HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Gustavia

$894+ 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 9/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SBH
Aug 25 — Sep 11
Mon 8/25
Mon 9/1
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Gustavia with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 August 20, 2025.

Round-trip from

$894
(Mytrip)
From Chicago (CHI) to Gustavia St Barthelemy
Search Deals

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 August 20, 2025.

This Mytrip deal was found by Cheapflights users on 8/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/15:05 amORD - SBH
2 stops11h 05mMultiple Airlines
Mon 9/812:50 pmSBH - ORD
2 stops10h 58mMultiple Airlines
Deal found 8/19$894
This Kiwi.com deal was found by Cheapflights users on 8/19. 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.
Fri 10/245:05 amORD - SBH
2 stops27h 10mMultiple Airlines
Tue 10/285:30 pmSBH - ORD
1 stop20h 01mMultiple Airlines
Deal found 8/19$956
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Fri 10/35:05 amORD - SBH
2 stops9h 55mMultiple Airlines
Tue 10/74:05 pmSBH - ORD
1 stop21h 26mMultiple Airlines
Deal found 8/18$962
This American Airlines deal was found by Cheapflights users on 8/19. 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 12/611:57 amORD - SBH
2 stops17h 55mMultiple Airlines
Sat 12/138:25 amSBH - ORD
1 stop13h 20mMultiple Airlines
Deal found 8/19$1,278

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 August 20, 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

Mon 9/1

5:05 am-5:10 pm

2 stops11h 05m

Gustavia St Barthelemy

Mon 9/8

12:50 pm-10:48 pm

2 stops10h 58m

$894

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Fri 10/24

5:05 am-9:15 am

2 stops27h 10m

Gustavia St Barthelemy

Tue 10/28

5:30 pm-12:31 pm

1 stop20h 01m

$956

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Fri 10/3

5:05 am-4:00 pm

2 stops9h 55m

Gustavia St Barthelemy

Tue 10/7

4:05 pm-12:31 pm

1 stop21h 26m

$962

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Sat 1/17

2:45 pm-7:52 am

2 stops15h 07m

Gustavia St Barthelemy

Tue 1/20

5:45 pm-9:37 am

2 stops17h 52m

$1,231

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/19

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Gustavia

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Gustavia flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.