Flight Routes from Chicago to St. Thomas

Compare cheap outbound and return flights from Chicago (CHI) to St. Thomas (STT) and find the best offer from numerous airlines and travel agencies.

Trip type
Cheapest roundtrip flight
from€682
Fastest outbound flight
Fastest inbound flight
non-stop flights
1x / week
Flight distance
3,388 km
Time difference
Airports in Chicago
  1. O'Hare International Airport, IL
  2. Midway International Airport, IL
  3. Rockford, IL

Cheap flight offers from Chicago to St. Thomas, VI

sorted by price and recency
  1. –
    American Airlines
    –
    CHI–STT
    1 stopover
    American Airlines
    –
    STT–CHI
    2 stopovers
    €683
  2. –
    American Airlines
    –
    CHI–STT
    1 stopover
    American Airlines
    –
    STT–CHI
    1 stopover
    €682
  3. –
    American Airlines
    –
    CHI–STT
    non-stop flight
    American Airlines
    –
    STT–CHI
    1 stopover
    €1,196
  4. –
    American Airlines
    –
    CHI–STT
    1 stopover
    American Airlines
    –
    STT–CHI
    1 stopover
    €756

Flight schedule from Chicago (CHI) to St. Thomas (STT)

Select a travel date in the flight schedule for the route from Chicago (CHI) to St. Thomas (STT) and compare affordable flight deals.

offers
Active filtersnone
Matching outbound flightsCHI–STT · 2 of 2
fromto
dep.arr.
durationstopovers
  1. November 8 – 14, 2026
  2. November 15 – 21, 2026
  3. November 22 – 28, 2026
    1. ORDSTT
      nonstop
      1. United Airlines
    2. ORDSTT
      nonstop
      1. American Airlines

      Important flight information

      Discover more flights around Chicago and St. Thomas

      Departure airport Airport Chicago-IL, all airports (CHI)
      Arrival airport Airport St. Thomas (Virgin Islands) (STT)
      Destination country Flights to United States Virgin Islands
      Departure airport - Destination country Chicago-IL, all airports - United States Virgin Islands
      Alternative routes to United States Virgin Islands