$247 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 6/1. 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
Boston2 stops$382
Albany
Albany2 stops$439
Boston
Boston2 stops$382
Albany
Albany2 stops$439

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

Thu, Jul 9 - Mon, Jul 20
Delta Logo
7:30 am - 10:43 pm
ASE
-
BOS
13h 13m
2 stops
Delta Logo
5:30 am - 11:22 am
BOS
-
ASE
7h 52m
1 stop
$382Delta
Sun, May 24 - Tue, Jun 2
American Airlines Logo
12:51 pm - 11:09 pm
ASE
-
BOS
8h 18m
1 stop
American Airlines Logo
12:39 pm - 8:18 pm
BOS
-
ASE
9h 39m
1 stop
$393American Airlines
Sun, May 24 - Tue, Jun 2
American Airlines Logo
12:51 pm - 10:14 pm
ASE
-
BOS
7h 23m
1 stop
American Airlines Logo
9:37 am - 8:18 pm
BOS
-
ASE
12h 41m
2 stops
$398American Airlines
Wed, Jul 8 - Mon, Jul 20
Delta Logo
7:30 am - 10:43 pm
ASE
-
BOS
13h 13m
2 stops
Delta Logo
5:30 am - 11:22 am
BOS
-
ASE
7h 52m
1 stop
$403Delta
Tue, Jul 28 - Tue, Aug 4
American Airlines Logo
7:25 am - 7:28 pm
ASE
-
BOS
10h 03m
2 stops
American Airlines Logo
6:00 am - 1:51 pm
BOS
-
ASE
9h 51m
2 stops
$407American Airlines
Wed, Aug 5 - Fri, Aug 14
United Airlines Logo
2:22 pm - 11:44 pm
ASE
-
BDL
7h 22m
1 stop
United Airlines Logo
5:04 pm - 9:41 pm
BDL
-
ASE
6h 37m
1 stop
$409United Airlines
Fri, May 29 - Fri, Jun 5
American Airlines Logo
12:51 pm - 12:04 am
ASE
-
BOS
9h 13m
1 stop
American Airlines Logo
2:27 pm - 8:29 pm
BOS
-
ASE
8h 02m
1 stop
$410American Airlines
Tue, Jun 2 - Mon, Jun 8
United Airlines Logo
12:39 pm - 9:56 pm
ASE
-
BOS
7h 17m
1 stop
United Airlines Logo
6:00 am - 11:01 am
BOS
-
ASE
7h 01m
1 stop
$421United Airlines
Tue, May 26 - Tue, Jun 2
United Airlines Logo
2:22 pm - 11:44 pm
ASE
-
BOS
7h 22m
1 stop
United Airlines Logo
9:30 am - 2:44 pm
BOS
-
ASE
7h 14m
1 stop
$424United Airlines
Wed, Aug 5 - Thu, Aug 13
United Airlines Logo
2:22 pm - 11:44 pm
ASE
-
BDL
7h 22m
1 stop
United Airlines Logo
6:09 am - 11:26 am
BDL
-
ASE
7h 17m
1 stop
$453United Airlines
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 is the cheapest month to fly from Aspen to Massachusetts?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Aspen 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 Aspen to Massachusetts is May, when tickets cost $0 (return) on average. On the other hand, the most expensive months are December and April, when the average cost of round-trip tickets is $507 and $483 respectively.

Find deals

Good to know

Cheapest flight$247
Most popular time to fly and prices are also 27% 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 9682 reviews
8.1Crew
6.6Food
7.1Entertainment
7.3Comfort
7.7Boarding
Airline reviews

Was great in general, try to respect time and excuses when slight changes have been made, appreciated!

8.0 ExcellentAnonymous, Apr 2026
DEN - IAD
Read more United Airlines reviews

Was great in general, try to respect time and excuses when slight changes have been made, appreciated!

Super friendly with lots of drink options an entertainment. Friendly crew.

Really hard landing... as in slammed into the runway then hit the brakes really hard ...

Every staff member was professional, friendly and courteous. The pizza twist was ok. It was warm but too much dough.

Wonderful in-seat entertainment with seatback screens and huge selection of quality movies. The ability to bluetooth connect headphones was amazing.

Flight left on time and we arrived 25 minutes early! There was a gate available when we arrived so early on a busy Sunday afternoon! Flight attendants came around twice with the drinks cart.

Both of my flights arrived early and check in process was smooth

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

Cancelled BOYH legs of our flight home 30 min before initial boarding

Cancelled the flight half hour before boarding. Then cancelled the connecting flight too.

Left early arrived early..right amount of talking from pilots..of course had to love the biscuit and water!

I would like a refund for the extra cost the seat I paid for. An oversized person sat next to me and I couldn’t fit on my seat and had to move to another seat.

Boarding gate at LAX was too crowded—two gates next to one another

The flight was delayed about an hour for a maintenance specialist to approve the maintenance repair

As we approached Denver, we encountered quite a bit of turbulence. I know this can sometimes be the case as I frequently fly this route but not on American. My gripe: Usually a pilot or co-pilot alerts passengers to the possibility of turbulance ahead of time. This did not occur nor did he communiucate during what was a pretty rough ride.

American flight was diverted and delayed but app didn’t show that information so I wasn’t able to change my connection until the last min.

Same plane as RDU to LGA — internet not working. Pilot issue of some sort at end of prior flight - I was on same plane for my connection. Late/delayed —

I was in last row so that is never great bc the person in front of me leaned his seat all the way back into me.

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

Information on your arrival and departure airports

Aspen (ASE)