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 30m$2,368–3,205Fly Chicago Midway International Airport to Gustaf Iii Airport
cheapest- Fly from Chicago Midway International Airport (MDW) to Gustaf Iii Airport (SBH)plane MDW - SBH
9h 46m$232–1,105Fly 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 34m$2,408–3,455Fly Chicago O'Hare International Airport to Gustaf Iii Airport
- Fly from Chicago O'Hare International Airport (ORD) to Gustaf Iii Airport (SBH)plane ORD - SBH
8h 43m$392–905
Chicago O'Hare International Airport (ORD) to Princess Juliana International Airport (SXM) flights
Questions & Answers
The cheapest way to get from Chicago to Gustavia is to fly which costs $390 - $950 and takes 8h 43m.
The fastest way to get from Chicago to Gustavia is to fly which takes 8h 43m and costs $390 - $950.
The distance between Chicago and Gustavia is 3650 km.
It takes approximately 9h 30m to get from Chicago to Gustavia, including transfers.
Gustavia is 1h ahead of Chicago. It is currently 6:05 PM in Chicago and 7:05 PM in Gustavia.
There are 1217+ hotels available in Gustavia.
What companies run services between Chicago, IL, USA and Gustavia, Saint Barthélemy?
American Airlines, Winair, and seven other airlines fly from Chicago O'Hare International Airport (ORD) to Gustaf Iii Airport (SBH) 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
- $120–550
Flights from Chicago O'Hare International Airport to Princess Juliana International Airport via Charlotte
- Ave. Duration
- 7h 39m
- When
- Every day
- Estimated price
- $120–550
Flights from Chicago O'Hare International Airport to Princess Juliana International Airport via Miami
- Ave. Duration
- 8h 4m
- When
- Every day
- Estimated price
- $130–600
- 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
- $150–700
Flights from Chicago O'Hare International Airport to Gustaf Iii Airport via Fort Lauderdale, Princess Juliana International Airport
- Ave. Duration
- 8h 40m
- When
- Thursday, Saturday, and Sunday
- Estimated price
- $260–900
Flights from Chicago O'Hare International Airport to Gustaf Iii Airport via Atlanta, Princess Juliana International Airport
- Ave. Duration
- 8h 55m
- When
- Every day
- Estimated price
- $160–750
Flights from Chicago Midway International Airport to Gustaf Iii Airport via Atlanta, Princess Juliana International Airport
- Ave. Duration
- 8h 10m
- When
- Every day
- Estimated price
- $240–1,100
Flights from Chicago Midway International Airport to Gustaf Iii Airport via Orlando, Princess Juliana International Airport
- Ave. Duration
- 8h 40m
- When
- Every day
- Estimated price
- $240–1,100
- Website
- flytradewind.com
Flights from Chicago O'Hare International Airport to Gustaf Iii Airport via San Juan
- Ave. Duration
- 7h 8m
- When
- Every day
- Estimated price
- $160–850
- Website
- delta.com
Flights from Chicago Midway International Airport to Princess Juliana International Airport via Atlanta
- Ave. Duration
- 7h 5m
- When
- Every day
- Estimated price
- $180–800
- Website
- southwest.com
Flights from Chicago Midway International Airport to Princess Juliana International Airport via Orlando
- Ave. Duration
- 7h 25m
- When
- Every day
- Estimated price
- $190–850
Flights from Chicago Midway International Airport to Princess Juliana International Airport via Baltimore
- Ave. Duration
- 14h 10m
- When
- Friday
- Estimated price
- $180–800
- Website
- flexflight.dk
Flights from Chicago O'Hare International Airport to Gustaf Iii Airport via Fort Lauderdale, Princess Juliana International Airport
- Ave. Duration
- 8h 40m
- When
- Thursday, Saturday, and Sunday
- Estimated price
- $260–900
Flights from Chicago Midway International Airport to Gustaf Iii Airport via Orlando, Princess Juliana International Airport
- Ave. Duration
- 8h 40m
- When
- Every day
- Estimated price
- $240–1,100
- Website
- united.com
Flights from Chicago O'Hare International Airport to Princess Juliana International Airport
- Ave. Duration
- 5h 14m
- When
- Saturday
- Estimated price
- $120–550
- Website
- spirit.com
Flights from Chicago O'Hare International Airport to Princess Juliana International Airport via Fort Lauderdale
- Ave. Duration
- 7h 32m
- When
- Thursday, Saturday, and Sunday
- Estimated price
- $140–550
- Website
- stbarthcommuter.com
Flights from Chicago O'Hare International Airport to Gustaf Iii Airport via Princess Juliana International Airport
- Ave. Duration
- 6h 25m
- When
- Saturday
- Estimated price
- $150–700
- Website
- norwegian.com
Flights from Chicago Midway International Airport to Gustaf Iii Airport via San Juan
- Ave. Duration
- 7h 15m
- When
- Saturday
- Estimated price
- $230–1,100
Ferry from Anguilla to Saint Barthélemy
- Ave. Duration
- 45 min
- Frequency
- Hourly
- Estimated price
- $2,200
- Website
- https://www.calypsochartersanguilla.com/
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