There are 4 ways to get from Chicago to Gustavia by plane or ferry
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, ferry
best- Fly from Chicago O'Hare International Airport (ORD) to Princess Juliana International Airport (SXM)plane ORD - SXM
- Take the ferry from Anguilla to Saint Barthélemyferry
9h 59m$2,368–3,255Fly Chicago O'Hare International Airport to Gustaf Iii Airport
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Gustaf Iii Airport (SBH)plane ORD - SBH
9h 20m$162–705Fly Chicago Midway International Airport to Princess Juliana International Airport, ferry
- Fly from Chicago Midway International Airport (MDW) to Princess Juliana International Airport (SXM)plane MDW - SXM
- Take the ferry from Anguilla to Saint Barthélemyferry
11h 37m$2,448–3,555Fly Chicago Midway International Airport to Gustaf Iii Airport
- Fly from Chicago Midway International Airport (MDW) to Gustaf Iii Airport (SBH)plane MDW - SBH
9h 26m$252–1,105
Chicago O'Hare International Airport (ORD) to Princess Juliana International Airport (SXM) flights
Comparing Your Travel Options
The cheapest way to get from Chicago to Gustavia is to fly which costs $160 - $750 and takes 9h 20m.
The fastest way to get from Chicago to Gustavia is to fly which takes 9h 20m and costs $160 - $750.
The distance between Chicago and Gustavia is 3650 km.
It takes approximately 9h 59m to get from Chicago to Gustavia, including transfers.
Gustavia is 1h ahead of Chicago. It is currently 11:00 PM in Chicago and 12:00 AM in Gustavia.
There are 475+ hotels available in Gustavia.
What companies run services between Chicago, IL, USA and Gustavia, Saint Barthélemy?
United Airlines, Winair, and five other airlines fly from Chicago O'Hare International Airport (ORD) to Gustaf Iii Airport (SBH) 4 times a day.
- Website
- flytradewind.com
Flights from Chicago O'Hare International Airport to Gustaf Iii Airport via San Juan
- Ave. Duration
- 7h 13m
- When
- Every day
- Estimated price
- $160–700
Flights from Chicago Midway International Airport to Gustaf Iii Airport via San Juan
- Ave. Duration
- 6h 52m
- When
- Saturday
- Estimated price
- $250–1,100
Flights from Chicago Midway International Airport to Gustaf Iii Airport via Indianapolis, San Juan
- Ave. Duration
- 13h 2m
- When
- Friday
- Estimated price
- $250–1,100
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Princess Juliana International Airport
- Ave. Duration
- 5h 20m
- When
- Saturday
- Estimated price
- $140–600
Flights from Chicago O'Hare International Airport to Princess Juliana International Airport via Charlotte
- Ave. Duration
- 7h 11m
- When
- Thursday, Friday, and Sunday
- Estimated price
- $140–600
Flights from Chicago O'Hare International Airport to Princess Juliana International Airport via Miami
- Ave. Duration
- 7h 27m
- 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 10m
- When
- Monday, Tuesday, Thursday, Friday, and Sunday
- Estimated price
- $220–950
Flights from Chicago Midway International Airport to Princess Juliana International Airport via Baltimore
- Ave. Duration
- 7h 12m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $220–900
- Website
- fly-winair.sx
Flights from Chicago O'Hare International Airport to Gustaf Iii Airport via Princess Juliana International Airport
- Ave. Duration
- 6h 37m
- When
- Saturday
- Estimated price
- $160–700
Flights from Chicago O'Hare International Airport to Gustaf Iii Airport via Atlanta, Princess Juliana International Airport
- Ave. Duration
- 8h 33m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $170–700
Flights from Chicago Midway International Airport to Gustaf Iii Airport via Orlando, Princess Juliana International Airport
- Ave. Duration
- 8h 20m
- When
- Monday, Tuesday, Thursday, Friday, and Sunday
- Estimated price
- $260–1,100
- Website
- united.com
Flights from Chicago O'Hare International Airport to Princess Juliana International Airport
- Ave. Duration
- 5h 17m
- When
- Saturday
- Estimated price
- $140–600
- 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
- $220–950
- Website
- capeair.com
Flights from Chicago O'Hare International Airport to Gustaf Iii Airport via Charlotte Amalie
- Ave. Duration
- 7h 25m
- When
- Saturday and Sunday
- Estimated price
- $160–700
- Phone
- +1 264 584 8504
- [email protected]
- Website
- Calypso Charters
Ferry from Anguilla to Saint Barthélemy
- Ave. Duration
- 45 min
- Frequency
- Hourly
- Estimated price
- $2,200
- Website
- Calypso Charters
Ferry from Anguilla to Saint Barthélemy
- Ave. Duration
- 45 min
- Frequency
- Hourly
- Estimated price
- $2,200
- Website
- Calypso Charters
Want to know more about travelling around St. Barthélemy
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