$129 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 1/10. 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, Jan 23 - Tue, Jan 27
Delta Logo
11:50 am - 8:31 pmEGE-BOS
6h 41m1 stop
Delta Logo
6:55 am - 2:05 pmBOS-EGE
9h 10m1 stop
$277Delta
Find Deal
Fri, Jan 23 - Tue, Jan 27
Delta Logo
3:10 pm - 1:04 amEGE-BOS
7h 54m1 stop
Delta Logo
6:00 am - 2:05 pmBOS-EGE
10h 05m2 stops
$282Delta
Find Deal
Fri, Jan 23 - Tue, Jan 27
Delta Logo
11:50 am - 9:13 pmEGE-BDL
7h 23m1 stop
Delta Logo
6:00 am - 2:05 pmBDL-EGE
10h 05m1 stop
$289Delta
Find Deal
Fri, Jan 23 - Tue, Jan 27
Delta Logo
3:10 pm - 11:55 pmEGE-BDL
6h 45m1 stop
Delta Logo
5:30 am - 2:05 pmBDL-EGE
10h 35m2 stops
$294Delta
Find Deal
Thu, Dec 11 - Thu, Jan 1
American Airlines Logo
8:00 am - 5:14 pmEGE-BOS
7h 14m1 stop
American Airlines Logo
6:40 am - 3:16 pmBOS-EGE
10h 36m1 stop
$324American Airlines
Find Deal
Thu, Dec 11 - Thu, Jan 1
American Airlines Logo
8:00 am - 5:14 pmEGE-BOS
7h 14m1 stop
American Airlines Logo
8:00 am - 7:07 pmBOS-EGE
13h 07m2 stops
$329American Airlines
Find Deal
Fri, Jan 23 - Tue, Jan 27
American Airlines Logo
8:10 am - 7:02 pmEGE-BOS
8h 52m2 stops
American Airlines Logo
6:00 am - 2:10 pmBOS-EGE
10h 10m2 stops
$331American Airlines
Find Deal
Mon, Dec 29 - Mon, Jan 5
United Airlines Logo
1:36 pm - 11:35 pmEGE-BOS
7h 59m1 stop
United Airlines Logo
12:20 pm - 6:21 pmBOS-EGE
8h 01m1 stop
$346United Airlines
Find Deal
Mon, Dec 29 - Sat, Jan 3
American Airlines Logo
12:41 pm - 11:19 pmEGE-BOS
8h 38m1 stop
American Airlines Logo
5:53 am - 10:49 amBOS-EGE
6h 56m1 stop
$349American Airlines
Find Deal
Mon, Dec 29 - Sun, Jan 4
United Airlines Logo
1:36 pm - 9:55 pmEGE-BOS
6h 19m1 stop
United Airlines Logo
5:20 am - 12:33 pmBOS-EGE
9h 13m2 stops
$352United 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 $374 (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 seasonNovember
Cheapest flight$129
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.

  • 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 9057 reviews
7.1Entertainment
8.1Crew
6.6Food
7.3Comfort
7.7Boarding
Airline reviews

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

8.0 ExcellentJessica, Oct 2025DEN - TUS
Read more United Airlines reviews

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

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

The flight was delayed multiple times, again no fault of American but again the extra cost, for everything makes it feel like a cheap airline! Especially when flights are outrageously expensive already

Horrible. Both legs of my flight were delayed more than 6 hours. No compensation, no screens on the plane, and the plane was not clean.

I had a positive experience on American. I'm blind and traveling with a guide dog and the flight attendants were so kind, friendly, and helpful towards us. They checked in on us during the flight and they made us feel comfortable and welcomed. There was an hour delay before depature, but overall the flight was a smooth ride. I appreciate that there were no issues on this long flight back home.

We were told the flight was delayed 5 times, then it was moved to the next day.

More choices on snacks. Built-in video screen to enjoy entertainment choices.

we landed at cmh ten minutes early but had to sit on tarmac for twenty minutes because a plane was at our gate despite the fact that 3 other gates were open.

The experience with American Airlines was good, although the Philippines Airlines flight was much better (better seats, better food, better entertainment options, overall better). Again, the MIA to LAX flight was fine, but nothing in comparison to the comfort and accommodations of the Philippines Airlines flight from LAX to MNL.

I have a gluten allergy so did have any food

I have a gluten allergy so didn't have any food

Loved the crew . Absolutely no complaints. Except for luggage lost

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

Information on your arrival and departure airports