What is the cheapest airline that flies from Connecticut to Simpson Bay Princess Juliana?

United Airlines, Delta, and American Airlines are the most popular carriers operating from Connecticut to Simpson Bay Princess Juliana

How long does it take to fly to Simpson Bay?

If you’re flying from a popular airport in Connecticut, such as Hartford or New Haven, and flying into Simpson Bay, then you can expect flight times to average 6h 33m and 46h 40m, respectively.

How many flights depart from Connecticut to Simpson Bay on average per week?

As of June 2026, 22 flights take off from Connecticut and land in Simpson Bay each week. The most common flight departure day for this route is Mon, with 18% of weekly flights taking off on this day.

What airlines fly to Simpson Bay?

JetBlue, American Airlines and United Airlines are the top three most popular airlines that fly to Simpson Bay from Connecticut according to our data. JetBlue is the first choice among our users, with 51% of people opting to fly with this airline when traveling to Simpson Bay. Keep in mind that there are 4 different airlines that fly to Simpson Bay on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Connecticut to Simpson Bay Princess Juliana Airport?

Prices for flights from Connecticut to Simpson Bay Princess Juliana Airport were last updated today.

How many operators does momondo search for flights from Connecticut to Simpson Bay Princess Juliana Airport?

There are 6 operators available for flights from Connecticut to Simpson Bay Princess Juliana Airport as of June 2026.

How old do you have to be to fly from Connecticut to Simpson Bay Princess Juliana Airport?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Connecticut to Simpson Bay Princess Juliana Airport.

What documentation or ID do you need to fly to Simpson Bay Princess Juliana Airport?

The necessary travel and health documents for your Simpson Bay Princess Juliana Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$133 Cheap Flights from Connecticut to Simpson Bay in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Connecticut to Simpson Bay

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:01 am - 1:22 pm

BDL

SXM

7h 21m

1 stop

2:22 pm - 11:47 pm

SXM

BDL

9h 25m

1 stop

$351American Airlines

Tue, Aug 25 - Thu, Sep 3

7:24 pm - 3:39 pm

BDL

SXM

20h 15m

2 stops

2:22 pm - 11:47 pm

SXM

BDL

9h 25m

1 stop

$356American Airlines

Tue, Aug 25 - Thu, Sep 3

5:00 am - 1:46 pm

BDL

SXM

8h 46m

1 stop

1:34 pm - 11:55 pm

SXM

BDL

10h 21m

1 stop

$358American Airlines

Mon, Jul 13 - Wed, Jul 22

6:01 am - 1:22 pm

BDL

SXM

7h 21m

1 stop

2:22 pm - 11:47 pm

SXM

BDL

9h 25m

1 stop

$367American Airlines

Tue, Aug 25 - Thu, Sep 3

6:00 am - 10:04 am

JFK

SXM

4h 04mnonstop

5:55 pm - 10:11 pm

SXM

JFK

4h 16mnonstop

$382JetBlue

Sat, Aug 22 - Sat, Aug 29

6:05 am - 10:07 am

JFK

SXM

4h 02mnonstop

3:12 pm - 7:26 pm

SXM

JFK

4h 14mnonstop

$385JetBlue

Tue, Jul 7 - Tue, Jul 14

6:00 am - 12:33 pm

BDL

SXM

6h 33m

1 stop

1:35 pm - 9:45 am

SXM

BDL

20h 10m

2 stops

$398United Airlines

Sat, Jul 11 - Tue, Jul 14

7:31 pm - 1:19 pm

BDL

SXM

17h 48m

2 stops

1:34 pm - 11:59 pm

SXM

BDL

10h 25m

2 stops

$420British Airways

Mon, Jul 13 - Wed, Jul 22

12:59 am - 10:25 am

EWR

SXM

9h 26m

1 stop

3:05 pm - 11:06 pm

SXM

EWR

8h 01m

1 stop

$457Multiple Airlines

Sat, Sep 12 - Fri, Sep 18

6:00 am - 12:33 pm

EWR

SXM

6h 33m

1 stop

1:35 pm - 6:16 pm

SXM

EWR

4h 41mnonstop

$458United Airlines

Tue, Jul 21 - Tue, Jul 28

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American Airlines flights from Connecticut to Simpson Bay

Our best American Airlines deals on Connecticut to Simpson Bay flight tickets

American Airlines

Aug 25

BDL6:01 amHartford Bradley Intl

7h 21m

1 stop

SXM1:22 pmSimpson Bay Princess Juliana

Sep 3

SXM2:22 pmSimpson Bay Princess Juliana

9h 25m

1 stop

BDL11:47 pmHartford Bradley Intl

$351

American Airlines

Aug 25

BDL7:24 pmHartford Bradley Intl

20h 15m

2 stops

SXM3:39 pmSimpson Bay Princess Juliana

Sep 3

SXM2:22 pmSimpson Bay Princess Juliana

9h 25m

1 stop

BDL11:47 pmHartford Bradley Intl

$356

American Airlines

Jul 13

BDL5:00 amHartford Bradley Intl

8h 46m

1 stop

SXM1:46 pmSimpson Bay Princess Juliana

Jul 22

SXM1:34 pmSimpson Bay Princess Juliana

10h 21m

1 stop

BDL11:55 pmHartford Bradley Intl

$358

Southwest flights from Connecticut to Simpson Bay

Our best Southwest deals on Connecticut to Simpson Bay flight tickets

Southwest

Aug 20

LGA8:55 pmNew York LaGuardia

17h 10m

2 stops

SXM2:05 pmSimpson Bay Princess Juliana

Aug 28

SXM3:05 pmSimpson Bay Princess Juliana

17h 55m

2 stops

LGA9:00 amNew York LaGuardia

$458

Southwest

Jul 5

BDL5:35 amHartford Bradley Intl

9h 55m

2 stops

SXM3:30 pmSimpson Bay Princess Juliana

Jul 8

SXM3:00 pmSimpson Bay Princess Juliana

17h 05m

2 stops

BDL8:05 amHartford Bradley Intl

$479

Southwest

Jun 28

BDL5:35 amHartford Bradley Intl

7h 20m

1 stop

SXM12:55 pmSimpson Bay Princess Juliana

Jul 1

SXM3:00 pmSimpson Bay Princess Juliana

17h 05m

2 stops

BDL8:05 amHartford Bradley Intl

$484

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Tue 8/25

6:01 am-1:22 pm

1 stop7h 21m

Simpson Bay Princess Juliana

Thu 9/3

2:22 pm-11:47 pm

1 stop9h 25m

$351

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Tue 8/25

7:24 pm-3:39 pm

2 stops20h 15m

Simpson Bay Princess Juliana

Thu 9/3

2:22 pm-11:47 pm

1 stop9h 25m

$356

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Mon 7/13

5:00 am-1:46 pm

1 stop8h 46m

Simpson Bay Princess Juliana

Wed 7/22

1:34 pm-11:55 pm

1 stop10h 21m

$358

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Tue 8/25

6:01 am-1:22 pm

1 stop7h 21m

Simpson Bay Princess Juliana

Thu 9/3

2:22 pm-11:47 pm

1 stop9h 25m

$367

New YorkSimpson Bay

JFK - SXM

JFKSXM

New York John F Kennedy Intl

Sat 8/22

6:00 am-10:04 am

Nonstop4h 04m

Simpson Bay Princess Juliana

Sat 8/29

5:55 pm-10:11 pm

Nonstop4h 16m

$382

Quickest round-trip

New YorkSimpson Bay

JFK - SXM

JFKSXM

New York John F Kennedy Intl

Tue 7/7

6:05 am-10:07 am

Nonstop4h 02m

Simpson Bay Princess Juliana

Tue 7/14

3:12 pm-7:26 pm

Nonstop4h 14m

$385

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sat 7/11

6:00 am-12:33 pm

1 stop6h 33m

Simpson Bay Princess Juliana

Tue 7/14

1:35 pm-9:45 am

2 stops20h 10m

$398

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Mon 7/13

7:31 pm-1:19 pm

2 stops17h 48m

Simpson Bay Princess Juliana

Wed 7/22

1:34 pm-11:59 pm

2 stops10h 25m

$420

NewarkSimpson Bay

EWR - SXM

EWRSXM

Newark

Sat 9/12

12:59 am-10:25 am

1 stop9h 26m

Simpson Bay Princess Juliana

Fri 9/18

3:05 pm-11:06 pm

1 stop8h 01m

$457

NewarkSimpson Bay

EWR - SXM

EWRSXM

Newark

Tue 7/21

6:00 am-12:33 pm

1 stop6h 33m

Simpson Bay Princess Juliana

Tue 7/28

1:35 pm-6:16 pm

Nonstop4h 41m

$458

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Connecticut to Simpson Bay

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

Prices

Airlines

Other information

What is the cheapest month to fly to Simpson Bay?

In general, August is the cheapest month to fly from Connecticut to Simpson Bay. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $129. If you aren’t able to travel to Simpson Bay during the month of August, then flying in June is also cheap. Prices for this month can be found on momondo for an average of $143.

Can stopping save me money on Connecticut to Simpson Bay flights?

You could potentially save up to 49% on your flight if you consider stops on a Connecticut to Simpson Bay flight.

Cheap Connecticut to Simpson Bay flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Connecticut to Simpson Bay

Fastest flight time	4h 00m
Direct flights	Every day
Airports in Simpson Bay	1 airport

The fastest flight from Connecticut to Simpson Bay takes 4h 00m

Direct flights go from Connecticut to Simpson Bay every day.

There is 1 airport in Simpson Bay. From Connecticut there are direct flights to Simpson Bay Princess Juliana (SXM).

Search flight deals

Frequently asked questions about flying from Connecticut to Simpson Bay

When did momondo last update prices for flights from Connecticut to Simpson Bay Princess Juliana Airport?
Prices for flights from Connecticut to Simpson Bay Princess Juliana Airport were last updated today.
How many operators does momondo search for flights from Connecticut to Simpson Bay Princess Juliana Airport?
There are 6 operators available for flights from Connecticut to Simpson Bay Princess Juliana Airport as of June 2026.
How old do you have to be to fly from Connecticut to Simpson Bay Princess Juliana Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Connecticut to Simpson Bay Princess Juliana Airport.
What documentation or ID do you need to fly to Simpson Bay Princess Juliana Airport?
The necessary travel and health documents for your Simpson Bay Princess Juliana Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Connecticut to Simpson Bay

Compare and see reviews for airlines that fly from Connecticut to Simpson Bay with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $129	Free Cancellation	Rating 7.8 8,429 reviews	Search Delta flights
United Airlines	PriceFrom $143	Free Cancellation	Rating 7.4 9,879 reviews	Search United Airlines flights
American Airlines	PriceFrom $270	Free Cancellation	Rating 7.1 11,748 reviews	Search American Airlines flights
JetBlue	PriceFrom $333	Free Cancellation	Rating 7.1 3,002 reviews	Search JetBlue flights

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Why should I use momondo to find a flight deal from Connecticut to Simpson Bay?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Connecticut to Simpson Bay. momondo saves you time and could save you money on your trip.

Can I find flights from Connecticut to Simpson Bay with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Connecticut to Simpson Bay flights to just show those with flexible booking policies.

How can momondo help me find flights from Connecticut to Simpson Bay?

Once all potential Connecticut to Simpson Bay flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Connecticut to Simpson Bay right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Simpson Bay, momondo offers a useful price alert feature which will track prices for flights to Simpson Bay from Connecticut and alert you when they change.

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Cheap flights from Connecticut to Simpson Bay from $133

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Connecticut to Simpson Bay departing on 8/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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How to get the cheapest flight ticket from Connecticut to Simpson Bay

What is the cheapest month to fly to Simpson Bay?

Can stopping save me money on Connecticut to Simpson Bay flights?

What is the cheapest airline that flies from Connecticut to Simpson Bay Princess Juliana?

What airlines fly to Simpson Bay?

How many flights depart from Connecticut to Simpson Bay on average per week?

How long does it take to fly to Simpson Bay?

Cheap Connecticut to Simpson Bay flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Connecticut to Simpson Bay

Fastest flight time

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Frequently asked questions about flying from Connecticut to Simpson Bay

Best airlines flying from Connecticut to Simpson Bay

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Traveling to a place near Simpson Bay?

Why use momondo?

An easier way to manage your Simpson Bay trip

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List of cabin classes available on flights landing in Simpson Bay. Availability may vary depending on flight origin and airline.

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