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Cheap flights from Roanoke to Simpson Bay from $298

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Roanoke to Simpson Bay departing on 1/31. 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 Roanoke to Simpson Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
3:30 pm - 2:31 pm
ROA
-
SXM
22h 01m2 stops
American Airlines Logo
1:41 pm - 10:39 am
SXM
-
ROA
21h 58m2 stops
$298American Airlines
Sat, Jan 31 - Thu, Feb 12
American Airlines Logo
6:00 am - 2:22 pm
ROA
-
SXM
7h 22m1 stop
American Airlines Logo
4:05 pm - 8:29 pm
SXM
-
ROA
29h 24m1 stop
$299American Airlines
Sat, Jan 31 - Thu, Feb 12
United Airlines Logo
2:55 pm - 1:50 pm
ROA
-
SXM
21h 55m2 stops
United Airlines Logo
2:52 pm - 2:09 pm
SXM
-
ROA
24h 17m2 stops
$481United Airlines
Mon, Feb 2 - Thu, Feb 5
Delta Logo
6:00 am - 1:53 pm
ROA
-
SXM
7h 53m1 stop
Delta Logo
4:16 pm - 12:04 am
SXM
-
ROA
7h 48m1 stop
$723Delta
Tue, Apr 7 - Sat, Apr 11
Delta Logo
7:37 pm - 11:30 am
ROA
-
SXM
15h 53m2 stops
Delta Logo
4:16 pm - 12:04 am
SXM
-
ROA
7h 48m1 stop
$751Delta
Tue, Apr 7 - Sat, Apr 11
United Airlines Logo
8:00 pm - 12:33 pm
ROA
-
SXM
16h 33m1 stop
United Airlines Logo
3:50 pm - 10:20 am
SXM
-
ROA
18h 30m2 stops
$785United Airlines
Tue, Apr 7 - Sat, Apr 11
American Airlines Logo
5:05 am - 12:45 pm
ROA
-
SXM
7h 40m1 stop
American Airlines Logo
2:35 pm - 11:42 pm
SXM
-
ROA
9h 07m1 stop
$816American Airlines
Tue, Apr 7 - Sat, Apr 11
United Airlines Logo
8:00 pm - 2:43 pm
ROA
-
SXM
18h 43m2 stops
United Airlines Logo
1:29 pm - 9:34 am
SXM
-
ROA
20h 05m2 stops
$884United Airlines
Tue, Apr 7 - Sat, Apr 11

American Airlines flights from Roanoke to Simpson Bay

Our best American Airlines deals on Roanoke to Simpson Bay flight tickets
American Airlines
Jan 31
ROA3:30 pmRoanoke
22h 01m
2 stops
SXM2:31 pmSimpson Bay Princess Juliana
Feb 12
SXM1:41 pmSimpson Bay Princess Juliana
21h 58m
2 stops
ROA10:39 amRoanoke
$298
Find similar
American Airlines
Jan 31
ROA6:00 amRoanoke
7h 22m
1 stop
SXM2:22 pmSimpson Bay Princess Juliana
Feb 12
SXM4:05 pmSimpson Bay Princess Juliana
29h 24m
1 stop
ROA8:29 pmRoanoke
$299
Find similar
American Airlines
Apr 7
ROA5:05 amRoanoke
7h 40m
1 stop
SXM12:45 pmSimpson Bay Princess Juliana
Apr 11
SXM2:35 pmSimpson Bay Princess Juliana
9h 07m
1 stop
ROA11:42 pmRoanoke
$816
Find similar

United Airlines flights from Roanoke to Simpson Bay

Our best United Airlines deals on Roanoke to Simpson Bay flight tickets
United Airlines
Feb 2
ROA2:55 pmRoanoke
21h 55m
2 stops
SXM1:50 pmSimpson Bay Princess Juliana
Feb 5
SXM2:52 pmSimpson Bay Princess Juliana
24h 17m
2 stops
ROA2:09 pmRoanoke
$481
Find similar
United Airlines
Apr 7
ROA8:00 pmRoanoke
16h 33m
1 stop
SXM12:33 pmSimpson Bay Princess Juliana
Apr 11
SXM3:50 pmSimpson Bay Princess Juliana
18h 30m
2 stops
ROA10:20 amRoanoke
$785
Find similar
United Airlines
Apr 7
ROA8:00 pmRoanoke
18h 43m
2 stops
SXM2:43 pmSimpson Bay Princess Juliana
Apr 11
SXM1:29 pmSimpson Bay Princess Juliana
20h 05m
2 stops
ROA9:34 amRoanoke
$884
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated December 18, 2025.
Use the filters below to find and compare flights from Roanoke to Simpson Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

RoanokeSimpson Bay

ROA - SXM

ROASXM

Roanoke

Sat 1/31

3:30 pm-2:31 pm

2 stops22h 01m

Simpson Bay Princess Juliana

Thu 2/12

1:41 pm-10:39 am

2 stops21h 58m

$298

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

4:05 pm-8:29 pm

1 stop29h 24m

$299

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

Tue 4/7

6:00 am-1:53 pm

1 stop7h 53m

Simpson Bay Princess Juliana

Sat 4/11

4:16 pm-12:04 am

1 stop7h 48m

$723

RoanokeSimpson Bay

ROA - SXM

ROASXM

Roanoke

Tue 4/7

7:37 pm-11:30 am

2 stops15h 53m

Simpson Bay Princess Juliana

Sat 4/11

4:16 pm-12:04 am

1 stop7h 48m

$751

RoanokeSimpson Bay

ROA - SXM

ROASXM

Roanoke

Tue 4/7

8:00 pm-12:33 pm

1 stop16h 33m

Simpson Bay Princess Juliana

Sat 4/11

3:50 pm-10:20 am

2 stops18h 30m

$785

RoanokeSimpson Bay

ROA - SXM

ROASXM

Roanoke

Tue 4/7

5:05 am-12:45 pm

1 stop7h 40m

Simpson Bay Princess Juliana

Sat 4/11

2:35 pm-11:42 pm

1 stop9h 07m

$816

RoanokeSimpson Bay

ROA - SXM

ROASXM

Roanoke

Tue 4/7

8:00 pm-2:43 pm

2 stops18h 43m

Simpson Bay Princess Juliana

Sat 4/11

1:29 pm-9:34 am

2 stops20h 05m

$884

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Simpson Bay from

How to get the cheapest flight ticket from Roanoke 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

What is the cheapest day to depart on your flight to Simpson Bay?

Our data shows that Monday is the least expensive day to fly to Simpson Bay. Tickets to fly out on this day can be as low as $667. Flights from Roanoke to Simpson Bay on a Friday will generally be more expensive and average around $835. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Simpson Bay?

According to our data, the cheapest time of day to fly to Simpson Bay is in the evening. momondo users have found flights departing from Roanoke to Simpson Bay in the evening for as low as $667. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Simpson Bay is in the morning when prices are around $791.

When to book flights from Roanoke to Simpson Bay

Are you open to changing your travel dates? Check out the ideal times to fly from Roanoke to Simpson Bay according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Roanoke to Simpson Bay (ROA to SXM) flight deals and tips

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

Fastest flight time

16h 33m

Direct flights

None
The fastest flight from Roanoke to Simpson Bay takes 16h 33m
There are no direct flights from Roanoke to Simpson Bay. There are no popular flight routes from Roanoke to Simpson Bay.
Search flight deals

  • How far is Roanoke to Simpson Bay Princess Juliana by plane?

    A flight from Roanoke to Simpson Bay Princess Juliana will travel around 1674.0 mi. Typically, this will take 16h 33m by plane in normal conditions.

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

    Prices for flights from Roanoke Airport to Simpson Bay Princess Juliana Airport are refreshed on a daily basis.

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Roanoke Airport 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.

  • What is the most popular airline from Roanoke to Simpson Bay?

Best airlines flying from Roanoke to Simpson Bay

Compare and see reviews for airlines that fly from Roanoke to Simpson Bay with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $576Free CancellationRating
7.2
11,054 reviews
Search American Airlines flights

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

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

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

Yes. momondo enables you to select and highlight flights to Simpson Bay from Roanoke with this policy.

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

Once all potential Roanoke 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 Roanoke to Simpson Bay right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Roanoke to Simpson Bay flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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