$205 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 12/19. 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

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

Wed, Jan 28 - Sat, Jan 31
American Airlines Logo
1:07 pm - 10:56 pmEGE-BOS
7h 49m1 stop
American Airlines Logo
9:45 am - 4:08 pmBOS-EGE
8h 23m1 stop
$270American Airlines
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Wed, Jan 28 - Sat, Jan 31
American Airlines Logo
2:52 pm - 11:30 pmEGE-BOS
6h 38m1 stop
American Airlines Logo
6:41 am - 4:08 pmBOS-EGE
11h 27m2 stops
$275American Airlines
Find Deal
Wed, Jan 28 - Sat, Jan 31
American Airlines Logo
11:12 am - 10:29 pmEGE-BOS
9h 17m2 stops
American Airlines Logo
7:05 am - 4:08 pmBOS-EGE
11h 03m2 stops
$280American Airlines
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Fri, Oct 31 - Sat, Nov 8
United Airlines Logo
7:10 am - 3:24 pmEGE-BDL
6h 14m1 stop
United Airlines Logo
3:20 pm - 8:31 pmBDL-EGE
7h 11m1 stop
$309United Airlines
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Fri, Oct 31 - Sat, Nov 8
American Airlines Logo
8:08 am - 10:01 pmEGE-BDL
11h 53m2 stops
American Airlines Logo
6:09 am - 7:06 pmBDL-EGE
14h 57m2 stops
$319American Airlines
Find Deal
Fri, Oct 31 - Sat, Nov 8
United Airlines Logo
7:10 am - 3:24 pmEGE-BDL
6h 14m1 stop
United Airlines Logo
6:10 am - 12:24 pmBDL-EGE
8h 14m2 stops
$351United Airlines
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Thu, Oct 23 - Mon, Oct 27
American Airlines Logo
8:08 am - 9:48 pmEGE-BOS
11h 40m2 stops
American Airlines Logo
7:22 am - 6:59 pmBOS-EGE
13h 37m2 stops
$399American Airlines
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Wed, Oct 29 - Mon, Nov 10
United Airlines Logo
3:15 pm - 11:30 pmEGE-BDL
6h 15m1 stop
United Airlines Logo
7:31 am - 12:24 pmBDL-EGE
6h 53m1 stop
$399United Airlines
Find Deal
Wed, Oct 29 - Sat, Nov 8
United Airlines Logo
1:30 pm - 11:59 pmEGE-BDL
8h 29m2 stops
United Airlines Logo
3:20 pm - 8:31 pmBDL-EGE
7h 11m1 stop
$404United Airlines
Find Deal
Tue, Nov 11 - Thu, Nov 13
United Airlines Logo
3:15 pm - 11:39 pmEGE-BOS
6h 24m1 stop
United Airlines Logo
3:15 pm - 8:31 pmBOS-EGE
7h 16m1 stop
$409United Airlines
Find Deal
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 $378 (return) on average. On the other hand, the most expensive months are January and February, when the average cost of round-trip tickets is $636 and $566 respectively.

What’s the cheapest day of the week to fly from Vail to Massachusetts?

The average price of all round-trip flights from Vail to Massachusetts clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Massachusetts on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Vail to Massachusetts. For your return ticket, we recommend flying on a Tuesday and avoiding Saturdays for the best deals.

Good to know

Low seasonFebruary
Cheapest flight$205
Best time to beat the crowds but there is an average 14% increase in price.
Most popular time to fly and prices are also 3% 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.

  • What is the cheapest time of day to fly to Massachusetts?

    The cheapest time of day to fly to Massachusetts is generally in the morning, when round-trip flights cost $578 on average. Morning departures are around 18% cheaper than evening flights, on average. The most expensive time of day to fly to Massachusetts is generally in the evening, which is peak travel time and where the average cost of a ticket is $708.

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 8968 reviews
7.3Comfort
7.1Entertainment
6.6Food
7.7Boarding
8.1Crew
Airline reviews

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.

2.0 MediocreAnonymous, Sep 2025DEN - ORD
Read more United Airlines reviews

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

The design of the light switch on the arm rest is ridiculous.

The gate attendant let me walk right by her with a bag too big for the overhead compartment

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

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.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

the trip to madrid was uncomfortable with my legs touching the seat in front of me

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

We were delayed for a “couple of maintenance issues.” They were resolved rather quickly but a computer glitch caused someone in the airport to have to bring a physical copy of the paperwork so we could leave. I don’t know where they had to drive from to get to our plane but it took forever & we were 1 1/2 hrs late in leaving. The flight itself was fine.

You can plug your phone in & use their wifi to watch movies, etc, but the plane’s wifi was disconnected for most of the flight.

We had 3 flights. 1 & 2 were on the same plane but we had to de-board just to re-board 30 mins later. That may have been due to a crew change though. Our 3rd flight had a couple “maintenance” issues that held us up. They were quickly resolved but it took forever for someone to bring the paperwork needed so we could leave. Apparently there was a computer glitch so a driver had to bring a physical copy. It delayed us about 1 1/2 hrs. The flights themselves were smooth & no problems. For boarding, I don’t know why they don’t start with the back of the plane & move forward. It would eliminate the back up from people trying to find their seats & put their bags in the overhead bins. Unless you’re on an overseas flight, there is no food, you get a beverage & either a small bag of pretzels or a biscuit cookie. Take your own food or snacks of you want something more.

Very below average , plane from Dallas to Toyko was very poor designed plane. I had to sit for 13 hours next to fat man. Really bad seat and entertainment screen sucked

It was a red eye flight, so no meals were provided, but it was fine with snacks. The seats felt cramped and almost too narrow.

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

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