There are 3 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.
Fly from Chicago Midway International Airport
best- Fly from Chicago Midway International Airport (MDW) to Princess Juliana International Airport (SXM)plane MDW - SXM
9h 49m$272–1,025Fly from Chicago O'Hare International Airport
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Princess Juliana International Airport (SXM)plane ORD - SXM
8h 7m$182–625Train to General Mitchell International Airport, fly
- 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 13m$329–1,156
Chicago Midway International Airport (MDW) to Princess Juliana International Airport (SXM) flights
Comparing Your Travel Options
The cheapest way to get from Chicago to Sint Maarten is to fly which costs $180 - $650 and takes 8h 7m.
The fastest way to get from Chicago to Sint Maarten is to fly which takes 8h 7m and costs $180 - $650.
The distance between Chicago and Sint Maarten is 3546 km.
It takes approximately 9h 49m to get from Chicago to Sint Maarten, including transfers.
Sint Maarten is 2h ahead of Chicago. It is currently 1:57 PM in Chicago and 3:57 PM in Sint Maarten.
There are 1193+ hotels available in Sint Maarten.
What companies run services between Chicago, IL, USA and Sint Maarten?
Southwest Airlines and Delta fly from Chicago Midway International Airport (MDW) to Princess Juliana International Airport (SXM) twice daily.
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Princess Juliana International Airport
- Ave. Duration
- 5h 20m
- When
- Saturday
- Estimated price
- $130–550
Flights from Chicago O'Hare International Airport to Princess Juliana International Airport via Charlotte
- Ave. Duration
- 7h 55m
- When
- Thursday to Saturday
- Estimated price
- $130–600
Flights from General Mitchell International Airport to Princess Juliana International Airport via Miami
- Ave. Duration
- 8h 2m
- When
- Saturday
- Estimated price
- $240–1,000
- Website
- southwest.com
Flights from Chicago Midway International Airport to Princess Juliana International Airport via Baltimore
- Ave. Duration
- 7h 10m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $220–950
Flights from Chicago Midway International Airport to Princess Juliana International Airport via Orlando
- Ave. Duration
- 7h 15m
- When
- Every day
- Estimated price
- $230–1,000
Flights from General Mitchell International Airport to Princess Juliana International Airport via Orlando
- Ave. Duration
- 7h 5m
- When
- Every day
- Estimated price
- $230–1,000
- Website
- delta.com
Flights from Chicago Midway International Airport to Princess Juliana International Airport via Atlanta
- Ave. Duration
- 7h 10m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $230–950
Flights from General Mitchell International Airport to Princess Juliana International Airport via Atlanta
- Ave. Duration
- 7h 20m
- When
- Every day
- Estimated price
- $230–1,000
- Website
- united.com
Flights from Chicago O'Hare International Airport to Princess Juliana International Airport
- Ave. Duration
- 5h 17m
- When
- Saturday
- Estimated price
- $130–550
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $45–75
- Website
- Amtrak
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.
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