Flights from Saint Thomas to Chicago (STT → MDW)

STT
Saint Thomas
Saint Thomas, U.S. Virgin Islands
MDW
Chicago
Chicago Midway International, USA
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No direct flights found. Here are the 13 fastest 1-stop options.
viaCharlotte(CLT)
STT→CLT+1h 30mCLT→MDW
5h 29m
viaSan Juan(SJU)
STT→SJU+1h 30mSJU→MDW
5h 32m
viaAtlanta(ATL)
STT→ATL+1h 30mATL→MDW
5h 39m
viaBaltimore(BWI)
STT→BWI+1h 30mBWI→MDW
5h 41m
viaOrlando(MCO)
STT→MCO+1h 30mMCO→MDW
5h 45m
viaFort Lauderdale(FLL)
STT→FLL+1h 30mFLL→MDW
5h 49m
viaPhiladelphia(PHL)
STT→PHL+1h 30mPHL→MDW
5h 49m
viaMiami(MIA)
STT→MIA+1h 30mMIA→MDW
5h 50m
viaNew York(EWR)
STT→EWR+1h 30mEWR→MDW
5h 56m
viaBoston(BOS)
STT→BOS+1h 30mBOS→MDW
6h 20m
viaMinneapolis(MSP)
STT→MSP+1h 30mMSP→MDW
6h 48m
viaHouston(IAH)
STT→IAH+1h 30mIAH→MDW
7h 9m
viaDallas(DFW)
STT→DFW+1h 30mDFW→MDW
7h 14m
Search all options on Kiwi.com → Total times include an estimated 90-minute layover. Actual times vary by airline and connection.

Frequently asked questions

Are there direct flights from Saint Thomas to Chicago? Currently, there are no direct flights from STT to MDW. You may need to connect through another airport.

Related guides for this route

Sibling pages from across Flightmaps — fares, visa rules, country aggregations, and per-airline routes for Saint Thomas → Chicago.

Cheap flights from Saint Thomas to Chicago Cheapest month to fly to Chicago Flights from U.S. Virgin Islands Flights to USA Visa-free with U.S. Virgin Islands passport All airports in USA

Try a nearby airport to Saint Thomas

Flights to Chicago (MDW) from other airports within 350 km of Saint Thomas. Often unlocks cheaper fares or better times.

EIS → MDW 47 km from STT Beef Island → Chicago British Virgin Islands · 9 destinations STX → MDW 73 km from STT Saint Croix → Chicago U.S. Virgin Islands · 8 destinations SJU → MDW 110 km from STT San Juan → Chicago Puerto Rico · 59 destinations SXM → MDW 199 km from STT Sint Maarten → Chicago Sint Maarten · 43 destinations AXA → MDW 203 km from STT Anguilla → Chicago Anguilla · 10 destinations

Or try a nearby airport to Chicago

Flights from Saint Thomas (STT) to other airports within 350 km of Chicago.

STT → ORD 25 km from MDW Saint Thomas → Chicago USA · 282 destinations STT → SBN 119 km from MDW Saint Thomas → South Bend USA · 22 destinations STT → RFD 121 km from MDW Saint Thomas → Rockford USA · 8 destinations STT → MKE 130 km from MDW Saint Thomas → Milwaukee USA · 34 destinations STT → BMI 175 km from MDW Saint Thomas → Bloomington USA · 6 destinations

Other flights from Saint Thomas (STT)

Anguilla (AXA) Atlanta (ATL) Baltimore (BWI) Beef Island (EIS) Boston (BOS) Charlotte (CLT) Chicago (ORD) Dallas (DFW) All 24 destinations →

Other flights from Chicago (MDW)

Aguascalientes (AGU) Albany (ALB) Albuquerque (ABQ) Asheville (AVL) Atlanta (ATL) Austin (AUS) Baltimore (BWI) Birmingham (BHM) All 97 destinations →