Flights from Sint Maarten to Chicago (SXM → MDW)

SXM
Sint Maarten
Princess Juliana International, Sint Maarten
MDW
Chicago
Chicago Midway International, USA
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No direct flights found. Here are the 11 fastest 1-stop options.
viaCharlotte(CLT)
SXM→CLT+1h 30mCLT→MDW
5h 39m
viaSan Juan(SJU)
SXM→SJU+1h 30mSJU→MDW
5h 46m
viaBaltimore(BWI)
SXM→BWI+1h 30mBWI→MDW
5h 49m
viaAtlanta(ATL)
SXM→ATL+1h 30mATL→MDW
5h 50m
viaPhiladelphia(PHL)
SXM→PHL+1h 30mPHL→MDW
5h 56m
viaOrlando(MCO)
SXM→MCO+1h 30mMCO→MDW
5h 57m
viaFort Lauderdale(FLL)
SXM→FLL+1h 30mFLL→MDW
6h 2m
viaNew York(EWR)
SXM→EWR+1h 30mEWR→MDW
6h 3m
viaMiami(MIA)
SXM→MIA+1h 30mMIA→MDW
6h 3m
viaBoston(BOS)
SXM→BOS+1h 30mBOS→MDW
6h 25m
viaMinneapolis(MSP)
SXM→MSP+1h 30mMSP→MDW
6h 58m
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 Sint Maarten to Chicago? Currently, there are no direct flights from SXM 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 Sint Maarten → Chicago.

Cheap flights from Sint Maarten to Chicago Cheapest month to fly to Chicago Flights from Sint Maarten Flights to USA Visa-free with Sint Maarten passport All airports in USA

Try a nearby airport to Sint Maarten

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

AXA → MDW 19 km from SXM Anguilla → Chicago Anguilla · 10 destinations SBH → MDW 32 km from SXM Saint Barthelemy → Chicago Saint Barthelemy · 7 destinations SKB → MDW 91 km from SXM Saint Kitts → Chicago St. Kitts and Nevis · 16 destinations EIS → MDW 157 km from SXM Beef Island → Chicago British Virgin Islands · 9 destinations ANU → MDW 172 km from SXM Antigua → Chicago Antigua and Barbuda · 27 destinations

Or try a nearby airport to Chicago

Flights from Sint Maarten (SXM) to other airports within 350 km of Chicago.

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

Other flights from Sint Maarten (SXM)

Amsterdam (AMS) Anguilla (AXA) Antigua (ANU) Aruba (AUA) Atlanta (ATL) Baltimore (BWI) Beef Island (EIS) Bonaire (BON) All 43 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 →