$185 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 1/24. 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, Feb 5 - Mon, Feb 9
Delta Logo
3:10 pm - 1:04 am
EGE
-
BOS
7h 54m1 stop
Delta Logo
5:35 am - 2:05 pm
BOS
-
EGE
10h 30m1 stop
$289Delta
Fri, Feb 6 - Mon, Feb 9
Delta Logo
3:10 pm - 1:04 am
EGE
-
BOS
7h 54m1 stop
Delta Logo
6:00 am - 2:05 pm
BOS
-
EGE
10h 05m2 stops
$294Delta
Fri, Feb 6 - Mon, Feb 9
Delta Logo
11:50 am - 11:51 pm
EGE
-
BOS
10h 01m2 stops
Delta Logo
6:00 am - 2:05 pm
BOS
-
EGE
10h 05m2 stops
$300Delta
Fri, May 1 - Fri, May 8
United Airlines Logo
1:30 pm - 9:42 pm
EGE
-
BOS
6h 12m1 stop
United Airlines Logo
7:30 am - 12:21 pm
BOS
-
EGE
6h 51m1 stop
$311United Airlines
Sat, Mar 28 - Tue, Mar 31
American Airlines Logo
1:24 pm - 11:50 pm
EGE
-
BOS
8h 26m1 stop
American Airlines Logo
5:30 am - 11:50 am
BOS
-
EGE
8h 20m1 stop
$313American Airlines
Thu, Feb 5 - Tue, Feb 10
Delta Logo
3:10 pm - 1:04 am
EGE
-
BOS
7h 54m1 stop
Delta Logo
6:55 am - 2:05 pm
BOS
-
EGE
9h 10m1 stop
$314Delta
Sat, Mar 28 - Tue, Mar 31
American Airlines Logo
1:24 pm - 11:50 pm
EGE
-
BOS
8h 26m1 stop
American Airlines Logo
6:00 am - 1:56 pm
BOS
-
EGE
9h 56m2 stops
$318American Airlines
Thu, Feb 19 - Sun, Feb 22
United Airlines Logo
8:00 am - 7:08 pm
EGE
-
BOS
9h 08m2 stops
United Airlines Logo
6:00 am - 11:25 am
BOS
-
EGE
7h 25m1 stop
$319United Airlines
Thu, Mar 19 - Mon, Mar 23
American Airlines Logo
10:48 am - 12:05 am
EGE
-
BOS
11h 17m1 stop
American Airlines Logo
7:16 pm - 10:06 am
BOS
-
EGE
16h 50m1 stop
$335American Airlines
Thu, Feb 19 - Sun, Feb 22
United Airlines Logo
3:30 pm - 11:44 pm
EGE
-
BOS
6h 14m1 stop
United Airlines Logo
6:00 am - 11:25 am
BOS
-
EGE
7h 25m1 stop
$348United 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.

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 $668 and $565 respectively.

Good to know

Low seasonNovember
Cheapest flight$185
Best time to beat the crowds with an average 24% drop 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 9145 reviews
6.6Food
7.3Comfort
7.1Entertainment
7.7Boarding
8.1Crew
Airline reviews

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

2.0 MediocreSid, Dec 2025
DEN - BZN
Read more United Airlines reviews

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.

Impressed with the service despite turbulence because of the weather. Both flights arrived before their scheduled times.

Great experience…left a bit behind schedule but made up fir that in the air and landed 10 minutes early 😁

Electric plugs didn't work. Entertainment system wasn't working

Lower WiFi prices; allow us to see our flight on a map; more variety of drink choices.

So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute

UGH I HAD TO MISS MY FIRST FLIGHT TO TAMPA CAUSE OF THE 10 MINUTE DELAY OF THE ORLANDO TO MIAMI ONE SO THEY HAD ME GET ANOTHER TICKET. I AM NOT HAPPY AT ALL BECAUSE IT MADE ME MISS MY CONNECTING FLIGHT FROM TAMPA TO LONDON AND FORCED ME TO MISS A DAY AT MY ROOM IN THE UK.

Wish they didnt delay off-boarding for 10 minutes so i could connect to my flight from miami to tampa

We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.

Seats were much more cramped then on the 737. Narrower and rows closer together. Flight was absolutely packed and the plugs under the seats didn't work. Was forced to check my bag even though previous flight had no issue with it.

It was fine. My connection in Charlotte to go to WPB was too late and I had to spend the night in the Charlotte Airport in the mini suites.

The flight was on time and arrived early. The crew were friendly and helpful.

My carry on baggage was damaged. Entire trip, I had to carry the baggage. When complained to the boarding crew, they got mad at me and still asked me to valet check in the cabin baggage. Rude boarding crew!!!

Everything about the flight was lovely. My only suggestion would be to offer a few more options of tv series from Apple TV or HBO.

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

Information on your arrival and departure airports