Cheapest return flights from Chicago to St. Thomas in December from $464

Best time to book flights for Chicago (ORD) to St. Thomas (STT) flights at AirHint

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

Return flights

14 Dec - 18 Dec United direct
21 Dec - 27 Dec jetBlue
20 Dec - 27 Dec jetBlue
26 Dec - 03 Jan jetBlue

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

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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