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Simpson Bay

$106+ Cheap flights from Roanoke (ROA) 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 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
ROA — SXM
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
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Cheap flight deals from Roanoke to Simpson Bay

Cheapest flights from Roanoke to Simpson Bay
Explore the most affordable flight options available from Roanoke to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 15, 2025.

This Delta deal was found by Cheapflights users on 12/13. 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.
Sat 12/276:00 amROA - SXM
1 stop7h 50mDelta
Fri 1/21:45 pmSXM - ROA
1 stop11h 22mDelta
Deal found 12/13$2,540
This Delta deal was found by Cheapflights users on 12/13. 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.
Fri 12/266:00 amROA - SXM
1 stop7h 50mDelta
Fri 1/21:45 pmSXM - ROA
1 stop11h 22mDelta
Deal found 12/13$2,915
This United Airlines deal was found by Cheapflights users on 12/13. 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.
Sat 12/276:40 amROA - SXM
1 stop8h 17mUnited Airlines
Fri 1/22:52 pmSXM - ROA
2 stops20h 24mUnited Airlines
Deal found 12/13$2,944
This United Airlines deal was found by Cheapflights users on 12/13. 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.
Fri 12/265:42 pmROA - SXM
1 stop21h 15mUnited Airlines
Fri 1/22:52 pmSXM - ROA
2 stops20h 24mUnited Airlines
Deal found 12/13$3,153

Find flight deals from Roanoke to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Roanoke (ROA) 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 December 15, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$293
(American Airlines)

One-way from

$106
(American Airlines)
Provider with most accurate pricing for Roanoke-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for Roanoke-Simpson Bay Princess Juliana flights.
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From Roanoke to Simpson Bay Princess Juliana
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One-way flight from Roanoke to Simpson Bay Princess Juliana
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Roanoke 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 December 15, 2025.
Use the filters below to find and compare flights from Roanoke to Simpson Bay that are best for you.

Fly from

Roanoke

Fly to

Simpson Bay

Route

Depart

Return

Price

RoanokeSimpson Bay

ROA - SXM

ROASXM

Roanoke

Sat 1/31

6:00 am-2:22 pm

1 stop7h 22m

Simpson Bay Princess Juliana

Thu 2/12

3:33 pm-11:31 pm

1 stop8h 58m

$293

RoanokeSimpson Bay

ROA - SXM

ROASXM

Roanoke

Mon 2/2

2:55 pm-1:50 pm

2 stops21h 55m

Simpson Bay Princess Juliana

Thu 2/5

2:52 pm-2:09 pm

2 stops24h 17m

$481

RoanokeSimpson Bay

ROA - SXM

ROASXM

Roanoke

Wed 1/21

1:56 pm-12:58 pm

2 stops22h 02m

$106

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/13

Compare providers for flights from Roanoke 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 Roanoke to Simpson Bay in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 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 Roanoke-Simpson Bay flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Roanoke-Simpson Bay flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Roanoke-Simpson Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Roanoke-Simpson Bay flights, Cheapflights users trust eDreams the most. eDreams 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 Roanoke-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 Roanoke to Simpson Bay

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

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 December 15, 2025.
Get a feel of what it's like to fly with American Airlines from Roanoke to Simpson Bay by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,051 reviews

Overall

7.2

Entertainment

6.9

Boarding

7.5

Crew

8.0

Food

6.5

Comfort

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit
American Airlines
7.2
Good
11,051 reviews
American Airlines
7.2
Good
11,051 reviews

Overall

7.2

Entertainment

6.9

Boarding

7.5

Crew

8.0

Food

6.5

Comfort

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

Related info for your journey

Find useful and relevant information for your journey from Roanoke 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 Roanoke to Simpson Bay?

    American Airlines and United Airlines can get you from Roanoke to Simpson Bay in just under 7h 22m. Your travel time can differ by up to 14h 33m. The distance from Roanoke to Simpson Bay is about 1678 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What is the cheapest airline to fly from Roanoke to Simpson Bay round-trip?

    American Airlines, at $576, was found to be the cheapest airline from Roanoke to Simpson Bay..

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Roanoke 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.

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 airline flying from Roanoke to Simpson Bay

Discover the top airline that operate flights from Roanoke 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 December 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$576Average$904FlexibilityNo cancel feeOn-time71%

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