Find flights
Deals
When to book
FAQs & Tips
Airlines

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 7/2. 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 6/22
Sat 6/29

Search hundreds of travel sites at once for deals on flights to Massachusetts

In the last 7 days travelers have searched 43,423,329 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Best Massachusetts Flight Deals

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

Boston
Boston1 stop$452
Albany
Albany2 stops$477

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 tips for finding cheap flights to Massachusetts

  • Morning departure is around 37% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

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 10852 reviews
7.1Entertainment
6.7Food
7.2Comfort
8.1Crew
7.7Boarding
Airline reviews

This was a Lufthansa flight, not United. The CSA at the counter, Ashley, was not only incompetent, but quite rude. Me and two other PAX waited over 7 minutes standing in front of her and another CSA and they ignored us. We joked that we must have accidently taken invisibility pills. She could have at least said "I'll be with you in a moment, I'm currently....". I could go on about how rude she and the other CSAs were (whispering, not communicating with me, blaming the situation on others, etc.). She would not work for me. Then, she gave me literally the worst seat on the plane. the worst. My seat kept getting bumped (rammed twice by the crew with their carts and about every 5 minutes by someone using the bathroom), listening to the bathroom all night, crowded seat, etc.

2.0 Mediocreabricker1, May 2024DRO - DEN
Read more about United Airlines reviews

This was a Lufthansa flight, not United. The CSA at the counter, Ashley, was not only incompetent, but quite rude. Me and two other PAX waited over 7 minutes standing in front of her and another CSA and they ignored us. We joked that we must have accidently taken invisibility pills. She could have at least said "I'll be with you in a moment, I'm currently....". I could go on about how rude she and the other CSAs were (whispering, not communicating with me, blaming the situation on others, etc.). She would not work for me. Then, she gave me literally the worst seat on the plane. the worst. My seat kept getting bumped (rammed twice by the crew with their carts and about every 5 minutes by someone using the bathroom), listening to the bathroom all night, crowded seat, etc.

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!

Delayed so that missed connecting flight. Connecting flight was also delayed on the tarmac but they closed the gate before the rescheduled time.

Attendants were rude. Scowling. Seats were miserable and we paid extra.

Took off over an hour late with multiple mechanical issues. Gate agent in Dallas was lazy and was slow as molasses. Had a line 10 people long. Spirit bad..

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.

Book cheap flights from Aspen to Massachusetts

Recent round-trip flight deals

6/25Tue
1 stopAmerican Airlines
6h 56mASE-BOS
7/30Tue
1 stopAmerican Airlines
8h 57mBOS-ASE
$452
6/25Tue
1 stopAmerican Airlines
6h 56mASE-BOS
7/30Tue
2 stopsAmerican Airlines
10h 41mBOS-ASE
$456
6/25Tue
2 stopsAmerican Airlines
10h 31mASE-BOS
7/30Tue
1 stopAmerican Airlines
9h 57mBOS-ASE
$457
6/25Tue
2 stopsAmerican Airlines
10h 31mASE-BOS
7/30Tue
2 stopsAmerican Airlines
10h 41mBOS-ASE
$461
8/29Thu
1 stopAmerican Airlines
6h 22mASE-BOS
9/6Fri
1 stopAmerican Airlines
18h 13mBOS-ASE
$466
8/29Thu
2 stopsAmerican Airlines
8h 06mASE-BOS
9/6Fri
1 stopAmerican Airlines
18h 13mBOS-ASE
$471
8/29Thu
1 stopAmerican Airlines
6h 22mASE-BOS
9/6Fri
1 stopAmerican Airlines
9h 38mBOS-ASE
$472
8/29Thu
1 stopAmerican Airlines
8h 36mASE-BOS
9/6Fri
2 stopsAmerican Airlines
10h 08mBOS-ASE
$476
7/1Mon
2 stopsUnited Airlines
12h 16mASE-ALB
7/8Mon
1 stopUnited Airlines
6h 32mALB-ASE
$477
6/6Thu
1 stopUnited Airlines
7h 14mASE-BOS
6/14Fri
1 stopUnited Airlines
6h 49mBOS-ASE
$537

Search by stops

Search by airline

Search by price

Recent one-way flight deals

7/2Tue
1 stopDelta
9h 03mASE-BOS
$285
7/2Tue
2 stopsDelta
11h 51mASE-BOS
$290
9/2Mon
2 stopsUnited Airlines
20h 53mASE-BOS
$592
9/2Mon
1 stopUnited Airlines
9h 38mASE-BOS
$602
7/2Tue
3 stopsUnited Airlines
12h 35mASE-BOS
$625
9/2Mon
3 stopsUnited Airlines
36h 51mASE-BOS
$1,047

Search by stops

Search by airline

Search by price

Last minute flights from Aspen to Massachusetts

Last minute flight, train and bus deals

5/24Fri
multi-stopDelta
7h 09mASE-BOS
6/11Tue
multi-stopDelta
8h 09mBOS-ASE
$732
5/24Fri
multi-stopAmerican Airlines
7h 30mASE-BOS
6/11Tue
multi-stopAmerican Airlines
10h 28mBOS-ASE
$736
5/24Fri
multi-stopAmerican Airlines
8h 59mASE-BOS
6/11Tue
multi-stopAmerican Airlines
10h 33mBOS-ASE
$741

Search by stops

Search by airline

Search by price

Aspen - Massachusetts Flights

Departure:

Aspen (ASE)United States

Return flight deals:

Massachusetts - Aspen

Cabin classes: