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Simpson Bay

$75+ Cheap flights from Connecticut to Simpson Bay (SXM)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SXM
Mar 9 — Mar 161
Mon 3/9
Mon 3/16
1 adult, Economy
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Cheap flight deals from Connecticut to Simpson Bay

Cheapest flights from Connecticut to Simpson Bay
Explore the most affordable flight options available from Connecticut to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 7, 2026.

This Flysmarter deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:00 am
BDL
-
SXM
1 stop8h 15m
JetBlue
Tue 3/101:25 pm
SXM
-
BDL
1 stop10h 32m
JetBlue
Deal found 2/6$238
This American Airlines deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:33 pm
BDL
-
SXM
2 stops17h 56m
American Airlines
Tue 3/104:28 pm
SXM
-
BDL
2 stops17h 42m
American Airlines
Deal found 2/6$256
This Priceline deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/256:00 am
BDL
-
SXM
1 stop8h 15m
JetBlue
Wed 3/42:25 pm
SXM
-
BDL
1 stop10h 32m
JetBlue
Deal found 2/4$257
This KAYAK deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/256:30 am
PVD
-
SXM
1 stop7h 45m
JetBlue
Wed 3/42:25 pm
SXM
-
PVD
1 stop10h 13m
JetBlue
Deal found 2/4$261
This United Airlines deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/86:00 am
BDL
-
SXM
1 stop8h 57m
United Airlines
Wed 3/113:55 pm
SXM
-
BDL
1 stop8h 04m
United Airlines
Deal found 2/6$265
This KAYAK deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/236:04 am
BDL
-
SXM
1 stop7h 53m
JetBlue
Fri 3/273:02 pm
SXM
-
BDL
1 stop8h 00m
JetBlue
Deal found 2/6$269
This United Airlines deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/156:00 am
BDL
-
SXM
1 stop8h 57m
United Airlines
Wed 3/181:52 pm
SXM
-
BDL
2 stops19h 40m
United Airlines
Deal found 2/4$270
This American Airlines deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/198:25 am
BDL
-
SXM
1 stop6h 35m
American Airlines
Mon 3/234:01 pm
SXM
-
BDL
1 stop27h 51m
American Airlines
Deal found 2/6$271
This American Airlines deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/263:06 pm
BDL
-
SXM
1 stop20h 32m
American Airlines
Sat 5/23:32 pm
SXM
-
BDL
1 stop8h 53m
American Airlines
Deal found 2/6$272
This American Airlines deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/237:45 am
BDL
-
SXM
1 stop29h 00m
American Airlines
Wed 7/14:36 pm
SXM
-
BDL
2 stops17h 48m
American Airlines
Deal found 2/4$275
This American Airlines deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/85:24 pm
BDL
-
SXM
1 stop19h 52m
American Airlines
Thu 3/124:28 pm
SXM
-
BDL
2 stops15h 44m
American Airlines
Deal found 2/6$276
This American Airlines deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/13:06 pm
BDL
-
SXM
1 stop24h 26m
American Airlines
Thu 5/72:24 pm
SXM
-
BDL
2 stops17h 47m
American Airlines
Deal found 2/4$277

Find flight deals from Connecticut to Simpson Bay

Keep the following information in mind while searching for Connecticut to Simpson Bay flight deals. Data was last updated February 7, 2026.

Round-trip from

$238
(Flysmarter)

One-way from

$75
(Jetabroad)

Popular in

July

Cheapest in

October

Average price

$593
From Connecticut to Simpson Bay Princess Juliana
Search Deals
One-way flight from Connecticut to Simpson Bay Princess Juliana
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($57 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Connecticut to Simpson Bay 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, Cheapflights users made 2,558,603 searches. Data last updated February 7, 2026.
Use the filters below to find and compare flights from Connecticut to Simpson Bay that are best for you.

Fly from

Connecticut

Fly to

Simpson Bay

Route

Depart

Return

Price

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sun 3/8

6:00 am-2:57 pm

1 stop8h 57m

Simpson Bay Princess Juliana

Fri 3/13

3:55 pm-11:59 pm

1 stop8h 04m

$265

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Wed 4/15

6:00 am-12:33 pm

1 stop6h 33m

Simpson Bay Princess Juliana

Wed 4/22

3:50 pm-9:37 am

1 stop17h 47m

$265

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sun 3/8

6:00 am-2:57 pm

1 stop8h 57m

Simpson Bay Princess Juliana

Wed 3/11

3:55 pm-11:59 pm

1 stop8h 04m

$265

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Tue 7/28

6:00 am-12:33 pm

1 stop6h 33m

Simpson Bay Princess Juliana

Tue 8/4

3:50 pm-11:58 pm

1 stop8h 08m

$265

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sun 3/15

6:00 am-2:57 pm

1 stop8h 57m

Simpson Bay Princess Juliana

Wed 3/18

3:55 pm-9:32 am

1 stop17h 37m

$265

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sun 3/15

6:00 am-2:57 pm

1 stop8h 57m

Simpson Bay Princess Juliana

Thu 3/19

3:55 pm-11:59 pm

1 stop8h 04m

$265

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sun 3/15

5:24 pm-1:21 pm

2 stops19h 57m

Simpson Bay Princess Juliana

Wed 3/18

4:28 pm-1:00 pm

2 stops20h 32m

$270

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sun 3/15

5:24 pm-11:29 am

2 stops18h 05m

Simpson Bay Princess Juliana

Thu 3/19

4:28 pm-11:08 am

2 stops18h 40m

$270

New YorkSimpson Bay

LGA - SXM

LGASXM

New York LaGuardia

Sat 2/21

6:00 am-2:15 pm

1 stop7h 15m

Simpson Bay Princess Juliana

Thu 2/26

3:20 pm-11:48 pm

1 stop9h 28m

$287

New YorkSimpson Bay

LGA - SXM

LGASXM

New York LaGuardia

Wed 3/4

6:00 am-2:15 pm

1 stop7h 15m

Simpson Bay Princess Juliana

Sat 3/14

2:20 pm-11:58 pm

1 stop9h 38m

$289

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/6

Showing 1-10 of 60 results
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Best time to book a flight from Connecticut to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from Connecticut with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Connecticut to Simpson Bay

What is the cheapest month to book a flight from Connecticut to Simpson Bay?

Currently, June is the cheapest month in which you can book a flight from Connecticut to Simpson Bay (average of $143). Flying from Connecticut to Simpson Bay in August is currently the most expensive (average of $586). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Connecticut to Simpson Bay. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Simpson Bay from Connecticut?

    For a flight from Connecticut to Simpson Bay, you will be flying into Princess Juliana. Simpson Bay Princess Juliana (SXM) is just 0.5 mi from the center of the city.

  • How long is the flight from Connecticut to Simpson Bay?

    A quick flight from Connecticut to Simpson Bay can take about 4h 04m. United Airlines provides one of the quickest options available for as low as $312. Airlines will cover a distance of 1684 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Connecticut to Simpson Bay?

    Most travelers choose New York John F Kennedy Intl - Simpson Bay Princess Juliana, Newark - Simpson Bay Princess Juliana or New York LaGuardia - Simpson Bay Princess Juliana when deciding on the best route from Connecticut to Simpson Bay.

  • Can I find deals for flights from Connecticut to Simpson Bay that include hotel bookings?

    Yes. In addition to deals on Connecticut to Simpson Bay flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Connecticut to Simpson Bay?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Connecticut to Simpson Bay.

  • Can I find deals for business class flights from Connecticut to Simpson Bay?

    Yes. Cheapflights offers flight deals from Connecticut to Simpson Bay by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Connecticut to Simpson Bay?

    Currently, June is the cheapest month in which you can book a flight from Connecticut to Simpson Bay (average of $143). Flying from Connecticut to Simpson Bay in August is currently the most expensive (average of $586). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Simpson Bay?

Book flights to Simpson Bay if you plan to visit one of these locations
Philipsburg

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Alternative routes for Connecticut to Simpson Bay

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Simpson Bay flights
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Top 4 airlines flying from Connecticut to Simpson Bay

Discover the top 4 airlines that operate flights from Connecticut to Simpson Bay. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 7, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$285Average$711FlexibilityNo cancel feeOn-time69%
DeltaCheapest$297Average$657FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$351Average$556FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$495Average$660FlexibilityNo cancel feeOn-time71%

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