$375 Find Cheap Flights from Charlottesville to St. Maarten - Compare and Save

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Charlottesville to St. Maarten departing on 8/30. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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1 adult, Economy, 0 bags

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Book Cheap Charlottesville to St. Maarten Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Charlottesville to St. Maarten that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Charlottesville to St. Maarten

Sun, Aug 30 - Thu, Sep 3
American Airlines Logo
5:00 am - 1:42 pmCHO  Charlottesville Albemarle-SXM Simpson Bay Princess Juliana
8h 42m1 stop Charlotte Douglas
American Airlines Logo
2:42 pm - 11:01 pmSXM  Simpson Bay Princess Juliana-CHO Charlottesville Albemarle
8h 19m1 stop Charlotte Douglas
$375American Airlines
Sun, Aug 30 - Thu, Sep 3
American Airlines Logo
8:02 pm - 3:39 pmCHO  Charlottesville Albemarle-SXM Simpson Bay Princess Juliana
19h 37m2 stops Charlotte Douglas Miami
American Airlines Logo
2:42 pm - 11:01 pmSXM  Simpson Bay Princess Juliana-CHO Charlottesville Albemarle
8h 19m1 stop Charlotte Douglas
$380American Airlines
Sun, Aug 30 - Thu, Sep 3
American Airlines Logo
8:02 pm - 3:39 pmCHO  Charlottesville Albemarle-SXM Simpson Bay Princess Juliana
19h 37m2 stops Charlotte Douglas Miami
American Airlines Logo
4:39 pm - 9:50 amSXM  Simpson Bay Princess Juliana-CHO Charlottesville Albemarle
17h 11m2 stops Miami Charlotte Douglas
$380American Airlines
Mon, Jan 11 - Thu, Jan 14
United Airlines Logo
8:35 am - 1:50 pmCHO  Charlottesville Albemarle-SXM Simpson Bay Princess Juliana
28h 15m2 stops Chicago O'Hare Intl Newark
United Airlines Logo
2:52 pm - 1:26 pmSXM  Simpson Bay Princess Juliana-CHO Charlottesville Albemarle
47h 34m2 stops Newark Washington, D.C. Dulles Intl
$503United Airlines
Mon, Jan 11 - Thu, Jan 14
United Airlines Logo
8:35 am - 1:50 pmCHO  Charlottesville Albemarle-SXM Simpson Bay Princess Juliana
28h 15m2 stops Chicago O'Hare Intl Newark
United Airlines Logo
2:52 pm - 1:26 pmSXM  Simpson Bay Princess Juliana-CHO Charlottesville Albemarle
47h 34m2 stops Newark Washington, D.C. Dulles Intl
$519United Airlines
Mon, Jan 11 - Thu, Jan 14
United Airlines Logo
5:45 pm - 1:50 pmCHO  Charlottesville Albemarle-SXM Simpson Bay Princess Juliana
19h 05m2 stops Chicago O'Hare Intl Newark
United Airlines Logo
2:52 pm - 2:11 pmSXM  Simpson Bay Princess Juliana-CHO Charlottesville Albemarle
24h 19m1 stop Newark
$543United Airlines
Mon, Jan 11 - Thu, Jan 14
United Airlines Logo
2:48 pm - 1:50 pmCHO  Charlottesville Albemarle-SXM Simpson Bay Princess Juliana
22h 02m1 stop Newark
United Airlines Logo
2:52 pm - 2:11 pmSXM  Simpson Bay Princess Juliana-CHO Charlottesville Albemarle
24h 19m1 stop Newark
$546United Airlines
Sun, Sep 20 - Sun, Sep 27
American Airlines Logo
8:02 pm - 1:23 pmCHO  Charlottesville Albemarle-SXM Simpson Bay Princess Juliana
17h 21m2 stops Charlotte Douglas Miami
American Airlines Logo
2:23 pm - 9:45 amSXM  Simpson Bay Princess Juliana-CHO Charlottesville Albemarle
19h 22m2 stops Miami Charlotte Douglas
$550American Airlines
Mon, Jan 11 - Thu, Jan 14
United Airlines Logo
5:45 pm - 1:50 pmCHO  Charlottesville Albemarle-SXM Simpson Bay Princess Juliana
19h 05m2 stops Chicago O'Hare Intl Newark
United Airlines Logo
2:52 pm - 2:11 pmSXM  Simpson Bay Princess Juliana-CHO Charlottesville Albemarle
24h 19m1 stop Newark
$551United Airlines
Mon, Jan 11 - Thu, Jan 14
United Airlines Logo
2:48 pm - 1:50 pmCHO  Charlottesville Albemarle-SXM Simpson Bay Princess Juliana
22h 02m1 stop Newark
United Airlines Logo
2:52 pm - 2:11 pmSXM  Simpson Bay Princess Juliana-CHO Charlottesville Albemarle
24h 19m1 stop Newark
$554United Airlines
Booking Insights

KAYAK's insights & trends for Charlottesville to St. Maarten flights

Get data-powered insights and trends into flights from Charlottesville to St. Maarten to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Charlottesville to St. Maarten?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 5 days.

In the past 5 days, the cheapest round-trip tickets from Charlottesville to St. Maarten were found on American Airlines ($375) and United Airlines ($503).

Good to know

Cheapest flight

$375
Flight from Charlottesville to Simpson Bay

FAQs - booking St. Maarten flights

  • How does KAYAK find such low prices on flights from Charlottesville to St. Maarten?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Charlottesville to St. Maarten.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Charlottesville to St. Maarten?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Charlottesville to St. Maarten is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Charlottesville to St. Maarten?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Charlottesville to St. Maarten with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Charlottesville to St. Maarten?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Charlottesville to St. Maarten up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Charlottesville to St. Maarten

 
Need help choosing which airline to fly with from Charlottesville to St. Maarten? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 11889 reviews
6.8Entertainment
7.9Crew
7.5Boarding
6.4Food
7.2Comfort
Airline reviews

Flight was delayed for 5 hours in ten minute increments. Bizarre and frustrating

2.0 MediocreAnonymous, Jul 2026
Read more American Airlines reviews

Flight was delayed for 5 hours in ten minute increments. Bizarre and frustrating

Boarding was awful - no order, people cutting in line, completely chaotic Planes are very old and uncomfortable. Noticeable difference between Delta and United on same route.

They did not offer coffee on a 7am flight…awful!!

Excellent service. Flight attendance like Jessica,, on our flight, is a reason I wouldn’t mind flying through British Airways again. Jessica,, was very courteous and helpful.

The flight took off an hour late which made the connection concerning

Flight was delayed. No urgency by American Airlines team to assist those with connecting flights. It was basically you are on your own to run through the terminals to try and make your connection. Thanks, Mary

Never had such a lazy first class attendant. Literally spent 60%+ of the flight playing games on her personal phone making up excuses of why she was unavailable.

Nothing to write home about, average flight experience. Seats were spacious enough, crew friendly enough. Loved the AA entertainment/wifi service.

RIC Staff was not enough. Elderly passengers had to wait 30 minutes to deplane, so we could board and still had to walk as no chairs were provided. And, passenger in front of my seat assignment rammed seat against my legs entire flight time. Was mildly bruised and left thigh still sore.

No explanation of why there was no snack and drink service (unless requested) when there was service in the other direction.

Everything you need to know for your flight from Charlottesville to St. Maarten

Information on your arrival and departure airports