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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 6/21. 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
Wed 6/12
Wed 6/19

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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$377
Albany
Albany2 stops$833

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 10980 reviews
6.7Food
8.1Crew
7.1Entertainment
7.2Comfort
7.7Boarding
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.

Liked - nothing. Disliked - delayed 35+ min sitting on the plane. Caused me to miss my connection in Charlotte. American Airlines is the worst US Air Carrier company with atrocious customer service.

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.

The entire airline industry seems to be a total disaster these days, and this flight was no different. They never posted the gate until boarding time, then bused us to the plane, a 777! We then sat on the plane for over two hours, with almost no information as to why. When they did give us information, it was an obvious lie, like saying we would be underway in 10 minutes, while being number 5 in line for deicing. I worked in the airline industry for 20 years, it takes longer than that for each plane, and a pilot would certainly know that. All in all, a 6 1/2 hour flight was 9 1/2 hours on the plane, just ridiculous! The entire time we were given little to no information as to why things weren't happening as they should. And to top it off, the pilot had the nerve to joke upon arrival into Boston that he was glad we had joined them for the short flight from London. Just what you want after 9 1/2 hours on a rock-hard seat, someone minimizing the agony you've been feeling for hours! Oh yeah, and the added time was just enough to allow the snow to start flying in Boston, which lead to multiple accidents, which made our 1 1/2-hour drive home, 3 hours, icing on the cake!

Book cheap flights from Aspen to Massachusetts

Recent round-trip flight deals

7/4Thu
1 stopAmerican Airlines
9h 48mASE-BOS
7/10Wed
1 stopAmerican Airlines
7h 23mBOS-ASE
$377
7/4Thu
1 stopAmerican Airlines
5h 58mASE-BOS
7/10Wed
2 stopsAmerican Airlines
10h 41mBOS-ASE
$381
7/3Wed
1 stopAmerican Airlines
5h 58mASE-BOS
7/8Mon
1 stopAmerican Airlines
7h 23mBOS-ASE
$423
6/4Tue
1 stopUnited Airlines
6h 10mASE-BOS
6/12Wed
1 stopUnited Airlines
6h 49mBOS-ASE
$450
5/31Fri
3 stopsUnited Airlines
20h 43mASE-BDL
6/2Sun
1 stopUnited Airlines
6h 39mBDL-ASE
$673
5/31Fri
2 stopsUnited Airlines
13h 50mASE-BDL
6/2Sun
2 stopsUnited Airlines
9h 45mBDL-ASE
$707
5/31Fri
3 stopsUnited Airlines
21h 47mASE-BDL
6/2Sun
2 stopsUnited Airlines
9h 45mBDL-ASE
$768
7/29Mon
1 stopDelta
8h 27mASE-ALB
8/4Sun
1 stopDelta
7h 53mALB-ASE
$974
5/31Fri
2 stopsDelta
13h 02mASE-BOS
6/2Sun
2 stopsDelta
15h 49mBOS-ASE
$977
7/29Mon
1 stopDelta
8h 27mASE-ALB
8/4Sun
1 stopDelta
7h 53mALB-ASE
$1,028

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Recent one-way flight deals

6/21Fri
1 stopUnited Airlines
7h 58mASE-BOS
$285
6/21Fri
2 stopsAmerican Airlines
10h 02mASE-BOS
$290
8/20Tue
2 stopsUnited Airlines
14h 37mASE-BOS
$299
6/30Sun
2 stopsUnited Airlines
12h 52mASE-BOS
$459
6/30Sun
1 stopUnited Airlines
20h 25mASE-BOS
$468
9/2Mon
1 stopUnited Airlines
9h 38mASE-BOS
$592
6/30Sun
3 stopsAmerican Airlines
17h 58mASE-BOS
$713
6/21Fri
3 stopsUnited Airlines
11h 49mASE-BOS
$718
9/2Mon
3 stopsUnited Airlines
36h 51mASE-BOS
$818
9/2Mon
3 stopsUnited Airlines
12h 21mASE-BOS
$872

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Aspen - Massachusetts Flights

Departure:

Aspen (ASE)United States

Return flight deals:

Massachusetts - Aspen

Cabin classes: