Flights from Chicago to Saint Thomas (MDW → STT)

MDW
Chicago
Chicago Midway International, USA
STT
Saint Thomas
Saint Thomas, U.S. Virgin Islands
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No direct flights found. Here are the 13 fastest 1-stop options.
viaCharlotte(CLT)
MDW→CLT+1h 30mCLT→STT
5h 29m
viaSan Juan(SJU)
MDW→SJU+1h 30mSJU→STT
5h 32m
viaAtlanta(ATL)
MDW→ATL+1h 30mATL→STT
5h 39m
viaBaltimore(BWI)
MDW→BWI+1h 30mBWI→STT
5h 41m
viaOrlando(MCO)
MDW→MCO+1h 30mMCO→STT
5h 45m
viaFort Lauderdale(FLL)
MDW→FLL+1h 30mFLL→STT
5h 49m
viaPhiladelphia(PHL)
MDW→PHL+1h 30mPHL→STT
5h 49m
viaMiami(MIA)
MDW→MIA+1h 30mMIA→STT
5h 50m
viaNew York(EWR)
MDW→EWR+1h 30mEWR→STT
5h 56m
viaBoston(BOS)
MDW→BOS+1h 30mBOS→STT
6h 20m
viaMinneapolis(MSP)
MDW→MSP+1h 30mMSP→STT
6h 48m
viaHouston(IAH)
MDW→IAH+1h 30mIAH→STT
7h 9m
viaDallas(DFW)
MDW→DFW+1h 30mDFW→STT
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 Chicago to Saint Thomas? Currently, there are no direct flights from MDW to STT. 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 Chicago → Saint Thomas.

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

Try a nearby airport to Chicago

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

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

Or try a nearby airport to Saint Thomas

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

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

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 →