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Cheap flights from Charlottesville to Simpson Bay from $676

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Charlottesville to Simpson Bay departing on 12/8. 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 Charlottesville to Simpson Bay (CHO-SXM)

Cheap round-trip flights

American Airlines Logo
6:05 am - 4:25 pmCHO-SXM
9h 20m2 stops
American Airlines Logo
3:20 pm - 1:14 pmSXM-CHO
22h 54m2 stops
$676American Airlines
Find Deal
lun., dic. 8 - mié., dic. 10
American Airlines Logo
6:05 am - 1:52 pmCHO-SXM
6h 47m1 stop
American Airlines Logo
2:51 pm - 8:30 amSXM-CHO
18h 39m1 stop
$709American Airlines
Find Deal
lun., dic. 8 - mié., dic. 10
American Airlines Logo
6:05 am - 1:52 pmCHO-SXM
6h 47m1 stop
American Airlines Logo
2:51 pm - 8:30 amSXM-CHO
18h 39m1 stop
$753American Airlines
Find Deal
lun., dic. 8 - mié., dic. 10
Delta Logo
5:35 am - 1:49 pmCHO-SXM
8h 14m1 stop
Delta Logo
3:14 pm - 10:49 pmSXM-CHO
7h 35m1 stop
$844Delta
Find Deal
dom., oct. 19 - dom., oct. 26
United Airlines Logo
6:10 am - 1:50 pmCHO-SXM
6h 40m1 stop
United Airlines Logo
5:00 pm - 11:44 pmSXM-CHO
7h 44m1 stop
$885United Airlines
Find Deal
sáb., dic. 13 - dom., dic. 21
American Airlines Logo
7:57 pm - 4:33 pmCHO-SXM
19h 36m2 stops
American Airlines Logo
5:33 pm - 1:04 pmSXM-CHO
20h 31m2 stops
$961American Airlines
Find Deal
sáb., dic. 20 - sáb., dic. 27
American Airlines Logo
7:57 pm - 4:33 pmCHO-SXM
19h 36m2 stops
American Airlines Logo
5:04 pm - 8:35 amSXM-CHO
16h 31m1 stop
$1,011American Airlines
Find Deal
sáb., dic. 20 - sáb., dic. 27
American Airlines Logo
7:57 pm - 1:59 pmCHO-SXM
17h 02m1 stop
American Airlines Logo
5:33 pm - 1:04 pmSXM-CHO
20h 31m2 stops
$1,100American Airlines
Find Deal
sáb., dic. 20 - sáb., dic. 27
American Airlines Logo
7:57 pm - 1:59 pmCHO-SXM
17h 02m1 stop
American Airlines Logo
5:04 pm - 8:35 amSXM-CHO
16h 31m1 stop
$1,155American Airlines
Find Deal
sáb., dic. 20 - sáb., dic. 27
American Airlines Logo
7:57 pm - 1:59 pmCHO-SXM
17h 02m1 stop
American Airlines Logo
5:04 pm - 12:08 amSXM-CHO
8h 04m1 stop
$1,234American Airlines
Find Deal
sáb., dic. 20 - sáb., dic. 27

American Airlines flights from Charlottesville to Simpson Bay

Our best American Airlines deals on Charlottesville to Simpson Bay flight tickets
American Airlines
Dec 8
CHO6:05 amCharlottesville Albemarle
9h 20m
2 stops
SXM4:25 pmSimpson Bay Princess Juliana
Dec 10
SXM3:20 pmSimpson Bay Princess Juliana
22h 54m
2 stops
CHO1:14 pmCharlottesville Albemarle
$676
Find similar
American Airlines
Dec 8
CHO6:05 amCharlottesville Albemarle
6h 47m
1 stop
SXM1:52 pmSimpson Bay Princess Juliana
Dec 10
SXM2:51 pmSimpson Bay Princess Juliana
18h 39m
1 stop
CHO8:30 amCharlottesville Albemarle
$709
Find similar
American Airlines
Dec 8
CHO6:05 amCharlottesville Albemarle
6h 47m
1 stop
SXM1:52 pmSimpson Bay Princess Juliana
Dec 10
SXM2:51 pmSimpson Bay Princess Juliana
18h 39m
1 stop
CHO8:30 amCharlottesville Albemarle
$753
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Charlottesville 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 septiembre 4, 2025.
Use the filters below to find and compare flights from Charlottesville to Simpson Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

CharlottesvilleSimpson Bay

CHO - SXM

CHOSXM

Charlottesville Albemarle

lun. 12/8

6:05 am-4:25 pm

2 stops9h 20m

Simpson Bay Princess Juliana

mié. 12/10

3:20 pm-1:14 pm

2 stops22h 54m

$676

CharlottesvilleSimpson Bay

CHO - SXM

CHOSXM

Charlottesville Albemarle

lun. 12/8

6:05 am-1:52 pm

1 stop6h 47m

Simpson Bay Princess Juliana

mié. 12/10

2:51 pm-8:30 am

1 stop18h 39m

$709

CharlottesvilleSimpson Bay

CHO - SXM

CHOSXM

Charlottesville Albemarle

lun. 12/8

6:05 am-1:52 pm

1 stop6h 47m

Simpson Bay Princess Juliana

mié. 12/10

2:51 pm-8:30 am

1 stop18h 39m

$753

CharlottesvilleSimpson Bay

CHO - SXM

CHOSXM

Charlottesville Albemarle

dom. 10/19

5:35 am-1:49 pm

1 stop8h 14m

Simpson Bay Princess Juliana

dom. 10/26

3:14 pm-10:49 pm

1 stop7h 35m

$844

CharlottesvilleSimpson Bay

CHO - SXM

CHOSXM

Charlottesville Albemarle

sáb. 12/13

6:10 am-1:50 pm

1 stop6h 40m

Simpson Bay Princess Juliana

dom. 12/21

5:00 pm-11:44 pm

1 stop7h 44m

$885

CharlottesvilleSimpson Bay

CHO - SXM

CHOSXM

Charlottesville Albemarle

sáb. 12/20

7:57 pm-4:33 pm

2 stops19h 36m

Simpson Bay Princess Juliana

sáb. 12/27

5:33 pm-1:04 pm

2 stops20h 31m

$961

CharlottesvilleSimpson Bay

CHO - SXM

CHOSXM

Charlottesville Albemarle

sáb. 12/20

7:57 pm-4:33 pm

2 stops19h 36m

Simpson Bay Princess Juliana

sáb. 12/27

5:04 pm-8:35 am

1 stop16h 31m

$1,011

CharlottesvilleSimpson Bay

CHO - SXM

CHOSXM

Charlottesville Albemarle

sáb. 12/20

7:57 pm-1:59 pm

1 stop17h 02m

Simpson Bay Princess Juliana

sáb. 12/27

5:33 pm-1:04 pm

2 stops20h 31m

$1,100

CharlottesvilleSimpson Bay

CHO - SXM

CHOSXM

Charlottesville Albemarle

sáb. 12/20

7:57 pm-1:59 pm

1 stop17h 02m

Simpson Bay Princess Juliana

sáb. 12/27

5:04 pm-8:35 am

1 stop16h 31m

$1,155

CharlottesvilleSimpson Bay

CHO - SXM

CHOSXM

Charlottesville Albemarle

sáb. 12/20

7:57 pm-1:59 pm

1 stop17h 02m

Simpson Bay Princess Juliana

sáb. 12/27

5:04 pm-12:08 am

1 stop8h 04m

$1,234

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 Charlottesville 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 Friday is the least expensive day to fly to Simpson Bay. Tickets to fly out on this day can be as low as $704. Flights from Charlottesville to Simpson Bay on a Saturday will generally be more expensive and average around $1,082. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

When to book flights from Charlottesville to Simpson Bay

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

Cheap Charlottesville to Simpson Bay (CHO to SXM) flight deals and tips

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

Direct flights

None
There are no direct flights from Charlottesville to Simpson Bay. There are no popular flight routes from Charlottesville to Simpson Bay.
Search flight deals

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

    The distance between Charlottesville Albemarle and Simpson Bay Princess Juliana is about 1662.6 mi. Flights usually cover this in 6h 40m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from Charlottesville Albemarle Airport to Simpson Bay Princess Juliana Airport refresh daily.

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Charlottesville Albemarle Airport to Simpson Bay Princess Juliana Airport.

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

    The travel and health documents required for your trip to Simpson Bay Princess Juliana Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Simpson Bay Princess Juliana Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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

Best airlines flying from Charlottesville to Simpson Bay

Compare and see reviews for airlines that fly from Charlottesville to Simpson Bay with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $562Free CancellationRating
7.2
10,000 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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momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Charlottesville to Simpson Bay. momondo saves you time and could save you money on your trip.

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

momondo does allow users to show only those flights to Simpson Bay from Charlottesville which offer a flexible booking policy as well as other useful filters and features.

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

momondo helps you find the best flight between Charlottesville and Simpson Bay by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

If you are not ready to book a flight from Charlottesville to Simpson Bay now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Simpson Bay and let you know when they change.

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