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Cheap flights from Chicago to Gustavia from $586

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 5/1. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
7:59 pm - 5:15 pmORD-SBH
19h 16m2 stops
Multiple Airlines Logo
10:40 am - 12:18 amSBH-ORD
15h 38m2 stops
$774Multiple Airlines
Find Deal
Wed, Feb 25 - Sun, Mar 1
Multiple Airlines Logo
4:47 pm - 11:15 amORD-SBH
17h 28m3 stops
Multiple Airlines Logo
9:30 am - 11:41 pmSBH-ORD
15h 11m2 stops
$780Multiple Airlines
Find Deal
Tue, Mar 17 - Tue, Mar 24
Multiple Airlines Logo
7:41 pm - 5:15 pmORD-SBH
20h 34m2 stops
Multiple Airlines Logo
9:30 am - 11:41 pmSBH-ORD
15h 11m2 stops
$784Multiple Airlines
Find Deal
Tue, Mar 17 - Tue, Mar 24
Multiple Airlines Logo
7:41 pm - 5:15 pmORD-SBH
20h 34m2 stops
Multiple Airlines Logo
9:30 am - 11:41 pmSBH-ORD
15h 11m2 stops
$792Multiple Airlines
Find Deal
Tue, Mar 17 - Tue, Mar 24
Multiple Airlines Logo
7:59 pm - 5:15 pmORD-SBH
19h 16m2 stops
Multiple Airlines Logo
12:45 pm - 9:12 amSBH-ORD
22h 27m3 stops
$821Multiple Airlines
Find Deal
Wed, Feb 25 - Sun, Mar 1
Multiple Airlines Logo
4:47 pm - 11:30 amORD-SBH
17h 43m3 stops
Multiple Airlines Logo
9:30 am - 1:01 pmSBH-ORD
28h 31m3 stops
$822Multiple Airlines
Find Deal
Tue, Mar 17 - Tue, Mar 24
Multiple Airlines Logo
5:40 am - 7:52 amORD-SBH
24h 12m1 stop
Multiple Airlines Logo
5:35 pm - 12:09 amSBH-ORD
32h 34m2 stops
$869Multiple Airlines
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Wed, Dec 10 - Tue, Dec 16
Multiple Airlines Logo
8:22 pm - 11:15 amORD-SBH
36h 53m2 stops
Multiple Airlines Logo
5:40 pm - 4:37 pmSBH-ORD
24h 57m1 stop
$875Multiple Airlines
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Fri, Jan 9 - Fri, Jan 16
Multiple Airlines Logo
12:22 pm - 7:52 amORD-SBH
17h 30m1 stop
Multiple Airlines Logo
1:00 pm - 12:18 amSBH-ORD
13h 18m2 stops
$923Multiple Airlines
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Mon, Feb 16 - Sat, Feb 21
Multiple Airlines Logo
6:25 pm - 7:52 amORD-SBH
12h 27m1 stop
Multiple Airlines Logo
9:30 am - 11:41 pmSBH-ORD
15h 11m2 stops
$932Multiple Airlines
Find Deal
Tue, Mar 17 - Tue, Mar 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 November 26, 2025.
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 2/25

7:59 pm-5:15 pm

2 stops19h 16m

Gustavia St Barthelemy

Sun 3/1

10:40 am-12:18 am

2 stops15h 38m

$774

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Tue 3/17

4:47 pm-11:15 am

3 stops17h 28m

Gustavia St Barthelemy

Tue 3/24

9:30 am-11:41 pm

2 stops15h 11m

$780

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Tue 3/17

7:41 pm-5:15 pm

2 stops20h 34m

Gustavia St Barthelemy

Tue 3/24

9:30 am-11:41 pm

2 stops15h 11m

$784

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Tue 3/17

7:41 pm-5:15 pm

2 stops20h 34m

Gustavia St Barthelemy

Tue 3/24

9:30 am-11:41 pm

2 stops15h 11m

$792

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Wed 2/25

7:59 pm-5:15 pm

2 stops19h 16m

Gustavia St Barthelemy

Sun 3/1

12:45 pm-9:12 am

3 stops22h 27m

$821

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Tue 3/17

4:47 pm-11:30 am

3 stops17h 43m

Gustavia St Barthelemy

Tue 3/24

9:30 am-1:01 pm

3 stops28h 31m

$822

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Wed 12/10

5:40 am-7:52 am

1 stop24h 12m

Gustavia St Barthelemy

Tue 12/16

5:35 pm-12:09 am

2 stops32h 34m

$869

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Fri 1/9

8:22 pm-11:15 am

2 stops36h 53m

Gustavia St Barthelemy

Fri 1/16

5:40 pm-4:37 pm

1 stop24h 57m

$875

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Mon 2/16

12:22 pm-7:52 am

1 stop17h 30m

Gustavia St Barthelemy

Sat 2/21

1:00 pm-12:18 am

2 stops13h 18m

$923

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Tue 3/17

6:25 pm-7:52 am

1 stop12h 27m

Gustavia St Barthelemy

Tue 3/24

9:30 am-11:41 pm

2 stops15h 11m

$932

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 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?

Winair, Tradewind, and KLM are the most popular carriers 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

17h 28m

Direct flights

None
The fastest flight from Chicago to Gustavia takes 17h 28m
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 7h 34m 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