Cheap flights from Chicago to Gustavia from $913

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Gustavia departing on 10/18. 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 (CHI-SBH)

Cheap round-trip flights

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3:07 pm - 9:15 amORD-SBH
41h 08m2 stops
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5:35 pm - 6:36 pmSBH-ORD
50h 01m2 stops
Sat, Oct 18 - Sun, Oct 26
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6:44 pm - 9:15 amORD-SBH
37h 31m2 stops
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11:25 am - 11:56 pmSBH-ORD
13h 31m1 stop
Fri, Sep 12 - Fri, Sep 19
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5:05 am - 9:15 amORD-SBH
27h 10m2 stops
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9:55 am - 11:57 pmSBH-ORD
15h 02m1 stop
$1,007
Find Deal
Mon, Oct 13 - Mon, Oct 20
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5:05 am - 4:05 pmORD-SBH
10h 00m2 stops
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11:25 am - 9:58 pmSBH-ORD
11h 33m2 stops
$1,010
Find Deal
Fri, Sep 12 - Thu, Sep 18
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5:05 am - 4:05 pmORD-SBH
10h 00m2 stops
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11:25 am - 11:56 pmSBH-ORD
13h 31m1 stop
$1,025
Find Deal
Fri, Sep 12 - Thu, Sep 18
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5:05 am - 4:05 pmORD-SBH
10h 00m2 stops
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10:20 am - 9:58 pmSBH-ORD
12h 38m2 stops
$1,032
Find Deal
Fri, Sep 12 - Fri, Sep 19
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5:05 am - 4:05 pmORD-SBH
10h 00m2 stops
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10:20 am - 10:52 amSBH-ORD
25h 32m3 stops
$1,086
Find Deal
Fri, Sep 12 - Fri, Sep 19
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5:05 am - 4:05 pmORD-SBH
10h 00m2 stops
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5:25 pm - 11:56 pmSBH-ORD
31h 31m3 stops
$1,104
Find Deal
Fri, Sep 12 - Thu, Sep 18
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3:15 pm - 9:22 amORD-SBH
16h 07m1 stop
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5:50 pm - 10:45 amSBH-ORD
18h 55m1 stop
$1,227
Find Deal
Sat, Jan 24 - Thu, Jan 29
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1:51 pm - 7:52 amORD-SBH
16h 01m2 stops
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5:50 pm - 10:45 amSBH-ORD
18h 55m1 stop
$1,231
Find Deal
Sat, Jan 24 - Thu, Jan 29

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 August 31, 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

Sat 10/18

3:07 pm-9:15 am

2 stops41h 08m

Gustavia St Barthelemy

Sun 10/26

5:35 pm-6:36 pm

2 stops50h 01m

$913

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Fri 9/12

6:44 pm-9:15 am

2 stops37h 31m

Gustavia St Barthelemy

Fri 9/19

11:25 am-11:56 pm

1 stop13h 31m

$976

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Mon 10/13

5:05 am-9:15 am

2 stops27h 10m

Gustavia St Barthelemy

Mon 10/20

9:55 am-11:57 pm

1 stop15h 02m

$1,007

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Fri 9/12

5:05 am-4:05 pm

2 stops10h 00m

Gustavia St Barthelemy

Thu 9/18

11:25 am-9:58 pm

2 stops11h 33m

$1,010

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Fri 9/12

5:05 am-4:05 pm

2 stops10h 00m

Gustavia St Barthelemy

Thu 9/18

11:25 am-11:56 pm

1 stop13h 31m

$1,025

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Fri 9/12

5:05 am-4:05 pm

2 stops10h 00m

Gustavia St Barthelemy

Fri 9/19

10:20 am-9:58 pm

2 stops12h 38m

$1,032

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Fri 9/12

5:05 am-4:05 pm

2 stops10h 00m

Gustavia St Barthelemy

Fri 9/19

10:20 am-10:52 am

3 stops25h 32m

$1,086

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Fri 9/12

5:05 am-4:05 pm

2 stops10h 00m

Gustavia St Barthelemy

Thu 9/18

5:25 pm-11:56 pm

3 stops31h 31m

$1,104

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Sat 1/24

3:15 pm-9:22 am

1 stop16h 07m

Gustavia St Barthelemy

Thu 1/29

5:50 pm-10:45 am

1 stop18h 55m

$1,227

ChicagoGustavia

ORD - SBH

ORDSBH

Chicago O'Hare Intl

Sat 1/24

1:51 pm-7:52 am

2 stops16h 01m

Gustavia St Barthelemy

Thu 1/29

5:50 pm-10:45 am

1 stop18h 55m

$1,231

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

Direct flights

None
There are no direct flights from Chicago to Gustavia. There are no popular flight routes 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 00m 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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1 adult
Fri 9/5
Fri 9/12

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