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

Return flights

04 Oct - 21 Oct	Spirit Airlines
18 Oct - 21 Oct	Spirit Airlines
18 Oct - 27 Oct	Spirit Airlines
18 Oct - 08 Nov	Spirit Airlines
26 Oct - 08 Nov	Spirit Airlines
18 Oct - 04 Nov	Spirit Airlines
26 Oct - 04 Nov	Spirit Airlines
26 Oct - 27 Oct	Spirit Airlines
04 Oct - 11 Oct	Spirit Airlines
11 Oct - 21 Oct	Spirit Airlines
18 Oct - 02 Nov	Spirit Airlines
11 Oct - 27 Oct	Spirit Airlines
26 Oct - 02 Nov	Spirit Airlines
28 Oct - 08 Nov	Spirit Airlines
28 Oct - 04 Nov	Spirit Airlines
28 Oct - 02 Nov	Spirit Airlines
26 Oct - 02 Nov	United	direct

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

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 October from 256€

Return flights