Cheapest return flights from Chicago to St. Thomas in May from $286

AirHint found the following cheapest return flights from Chicago (ORD) to St. Thomas (STT) in May 2026 (see full year).

Return flights

13 May - 19 May Frontier Airlines
15 May - 19 May Spirit Airlines
10 May - 15 May Frontier Airlines
13 May - 01 Jun Frontier Airlines
15 May - 18 May Frontier Airlines
15 May - 01 Jun Spirit Airlines
15 May - 29 May Spirit Airlines
04 May - 19 May Spirit Airlines
15 May - 30 May Spirit Airlines
19 May - 01 Jun Spirit Airlines
19 May - 29 May Spirit Airlines
13 May - 29 May Spirit Airlines
15 May - 24 May Spirit Airlines
19 May - 06 Jun Spirit Airlines
31 May - 01 Jun Spirit Airlines
22 May - 01 Jun Spirit Airlines
22 May - 06 Jun Spirit Airlines
23 May - 01 Jun Spirit Airlines
23 May - 06 Jun Spirit Airlines
31 May - 21 Jun Spirit Airlines

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

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