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Cheap flights from Chicago to Gustavia from $949

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago to Gustavia

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
8:40 pm - 5:35 pmORD  Chicago O'Hare Intl-SBH Gustavia St Barthelemy
19h 55m2 stops Toronto Pearson Intl Simpson Bay Princess Juliana
Multiple Airlines Logo
12:45 pm - 9:23 amSBH  Gustavia St Barthelemy-ORD Chicago O'Hare Intl
22h 38m2 stops Simpson Bay Princess Juliana Toronto Pearson Intl
$949Multiple Airlines
Mon, Oct 26 - Mon, Nov 2
Multiple Airlines Logo
8:40 pm - 5:35 pmORD  Chicago O'Hare Intl-SBH Gustavia St Barthelemy
19h 55m2 stops Toronto Pearson Intl Simpson Bay Princess Juliana
Multiple Airlines Logo
2:25 pm - 11:07 amSBH  Gustavia St Barthelemy-ORD Chicago O'Hare Intl
22h 42m3 stops Simpson Bay Princess Juliana Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
$993Multiple Airlines
Mon, Oct 26 - Mon, Nov 2
Multiple Airlines Logo
11:53 pm - 10:12 amORD  Chicago O'Hare Intl-SBH Gustavia St Barthelemy
8h 19m1 stop San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
4:35 pm - 11:40 amSBH  Gustavia St Barthelemy-ORD Chicago O'Hare Intl
45h 05m2 stops Simpson Bay Princess Juliana Toronto Pearson Intl
$1,372Multiple Airlines
Wed, Nov 25 - Sun, Nov 29
Multiple Airlines Logo
8:55 pm - 2:07 pmORD  Chicago O'Hare Intl-SBH Gustavia St Barthelemy
16h 12m2 stops Charlotte Douglas San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
8:20 am - 7:30 pmSBH  Gustavia St Barthelemy-ORD Chicago O'Hare Intl
13h 10m1 stop San Juan Luis Munoz Marin Intl
$1,384Multiple Airlines
Thu, Oct 29 - Thu, Nov 5
Multiple Airlines Logo
5:05 am - 5:12 pmORD  Chicago O'Hare Intl-SBH Gustavia St Barthelemy
11h 07m2 stops Miami San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
1:35 pm - 10:32 pmSBH  Gustavia St Barthelemy-ORD Chicago O'Hare Intl
10h 57m2 stops San Juan Luis Munoz Marin Intl Charlotte Douglas
$1,444Multiple Airlines
Thu, Oct 29 - Thu, Nov 5
Multiple Airlines Logo
5:00 am - 5:17 pmORD  Chicago O'Hare Intl-SBH Gustavia St Barthelemy
11h 17m2 stops Newark San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
5:35 pm - 9:00 amSBH  Gustavia St Barthelemy-ORD Chicago O'Hare Intl
16h 25m2 stops San Juan Luis Munoz Marin Intl Newark
$1,449Multiple Airlines
Tue, Oct 13 - Tue, Oct 20
Multiple Airlines Logo
8:13 am - 11:02 amORD  Chicago O'Hare Intl-SBH Gustavia St Barthelemy
25h 49m1 stop San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
1:35 pm - 12:44 amSBH  Gustavia St Barthelemy-ORD Chicago O'Hare Intl
13h 09m2 stops San Juan Luis Munoz Marin Intl Miami
$1,486Multiple Airlines
Mon, Oct 26 - Mon, Nov 2
Multiple Airlines Logo
8:13 am - 9:22 amORD  Chicago O'Hare Intl-SBH Gustavia St Barthelemy
24h 09m1 stop San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
8:20 am - 7:30 pmSBH  Gustavia St Barthelemy-ORD Chicago O'Hare Intl
13h 10m1 stop San Juan Luis Munoz Marin Intl
$1,528Multiple Airlines
Thu, Oct 29 - Thu, Nov 5
Multiple Airlines Logo
7:50 pm - 1:17 pmORD  Chicago O'Hare Intl-SBH Gustavia St Barthelemy
15h 27m2 stops Miami San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
1:35 pm - 11:59 pmSBH  Gustavia St Barthelemy-ORD Chicago O'Hare Intl
12h 24m2 stops San Juan Luis Munoz Marin Intl Charlotte Douglas
$1,540Multiple Airlines
Sun, Nov 15 - Thu, Nov 19
Multiple Airlines Logo
8:55 am - 5:17 pmORD  Chicago O'Hare Intl-SBH Gustavia St Barthelemy
7h 22m1 stop San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
3:55 pm - 8:05 pmSBH  Gustavia St Barthelemy-ORD Chicago O'Hare Intl
29h 10m1 stop San Juan Luis Munoz Marin Intl
$1,605Multiple Airlines
Tue, Oct 13 - Tue, Oct 20

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Use the filters below to find and compare flights from Chicago to Gustavia that are best for you.

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Price

Cheapest round-trip

ChicagoGustavia

ORD Chicago O'Hare Intl - SBH Gustavia St Barthelemy

ORDSBH

Chicago O'Hare Intl

Mon 10/26

8:40 pm-5:35 pm

2 stops19h 55m

Gustavia St Barthelemy

Mon 11/2

12:45 pm-9:23 am

2 stops22h 38m

$949

ChicagoGustavia

ORD Chicago O'Hare Intl - SBH Gustavia St Barthelemy

ORDSBH

Chicago O'Hare Intl

Mon 10/26

8:40 pm-5:35 pm

2 stops19h 55m

Gustavia St Barthelemy

Mon 11/2

2:25 pm-11:07 am

3 stops22h 42m

$993

ChicagoGustavia

ORD Chicago O'Hare Intl - SBH Gustavia St Barthelemy

ORDSBH

Chicago O'Hare Intl

Wed 11/25

11:53 pm-10:12 am

1 stop8h 19m

Gustavia St Barthelemy

Sun 11/29

4:35 pm-11:40 am

2 stops45h 05m

$1,372

ChicagoGustavia

ORD Chicago O'Hare Intl - SBH Gustavia St Barthelemy

ORDSBH

Chicago O'Hare Intl

Thu 10/29

8:55 pm-2:07 pm

2 stops16h 12m

Gustavia St Barthelemy

Thu 11/5

8:20 am-7:30 pm

1 stop13h 10m

$1,384
Quickest round-trip

ChicagoGustavia

ORD Chicago O'Hare Intl - SBH Gustavia St Barthelemy

ORDSBH

Chicago O'Hare Intl

Thu 10/29

5:05 am-5:12 pm

2 stops11h 07m

Gustavia St Barthelemy

Thu 11/5

1:35 pm-10:32 pm

2 stops10h 57m

$1,444

ChicagoGustavia

ORD Chicago O'Hare Intl - SBH Gustavia St Barthelemy

ORDSBH

Chicago O'Hare Intl

Tue 10/13

5:00 am-5:17 pm

2 stops11h 17m

Gustavia St Barthelemy

Tue 10/20

5:35 pm-9:00 am

2 stops16h 25m

$1,449

ChicagoGustavia

ORD Chicago O'Hare Intl - SBH Gustavia St Barthelemy

ORDSBH

Chicago O'Hare Intl

Mon 10/26

8:13 am-11:02 am

1 stop25h 49m

Gustavia St Barthelemy

Mon 11/2

1:35 pm-12:44 am

2 stops13h 09m

$1,486

ChicagoGustavia

ORD Chicago O'Hare Intl - SBH Gustavia St Barthelemy

ORDSBH

Chicago O'Hare Intl

Thu 10/29

8:13 am-9:22 am

1 stop24h 09m

Gustavia St Barthelemy

Thu 11/5

8:20 am-7:30 pm

1 stop13h 10m

$1,528

ChicagoGustavia

ORD Chicago O'Hare Intl - SBH Gustavia St Barthelemy

ORDSBH

Chicago O'Hare Intl

Sun 11/15

7:50 pm-1:17 pm

2 stops15h 27m

Gustavia St Barthelemy

Thu 11/19

1:35 pm-11:59 pm

2 stops12h 24m

$1,540

ChicagoGustavia

ORD Chicago O'Hare Intl - SBH Gustavia St Barthelemy

ORDSBH

Chicago O'Hare Intl

Tue 10/13

8:55 am-5:17 pm

1 stop7h 22m

Gustavia St Barthelemy

Tue 10/20

3:55 pm-8:05 pm

1 stop29h 10m

$1,605

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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

Best Price Found

$949

Fastest flight time

8h 19m

Direct flights

None
The best flight deal from Chicago to Gustavia found on momondo in the last 72 hours is $949
The fastest flight from Chicago to Gustavia takes 8h 19m
There are no direct flights from Chicago to Gustavia. There are no popular flight routes from Chicago to Gustavia.
Search flight deals

Frequently asked questions about flying from Chicago to Gustavia

  • 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 8h 19m 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.

Frequently asked questions about flying from Chicago to Gustavia

  • 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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