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Cheap flights from Chicago to Gustavia from $349

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 5/2. 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
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
5:15 am - 5:20 pm
ORD
-
SBH
10h 05m2 stops
Multiple Airlines Logo
10:40 am - 11:47 pm
SBH
-
ORD
15h 07m2 stops
$765Multiple Airlines
Wed, Feb 18 - Mon, Feb 23
Multiple Airlines Logo
5:15 am - 5:05 pm
ORD
-
SBH
9h 50m2 stops
Multiple Airlines Logo
9:30 am - 11:47 pm
SBH
-
ORD
16h 17m2 stops
$857Multiple Airlines
Sat, Feb 7 - Sat, Feb 14
Multiple Airlines Logo
12:17 pm - 11:07 am
ORD
-
SBH
20h 50m1 stop
Multiple Airlines Logo
5:30 pm - 11:22 am
SBH
-
ORD
43h 52m2 stops
$1,068Multiple Airlines
Sun, Feb 22 - Sun, Mar 1
Multiple Airlines Logo
12:17 pm - 12:22 pm
ORD
-
SBH
22h 05m1 stop
Multiple Airlines Logo
5:30 pm - 11:47 pm
SBH
-
ORD
32h 17m2 stops
$1,069Multiple Airlines
Mon, Feb 23 - Mon, Mar 2
Multiple Airlines Logo
12:17 pm - 11:07 am
ORD
-
SBH
20h 50m1 stop
Multiple Airlines Logo
1:00 pm - 11:47 pm
SBH
-
ORD
12h 47m2 stops
$1,139Multiple Airlines
Sat, Feb 7 - Sat, Feb 14
Multiple Airlines Logo
5:15 am - 11:25 am
ORD
-
SBH
29h 10m2 stops
Multiple Airlines Logo
9:40 am - 4:43 pm
SBH
-
ORD
8h 03m1 stop
$1,170Multiple Airlines
Thu, Mar 26 - Thu, Apr 2
Multiple Airlines Logo
5:15 am - 9:20 am
ORD
-
SBH
26h 05m2 stops
Multiple Airlines Logo
3:00 pm - 3:48 pm
SBH
-
ORD
26h 48m1 stop
$1,209Multiple Airlines
Wed, Feb 18 - Mon, Feb 23
Multiple Airlines Logo
5:38 pm - 9:20 am
ORD
-
SBH
38h 42m2 stops
Multiple Airlines Logo
9:40 am - 5:45 am
SBH
-
ORD
21h 05m1 stop
$1,215Multiple Airlines
Thu, Mar 19 - Thu, Mar 26
Multiple Airlines Logo
7:30 pm - 7:52 am
ORD
-
SBH
11h 22m1 stop
Multiple Airlines Logo
5:30 pm - 11:41 pm
SBH
-
ORD
31h 11m2 stops
$1,226Multiple Airlines
Sat, Mar 14 - Fri, Mar 20
Multiple Airlines Logo
5:15 am - 3:10 pm
ORD
-
SBH
8h 55m2 stops
Multiple Airlines Logo
9:50 am - 4:37 pm
SBH
-
ORD
7h 47m1 stop
$1,238Multiple Airlines
Tue, May 19 - Sun, May 24

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 January 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

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Wed 2/18

5:15 am-5:20 pm

2 stops10h 05m

Gustavia St Barthelemy

Mon 2/23

10:40 am-11:47 pm

2 stops15h 07m

$765

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Sat 2/7

5:15 am-5:05 pm

2 stops9h 50m

Gustavia St Barthelemy

Sat 2/14

9:30 am-11:47 pm

2 stops16h 17m

$857

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Sun 2/22

12:17 pm-11:07 am

1 stop20h 50m

Gustavia St Barthelemy

Sun 3/1

5:30 pm-11:22 am

2 stops43h 52m

$1,068

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Mon 2/23

12:17 pm-12:22 pm

1 stop22h 05m

Gustavia St Barthelemy

Mon 3/2

5:30 pm-11:47 pm

2 stops32h 17m

$1,069

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Sat 2/7

12:17 pm-11:07 am

1 stop20h 50m

Gustavia St Barthelemy

Sat 2/14

1:00 pm-11:47 pm

2 stops12h 47m

$1,139

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Thu 3/26

5:15 am-11:25 am

2 stops29h 10m

Gustavia St Barthelemy

Thu 4/2

9:40 am-4:43 pm

1 stop8h 03m

$1,170

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Wed 2/18

5:15 am-9:20 am

2 stops26h 05m

Gustavia St Barthelemy

Mon 2/23

3:00 pm-3:48 pm

1 stop26h 48m

$1,209

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Thu 3/19

5:38 pm-9:20 am

2 stops38h 42m

Gustavia St Barthelemy

Thu 3/26

9:40 am-5:45 am

1 stop21h 05m

$1,215

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Sat 3/14

7:30 pm-7:52 am

1 stop11h 22m

Gustavia St Barthelemy

Fri 3/20

5:30 pm-11:41 pm

2 stops31h 11m

$1,226

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Tue 5/19

5:15 am-3:10 pm

2 stops8h 55m

Gustavia St Barthelemy

Sun 5/24

9:50 am-4:37 pm

1 stop7h 47m

$1,238

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 resultsSorted by cheapest first
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See travel insights to Gustavia from

How to get the cheapest flight ticket from Chicago to Gustavia

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Chicago to Gustavia St Barthelemy?

Cape Air is the most popular carrier operating from Chicago to Gustavia St Barthelemy

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 05m

Direct flights

None
The fastest flight from Chicago to Gustavia takes 10h 05m
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 05m 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.

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