$270 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 8/28. 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

Thu, Aug 27 - Tue, Sep 1
American Airlines Logo
2:08 pm - 11:04 pm
EGE
-
BOS
6h 56m
1 stop
American Airlines Logo
6:45 am - 1:28 pm
BOS
-
EGE
8h 43m
1 stop
$329American Airlines
Tue, Jul 28 - Wed, Aug 12
American Airlines Logo
10:33 am - 10:17 pm
EGE
-
BOS
9h 44m
1 stop
American Airlines Logo
6:45 am - 1:28 pm
BOS
-
EGE
8h 43m
1 stop
$354American Airlines
Sat, Jul 4 - Tue, Jul 14
American Airlines Logo
10:33 am - 10:17 pm
EGE
-
BOS
9h 44m
1 stop
American Airlines Logo
6:00 am - 1:32 pm
BOS
-
EGE
9h 32m
1 stop
$379American Airlines
Wed, Jul 1 - Tue, Jul 7
American Airlines Logo
2:12 pm - 11:25 pm
EGE
-
BDL
7h 13m
1 stop
American Airlines Logo
6:04 am - 1:32 pm
BDL
-
EGE
9h 28m
1 stop
$392American Airlines
Sat, Aug 22 - Sat, Aug 29
United Airlines Logo
8:00 am - 7:19 pm
EGE
-
BOS
9h 19m
1 stop
United Airlines Logo
12:27 pm - 6:02 pm
BOS
-
EGE
7h 35m
1 stop
$394United Airlines
Sat, Aug 22 - Sat, Aug 29
United Airlines Logo
8:00 am - 7:19 pm
EGE
-
BOS
9h 19m
1 stop
United Airlines Logo
5:45 am - 12:24 pm
BOS
-
EGE
8h 39m
2 stops
$399United Airlines
Tue, Jun 16 - Sat, Jun 20
American Airlines Logo
2:12 pm - 11:25 pm
EGE
-
BDL
7h 13m
1 stop
American Airlines Logo
6:06 am - 1:31 pm
BDL
-
EGE
9h 25m
1 stop
$419American Airlines
Thu, Sep 17 - Mon, Sep 21
American Airlines Logo
8:00 am - 7:52 pm
EGE
-
BOS
9h 52m
1 stop
American Airlines Logo
7:00 am - 12:17 pm
BOS
-
EGE
7h 17m
1 stop
$420American Airlines
Tue, Jun 16 - Sat, Jun 20
American Airlines Logo
7:50 am - 10:46 pm
EGE
-
BDL
12h 56m
2 stops
American Airlines Logo
6:06 am - 1:31 pm
BDL
-
EGE
9h 25m
1 stop
$424American Airlines
Wed, Sep 23 - Mon, Sep 28
United Airlines Logo
1:30 pm - 1:14 am
EGE
-
BOS
9h 44m
2 stops
United Airlines Logo
7:30 am - 12:29 pm
BOS
-
EGE
6h 59m
1 stop
$425United 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 August.

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 February, when tickets cost $288 (return) on average. On the other hand, the most expensive months are January and April, when the average cost of round-trip tickets is $544 and $448 respectively.

Good to know

Low seasonJanuary
Cheapest flight$215
Best time to beat the crowds but there is an average 20% increase in price.
Most popular time to fly and prices are also 2% 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 9778 reviews
7.3Comfort
8.1Crew
7.7Boarding
6.6Food
7.1Entertainment
Airline reviews

New plane was lovely. Crew customer service is always lax but expected. Kraft on time and arrived safely.

10.0 ExcellentKaryn, Jun 2026
DEN - LAX
Read more United Airlines reviews

New plane was lovely. Crew customer service is always lax but expected. Kraft on time and arrived safely.

It was a short flight so I was expecting too much

Had a one hour delay due to mechanical issue. I didn’t think I’d be able to make my connecting flight, but they waited for me and greeted me when I arrived to help things run smooth.

My service dog and I were asked to deplane just before they closed the door - clearly very last minute they couldn’t find the documentation that I have filled out many many times before that is for flying service animals. I purposely purchase 3seats (a whole row) since he is large and not all passengers want to sit next to a dog on a cross country flight. The plane departed with my husband on it!!! They made me fill out a hard copy of the same form and had to reschedule me on a later flight where they could find 3 seats together!! I’ve done this so many times before - clearly the error was on their part in a technology glitch - but really people - do better!! Very traumatic - and my husband had to wait for us when he landed ….so bad. Poor pup was confused and tired.

O’hsre taxi and deboarding took 40 minutes. Needed 20 minutes extra time between connecting flights to avoid running through terminal.

Was great in general, try to respect time and excuses when slight changes have been made, appreciated!

Super friendly with lots of drink options an entertainment. Friendly crew.

Really hard landing... as in slammed into the runway then hit the brakes really hard ...

Every staff member was professional, friendly and courteous. The pizza twist was ok. It was warm but too much dough.

Wonderful in-seat entertainment with seatback screens and huge selection of quality movies. The ability to bluetooth connect headphones was amazing.

The flight from Dallas to Tokyo was not on Japan Airlines. It was on American Airlines. Very disappointed that we did not fly on Japan Airlines. Will not be using you liars again. I’ll just book direct from the airline next time. Wish you could make this right and has us fly on Japan Air when heading back home to the US.

The Mario was so helpful and provided amazing customer service however l have being waiting for a callback for almost a week now and have not heard anything further after l informed them l wanted to change my date of traveling because of my hospital appointment even send them proof and l was unable to use manag your booking on their website is a bit frustrating and l would appreciate an update on My request as soon as possible. And have called them times without numbers no response

They made nearly everyone check their bag because the overhead bins are way too small. Extremely inconvenient

Was put into a seat right behind the toilet that had no entertainment possible but did have plenty of leg room over noisy part of plane.

Movies on my phone are great. It would be nice to have a gluten free snack option.

It was what i expected. I like the movies you can access from your phone. It would be nice if there was a gluten free snack offered. But I did bring my own snack knowing there would not be a gluten free option

The flight was peaceful, just s slight turbulence, pilots and crews were all nice and made a great job! Arrived safely in the Philippines. Thank you ya’ll!

Ontario airport boarding was very easy to park and access, is clean and TSA took 10 minutes total. Check-in was a breeze and cruise was very nice.

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

Awful, tons of delays, I got into Chicago multiple hours late meaning I hit the very traffic I tried so desperately to avoid. Just empty apologies from American Airlines text alerts. Trash behavior from a trash airline.

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

Information on your arrival and departure airports