Cheapest return flights from Chicago to St. Thomas in October from $248

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

Return flights

15 Oct - 18 Oct Spirit Airlines
11 Oct - 18 Oct Spirit Airlines
15 Oct - 25 Oct Spirit Airlines
11 Oct - 25 Oct Spirit Airlines
15 Oct - 19 Oct Spirit Airlines
22 Oct - 26 Oct Spirit Airlines
31 Oct - 16 Nov Spirit Airlines
22 Oct - 25 Oct Spirit Airlines
31 Oct - 08 Nov Spirit Airlines
31 Oct - 11 Nov Spirit Airlines
22 Oct - 08 Nov Spirit Airlines
22 Oct - 11 Nov Spirit Airlines
26 Oct - 08 Nov Spirit Airlines
26 Oct - 11 Nov Spirit Airlines
26 Oct - 16 Nov Spirit Airlines
11 Oct - 19 Oct Spirit Airlines
31 Oct - 17 Nov Spirit Airlines
12 Oct - 18 Oct Spirit Airlines
12 Oct - 25 Oct Spirit Airlines

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

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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