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 Midway International Airport to Princess Juliana International Airport, ferry
best- 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 42m$2,448–3,605Fly 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 24m$152–655Fly Chicago O'Hare International Airport to Princess Juliana International Airport, ferry
- 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$2,358–3,205Fly 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$262–1,105
Chicago Midway International Airport (MDW) 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 $150 - $700 and takes 9h 24m.
The fastest way to get from Chicago to Gustavia is to fly which takes 9h 24m and costs $150 - $700.
The distance between Chicago and Gustavia is 3615 km.
It takes approximately 11h 42m to get from Chicago to Gustavia, including transfers.
Gustavia is 2h ahead of Chicago. It is currently 11:21 AM in Chicago and 1:21 PM in Gustavia.
There are 480+ hotels available in Gustavia.
What companies run services between Chicago, IL, USA and Gustavia, Saint Barthélemy?
American Airlines, St Barth Commuter, and five other airlines fly from Chicago O'Hare International Airport (ORD) to Gustaf Iii Airport (SBH) twice daily.
- Website
- stbarthcommuter.com
Flights from Chicago O'Hare International Airport to Gustaf Iii Airport via Princess Juliana International Airport
- Ave. Duration
- 6h 39m
- When
- Saturday
- Estimated price
- $150–650
Flights from Chicago O'Hare International Airport to Gustaf Iii Airport via Atlanta, Princess Juliana International Airport
- Ave. Duration
- 8h 15m
- When
- Every day
- Estimated price
- $150–700
Flights from Chicago Midway International Airport to Gustaf Iii Airport via Orlando, Princess Juliana International Airport
- Ave. Duration
- 8h 52m
- When
- Every day
- Estimated price
- $270–1,200
- 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
- Website
- flytradewind.com
Flights from Chicago O'Hare International Airport to Gustaf Iii Airport via San Juan
- Ave. Duration
- 7h 15m
- When
- Every day
- Estimated price
- $150–650
Flights from Chicago Midway International Airport to Gustaf Iii Airport via San Juan
- Ave. Duration
- 6h 52m
- When
- Saturday
- Estimated price
- $260–1,100
- 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
- Website
- norwegian.com
Flights from Chicago O'Hare International Airport to Gustaf Iii Airport via Princess Juliana International Airport
- Ave. Duration
- 6h 50m
- When
- Saturday
- Estimated price
- $150–650
Flights from Chicago Midway International Airport to Gustaf Iii Airport via Orlando, Princess Juliana International Airport
- Ave. Duration
- 9h
- When
- Every day
- Estimated price
- $270–1,200
- 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
- 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
- Website
- fly-winair.sx
Flights from Chicago Midway International Airport to Gustaf Iii Airport via Orlando, Princess Juliana International Airport
- Ave. Duration
- 8h 30m
- When
- Every day
- Estimated price
- $270–1,200
- Phone
- +1 264 584 8504
- info@calypsochartersanguilla.com
- 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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