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

Return flights

14 Dec - 18 Dec	Frontier Airlines
12 Dec - 15 Dec	Frontier Airlines
17 Dec - 22 Dec	Frontier Airlines
18 Dec - 23 Dec	Frontier Airlines
14 Dec - 19 Dec	Frontier Airlines
20 Dec - 30 Dec	Frontier Airlines
06 Dec - 13 Dec	Frontier Airlines
31 Dec - 07 Jan	Delta
04 Dec - 11 Dec	Frontier Airlines
27 Dec - 01 Jan	Frontier Airlines
03 Dec - 10 Dec	Frontier Airlines
10 Dec - 14 Dec	Delta
27 Dec - 03 Jan	Frontier Airlines

Also check the deals for one-way flights from Chicago to St. Thomas 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 St. Thomas in December from 363€

Return flights