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Gustavia

$908+ Cheap flights from Chicago (CHI) to Gustavia (SBH)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SBH
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Find flight deals from Chicago to Gustavia

Cheapest flights from Chicago to Gustavia
Explore the most affordable flight options available from Chicago to Gustavia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 28, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/116:15 amORD - SBH
2 stops49h 00mMultiple Airlines
Thu 12/183:40 pmSBH - ORD
1 stop9h 41mMultiple Airlines
Deal found 10/27$908
This Trip.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/55:00 amORD - SBH
2 stops10h 20mMultiple Airlines
Sat 12/1312:50 pmSBH - ORD
2 stops13h 19mMultiple Airlines
Deal found 10/26$916
This American Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/62:42 pmORD - SBH
2 stops16h 40mMultiple Airlines
Sat 12/138:25 amSBH - ORD
1 stop13h 04mMultiple Airlines
Deal found 10/28$1,222
This United deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/118:55 amORD - SBH
1 stop20h 57mMultiple Airlines
Tue 11/188:25 amSBH - ORD
1 stop13h 55mMultiple Airlines
Deal found 10/28$1,272

Cheap flight deals from Chicago to Gustavia

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Gustavia (SBH). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$908
(Kiwi.com)
Provider with most accurate pricing for Chicago (CHI)-Gustavia St Barthelemy flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Gustavia St Barthelemy flights.
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From Chicago (CHI) to Gustavia St Barthelemy
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Gustavia that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 28, 2025.
Use the filters below to find and compare flights from Chicago to Gustavia that are best for you.

Fly from

Chicago

Fly to

Gustavia

Route

Depart

Return

Price

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Thu 12/11

6:15 am-9:15 am

2 stops49h 00m

Gustavia St Barthelemy

Thu 12/18

3:40 pm-11:21 pm

1 stop9h 41m

$908

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Fri 12/5

5:00 am-5:20 pm

2 stops10h 20m

Gustavia St Barthelemy

Sat 12/13

12:50 pm-12:09 am

2 stops13h 19m

$916

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Sun 1/18

11:42 am-9:15 am

2 stops43h 33m

Gustavia St Barthelemy

Sun 1/25

5:45 pm-6:00 pm

1 stop26h 15m

$931

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Sun 1/18

4:35 pm-7:52 am

1 stop13h 17m

Gustavia St Barthelemy

Fri 1/23

5:35 pm-11:42 pm

2 stops32h 07m

$975

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Sun 1/18

4:35 pm-7:52 am

1 stop13h 17m

Gustavia St Barthelemy

Sat 1/24

2:20 pm-11:42 pm

2 stops11h 22m

$1,008

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Sat 1/17

4:35 pm-7:52 am

1 stop13h 17m

Gustavia St Barthelemy

Fri 1/23

5:35 pm-11:42 pm

2 stops32h 07m

$1,009

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Sat 1/17

4:35 pm-7:52 am

1 stop13h 17m

Gustavia St Barthelemy

Sat 1/24

12:45 pm-11:42 pm

2 stops12h 57m

$1,042

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Thu 1/29

2:00 pm-12:35 pm

3 stops20h 35m

Gustavia St Barthelemy

Mon 2/2

11:30 am-11:42 pm

2 stops14h 12m

$1,122

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Compare providers for flights from Chicago to Gustavia

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Gustavia in October.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Gustavia flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Gustavia flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Gustavia flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Gustavia flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Gustavia flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Gustavia

Have a flexible travel schedule? Discover the best time to fly to Gustavia from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Gustavia
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Gustavia. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Gustavia from Chicago?

    Located just 0.7 mi from the city center, Gustavia St Barthelemy is the airport most travelers will use when flying to Gustavia from Chicago. Booking flights from Chicago to St Barthelemy (SBH) should be relatively easy as there are 0 daily inbound flights from Chicago from 0 different airlines.

  • Can I find deals for flights from Chicago to Gustavia that include hotel bookings?

    Yes. In addition to deals on Chicago to Gustavia flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Gustavia?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Gustavia.

  • Can I find deals for business class flights from Chicago to Gustavia?

    Yes. Cheapflights offers flight deals from Chicago to Gustavia by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Alternative routes for Chicago to Gustavia

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O'Hare Intl to Gustavia flights

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