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Simpson Bay

$311+ Cheap flights from Rochester (ROC) to Simpson Bay (SXM)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
ROC — SXM
Nov 15 — Nov 221
Sat 11/15
Sat 11/22
1 adult, Economy
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Cheap flight deals from Rochester to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Rochester (ROC) to Simpson Bay (SXM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$311
(Delta)

Popular in

June

Cheapest in

May

Average price

$700
Provider with most accurate pricing for Greater Rochester Intl-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for Greater Rochester Intl-Simpson Bay Princess Juliana flights.
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From Greater Rochester Intl to Simpson Bay Princess Juliana
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Highest demand for flights based on searches. 15% potential increase in price ($128 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($47 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Rochester to Simpson Bay

Cheapest flights from Rochester to Simpson Bay
Explore the most affordable flight options available from Rochester to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 16, 2025.

This Delta deal was found by Cheapflights users on 10/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/25:00 amROC - SXM
1 stop7h 49mDelta
Thu 11/64:14 pmSXM - ROC
1 stop8h 28mDelta
Deal found 10/16$311
This American Airlines deal was found by Cheapflights users on 10/15. 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 12/145:18 pmROC - SXM
2 stops22h 07mAmerican Airlines
Sun 12/213:28 pmSXM - ROC
2 stops20h 37mAmerican Airlines
Deal found 10/15$321
This United Airlines deal was found by Cheapflights users on 10/16. 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 11/25:30 amROC - SXM
1 stop8h 27mUnited Airlines
Thu 11/62:52 pmSXM - ROC
2 stops20h 05mUnited Airlines
Deal found 10/16$472
This United Airlines deal was found by Cheapflights users on 10/15. 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 12/146:30 amROC - SXM
1 stop8h 27mUnited Airlines
Sun 12/212:20 pmSXM - ROC
1 stop31h 55mUnited Airlines
Deal found 10/15$475
This American Airlines deal was found by Cheapflights users on 10/16. 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 11/26:19 pmROC - SXM
2 stops19h 00mAmerican Airlines
Thu 11/62:51 pmSXM - ROC
2 stops20h 38mAmerican Airlines
Deal found 10/16$485
This American Airlines deal was found by Cheapflights users on 10/15. 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 12/15:25 pmROC - SXM
2 stops19h 54mAmerican Airlines
Sun 12/75:25 pmSXM - ROC
2 stops19h 44mAmerican Airlines
Deal found 10/15$631
This American Airlines deal was found by Cheapflights users on 10/15. 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 11/46:02 amROC - SXM
2 stops9h 20mAmerican Airlines
Mon 11/103:20 pmSXM - ROC
2 stops21h 50mAmerican Airlines
Deal found 10/15$686
This American Airlines deal was found by Cheapflights users on 10/16. 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 11/306:15 amROC - SXM
1 stop6h 45mAmerican Airlines
Sun 12/75:25 pmSXM - ROC
2 stops19h 44mAmerican Airlines
Deal found 10/16$731
This American Airlines deal was found by Cheapflights users on 10/16. 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.
Wed 11/265:25 pmROC - SXM
2 stops19h 54mAmerican Airlines
Mon 12/15:24 pmSXM - ROC
2 stops19h 46mAmerican Airlines
Deal found 10/16$786

Cheapflights Fare Finder

 
Customize your flight search to find flights from Rochester 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 October 16, 2025.
Use the filters below to find and compare flights from Rochester to Simpson Bay that are best for you.

Fly from

Rochester

Fly to

Simpson Bay

Route

Depart

Return

Price

RochesterSimpson Bay

ROC - SXM

ROCSXM

Greater Rochester Intl

Thu 1/1

6:00 am-2:50 pm

1 stop7h 50m

Simpson Bay Princess Juliana

Wed 1/14

1:45 pm-11:56 pm

1 stop11h 11m

$311

RochesterSimpson Bay

ROC - SXM

ROCSXM

Greater Rochester Intl

Sun 11/2

5:00 am-1:49 pm

1 stop7h 49m

Simpson Bay Princess Juliana

Thu 11/6

4:14 pm-11:42 pm

1 stop8h 28m

$311

RochesterSimpson Bay

ROC - SXM

ROCSXM

Greater Rochester Intl

Sun 1/18

6:32 pm-2:31 pm

2 stops18h 59m

Simpson Bay Princess Juliana

Fri 1/23

5:33 pm-10:34 am

2 stops18h 01m

$316

RochesterSimpson Bay

ROC - SXM

ROCSXM

Greater Rochester Intl

Sun 2/1

4:00 pm-2:31 pm

2 stops21h 31m

Simpson Bay Princess Juliana

Fri 2/6

3:31 pm-10:54 am

2 stops20h 23m

$316

RochesterSimpson Bay

ROC - SXM

ROCSXM

Greater Rochester Intl

Thu 1/1

5:13 pm-1:26 pm

2 stops19h 13m

Simpson Bay Princess Juliana

Wed 1/14

5:33 pm-10:34 am

2 stops18h 01m

$316

RochesterSimpson Bay

ROC - SXM

ROCSXM

Greater Rochester Intl

Sun 12/14

5:18 pm-4:25 pm

2 stops22h 07m

Simpson Bay Princess Juliana

Sun 12/21

3:28 pm-11:05 am

2 stops20h 37m

$321

RochesterSimpson Bay

ROC - SXM

ROCSXM

Greater Rochester Intl

Sun 1/18

6:00 am-3:51 pm

1 stop8h 51m

Simpson Bay Princess Juliana

Fri 1/23

2:52 pm-10:53 pm

1 stop9h 01m

$379

RochesterSimpson Bay

ROC - SXM

ROCSXM

Greater Rochester Intl

Tue 3/10

6:00 am-1:53 pm

1 stop7h 53m

Simpson Bay Princess Juliana

Wed 3/25

12:45 pm-11:56 pm

1 stop11h 11m

$403

RochesterSimpson Bay

ROC - SXM

ROCSXM

Greater Rochester Intl

Fri 2/13

10:25 am-3:57 pm

2 stops28h 32m

$408

RochesterSimpson Bay

ROC - SXM

ROCSXM

Greater Rochester Intl

Fri 2/13

6:10 am-3:10 pm

1 stop8h 00m

$535

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/16

Showing 1-10 of 11 results
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Compare providers for flights from Rochester to Simpson Bay

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Rochester to Simpson Bay in October.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Rochester-Simpson Bay flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Rochester-Simpson Bay flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Rochester-Simpson Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Rochester-Simpson Bay flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Rochester-Simpson Bay flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Rochester to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from Rochester 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 Rochester to Simpson Bay

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

Currently, September is the cheapest month in which you can book a flight from Rochester to Simpson Bay (average of $194). Flying from Rochester to Simpson Bay in July is currently the most expensive (average of $521). 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.

Reviews of airlines servicing Simpson Bay

Get insights into the airlines that provide service to Simpson Bay. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Simpson Bay. Reviews last updated October 16, 2025.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Rochester to Simpson Bay have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,984 reviews

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Delta
8.0
Very good
7,984 reviews
Delta
8.0
Very good
7,984 reviews

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
United Airlines
7.4
Good
8,982 reviews
Delta
8.0
Very good
7,984 reviews

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
American Airlines
7.2
Good
11,043 reviews
Delta
8.0
Very good
7,984 reviews

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
JetBlue
7.2
Good
2,908 reviews
Delta
8.0
Very good
7,984 reviews

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Related info for your journey

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

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

    For as low as $311, Delta can have you in Simpson Bay from Rochester in 7h 50m. There are 1929 mi between Rochester and Simpson Bay. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Rochester to Simpson Bay round-trip?

    Flying on United Airlines is currently your cheapest option to Simpson Bay, with prices starting at $416. Additional round-trip tickets that might be worth considering are offered by JetBlue and Delta, with the lowest prices starting at $424 and $499, respectively. United Airlines is currently priced 39% below the average price you’ll pay for this route.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Rochester 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 Rochester to Simpson Bay?

    Currently, September is the cheapest month in which you can book a flight from Rochester to Simpson Bay (average of $194). Flying from Rochester to Simpson Bay in July is currently the most expensive (average of $521). 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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Top 4 airlines flying from Rochester to Simpson Bay

Discover the top 4 airlines that operate flights from Rochester 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 October 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$416Average$540FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$424Average$624FlexibilityNo cancel feeOn-time62%
DeltaCheapest$499Average$626FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$532Average$682FlexibilityNo cancel feeOn-time71%

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