$165 Find Cheap Flights from Vail 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 Vail to Massachusetts departing on 8/19. 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

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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 - Mon, Aug 31
American Airlines Logo
10:28 am - 9:05 pm
EGE
-
BOS
8h 37m
1 stop
American Airlines Logo
6:45 am - 1:28 pm
BOS
-
EGE
8h 43m
1 stop
$329American Airlines
Wed, Aug 26 - Mon, Aug 31
American Airlines Logo
7:50 am - 5:45 pm
EGE
-
BOS
7h 55m
1 stop
American Airlines Logo
6:45 am - 1:28 pm
BOS
-
EGE
8h 43m
1 stop
$354American Airlines
Wed, Sep 9 - Tue, Sep 15
United Airlines Logo
1:30 pm - 1:10 am
EGE
-
BOS
9h 40m
2 stops
United Airlines Logo
7:45 am - 2:27 pm
BOS
-
EGE
8h 42m
1 stop
$377United Airlines
Wed, Sep 9 - Tue, Sep 15
United Airlines Logo
1:30 pm - 1:10 am
EGE
-
BOS
9h 40m
2 stops
United Airlines Logo
7:46 am - 2:27 pm
BOS
-
EGE
8h 41m
2 stops
$383United Airlines
Thu, Jul 23 - Mon, Aug 17
American Airlines Logo
2:12 pm - 11:59 pm
EGE
-
BOS
7h 47m
1 stop
American Airlines Logo
7:30 am - 1:28 pm
BOS
-
EGE
7h 58m
1 stop
$395American Airlines
Fri, Nov 6 - Wed, Nov 11
United Airlines Logo
1:30 pm - 11:51 pm
EGE
-
BOS
8h 21m
1 stop
United Airlines Logo
3:25 pm - 8:05 pm
BOS
-
EGE
6h 40m
1 stop
$397United Airlines
Fri, Nov 6 - Wed, Nov 11
United Airlines Logo
1:30 pm - 1:06 am
EGE
-
BOS
9h 36m
2 stops
United Airlines Logo
9:20 am - 2:34 pm
BOS
-
EGE
7h 14m
1 stop
$402United Airlines
Wed, Aug 26 - Mon, Aug 31
United Airlines Logo
1:30 pm - 1:11 am
EGE
-
BOS
9h 41m
2 stops
United Airlines Logo
7:45 am - 2:27 pm
BOS
-
EGE
8h 42m
1 stop
$417United Airlines
Fri, Sep 18 - Wed, Sep 23
American Airlines Logo
8:00 am - 5:30 pm
EGE
-
BDL
7h 30m
1 stop
American Airlines Logo
11:12 am - 6:43 pm
BDL
-
EGE
9h 31m
2 stops
$417American Airlines
Wed, Jul 29 - Mon, Aug 17
American Airlines Logo
10:33 am - 8:50 pm
EGE
-
BOS
8h 17m
1 stop
American Airlines Logo
8:15 am - 1:28 pm
BOS
-
EGE
7h 13m
1 stop
$421American 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 June, when the average cost of round-trip tickets is $544 and $509 respectively.

Good to know

Low seasonJanuary
Cheapest flight$165
Best time to beat the crowds but there is an average 23% increase in price.
Most popular time to fly with an average 11% increase in price.
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 9983 reviews
7.7Boarding
6.7Food
7.3Comfort
8.1Crew
7.1Entertainment
Airline reviews

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.

2.0 MediocreCatie, May 2026
SFO - BOS
Read more United Airlines reviews

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.

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

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

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

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

I don’t understand the purpose of the orange “priority” tag on my bag. This tagged, my bag is last or near to the last bag to come down the carousel at IAH.

Plenty of room for me and the cat in Premium Economy. Seat was comfortable. Boarding was a breeze. The lady at the special check-in desk was great, super helpful and professional.

Good even though flight was delayed, the crew was prompt and efficient.

You could have been ON TIME! And I was miffed because I spent an extra $82 to get my seat and the steward put a woman from the back in my aisle for nothing because her movies wouldn’t work. I’ll try that next time and save $82!

Again a nearly five hour flight and pretzels is all the food you get and all you can drink water. No electric plugs in economy. Staff was totally not caring. Delta next time

Same plane as RDU to LGA — internet not working. Pilot issue of some sort at end of prior flight - I was on same plane for my connection. Late/delayed —

I was in last row so that is never great bc the person in front of me leaned his seat all the way back into me.

Half of the TSA checkpoints at PHL are closed. Also, there is no standby for first class passengers. You can only standby for coach. Very dated policy and inconsistent with peers.

We had a male flight attendant who was super attentive and wonderful! Very professional. I have both gluten and dairy intolerance, and was only able to get a gluten free part, and not the dairy free part of the meal. Easy to order ahead of time and I appreciate being able to do that.

No enough space plus only allowing one laggage instead of two like other airlines.

Qatar airways ,boarding arrangements at Hamid international airport could been better

AA should improve their in air internet & entertainment options. Seems unreasonable to charge $20/hr and should have some form of free connections. The entertainment options are also pretty limited, movies are outdated and the series only show 3-5 episodes.

Our flight from Eagle to Vail was delayed to the point we missed our connection to Savannah. Now we’re a family of 4 in a hotel room with luggage, no toiletries, no clean clothes. Gate attendant said the delay was mechanical but it was put in the system as something else so no compensation. That’s just wrong.

They only offered water for Group 6. Awful announcements from the Crew. Couldn't understand a single word. Barely came by for the trash afterwards. Man, I love water for a premium flight. Wow. Water in a cup.

Ring in first class for an overnight flight, there was no blankets nor pillows for first class customers.

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

Information on your arrival and departure airports