CHO - SXM

$584 Find Cheap Flights from Charlottesville to Simpson Bay

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 Simpson Bay departing on 10/10. 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.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Simpson Bay

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Charlottesville to Simpson Bay, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Charlottesville to Simpson Bay, as well as popular online travel agencies
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Cheap Flights from Charlottesville to Simpson Bay (CHO-SXM)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Charlottesville to Simpson Bay 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 Simpson Bay

Fri, Oct 10 - Wed, Oct 15
American Airlines Logo
6:01 pm - 3:15 pmCHO-SXM
21h 14m2 stops
American Airlines Logo
2:40 pm - 2:38 pmSXM-CHO
23h 58m2 stops
$584American Airlines
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Mon, Dec 8 - Wed, Dec 10
American Airlines Logo
5:00 am - 1:55 pmCHO-SXM
7h 55m1 stop
American Airlines Logo
4:45 pm - 12:36 pmSXM-CHO
20h 51m2 stops
$676American Airlines
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Mon, Dec 8 - Wed, Dec 10
American Airlines Logo
5:00 am - 1:55 pmCHO-SXM
7h 55m1 stop
American Airlines Logo
3:35 pm - 8:37 amSXM-CHO
18h 02m1 stop
$679American Airlines
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Fri, Oct 10 - Wed, Oct 15
Delta Logo
5:35 am - 1:49 pmCHO-SXM
8h 14m1 stop
Delta Logo
3:14 pm - 11:00 pmSXM-CHO
7h 46m1 stop
$724Delta
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Fri, Oct 10 - Wed, Oct 15
American Airlines Logo
7:57 pm - 1:25 pmCHO-SXM
17h 28m1 stop
American Airlines Logo
2:40 pm - 8:31 amSXM-CHO
17h 51m2 stops
$729American Airlines
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Sat, Dec 20 - Sat, Dec 27
American Airlines Logo
3:58 pm - 1:25 pmCHO-SXM
20h 27m2 stops
American Airlines Logo
5:20 pm - 12:37 pmSXM-CHO
20h 17m2 stops
$839American Airlines
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Sat, Dec 20 - Sat, Dec 27
American Airlines Logo
8:20 pm - 1:25 pmCHO-SXM
16h 05m2 stops
American Airlines Logo
1:20 pm - 11:58 pmSXM-CHO
11h 38m1 stop
$978American Airlines
Find Deal
Sat, Dec 20 - Sat, Dec 27
American Airlines Logo
8:20 pm - 2:00 pmCHO-SXM
16h 40m1 stop
American Airlines Logo
3:30 pm - 11:58 pmSXM-CHO
9h 28m1 stop
$1,345American Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Charlottesville to Simpson Bay flights

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

Which airlines provide the cheapest flights from Charlottesville to Simpson Bay?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Charlottesville to Simpson Bay were found on American Airlines ($584) and Delta ($724).

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Good to know

Cheapest flight$584
Flight from Charlottesville to Simpson Bay

When to book flights from Charlottesville to Simpson Bay

Are your dates flexible? Find out the best times to travel from Charlottesville to Simpson Bay based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Charlottesville to Simpson Bay

  • What is the cheapest flight from Charlottesville to Simpson Bay?

    In the last 3 days, the lowest price for a flight from Charlottesville to Simpson Bay was $584 for a round-trip ticket.

  • Do I need a passport to fly between Charlottesville and Simpson Bay?

    Yes, you’ll need a passport to travel to Simpson Bay from Charlottesville.

  • Which aircraft models fly most regularly from Charlottesville to Simpson Bay?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Charlottesville to Simpson Bay?

    oneworld, and SkyTeam are the airline alliances operating flights between Charlottesville and Simpson Bay, with SkyTeam being the most commonly used for this route.

  • How does KAYAK find such low prices on flights from Charlottesville to Simpson Bay?

    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 Simpson Bay.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Simpson Bay from Charlottesville 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 Simpson Bay?

    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 to Simpson Bay with an airline and back to Charlottesville with another airline. Booking your flights between Charlottesville and SXM can sometimes prove cheaper using this method.

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

    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 to Simpson Bay from Charlottesville 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 Simpson Bay

 
See real verified KAYAK customer reviews for airlines flying from Charlottesville to Simpson Bay. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Charlottesville to Simpson Bay? 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.
7.2
American AirlinesOverall score based on 10000 reviews
8.0Crew
6.9Entertainment
7.5Boarding
7.2Comfort
6.5Food
Airline reviews

Very poor delay in dfw was really bad n long

2.0 Mediocredavix, Jul 2025DFW - MKE
Read more American Airlines reviews

Very poor delay in dfw was really bad n long

Our flight was 1.5 hours delayed. There was no weather for the inbound flight, so I don't understand why. This meant a VERY late arrival and only a quick nap before my morning flight.

Because of rescheduling, they had to put me on a flight that didn't go through Dallas

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

Couldn’t get the door on the plane to close leading to a nearly 2 hour delay. But, hey at least they didn’t cancel the flight.

Flight was cancelled 3 hrs AFTER etd. Thetefore Missed connection from JFK to New Zealand . No accommodation provided… This cost ne aporox 1000 USD in extra expenses and turned whst should have been a 24 hr trip ftom Boston - New Zealand into a VERY expensive , late 70+ hr nightmare … Complete nonsense!!!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

The plane was broken so we had to change planes.

The flight got delayed 2.5 hrs due to a maintenance issue that cause a domino effect. American should have spare planes for when something like this happens.

Everything you need to know for your flight from Charlottesville to Simpson Bay

Information on your arrival and departure airports

Charlottesville (CHO)
Simpson Bay (SXM)

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