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Find cheap flights from Aspen to Massachusetts from $285

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 6/26. 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
0 bags
Sat 6/15
Sat 6/22

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Best Massachusetts Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Boston
Boston1 stop$440
Albany
Albany1 stop$472

Good to know

Low season

April

High season

June

Cheapest flight

$285
Best time to beat the crowds but there is an average 43% increase in price.
Most popular time to fly and prices are also 26% 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 to Massachusetts from Aspen 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 to Massachusetts with an airline and back to Aspen 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 to Massachusetts from Aspen up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airlines flying from Aspen to Massachusetts

 
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 10924 reviews
8.1Crew
7.7Boarding
6.7Food
7.2Comfort
7.1Entertainment
Airline reviews

Generally good but there wasn’t any staff available when my luggage didn’t appear at baggage claim in Fresno. It took about half an hour to locate a staff member to open up the locked room where it was being kept.

8.0 ExcellentKeith, May 2024DEN - FAT
Read more about United Airlines reviews

Generally good but there wasn’t any staff available when my luggage didn’t appear at baggage claim in Fresno. It took about half an hour to locate a staff member to open up the locked room where it was being kept.

Flight delayed from Cape Town to Washington then got diverted to miami and in miami we had to fend for ourselves , im still trying to get to Shreveport now

I just wrote a text which was supposed to be for the flight from Denver to spokane not Frankfurt to Denver.

Crew was great and did their best to make us comfortable and captain came out at the beginning to announce why the flight was delayed, weather situation up ahead, and kept us updated throughout the flight.

Too many fees (but that seems to apply to all airlines nowadays)

It was delayed several hours which delayed our connection in Denver. Not happy.

Flight was on time. Staff were friendly. I paid for Economy Plus but was required to check my standard carry-on luggage due to lack of space on the aircraft. This cost me 30 minutes, unexpectedly, in waiting at the baggage claim. This experience did not meet my expectations.

Everything was very good. Boarding and takeoff were on time and organized. Had a good flight

Wheelchair assistance was not complete. The person left me at the departure gate without informing the groundstaff of my requirements. I had to walk to the departure counter to ask for help to reach the plane door. The crew informed me that in future they were not allowed to help passengers like me, senior citizen and Wheelchair passenger with placing their carry on bags in the overhead compartments!

Flight was delayed by over an hour and gate checked bags took 15 minutes to be delivered to the jet bridge.

Flight attendant was incredible. Very efficient, friendly and pleasant. Patricia was one of the best I have ever seen. Please give her a big raise!

LIT to DFW - 3 hours late; the entire plane had been boarded before they told us there was a delay due to a weather-related ground stop in Dallas. DFW to MAY - 2+ hours late due to A/C needing to be repaired after everyone had boarded, then when we finally reach the runway, the First Officer timed out and we had to taxi all the way back to the gate and wait for a new one. I arrived in New Orleans 5+ hours later than I should have. Return flights were completely cancelled; rebooked through the app to fly through CLT instead of DFW. MSY to CLT had no issues, but CLT to LIT was delayed 1.25 hrs because flight attendants had not arrived to the airport yet. At least they didn’t make us all sit on the plane to wait for them. I should have driven.

Delayed abs delayed Gate crew giving poor info - we are definitely leaving at —- Ultimately to cancel flight after 4+ hours of delays Just cancel it earlier

This plane is my favorite despite the very limited overhead space. Seats are comfortable!

It was great. It was just a commuter so I splurged on first class and it was wonderful. Wish all seats were this spacious. Enjoyed it and will do it again.

It was super hot. The flight attendant seemed forgetful and abrupt.

Deicing in Denver took forever and I almost missed my connection. De-ice faster! Not Americans fault.

3.5 hour delay!!! No plane for hours, mechanical issues and poor communication from airline. Horrible! Supposed to land at 8:54, landed at 12:32!

I was assigned an aisle seat but when I boarded the plane a person was already sitting in my assigned seat. The flight attendant was ready to help me get my original assigned seat, but I chose to simply take that person's assigned seat in the next row back in the middle seat. I didn't want to make a fuss, just wanted to ensure that I didn't accidentally create a domino effect of accidentally taking another person's assigned seat, etc. While the middle seat is not the most comfortable, it was a quick easy flight and I'm grateful that the flight attendant was ready to help me out.

Had the best flight in a long time. The captain was amazing, friendly, kept us informed of any weather or sites to see. Took good care of the flight attendants and made us feel safe and confident. Smooth lovely flight.

Book cheap flights from Aspen to Massachusetts

Recent round-trip flight deals

8/29Thu
1 stopAmerican Airlines
9h 27mASE-BOS
9/6Fri
1 stopAmerican Airlines
18h 13mBOS-ASE
$440
6/7Fri
1 stopUnited Airlines
6h 05mASE-BOS
6/9Sun
1 stopUnited Airlines
6h 49mBOS-ASE
$452
8/15Thu
1 stopAmerican Airlines
6h 54mASE-BOS
9/4Wed
1 stopAmerican Airlines
18h 13mBOS-ASE
$455
6/7Fri
2 stopsAmerican Airlines
10h 26mASE-BOS
6/9Sun
1 stopAmerican Airlines
8h 49mBOS-ASE
$457
6/25Tue
1 stopAmerican Airlines
8h 22mASE-BOS
7/30Tue
1 stopAmerican Airlines
8h 57mBOS-ASE
$459
8/20Tue
2 stopsDelta
12h 20mASE-BOS
8/26Mon
1 stopDelta
7h 42mBOS-ASE
$510
8/20Tue
1 stopUnited Airlines
14h 06mASE-BOS
8/26Mon
1 stopUnited Airlines
8h 01mBOS-ASE
$559
5/31Fri
1 stopDelta
8h 06mASE-BDL
6/2Sun
1 stopDelta
7h 30mBDL-ASE
$582
5/31Fri
1 stopDelta
8h 47mASE-BOS
6/4Tue
1 stopDelta
7h 57mBOS-ASE
$582
6/3Mon
1 stopUnited Airlines
12h 26mASE-BOS
6/19Wed
1 stopUnited Airlines
15h 57mBOS-ASE
$585

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Recent one-way flight deals

6/26Wed
1 stopAmerican Airlines
7h 48mASE-BOS
$285
9/6Fri
2 stopsAmerican Airlines
9h 32mASE-BOS
$290
6/27Thu
2 stopsAmerican Airlines
10h 02mASE-BOS
$310
7/25Thu
2 stopsDelta
14h 31mASE-BOS
$340
8/2Fri
2 stopsUnited Airlines
12h 58mASE-BDL
$355
8/2Fri
1 stopAmerican Airlines
7h 08mASE-BDL
$384
6/26Wed
2 stopsAmerican Airlines
10h 02mASE-BOS
$389
6/29Sat
1 stopUnited Airlines
7h 25mASE-BDL
$459
6/9Sun
1 stopUnited Airlines
19h 36mASE-BOS
$468
6/29Sat
2 stopsUnited Airlines
25h 03mASE-BDL
$509

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Aspen - Massachusetts Flights

Departure:

Aspen (ASE)United States

Return flight deals:

Massachusetts - Aspen

Cabin classes: