$167 Find Cheap Flights from Charlottesville to Massachusetts - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Charlottesville to Massachusetts departing on 8/18. 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, 0 bags

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Charlottesville to Massachusetts, 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 Massachusetts, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Charlottesville to Massachusetts

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Boston
Boston1 stop$201
Albany
Albany1 stop$359
Boston
Boston1 stop$201
Albany
Albany1 stop$359

Book Cheap Charlottesville to Massachusetts 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 Massachusetts 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 Massachusetts

Wed, Oct 21 - Wed, Oct 28
Delta Logo
2:30 pm - 9:27 pm
CHO
-
BOS
6h 57m
1 stop
Delta Logo
10:00 am - 1:49 pm
BOS
-
CHO
3h 49m
1 stop
$201Delta
Wed, Jul 15 - Mon, Jul 20
Delta Logo
2:32 pm - 7:40 pm
CHO
-
BOS
5h 08m
1 stop
Delta Logo
8:00 am - 2:00 pm
BOS
-
CHO
6h 00m
1 stop
$216Delta
Mon, Jul 13 - Mon, Jul 20
Delta Logo
2:32 pm - 6:40 pm
CHO
-
BOS
4h 08m
1 stop
Delta Logo
9:00 am - 2:00 pm
BOS
-
CHO
5h 00m
1 stop
$231Delta
Sat, Jul 4 - Tue, Jul 14
Delta Logo
10:12 am - 4:31 pm
CHO
-
BOS
6h 19m
1 stop
Delta Logo
10:00 am - 2:00 pm
BOS
-
CHO
4h 00m
1 stop
$236Delta
Tue, Jul 7 - Tue, Jul 14
Delta Logo
6:40 am - 12:18 pm
CHO
-
BOS
5h 38m
1 stop
Delta Logo
9:00 am - 2:00 pm
BOS
-
CHO
5h 00m
1 stop
$239Delta
Tue, Jul 7 - Mon, Jul 13
American Airlines Logo
5:00 am - 9:19 am
CHO
-
BOS
4h 19m
1 stop
American Airlines Logo
8:06 am - 2:31 pm
BOS
-
CHO
6h 25m
1 stop
$254American Airlines
Tue, Aug 25 - Sat, Aug 29
United Airlines Logo
6:25 am - 10:27 am
CHO
-
ALB
4h 02m
1 stop
United Airlines Logo
7:35 pm - 11:44 pm
ALB
-
CHO
4h 09m
1 stop
$359United Airlines
Thu, Sep 24 - Mon, Sep 28
United Airlines Logo
6:25 am - 9:37 am
CHO
-
BDL
3h 12m
1 stop
United Airlines Logo
6:00 am - 9:51 am
BDL
-
CHO
3h 51m
1 stop
$454United Airlines
Sat, Jul 4 - Wed, Jul 8
United Airlines Logo
6:30 am - 2:24 pm
CHO
-
BDL
7h 54m
1 stop
United Airlines Logo
6:00 am - 9:56 am
BDL
-
CHO
3h 56m
1 stop
$459United Airlines
Tue, Jun 30 - Tue, Jul 7
United Airlines Logo
6:25 am - 9:45 am
CHO
-
BDL
3h 20m
1 stop
United Airlines Logo
6:00 am - 9:56 am
BDL
-
CHO
3h 56m
1 stop
$462United Airlines
Booking Insights

KAYAK's insights & trends for Charlottesville to Massachusetts flights

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

How much is a round-trip flight from Charlottesville to Massachusetts?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Charlottesville to Massachusetts departing in October.

What is the cheapest month to fly from Charlottesville to Massachusetts?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Charlottesville to Massachusetts, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Charlottesville to Massachusetts is September, when tickets cost $113 (return) on average. On the other hand, the most expensive months are November and March, when the average cost of round-trip tickets is $247 and $219 respectively.

How far in advance should I book a flight from Charlottesville to Massachusetts?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Charlottesville to Massachusetts, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Charlottesville to Massachusetts, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 13 weeks before departure.

Good to know

Low seasonDecember
Cheapest flight$167
Best time to beat the crowds with an average 22% drop in price.
Most popular time to fly and prices are also 13% lower on average.
Flight from Charlottesville to Albany

FAQs - booking Massachusetts flights

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

    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 Massachusetts.

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

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

    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 Massachusetts 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 Massachusetts?

    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 Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from Charlottesville to Massachusetts

 
See real verified KAYAK customer reviews for airlines flying from Charlottesville to Massachusetts. 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 Massachusetts? 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.
7.9
DeltaOverall score based on 8404 reviews
8.1Boarding
8.5Crew
7.2Food
7.8Entertainment
7.8Comfort
Airline reviews

Flight attendants were great. Cheerful, upbeat and friendly. Jet, in particular, was fantastic.

10.0 ExcellentJOSEPH, Jun 2026
RIC - ATL
Read more Delta reviews

Flight attendants were great. Cheerful, upbeat and friendly. Jet, in particular, was fantastic.

I have Precheck. Flew HPN to DEN and return this past weekend. Delta didn't attach my Precheck number to this trip. So it was waiting in general line especially in Denver. Unavailable.

Original flight was delayed, then cancelled and the gate staff did not expedite rebooking. Also, no instructions were given that a ticket number was needed before being called to facilitate rebooking. This could have been much more organized.

Be on time? When not on time a circling for over an hour offer more than 1 bag of chips to the passengers? It was a 7 hour flight by the time we got done.

Five hour delays every hour, I wish it were all at once

Flight delayed four separate times. I’m now one hour hours late to landing.

worst flight ever from Delta, it got delayed and kept on delaying..

Should never have had to go to Detroit from Orlando back to Tennessee!

Got rerouted from a straight flight from Orlando to Atlanta to Knoxville to a flight from Orlando to Detroit to Knoxville! Seriously!! Flight delay out of Detroit! Long day for what should have been a pretty easy travel day!

Two delays on two separate planes with parts they could not easily find and replace.

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

The entertainment is a bit limited, it would be better if they added some games to play besides the movies and tv shows. But the seats are comfortable and the crew is polite

This planes staff was top tier. Everything went great and had a great flight home.

Food was great. Staff was phenomenal. Seats were a bit hard and could use a lot more entertainment options as far as movies to choose from. WiFi was good. Overall great trip.

This was an overnight flight, and in the morning they did know coffee service. How you can throw passengers in a San Francisco airport at 5:40 a.m. in the morning and not giving them Coffee is a crime.

Our flight was delayed several Times due to mechanical issues. Although I understand this may happen at times, it was very inconvenient and we had to book a hotel for an overnight stay. We were traveling with my 3-yo grandson and waiting at the airport from noon until 6:30pm with no reassurance that our next rescheduled flight would depart, we had to decide what’s best for him. A day later, I found out that I may be able to demand compensation if my flight is delayed more than 4 hours. I will hav to read the fine print next time.

The pilot had to extend the flight time from san antonio to Houston to burn off fuel. This caused a lot of unnecessary stress since we had a tight connection to Aruba. And with no other flights going to Aruba we were worried about spending a night in Houston. We had to to run to our connection because of the flight crews mistake. Not happy.

Service was professional and quick. Premium economy seat was comfortable given the class

I'm a United 1K member and have ben for 10 years. The gate agent had no control over the boarding process and had us passengers queued for hours as delays were announced. On the plane, the overhead air nozzle was broken so col over was powering through on me and the passenger next to me. Not a great experience for a million miler on United. Feel free to contact me. Josh Smigel - DM426089

Like: departed and arrived on time. Unlike: Food options for purchase allways bad, 1 of 2 of the crew members not very friendly at all. Seats and leg room aweful. At this point I am thinking on switching to AA.

Agency very bad had to cancelled my booking too many changes in the flight changed my flight to 1 week

Trash. Sat on the runway for 40 mins…missed connecting flight because of it now I’m stuck. Thanks…a whole fkn lot.

The flight was delayed significantly and we sat on runway after landing for awhile. Best thing was the flight attendant, Jenny, in first class, who was very professional and attentive. She was excellent - the rest of the flight was not.

Awfully rude American worker at door when we started boarding flight. Then, walk into a blazing hot airplane with no air conditioning until twenty minutes into the flight. Free entertainment was non existent! My husband, along with the fellow passenger in our row, and I could not get entertainment to work, no WIFI! Really?? Been flying American a long time. Was very disappointed.

Flight was delayed by 6 hours... the level of incompetence was truly astounding. I won't be flying American Airlines again. I don't care if AA is direct and there is a layover with another airline, I'll take the layover.

Leave on time. We waited on the plane for hour hours and it was hot and smelly

Two hours delay, probably one hour because they didn’t bring catering and they had to bring water in board. There a change of aircraft. But delays galore at CLT so it must be a CLT and/or AA operation issue. The 1 hr additional delays because nobody could bring 2 packs of water sooner is probably the best example of this airline operates

Flight was delayed 5 hours. Initial reason for delay was 'maintenance' - which makes sense. Then, the additional 2 hours continued to say it was maintenance - when I know EWR had a 2 hour delay. AA did not say that. Additionally, when boarding, there was only one agent at the counter for a long time - until another came to help. After boarding, we had to wait another 45 minutes due to 'no catering'. So while we waited for catering, AA continued to board additional passengers - which seemed odd - and raised questions about what really was going on. I sat in First Class. During the flight, the flight crew allowed a significant number of non-First Class passengers to use the front bathroom - which created a very crowded environment in First Class which was uncomfortable. This also delayed First Class passengers from using the bathroom. Overall, horrible experience.

Very hard to beat a British Airways international flight…the crews are always so amazing! One flight attendant that really stood out was Emma…she was very personable and accommodating with any request we had!!

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

Everything you need to know for your flight from Charlottesville to Massachusetts

Information on your arrival and departure airports