Louis to Chicago in September from 66€

AirHint found the following cheapest return flights from St. Louis (STL) to Chicago (MDW) in September 2025 (see full year).

Return flights

20 Sep - 23 Sep Southwest Airlines direct
04 Sep - 08 Sep Southwest Airlines direct
20 Sep - 22 Sep Southwest Airlines direct
13 Sep - 15 Sep Southwest Airlines direct
24 Sep - 06 Oct Southwest Airlines direct
18 Sep - 20 Sep Southwest Airlines direct
25 Sep - 28 Sep Frontier Airlines
25 Sep - 28 Sep Southwest Airlines direct
03 Sep - 08 Sep Southwest Airlines direct

Also check the deals for one-way flights from St. Louis to Chicago in September.

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.

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