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?

The number of operators available for flights from Charlottesville Albemarle Airport to Simpson Bay Princess Juliana Airport is 1 as of August 2026.

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.

$176 Cheap Flights from Charlottesville to Simpson Bay in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Charlottesville to Simpson Bay

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

3:00 pm - 1:50 pmCHO Charlottesville Albemarle-SXM Simpson Bay Princess Juliana

21h 50m2 stops Washington, D.C. Dulles Intl Newark

2:52 pm - 1:26 pmSXM Simpson Bay Princess Juliana-CHO Charlottesville Albemarle

23h 34m2 stops Newark Washington, D.C. Dulles Intl

$453United Airlines

Sun, Jan 31 - Wed, Feb 3

5:45 pm - 1:50 pmCHO Charlottesville Albemarle-SXM Simpson Bay Princess Juliana

19h 05m2 stops Chicago O'Hare Intl Newark

2:52 pm - 1:26 pmSXM Simpson Bay Princess Juliana-CHO Charlottesville Albemarle

23h 34m2 stops Newark Washington, D.C. Dulles Intl

$453United Airlines

Sun, Jan 31 - Wed, Feb 3

3:00 pm - 1:50 pmCHO Charlottesville Albemarle-SXM Simpson Bay Princess Juliana

21h 50m2 stops Washington, D.C. Dulles Intl Newark

2:52 pm - 2:11 pmSXM Simpson Bay Princess Juliana-CHO Charlottesville Albemarle

24h 19m1 stop Newark

$460United Airlines

Sun, Jan 31 - Wed, Feb 3

6:45 am - 1:50 pmCHO Charlottesville Albemarle-SXM Simpson Bay Princess Juliana

30h 05m2 stops Chicago O'Hare Intl Newark

2:52 pm - 2:11 pmSXM Simpson Bay Princess Juliana-CHO Charlottesville Albemarle

24h 19m1 stop Newark

$460United Airlines

Sun, Jan 31 - Wed, Feb 3

8:05 pm - 3:39 pmCHO Charlottesville Albemarle-SXM Simpson Bay Princess Juliana

19h 34m2 stops Charlotte Douglas Miami

4:39 pm - 2:07 pmSXM Simpson Bay Princess Juliana-CHO Charlottesville Albemarle

21h 28m2 stops Miami New York LaGuardia

$479American Airlines

Thu, Oct 15 - Sun, Oct 18

6:08 pm - 3:39 pmCHO Charlottesville Albemarle-SXM Simpson Bay Princess Juliana

21h 31m2 stops Charlotte Douglas Miami

2:23 pm - 8:29 amSXM Simpson Bay Princess Juliana-CHO Charlottesville Albemarle

18h 06m2 stops Miami Charlotte Douglas

$628American Airlines

Thu, Oct 8 - Thu, Oct 15

6:25 am - 3:39 pmCHO Charlottesville Albemarle-SXM Simpson Bay Princess Juliana

9h 14m2 stops Charlotte Douglas Miami

4:39 pm - 8:29 amSXM Simpson Bay Princess Juliana-CHO Charlottesville Albemarle

15h 50m3 stops Miami Raleigh-Durham Charlotte Douglas

$3,105American Airlines

Thu, Oct 8 - Thu, Oct 15

6:25 am - 3:39 pmCHO Charlottesville Albemarle-SXM Simpson Bay Princess Juliana

9h 14m2 stops Charlotte Douglas Miami

4:39 pm - 8:29 amSXM Simpson Bay Princess Juliana-CHO Charlottesville Albemarle

15h 50m3 stops Miami Raleigh-Durham Charlotte Douglas

$3,112American Airlines

Thu, Oct 15 - Sun, Oct 18

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

American Airlines flights from Charlottesville to Simpson Bay

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

American Airlines

Oct 15

CHO8:05 pmCharlottesville Albemarle

19h 34m

2 stops

SXM3:39 pmSimpson Bay Princess Juliana

Oct 18

SXM4:39 pmSimpson Bay Princess Juliana

21h 28m

2 stops

CHO2:07 pmCharlottesville Albemarle

$479

American Airlines

Oct 8

CHO6:08 pmCharlottesville Albemarle

21h 31m

2 stops

SXM3:39 pmSimpson Bay Princess Juliana

Oct 15

SXM2:23 pmSimpson Bay Princess Juliana

18h 06m

2 stops

CHO8:29 amCharlottesville Albemarle

$628

American Airlines

Oct 8

CHO6:25 amCharlottesville Albemarle

9h 14m

2 stops

SXM3:39 pmSimpson Bay Princess Juliana

Oct 15

SXM4:39 pmSimpson Bay Princess Juliana

15h 50m

3 stops

CHO8:29 amCharlottesville Albemarle

$3,105

Delta flights from Charlottesville to Simpson Bay

Our best Delta deals on Charlottesville to Simpson Bay flight tickets

Delta

Feb 2

CHO6:00 amCharlottesville Albemarle

7h 40m

1 stop

SXM2:40 pmSimpson Bay Princess Juliana

Feb 7

SXM1:40 pmSimpson Bay Princess Juliana

10h 09m

1 stop

CHO10:49 pmCharlottesville Albemarle

$756

Delta

Oct 8

CHO6:00 amCharlottesville Albemarle

7h 40m

1 stop

SXM1:40 pmSimpson Bay Princess Juliana

Oct 15

SXM3:05 pmSimpson Bay Princess Juliana

8h 39m

1 stop

CHO11:44 pmCharlottesville Albemarle

$793

Delta

Oct 15

CHO6:00 amCharlottesville Albemarle

7h 40m

1 stop

SXM1:40 pmSimpson Bay Princess Juliana

Oct 18

SXM3:05 pmSimpson Bay Princess Juliana

8h 39m

1 stop

CHO11:44 pmCharlottesville Albemarle

$1,262

momondo Fare Finder

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

Cheapest round-trip

CharlottesvilleSimpson Bay

CHO Charlottesville Albemarle - SXM Simpson Bay Princess Juliana

CHOSXM

Charlottesville Albemarle

Sun 1/31

3:00 pm-1:50 pm

2 stops21h 50m

Simpson Bay Princess Juliana

Wed 2/3

2:52 pm-1:26 pm

2 stops23h 34m

$453

CharlottesvilleSimpson Bay

CHO Charlottesville Albemarle - SXM Simpson Bay Princess Juliana

CHOSXM

Charlottesville Albemarle

Sun 1/31

5:45 pm-1:50 pm

2 stops19h 05m

Simpson Bay Princess Juliana

Wed 2/3

2:52 pm-1:26 pm

2 stops23h 34m

$453

CharlottesvilleSimpson Bay

CHO Charlottesville Albemarle - SXM Simpson Bay Princess Juliana

CHOSXM

Charlottesville Albemarle

Sun 1/31

3:00 pm-1:50 pm

2 stops21h 50m

Simpson Bay Princess Juliana

Wed 2/3

2:52 pm-2:11 pm

1 stop24h 19m

$460

CharlottesvilleSimpson Bay

CHO Charlottesville Albemarle - SXM Simpson Bay Princess Juliana

CHOSXM

Charlottesville Albemarle

Sun 1/31

6:45 am-1:50 pm

2 stops30h 05m

Simpson Bay Princess Juliana

Wed 2/3

2:52 pm-2:11 pm

1 stop24h 19m

$460

CharlottesvilleSimpson Bay

CHO Charlottesville Albemarle - SXM Simpson Bay Princess Juliana

CHOSXM

Charlottesville Albemarle

Thu 10/15

8:05 pm-3:39 pm

2 stops19h 34m

Simpson Bay Princess Juliana

Sun 10/18

4:39 pm-2:07 pm

2 stops21h 28m

$479

CharlottesvilleSimpson Bay

CHO Charlottesville Albemarle - SXM Simpson Bay Princess Juliana

CHOSXM

Charlottesville Albemarle

Thu 10/8

6:08 pm-3:39 pm

2 stops21h 31m

Simpson Bay Princess Juliana

Thu 10/15

2:23 pm-8:29 am

2 stops18h 06m

$628

Quickest round-trip

CharlottesvilleSimpson Bay

CHO Charlottesville Albemarle - SXM Simpson Bay Princess Juliana

CHOSXM

Charlottesville Albemarle

Thu 10/8

6:25 am-3:39 pm

2 stops9h 14m

Simpson Bay Princess Juliana

Thu 10/15

4:39 pm-8:29 am

3 stops15h 50m

$3,105

CharlottesvilleSimpson Bay

CHO Charlottesville Albemarle - SXM Simpson Bay Princess Juliana

CHOSXM

Charlottesville Albemarle

Thu 10/15

6:25 am-3:39 pm

2 stops9h 14m

Simpson Bay Princess Juliana

Sun 10/18

4:39 pm-8:29 am

3 stops15h 50m

$3,112

Cheapest one-way

Quickest one-way

CharlottesvilleSimpson Bay

CHO Charlottesville Albemarle - SXM Simpson Bay Princess Juliana

CHOSXM

Charlottesville Albemarle

Wed 2/17

6:30 am-1:50 pm

1 stop6h 20m

$176

CharlottesvilleSimpson Bay

CHO Charlottesville Albemarle - SXM Simpson Bay Princess Juliana

CHOSXM

Charlottesville Albemarle

Thu 2/18

2:48 pm-3:57 pm

2 stops48h 09m

$208

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 resultsSorted by cheapest first

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 airline that flies from Charlottesville Albemarle to Simpson Bay Princess Juliana?

United Airlines and American Airlines are the most popular carriers operating from Charlottesville Albemarle to Simpson Bay Princess Juliana

What airlines fly to Simpson Bay?

American Airlines, United Airlines and JetBlue are the top three most popular airlines that fly to Simpson Bay from Charlottesville according to our data. American Airlines is the first choice among our users, with 40% of people opting to fly with this airline when traveling to Simpson Bay. Keep in mind that there are 5 different airlines that fly to Simpson Bay on a routine basis, so you have a few additional options to choose from.

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

Best Price Found	$176
Fastest flight time	7h 40m
Direct flights	None

The best one-way flight to Simpson Bay from Charlottesville in the past 72 hours is $176. The best round-trip flight deal from Charlottesville to Simpson Bay found on momondo in the last 72 hours is $453.

The fastest flight from Charlottesville to Simpson Bay takes 7h 40m

There are no direct flights from Charlottesville to Simpson Bay. There are no popular flight routes from Charlottesville to Simpson Bay.

Search flight deals

Frequently asked questions about flying from Charlottesville to Simpson Bay

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 7h 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?
The number of operators available for flights from Charlottesville Albemarle Airport to Simpson Bay Princess Juliana Airport is 1 as of August 2026.
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?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Charlottesville to Simpson Bay is American Airlines (100% of total bookings).

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 Airlines	PriceFrom $562	Free Cancellation	Rating 7.1 12,012 reviews		Search American Airlines flights

Philipsburg

Why use momondo?

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

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.

An easier way to manage your Simpson Bay trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Start using Trips

Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

1 adult

Sat 9/26

Sat 10/3

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to St. Maarten

Airlines

Cabin classes

Other flights from Charlottesville

Complete your trip

Feeling lucky

Fly your favorite airline to Simpson Bay

Cheap flights from Charlottesville to Simpson Bay from $176

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Charlottesville to Simpson Bay departing on 2/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from Charlottesville to Simpson Bay

Cheap round-trip flights

Cheap one-way flights

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

American Airlines flights from Charlottesville to Simpson Bay

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

Delta flights from Charlottesville to Simpson Bay

Our best Delta deals on Charlottesville to Simpson Bay flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Charlottesville to Simpson Bay that are best for you.

See travel insights to Simpson Bay from

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

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

What airlines fly to Simpson Bay?

When to book flights from Charlottesville to Simpson Bay

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

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying 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

Traveling to a place near Simpson Bay?

Why use momondo?

An easier way to manage your Simpson Bay trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to St. Maarten

Fly your favorite airline to Simpson Bay

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Simpson Bay

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

Fly to other destinations from Charlottesville

According to popular flight searches on momondo this year

Complete your trip to Simpson Bay

Explore popular destinations other users love

According to popular flight searches on momondo this year