$145 Find Cheap Flights from Vail to Massachusetts

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Vail to Massachusetts departing on 4/3. 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 Vail 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 Vail to Massachusetts, as well as popular online travel agencies
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Flight Deals

Book Cheap Vail 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 Vail 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 Vail to Massachusetts

Fri, May 1 - Tue, May 5
United Airlines Logo
1:45 pm - 11:59 pm
EGE
-
BOS
8h 14m
1 stop
United Airlines Logo
9:15 am - 2:32 pm
BOS
-
EGE
7h 17m
1 stop
$289United Airlines
Fri, May 1 - Tue, May 5
United Airlines Logo
1:45 pm - 12:59 am
EGE
-
BOS
9h 14m
2 stops
United Airlines Logo
7:09 am - 2:32 pm
BOS
-
EGE
9h 23m
1 stop
$294United Airlines
Thu, Mar 26 - Thu, Apr 2
American Airlines Logo
11:42 am - 9:49 pm
EGE
-
BOS
8h 07m
1 stop
American Airlines Logo
5:47 am - 11:02 am
BOS
-
EGE
7h 15m
1 stop
$299American Airlines
Fri, May 1 - Tue, May 5
United Airlines Logo
1:45 pm - 11:59 pm
EGE
-
BOS
8h 14m
2 stops
United Airlines Logo
5:45 am - 12:42 pm
BOS
-
EGE
8h 57m
2 stops
$300United Airlines
Fri, May 1 - Sat, May 9
American Airlines Logo
8:00 am - 10:54 pm
EGE
-
BOS
12h 54m
2 stops
American Airlines Logo
7:47 am - 7:09 pm
BOS
-
EGE
13h 22m
2 stops
$309American Airlines
Sat, Mar 28 - Mon, Mar 30
American Airlines Logo
2:37 pm - 11:59 pm
EGE
-
BOS
7h 22m
1 stop
American Airlines Logo
6:15 am - 3:47 pm
BOS
-
EGE
11h 32m
1 stop
$319American Airlines
Fri, May 1 - Sat, May 9
United Airlines Logo
1:45 pm - 11:59 pm
EGE
-
BOS
8h 14m
1 stop
United Airlines Logo
5:45 am - 2:32 pm
BOS
-
EGE
10h 47m
2 stops
$324United Airlines
Thu, May 21 - Sun, May 24
American Airlines Logo
2:12 pm - 11:09 pm
EGE
-
BOS
6h 57m
1 stop
American Airlines Logo
6:00 am - 1:31 pm
BOS
-
EGE
9h 31m
1 stop
$334American Airlines
Thu, Mar 26 - Thu, Apr 2
United Airlines Logo
8:00 am - 6:41 pm
EGE
-
BOS
8h 41m
2 stops
United Airlines Logo
6:00 am - 11:16 am
BOS
-
EGE
7h 16m
1 stop
$335United Airlines
Thu, May 21 - Sun, May 24
American Airlines Logo
2:12 pm - 11:09 pm
EGE
-
BOS
6h 57m
1 stop
American Airlines Logo
7:00 am - 6:45 pm
BOS
-
EGE
13h 45m
2 stops
$339American Airlines
Booking Insights

KAYAK's insights & trends for Vail to Massachusetts flights

Get data-powered insights and trends into flights from Vail 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 Vail 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 Vail to Massachusetts departing in May.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Vail 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 Vail to Massachusetts is November, when tickets cost $374 (return) on average. On the other hand, the most expensive months are January and October, when the average cost of round-trip tickets is $589 and $565 respectively.

Good to know

Low seasonJanuary
Cheapest flight$145
Best time to beat the crowds but there is an average 21% increase in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from Vail to Boston

FAQs - booking Massachusetts flights

  • How does KAYAK find such low prices on flights from Vail 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 Vail to Massachusetts.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Vail 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 Vail 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 Vail 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 Vail 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 Vail 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 airlines flying from Vail to Massachusetts

 
See real verified KAYAK customer reviews for airlines flying from Vail 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 Vail 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.
7.4
United AirlinesOverall score based on 9363 reviews
7.3Comfort
7.7Boarding
6.6Food
7.1Entertainment
8.1Crew
Airline reviews

Flight left on time and we arrived 25 minutes early! There was a gate available when we arrived so early on a busy Sunday afternoon! Flight attendants came around twice with the drinks cart.

10.0 ExcellentAnonymous, Feb 2026
DEN - RSW
Read more United Airlines reviews

Flight left on time and we arrived 25 minutes early! There was a gate available when we arrived so early on a busy Sunday afternoon! Flight attendants came around twice with the drinks cart.

Both of my flights arrived early and check in process was smooth

I like flying first class, and United has a nice one

Sitting on the runway after we land for almost two hours! Not sure if we should blame United or Just Dumpy Vance.

United airlines has the best customer experience from booking to arrival. I always fly United airlines. The mileage program is excellent

Flight was late - I was downgraded from first class to coach

Crew seemed a bit cranky. No seatback screens. But boarding was efficient and on time and we arrived early.

See previous note about the passenger in Denver who threw my husband's bag out of the overhead bin in order to maker room for his own. And the flight attendant back up the new passenger.

Terrible. They wouldn't allow me on my flight on the 14th..

I never flew. Flight was canceled. DIA worst airport in the country. Avoid at all costs.

Mediocre would be best description. Food bland. Seat biz class uncomfortable to sleep. Crew never dimmed lights completely in an overnight flight to Europe. Would avoid AA if possible.

For my arriving destination, we were delayed multiple times to the point that we arrived 6 hours after we were originally scheduled. On my flight home, they overbooked and involuntarily removed passengers (including me) from the plane. It was not a good experience.

It was good experience this time. The flight was on time.

I very rarely fly American and my experience today reenforces that is the correct decision. While the staff were all very courteous, our flight was first thing in the morning so there was no reason to be delayed, yet appropriate maintenance checks weren’t completed prior to our flight so we were delayed multiple times. Not a great showing, American Airlines.

It's very confusing because Kayak has it as American Airlines, but it was Hawaiian Airlines, but operated by Alaska Airlines. I had to go to the airport for my boarding pass because American said I didn't have any trips.

Smooth flight. From the early boarding and all were on board before departure time and arrived early in ONT. Great crew. Thank you!!!!

Small plane, poor meal choices for first class, bad terminal and boarding experience at LAX

Lack of gluten free options in food service. I have Celiac disease and it appears you no longer offer special meals for people with dietary restrictions. I am a frequent flyer traveling into and out of Omaha airport. I have noticed over the course of several months that although our flight typically arrives ahead of schedule (awesome job AA!) - we typically sit on the runway for several minutes waiting for the ground crew to get in place. Not sure if it is a ground crew issue or a gate availability issue (due to construction at this airport). Seems to be more of a ground crew being on time issue.

Arrived early picked up my bag in a few minutes- great trip - thank you

Flight boarded, departed and landed on time. Excellent service from flight attendant in FIRST

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

Information on your arrival and departure airports