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 39m$2,368–3,105Fly 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 8m$222–1,005Fly 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 14m$2,398–3,455Fly 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 59m$392–1,005
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 $220 - $1,000 and takes 9h 8m.
The fastest way to get from Chicago to Gustavia is to fly which takes 8h 59m and costs $390 - $1,000.
The distance between Chicago and Gustavia is 3650 km.
It takes approximately 9h 39m to get from Chicago to Gustavia, including transfers.
Gustavia is 1h ahead of Chicago. It is currently 3:57 PM in Chicago and 4:57 PM in Gustavia.
There are 486+ hotels available in Gustavia.
What companies run services between Chicago, IL, USA and Gustavia, Saint Barthélemy?
American Airlines, St Barth Commuter, and six other airlines fly from Chicago O'Hare International Airport (ORD) to Gustaf Iii Airport (SBH) every 4 hours.
- Website
- fly-winair.sx
Flights from Chicago O'Hare International Airport to Gustaf Iii Airport via Princess Juliana International Airport
- Ave. Duration
- 6h 20m
- When
- Saturday and Sunday
- Estimated price
- $150–700
Flights from Chicago O'Hare International Airport to Gustaf Iii Airport via Charlotte, Princess Juliana International Airport
- Ave. Duration
- 8h 5m
- When
- Saturday
- Estimated price
- $150–700
Flights from Chicago O'Hare International Airport to Gustaf Iii Airport via Atlanta, Princess Juliana International Airport
- Ave. Duration
- 8h 26m
- When
- Every day
- Estimated price
- $160–700
Flights from Chicago Midway International Airport to Gustaf Iii Airport via Atlanta, Princess Juliana International Airport
- Ave. Duration
- 8h
- When
- Every day
- Estimated price
- $230–1,000
Flights from Chicago Midway International Airport to Gustaf Iii Airport via Orlando, Princess Juliana International Airport
- Ave. Duration
- 8h 35m
- When
- Monday
- Estimated price
- $230–1,100
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Princess Juliana International Airport
- Ave. Duration
- 4h 54m
- When
- Saturday
- Estimated price
- $120–550
Flights from Chicago O'Hare International Airport to Princess Juliana International Airport via Charlotte
- Ave. Duration
- 7h 7m
- When
- Every day
- Estimated price
- $120–550
Flights from Chicago O'Hare International Airport to Princess Juliana International Airport via Miami
- Ave. Duration
- 7h 24m
- When
- Every day
- Estimated price
- $120–600
Flights from Chicago Midway International Airport to Princess Juliana International Airport via Miami
- Ave. Duration
- 8h 28m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $180–850
- Website
- flytradewind.com
Flights from Chicago O'Hare International Airport to Gustaf Iii Airport via San Juan
- Ave. Duration
- 7h 18m
- When
- Every day
- Estimated price
- $150–700
Flights from Chicago Midway International Airport to Gustaf Iii Airport via San Juan
- Ave. Duration
- 6h 37m
- When
- Saturday and Sunday
- Estimated price
- $220–1,000
- Website
- delta.com
Flights from Chicago Midway International Airport to Princess Juliana International Airport via Atlanta
- Ave. Duration
- 7h 43m
- When
- Every day
- Estimated price
- $180–800
- Website
- spirit.com
Flights from Chicago O'Hare International Airport to Princess Juliana International Airport via Fort Lauderdale
- Ave. Duration
- 7h 10m
- When
- Every day
- Estimated price
- $140–450
Flights from Chicago Midway International Airport to Princess Juliana International Airport via Fort Lauderdale
- Ave. Duration
- 6h 45m
- When
- Sunday
- Estimated price
- $290–1,000
- Website
- southwest.com
Flights from Chicago Midway International Airport to Princess Juliana International Airport via Orlando
- Ave. Duration
- 7h 20m
- When
- Monday to Friday
- Estimated price
- $180–800
Flights from Chicago Midway International Airport to Princess Juliana International Airport via Baltimore
- Ave. Duration
- 14h 10m
- When
- Friday
- Estimated price
- $170–800
- Website
- stbarthcommuter.com
Flights from Chicago O'Hare International Airport to Gustaf Iii Airport via Princess Juliana International Airport
- Ave. Duration
- 6h 11m
- When
- Saturday
- Estimated price
- $150–700
Flights from Chicago O'Hare International Airport to Gustaf Iii Airport via Charlotte, Princess Juliana International Airport
- Ave. Duration
- 8h 30m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $150–700
- 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
- $120–550
- Website
- capeair.com
Flights from Chicago O'Hare International Airport to Gustaf Iii Airport via Charlotte Amalie
- Ave. Duration
- 7h 2m
- When
- Every day
- Estimated price
- $150–700
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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