Rome2Rio

How to get fromChicago to Sint Maartenby plane or train

Find Transport to Sint Maarten

See all options

There are 4 ways to get from Chicago to Sint Maarten by plane or train

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Fly from Chicago O'Hare International Airport

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Princess Juliana International Airport (SXM)planeORD - SXM
    7h 53m
    $182–555

  2. Fly from Chicago Midway International Airport

    1. Fly from Chicago Midway International Airport (MDW) to Princess Juliana International Airport (SXM)planeMDW - SXM
    9h 26m
    $182–755

  3. Train to South Bend, fly

    1. Take the train from Van Buren St. to South Bend Airporttrain
    2. Fly from South Bend (SBN) to Princess Juliana International Airport (SXM)planeSBN - SXM
    11h 2m
    $223–914

  4. Train to General Mitchell International Airport, fly

    1. Take the train from Chicago Union Station to Milwaukeetrain
    2. Fly from General Mitchell International Airport (MKE) to Princess Juliana International Airport (SXM)planeMKE - SXM
    11h 17m
    $294–1,218

Chicago O'Hare International Airport (ORD) to Princess Juliana International Airport (SXM) flights

Calendar35Weekly Planes
Duration7h 11mAverage Duration
Ticket$145Cheapest Price
See schedules

Questions & Answers

What companies run services between Chicago, IL, USA and Sint Maarten?

American Airlines, United Airlines, and Spirit Airlines fly from Chicago O'Hare International Airport (ORD) to Princess Juliana International Airport (SXM) 5 times a day.

Transport is disrupted due to the Russia-Ukraine war. Read more

Airlines
Train operators

Want to know more about travelling around Sint Maarten

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Trips from Chicago

Trips to Sint Maarten

Popular routes