$207 Find Cheap Flights from Aspen 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 Aspen to Massachusetts departing on 3/10. 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 Aspen 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 Aspen to Massachusetts, as well as popular online travel agencies
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Cheap Flights from Aspen to Massachusetts

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Boston
Boston1 stop$359
Boston
Boston1 stop$359

Book Cheap Aspen 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 Aspen 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 Aspen to Massachusetts

Wed, Nov 12 - Sun, Nov 16
American Airlines Logo
12:25 pm - 9:35 pmASE-BOS
7h 10m1 stop
American Airlines Logo
5:30 am - 11:42 amBOS-ASE
8h 12m1 stop
$359American Airlines
Find Deal
Wed, Nov 12 - Sun, Nov 16
American Airlines Logo
12:25 pm - 9:35 pmASE-BOS
7h 10m1 stop
American Airlines Logo
8:00 am - 7:30 pmBOS-ASE
13h 30m2 stops
$364American Airlines
Find Deal
Wed, Nov 12 - Sun, Nov 16
American Airlines Logo
7:34 am - 10:29 pmASE-BOS
12h 55m2 stops
American Airlines Logo
8:00 am - 7:30 pmBOS-ASE
13h 30m2 stops
$369American Airlines
Find Deal
Wed, Nov 12 - Mon, Nov 17
American Airlines Logo
12:25 pm - 9:35 pmASE-BOS
7h 10m1 stop
American Airlines Logo
5:30 am - 11:44 amBOS-ASE
8h 14m1 stop
$379American Airlines
Find Deal
Fri, Nov 14 - Sun, Nov 16
United Airlines Logo
3:34 pm - 11:30 pmASE-BDL
5h 56m1 stop
United Airlines Logo
6:00 am - 12:29 pmBDL-ASE
8h 29m2 stops
$384United Airlines
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Wed, Nov 12 - Mon, Nov 17
American Airlines Logo
12:25 pm - 11:24 pmASE-BOS
8h 59m1 stop
American Airlines Logo
8:00 am - 7:31 pmBOS-ASE
13h 31m2 stops
$384American Airlines
Find Deal
Fri, Nov 14 - Sun, Nov 16
United Airlines Logo
1:35 pm - 11:59 pmASE-BDL
8h 24m2 stops
United Airlines Logo
6:00 am - 12:29 pmBDL-ASE
8h 29m2 stops
$389United Airlines
Find Deal
Fri, Feb 27 - Tue, Mar 3
United Airlines Logo
11:40 am - 9:31 pmASE-BOS
7h 51m1 stop
United Airlines Logo
3:09 pm - 8:19 pmBOS-ASE
7h 10m1 stop
$449United Airlines
Find Deal
Fri, Nov 14 - Sun, Nov 16
Delta Logo
1:05 pm - 11:48 pmASE-BDL
8h 43m1 stop
Delta Logo
6:00 am - 11:21 amBDL-ASE
7h 21m1 stop
$459Delta
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Tue, Nov 25 - Tue, Dec 2
United Airlines Logo
3:34 pm - 11:39 pmASE-BOS
6h 05m1 stop
United Airlines Logo
3:16 pm - 8:18 pmBOS-ASE
7h 02m1 stop
$609United Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Aspen to Massachusetts flights

Get data-powered insights and trends into flights from Aspen to Massachusetts to help you find the cheapest flights, the best time to fly and much more.

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

The average price of all round-trip flights from Aspen 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 Wednesday, 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 Aspen to Massachusetts. For your return ticket, we recommend flying on a Tuesday and avoiding Saturdays for the best deals.

Good to know

Low seasonSeptember
Cheapest flight$207
Best time to beat the crowds with an average 40% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from Aspen to Boston

FAQs - booking Massachusetts flights

  • How does KAYAK find such low prices on flights from Aspen 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 Aspen to Massachusetts.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Aspen to Massachusetts?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Aspen 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 Aspen 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 Aspen 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 Aspen 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 Aspen 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 evening, when round-trip flights cost $441 on average. Morning departures are around 32% more expensive than evening flights, on average. The most expensive time of day to fly to Massachusetts is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $588.

Reviews of the top airlines flying from Aspen to Massachusetts

 
See real verified KAYAK customer reviews for airlines flying from Aspen 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 Aspen 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 8999 reviews
7.3Comfort
7.1Entertainment
8.1Crew
7.7Boarding
6.6Food
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

Wish some foods provided rather than just biscuit/cookie for flight more than 2 hours

Wish a flight with more than 2 hours with some snack rather than just cookie/biscuit.

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

Flight delayed and missed connection. Rescheduled flight cancelled after 6 hrs wait. Rerouted thru ORD, flight cancelled, overnight stay in ORD. Still in the air on new flight!

We are too tired and frustrated to comment politely at this point

Terrible. Our luggage was delayed and couldn’t be delivered for several days. We got bad information from the airline agents at baggage claim. We had to pick up our car so we wouldn’t be charged for an extra day. We got lost in the maze of airport parking. The baggage claim agents didn’t offer us any compensation for our extra time and expense. We are tired, hungry and very frustrated.

The flight was flawless and we even arrived between 20 and 25 minutes early!

The only thing to like was that we eventually got to our destination

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

Information on your arrival and departure airports

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