United States to Sint Maarten · 2,205 miles (3,549 km)

Chicago (ORD) to Sint Maarten (SXM) flights

2 airlines fly nonstop from Chicago (ORD) to Sint Maarten (SXM): American Airlines and United Airlines. The two airports are 2,205 miles (3,549 km) apart. American Airlines is in oneworld and United Airlines is in Star Alliance. There are also 18 ways to fly it with one stop, through Charlotte, Saint Thomas and San Juan and more.

Airlines flying nonstop from ORD to SXM

  • American Airlines logo
    American Airlinesoneworld · bookable with 9 programsWho books it
  • United Airlines logo
    United AirlinesStar Alliance · bookable with 13 programsWho books it

Book ORD to SXM with points

Loyalty programs that can book at least one of the nonstop airlines, from the Award Booking Guide.

ORD to SXM with one stop

18 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.

  • Via Charlotte (CLT)American Airlines the whole way
    American Airlines logo
    United Airlines logo
    American Airlines logo
  • Via Saint Thomas (STT)United Airlines and American Airlines, then Contour Aviation
    United Airlines logo
    American Airlines logo
    LF
  • Via San Juan (SJU)American Airlines, United Airlines and 1 more, then Contour Aviation
    American Airlines logo
    United Airlines logo
    Frontier Airlines logo
    LF
  • Via Dulles (IAD)United Airlines the whole way
    United Airlines logo
    United Airlines logo
  • Via Baltimore (BWI)American Airlines, United Airlines and 1 more, then Southwest Airlines
    American Airlines logo
    United Airlines logo
    Frontier Airlines logo
    Southwest Airlines logo
  • Via Atlanta (ATL)Delta Air Lines the whole way
    American Airlines logo
    Delta Air Lines logo
    United Airlines logo
    +1
    Delta Air Lines logo
  • Via Philadelphia (PHL)American Airlines the whole way
    American Airlines logo
    United Airlines logo
    Frontier Airlines logo
    American Airlines logo
  • Via Orlando (MCO)American Airlines, Frontier Airlines and 1 more, then Southwest Airlines
    American Airlines logo
    Frontier Airlines logo
    United Airlines logo
    Southwest Airlines logo
  • Via Fort Lauderdale (FLL)JetBlue Airways the whole way
    American Airlines logo
    JetBlue Airways logo
    United Airlines logo
    +1
    JetBlue Airways logo
  • Via New York (EWR)United Airlines the whole way
    American Airlines logo
    United Airlines logo
    United Airlines logo
  • Via Miami (MIA)American Airlines the whole way
    American Airlines logo
    United Airlines logo
    American Airlines logo
  • Via New York (JFK)American Airlines, JetBlue Airways and 1 more the whole way
    American Airlines logo
    JetBlue Airways logo
    Delta Air Lines logo
    American Airlines logo
    JetBlue Airways logo
    Delta Air Lines logo
  • Via Toronto (YYZ)Air Canada the whole way
    American Airlines logo
    Air Canada logo
    United Airlines logo
    Air Transat logo
    WestJet logo
    Air Canada logo
  • Via Boston (BOS)JetBlue Airways the whole way
    American Airlines logo
    JetBlue Airways logo
    United Airlines logo
    +1
    JetBlue Airways logo
  • Via Montreal (YUL)Air Canada the whole way
    American Airlines logo
    Air Canada logo
    United Airlines logo
    Air Transat logo
    Air Canada logo
See all 18 in Routes

ORD to SXM: common questions

Which airlines fly nonstop from ORD to SXM?

American Airlines (oneworld) and United Airlines (Star Alliance) fly nonstop from Chicago (ORD) to Sint Maarten (SXM).

How far is Chicago from Sint Maarten by plane?

Chicago (ORD) and Sint Maarten (SXM) are 2,205 miles (3,549 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.

Which points programs can book ORD to SXM award flights?

22 programs can book at least one of the nonstop airlines: Air Canada Aeroplan, Air New Zealand Airpoints, Alaska Atmos Rewards, American AAdvantage, ANA Mileage Club, Avianca LifeMiles, British Airways Club, Cathay Pacific Asia Miles and 14 more. Which flights each can book depends on its partners, so check the airline before you transfer points.

How many miles does ORD to SXM cost?

It depends on the program: each prices the route from its own chart or dynamically. The Award Flight Pricer compares 30+ programs for ORD to SXM with taxes and fees.

Where can I connect between Chicago and Sint Maarten?

The most direct connections are through Charlotte (CLT), Saint Thomas (STT), San Juan (SJU), Dulles (IAD) and Baltimore (BWI). On 13 of them the same airline flies both flights, for example American Airlines through Charlotte.

More routes

Routes are scheduled nonstop flights. The route data is refreshed monthly; this list was last checked November 11, 2026. Seasonal routes and new launches can be missing or end early, so confirm with the airline before you book. Distances are great-circle, the shortest path between the two airports.