$217 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 2/19. 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

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$315
Albany
Albany1 stop$472
Boston
Boston1 stop$315
Albany
Albany1 stop$472

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

Tue, Mar 17 - Tue, Mar 24
American Airlines Logo
3:46 pm - 12:05 am
ASE
-
BOS
6h 19m
1 stop
American Airlines Logo
6:30 am - 12:49 pm
BOS
-
ASE
8h 19m
1 stop
$315American Airlines
Tue, Mar 17 - Tue, Mar 24
American Airlines Logo
7:00 am - 7:19 pm
ASE
-
BOS
10h 19m
2 stops
American Airlines Logo
6:30 am - 12:49 pm
BOS
-
ASE
8h 19m
1 stop
$320American Airlines
Tue, Mar 17 - Tue, Mar 24
American Airlines Logo
7:00 am - 7:19 pm
ASE
-
BOS
10h 19m
2 stops
American Airlines Logo
7:00 am - 2:52 pm
BOS
-
ASE
9h 52m
2 stops
$326American Airlines
Thu, Apr 16 - Sun, Apr 19
United Airlines Logo
10:15 am - 8:13 pm
ASE
-
BOS
7h 58m
1 stop
United Airlines Logo
6:00 am - 11:33 am
BOS
-
ASE
7h 33m
1 stop
$376United Airlines
Fri, Apr 17 - Sun, Apr 19
United Airlines Logo
2:27 pm - 11:59 pm
ASE
-
BOS
7h 32m
1 stop
United Airlines Logo
6:00 am - 11:33 am
BOS
-
ASE
7h 33m
1 stop
$434United Airlines
Fri, Apr 17 - Sun, Apr 19
United Airlines Logo
10:15 am - 9:54 pm
ASE
-
BOS
9h 39m
2 stops
United Airlines Logo
4:50 pm - 9:48 pm
BOS
-
ASE
6h 58m
1 stop
$442United Airlines
Thu, Feb 26 - Sun, Mar 1
United Airlines Logo
11:05 am - 11:57 pm
ASE
-
BOS
10h 52m
2 stops
United Airlines Logo
9:45 am - 5:58 pm
BOS
-
ASE
10h 13m
1 stop
$454United Airlines
Fri, Apr 3 - Tue, Apr 7
Delta Logo
3:00 pm - 11:59 pm
ASE
-
ALB
6h 59m
1 stop
Delta Logo
5:50 am - 2:13 pm
ALB
-
ASE
10h 23m
2 stops
$472Delta
Mon, Jul 27 - Tue, Aug 4
Delta Logo
12:00 pm - 8:42 am
ASE
-
BDL
18h 42m
2 stops
Delta Logo
6:00 am - 11:29 am
BDL
-
ASE
7h 29m
1 stop
$584Delta
Fri, Apr 3 - Tue, Apr 7
Delta Logo
3:00 pm - 11:59 pm
ASE
-
ALB
6h 59m
1 stop
Delta Logo
6:10 am - 11:40 am
ALB
-
ASE
7h 30m
1 stop
$597Delta
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.

Which airlines provide the cheapest flights from Aspen to Massachusetts?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Aspen to Massachusetts were found on American Airlines ($315) and United Airlines ($376).

Good to know

Low seasonSeptember
Cheapest flight$217
Best time to beat the crowds with an average 41% drop in price.
Most popular time to fly and prices are also 38% lower on average.
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.

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 9222 reviews
7.1Entertainment
8.1Crew
7.7Boarding
7.3Comfort
6.6Food
Airline reviews

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

10.0 ExcellentMitchell, Jan 2026
IAH - BOS
Read more United Airlines reviews

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

Sitting on the runway after we land for almost two hours! Not sure if we should blame United or Just Dumpy Vance.

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

Flight was late - I was downgraded from first class to coach

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 😁

Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude

It would be nice to have some low carb options in the snacks.

I was trying to take 2 one and a half hour one way trips and I experienced almost 20 delays over the course of those two trips. Only a few of them were due to weather the rest was disorganization

No gates avail at DFW so our incoming had to wait 30 mins for a plane to push back because they Had mechanical. We boarded 90 mins delayed and then we had a mechanical. Come on American…do better. Also at my seat the tray table had not been cleaned. Floor had not been cleaned. But captain and flight Att were very picture and apologetic.

Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.

Flight was smooth, quick and felt safe. The 2 delays not happening would have been better but I guess that happens in the airline industry

Flight was canceled. I asked to be rerouted to OKC and then took an Uber.

AA did not allow to board a flight because my connecting flight from DFW had been canceled. I got on another flight to another city. No service on the plane and I did not use their entertainment system.

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

Don't change gate multiple times make people run across the airport. Announce delays in a timely manner. Have maintenance crew ready. Don't delay and keep passengers on the plane for 3 hrs. on tarmac.

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

Information on your arrival and departure airports