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Cheap flights from Chicago to Gustavia from $350

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Gustavia departing on 4/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Find the cheapest flights from Chicago to Gustavia

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
5:05 am - 4:00 pm
ORD
-
SBH
9h 55m
2 stops
Multiple Airlines Logo
12:00 pm - 11:17 pm
SBH
-
ORD
12h 17m
2 stops
$983Multiple Airlines
Thu, Apr 9 - Sun, Apr 12
Multiple Airlines Logo
7:15 pm - 11:30 am
ORD
-
SBH
39h 15m
2 stops
Multiple Airlines Logo
4:45 pm - 12:25 am
SBH
-
ORD
8h 40m
1 stop
$1,043Multiple Airlines
Fri, May 15 - Fri, May 22
Multiple Airlines Logo
11:25 am - 5:15 pm
ORD
-
SBH
28h 50m
3 stops
Multiple Airlines Logo
11:45 am - 11:17 pm
SBH
-
ORD
12h 32m
2 stops
$1,067Multiple Airlines
Thu, Apr 9 - Sun, Apr 12
Multiple Airlines Logo
1:27 pm - 10:30 am
ORD
-
SBH
44h 03m
2 stops
Multiple Airlines Logo
8:20 am - 3:08 pm
SBH
-
ORD
7h 48m
1 stop
$1,086Multiple Airlines
Wed, Apr 22 - Wed, Apr 29
Multiple Airlines Logo
5:05 am - 11:35 am
ORD
-
SBH
29h 30m
2 stops
Multiple Airlines Logo
8:20 am - 3:08 pm
SBH
-
ORD
7h 48m
1 stop
$1,088Multiple Airlines
Tue, Apr 14 - Tue, Apr 21
Multiple Airlines Logo
11:25 am - 4:10 pm
ORD
-
SBH
27h 45m
3 stops
Multiple Airlines Logo
12:20 pm - 8:50 am
SBH
-
ORD
21h 30m
3 stops
$1,102Multiple Airlines
Wed, Apr 1 - Mon, Apr 6
Multiple Airlines Logo
7:15 pm - 9:20 am
ORD
-
SBH
37h 05m
2 stops
Multiple Airlines Logo
6:10 pm - 3:08 pm
SBH
-
ORD
21h 58m
1 stop
$1,110Multiple Airlines
Wed, Apr 15 - Tue, Apr 21
Multiple Airlines Logo
10:00 am - 5:52 pm
ORD
-
SBH
6h 52m
1 stop
Multiple Airlines Logo
4:30 pm - 12:24 am
SBH
-
ORD
32h 54m
2 stops
$1,127Multiple Airlines
Mon, Apr 20 - Mon, Apr 27
Multiple Airlines Logo
6:01 pm - 4:10 pm
ORD
-
SBH
21h 09m
3 stops
Multiple Airlines Logo
8:30 am - 8:01 am
SBH
-
ORD
24h 31m
3 stops
$1,145Multiple Airlines
Sat, Mar 21 - Sat, Mar 28
Multiple Airlines Logo
11:25 am - 5:15 pm
ORD
-
SBH
28h 50m
3 stops
Multiple Airlines Logo
9:35 am - 5:45 am
SBH
-
ORD
21h 10m
3 stops
$1,194Multiple Airlines
Thu, Apr 9 - Sun, Apr 12

momondo 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, momondo users made 832,500 searches. Data last updated March 10, 2026.
Use the filters below to find and compare flights from Chicago to Gustavia that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Thu 4/9

5:05 am-4:00 pm

2 stops9h 55m

Gustavia St Barthelemy

Sun 4/12

12:00 pm-11:17 pm

2 stops12h 17m

$983

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Fri 5/15

7:15 pm-11:30 am

2 stops39h 15m

Gustavia St Barthelemy

Fri 5/22

4:45 pm-12:25 am

1 stop8h 40m

$1,043

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Thu 4/9

11:25 am-5:15 pm

3 stops28h 50m

Gustavia St Barthelemy

Sun 4/12

11:45 am-11:17 pm

2 stops12h 32m

$1,067

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Wed 4/22

1:27 pm-10:30 am

2 stops44h 03m

Gustavia St Barthelemy

Wed 4/29

8:20 am-3:08 pm

1 stop7h 48m

$1,086

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Tue 4/14

5:05 am-11:35 am

2 stops29h 30m

Gustavia St Barthelemy

Tue 4/21

8:20 am-3:08 pm

1 stop7h 48m

$1,088

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Wed 4/1

11:25 am-4:10 pm

3 stops27h 45m

Gustavia St Barthelemy

Mon 4/6

12:20 pm-8:50 am

3 stops21h 30m

$1,102

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Wed 4/15

7:15 pm-9:20 am

2 stops37h 05m

Gustavia St Barthelemy

Tue 4/21

6:10 pm-3:08 pm

1 stop21h 58m

$1,110

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Mon 4/20

10:00 am-5:52 pm

1 stop6h 52m

Gustavia St Barthelemy

Mon 4/27

4:30 pm-12:24 am

2 stops32h 54m

$1,127

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Sat 3/21

6:01 pm-4:10 pm

3 stops21h 09m

Gustavia St Barthelemy

Sat 3/28

8:30 am-8:01 am

3 stops24h 31m

$1,145

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Thu 4/9

11:25 am-5:15 pm

3 stops28h 50m

Gustavia St Barthelemy

Sun 4/12

9:35 am-5:45 am

3 stops21h 10m

$1,194

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
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When to book flights from Chicago to Gustavia

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Gustavia according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Gustavia (CHI to SBH) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Gustavia

Fastest flight time

10h 10m

Direct flights

None
The fastest flight from Chicago to Gustavia takes 10h 10m
There are no direct flights from Chicago to Gustavia. There are no popular flight routes from Chicago to Gustavia.
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  • How far is Chicago to Gustavia St Barthelemy by plane?

    A flight from Chicago to Gustavia St Barthelemy will travel around 2206.5 mi. Typically, this will take 10h 10m by plane in normal conditions.

  • When did momondo last update prices for flights from Chicago to Gustavia St Barthelemy Airport?

    Prices for flights from Chicago to Gustavia St Barthelemy Airport refresh daily.

  • How old do you have to be to fly from Chicago to Gustavia St Barthelemy Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Gustavia St Barthelemy Airport.

  • What documentation or ID do you need to fly to Gustavia St Barthelemy Airport?

    The travel and health documents you'll need for your trip to Gustavia St Barthelemy Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Gustavia St Barthelemy Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • How do I get Price Alerts for flights from Chicago to Gustavia?

    You can take advantage of momondo’s Price Alerts by first searching for your flights to Chicago from Gustavia. Flight offers will be shown to you in real-time. From there you can create a Price Alert by using our on-site widget.

  • How can I save money on flights from Chicago to Gustavia with momondo?

    With “Price Forecast”, learn how soon you should book your flight in advance. Down to the day of week and time of day, our information can inform you on the ideal time to book to save on your travel. Our “Price Calendar” shows you at a quick glance when to book your travel for lower rates. By setting “Price Alerts” you can monitor changes in price and target the ideal time to book. Search for your trip destination by budget amount via our “Explore” feature. Whether you’re looking for ideas for your next travel adventure or cost-cutting tips, our “Discover” content is a great place to start.

  • How does momondo find its flight prices?

    We aggregate our prices from over 700+ competitors from airlines to OTAs. We operate in over 30 markets worldwide to show you a wide range of travel options.

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Gustavia?

It is quick and easy to find Chicago to Gustavia flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Gustavia that suits you.

Can I find flights from Chicago to Gustavia with flexible booking policies on momondo?

All flight searches from Chicago to Gustavia on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Chicago to Gustavia?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Gustavia from Chicago.

I’m not ready to book a flight from Chicago to Gustavia right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Gustavia now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Gustavia and let you know when they change.

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Find better results for your trip to Saint Barthélemy

Cabin classes currently available on flights to Gustavia

List of cabin classes available on flights landing in Gustavia. Availability may vary depending on flight origin and airline.
First Class to Gustavia
Business Class to Gustavia