AirHint found the following cheapest return flights from Chicago (MDW) to Tampa (TPA) in December 2025 (see full year).

Return flights

15 Dec - 17 Dec	Southwest Airlines
15 Dec - 22 Dec	Delta
24 Dec - 02 Jan	Southwest Airlines
20 Dec - 04 Jan	Frontier Airlines	direct
29 Dec - 03 Jan	Southwest Airlines
29 Dec - 04 Jan	Southwest Airlines
26 Dec - 03 Jan	Southwest Airlines

Also check the deals for one-way flights from Chicago to Tampa in December.

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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Cheapest return flights from Chicago to Tampa in December from 160€

Return flights