There are 6 ways to get from Chicago to St Maarten Airport (SXM) 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.
Fly Chicago O'Hare International Airport to Princess Juliana International Airport
best- Fly from Chicago O'Hare International Airport (ORD) to Princess Juliana International Airport (SXM)plane ORD - SXM
7h 31m$172–705Fly Chicago Midway International Airport to Princess Juliana International Airport
- Fly from Chicago Midway International Airport (MDW) to Princess Juliana International Airport (SXM)plane MDW - SXM
9h 22m$232–905Train to South Bend, fly to Princess Juliana International Airport
- Take the train from Van Buren St. to South Bend Airporttrain
- Fly from South Bend (SBN) to Princess Juliana International Airport (SXM)plane SBN - SXM
11h 29m$213–814Train to General Mitchell International Airport, fly to Princess Juliana International Airport
- Take the train from Chicago Union Station to Milwaukeetrain
- Fly from General Mitchell International Airport (MKE) to Princess Juliana International Airport (SXM)plane MKE - SXM
11h 22m$299–1,170Fly Chicago O'Hare International Airport to Charlotte Amalie Airport, fly to Beef Island, fly to Anguilla Airport
- Fly from Chicago O'Hare International Airport (ORD) to Cyril E. King Airport (STT)plane ORD - STT
- Fly from Charlotte Amalie Airport to Tortolaplane
- Fly from Beef Island to Anguilla Airportplane
11h 16mFly Chicago O'Hare International Airport to Gustavia Airport, fly to Anguilla Airport
- Fly from Chicago O'Hare International Airport (ORD) to Gustaf Iii Airport (SBH)plane ORD - SBH
- Fly from Gustavia Airport to Anguilla Airportplane
11h 6m$552–1,115
Chicago O'Hare International Airport (ORD) to Princess Juliana International Airport (SXM) flights
Questions & Answers
The cheapest way to get from Chicago to St Maarten Airport (SXM) is to fly which costs $170 - $750 and takes 7h 31m.
The fastest way to get from Chicago to St Maarten Airport (SXM) is to fly which takes 7h 31m and costs $170 - $750.
The distance between Chicago and St Maarten Airport (SXM) is 3577 km.
It takes approximately 7h 31m to get from Chicago to St Maarten Airport (SXM), including transfers.
St Maarten Airport (SXM) is 1h ahead of Chicago. It is currently 2:47 PM in Chicago and 3:47 PM in St Maarten Airport (SXM).
There are 1190+ hotels available in St Maarten Airport (SXM).
What companies run services between Chicago, IL, USA and St Maarten Airport (SXM), Sint Maarten?
American Airlines and United Airlines fly from Chicago O'Hare International Airport (ORD) to Princess Juliana International Airport (SXM) 5 times a day.
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Princess Juliana International Airport
- Ave. Duration
- 4h 45m
- When
- Saturday
- Estimated price
- $170–700
Flights from Chicago O'Hare International Airport to Princess Juliana International Airport via Miami
- Ave. Duration
- 8h 20m
- When
- Every day
- Estimated price
- $190–750
Flights from Chicago O'Hare International Airport to Princess Juliana International Airport via Charlotte
- Ave. Duration
- 7h 28m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $170–700
Flights from South Bend to Princess Juliana International Airport via Charlotte
- Ave. Duration
- 7h 25m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $200–800
Flights from South Bend to Princess Juliana International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 7h 55m
- When
- Saturday
- Estimated price
- $210–850
Flights from General Mitchell International Airport to Princess Juliana International Airport via Miami
- Ave. Duration
- 7h 39m
- When
- Saturday
- Estimated price
- $280–1,100
Flights from Chicago O'Hare International Airport to Cyril E. King Airport
- Ave. Duration
- 4h 35m
- When
- Saturday
- Estimated price
- $150–650
Flights from Chicago O'Hare International Airport to Cyril E. King Airport via Miami
- Ave. Duration
- 7h 23m
- When
- Every day
- Estimated price
- $160–650
Flights from Chicago O'Hare International Airport to Cyril E. King Airport via Charlotte
- Ave. Duration
- 7h 10m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $150–650
- Website
- delta.com
Flights from Chicago Midway International Airport to Princess Juliana International Airport via Atlanta
- Ave. Duration
- 6h 59m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $230–900
Flights from South Bend to Princess Juliana International Airport via Atlanta
- Ave. Duration
- 7h 53m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $210–850
Flights from General Mitchell International Airport to Princess Juliana International Airport via Atlanta
- Ave. Duration
- 7h 19m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $270–1,100
- Website
- united.com
Flights from Chicago O'Hare International Airport to Princess Juliana International Airport
- Ave. Duration
- 5h 12m
- When
- Saturday and Sunday
- Estimated price
- $170–700
Flights from South Bend to Princess Juliana International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 8h 57m
- When
- Saturday and Sunday
- Estimated price
- $210–850
Flights from Chicago O'Hare International Airport to Cyril E. King Airport
- Ave. Duration
- 5h 1m
- When
- Saturday
- Estimated price
- $150–650
Flights from Chicago O'Hare International Airport to Cyril E. King Airport via San Juan
- Ave. Duration
- 7h 25m
- When
- Every day
- Estimated price
- $150–650
- Website
- southwest.com
Flights from Chicago Midway International Airport to Princess Juliana International Airport via Orlando
- Ave. Duration
- 7h 25m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $230–900
Flights from General Mitchell International Airport to Princess Juliana International Airport via Orlando
- Ave. Duration
- 7h 30m
- When
- Sunday
- Estimated price
- $270–1,100
- Website
- fly-winair.sx
Flights from Chicago O'Hare International Airport to Gustaf Iii Airport via Princess Juliana International Airport
- Ave. Duration
- 5h 55m
- When
- Saturday
- Estimated price
- $190–750
- Website
- flytradewind.com
Flights from Chicago O'Hare International Airport to Gustaf Iii Airport via San Juan
- Ave. Duration
- 8h 7m
- When
- Every day
- Estimated price
- $190–800
- Website
- stbarthcommuter.com
Flights from Chicago O'Hare International Airport to Gustaf Iii Airport via Atlanta, Princess Juliana International Airport
- Ave. Duration
- 8h 32m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $190–800
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from Van Buren St. to South Bend Airport
- Ave. Duration
- 2h 4m
- Frequency
- Hourly
- Estimated price
- $13–15
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $13–15
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $27–60
- Website
- https://www.amtrak.com/home.html
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
Travelling to the US: What do I need to know?
Read the travel guide
Why you should take the train in the US
Read the travel guide
5 delightfully under-the-radar French towns you need to visit
Read the travel guide




