Cheapest one-way flights from Tampa to Chicago in September from $45

AirHint found the following cheapest one-way flights from Tampa (TPA) to Chicago (MDW) in September 2025 (see full year).

One-Way flights

29 Sep Frontier Airlines direct
26 Sep Frontier Airlines direct
19 Sep Frontier Airlines direct
08 Sep Frontier Airlines direct
20 Sep Spirit Airlines
23 Sep Southwest Airlines direct
30 Sep Southwest Airlines direct
05 Sep Frontier Airlines direct
14 Sep Frontier Airlines direct
07 Sep Frontier Airlines direct

Also check the deals for return flights from Tampa 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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