$176 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 9/16. 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

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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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Cheap Flights from Vail to Massachusetts

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Boston
Boston2 stops$294
Boston
Boston2 stops$294

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, Nov 12 - Mon, Nov 17
United Airlines Logo
1:30 pm - 11:30 pmEGE-BDL
8h 00m1 stop
United Airlines Logo
3:20 pm - 8:31 pmBDL-EGE
7h 11m1 stop
$289United Airlines
Find Deal
Wed, Sep 24 - Wed, Oct 1
American Airlines Logo
8:12 am - 9:46 pmEGE-BOS
11h 34m2 stops
American Airlines Logo
10:41 am - 6:37 pmBOS-EGE
9h 56m1 stop
$294American Airlines
Find Deal
Tue, Oct 28 - Wed, Nov 5
United Airlines Logo
1:30 pm - 11:30 pmEGE-BDL
8h 00m1 stop
United Airlines Logo
10:34 am - 8:31 pmBDL-EGE
11h 57m2 stops
$294United Airlines
Find Deal
Wed, Sep 24 - Wed, Oct 1
American Airlines Logo
8:12 am - 9:46 pmEGE-BOS
11h 34m2 stops
American Airlines Logo
11:00 am - 6:37 pmBOS-EGE
9h 37m2 stops
$299American Airlines
Find Deal
Tue, Oct 28 - Wed, Nov 5
United Airlines Logo
1:30 pm - 11:59 pmEGE-BDL
8h 29m2 stops
United Airlines Logo
10:34 am - 8:31 pmBDL-EGE
11h 57m2 stops
$299United Airlines
Find Deal
Tue, Oct 28 - Wed, Nov 5
United Airlines Logo
7:10 am - 9:38 pmEGE-BDL
12h 28m2 stops
United Airlines Logo
6:00 am - 12:24 pmBDL-EGE
8h 24m2 stops
$323United Airlines
Find Deal
Sat, Sep 27 - Thu, Oct 2
American Airlines Logo
8:12 am - 8:04 pmEGE-BOS
9h 52m1 stop
American Airlines Logo
12:40 pm - 6:37 pmBOS-EGE
7h 57m1 stop
$339American Airlines
Find Deal
Tue, Sep 16 - Sun, Sep 21
American Airlines Logo
8:12 am - 6:33 pmEGE-BDL
8h 21m1 stop
American Airlines Logo
6:15 am - 11:45 amBDL-EGE
7h 30m1 stop
$341American Airlines
Find Deal
Tue, Sep 9 - Sat, Sep 13
United Airlines Logo
1:40 pm - 11:57 pmEGE-BOS
8h 17m2 stops
United Airlines Logo
7:30 am - 12:36 pmBOS-EGE
7h 06m1 stop
$344United Airlines
Find Deal
Tue, Sep 16 - Sun, Sep 21
American Airlines Logo
12:28 pm - 11:29 pmEGE-BDL
9h 01m2 stops
American Airlines Logo
6:15 am - 11:45 amBDL-EGE
7h 30m1 stop
$346American 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.

How much is a round-trip flight from Vail to Massachusetts?

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 March, when tickets cost $388 (return) on average. On the other hand, the most expensive months are January and November, when the average cost of round-trip tickets is $603 and $576 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$176
Best time to beat the crowds but there is an average 13% increase in price.
Most popular time to fly and prices are also 4% 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 8943 reviews
7.7Boarding
8.1Crew
6.6Food
7.1Entertainment
7.3Comfort
Airline reviews

I never flew. Flight was canceled. DIA worst airport in the country. Avoid at all costs.

2.0 MediocreNatalie, Jul 2025ASE - DEN
Read more United Airlines reviews

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.

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.

It’s been awhile since I have traveled on United. I, along with my family who were on the flight noted how smoothly everything went . Boarding, flight crew and service was excellent.

My flight was delayed for several hours. Sitting at gate 16 for several hours, I got a text from Kayak the gate changed to 9 before it was announced. Very bad communication at each gate from American Airlines employees. I received 10 notifications of delay from Kayak. My vacation started off horrible! I will write to American Airlines corporate office also.

The AA staff person who checked our bags was curt and almost rude. The FA also seemed unhappy doing her job. Overall it was like riding the school bus back in grade school.

Internet was a bit expensive and did not work ask that week otherwise a good flight

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

My Internet did not work for Outlook email or basically anything. I paid for one hour of in-flight usage and it was terrible. I spent a lot of time on different sites and browsers with no luck and a lot of frustration. Other than that, the flight was on time, crew was nice, service was fine. Seat was OK even though I paid for the extra 6 inches. I cannot imagine how tight the seats in the back must be.

Delayed flight that lead to a missed connection and a 5-hour trip became a 12-hour flight 🙄

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Food was ok, but not as good as I have had before on AA.

No issues. They did change our gate FOUR times in about 30 minutes which was mildly annoying but the flight was fine.

Great flight. No issues at all. I still think boarding could be more efficient but otherwise, a good experience.

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

Information on your arrival and departure airports

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