$235 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 7/24. 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.
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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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Best Massachusetts Flight Deals from Aspen

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

Boston
Boston1 stop$389
Albany
Albany1 stop$497

Good to know

Low season

October

High season

December

Cheapest flight

$235
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly with an average 29% increase in price.
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.

See more FAQs

Top tips for finding cheap flights to Massachusetts

  • High season is considered to be October, November and December. The cheapest month to fly from Aspen is October.
  • Morning departure is around 28% more expensive 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

 
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 8766 reviews
7.1Entertainment
6.7Food
8.1Crew
7.3Comfort
7.7Boarding
Airline reviews

I don’t understand the purpose of the orange “priority” tag on my bag. This tagged, my bag is last or near to the last bag to come down the carousel at IAH.

4.0 OkayDonald, Feb 2025EGE - IAH
Read more United Airlines reviews

I don’t understand the purpose of the orange “priority” tag on my bag. This tagged, my bag is last or near to the last bag to come down the carousel at IAH.

Plenty of room for me and the cat in Premium Economy. Seat was comfortable. Boarding was a breeze. The lady at the special check-in desk was great, super helpful and professional.

It’s been awhile since I have traveled on United. I, along with my family who were on the flight noted how smoothly everything went . Boarding, flight crew and service was excellent.

Overall, it was a good experience. Boarding was good and there was plenty of overhead bin space for everyone’s carryons (even when we boarded toward the end). Only improvement would be to offer trash service more regularly.

David went above and beyond to make our flight the best that it could be

I was forced to check my carry-on backpack despite there being space - but it came out on the baggage carousel so fast it didn't even delay my pickup. Otherwise a good flight. Boarding began early (which was disadvantageous for me) but fine.

No food service almost missed because of first flight delays

Had a hard time finding my assigned seat. No attendants to assist.

The negative was the wait at the airport coming back. I checked my bags in, an hour before boarding and I get the notification that my flight was delayed. Rather had gotten the notification while I was at the hotel. Then it was delayed 3 x’s. Ugh!

Plane still had screens for watching movies. Good selection too.

The boarding experience was good; $20 for wifi per flight is uncompetitive compared to Delta, Southwest, and others, and puts American lower on my list given similar pricing.

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Delays on all NY flights. There was no communication on why but they didn’t say it was weather. Other carriers were not delayed.

The flights were terribly delayed and then cancelled which forced us booking another night at the hotel. Very poor management from American Airlines

Extraordinary service in business class, and very good breakfast and snacks. A really lovely flight.

I flew out of Reagan National. My flight was delayed, delayed, delayed, and then canceled ...THREE TIMES over TWO DAYS. Staff were seemingly not empowered to provide information on why the flights were screwed up. A real nightmare.

They cancelled our flight without warning OR a refund. Never doing business with American Airlines again! This is the second AA booked trip in a row that we've had challenges with.

Crew was late. Baggage was late. 2hs inside the plane waiting fro de-icing and traffic. A 3:30hs flight ended up being almost 6hs inside the airplane.

Flight delayed on both ends - have a gate ready at DCA, don't make us sit for 30min after being late to take off as well.

The seats were crammed and the guy in front of me wouldn't stop reclining. If AA is cramming extra rows in, they need to take away the reclining in coach. My knees were smashed for 4 1/2 hours and I was very close to confronting the passenger in front of me.

Book cheap flights from Aspen to Massachusetts

Recent round-trip flight deals

 
These are the cheapest round-trip flights from Aspen to Massachusetts found on KAYAK in the last 72 hours.
3/18Tue
1 stopAmerican Airlines
8h 26mASE-BOS
3/25Tue
1 stopAmerican Airlines
10h 29mBOS-ASE
$389
3/18Tue
2 stopsAmerican Airlines
9h 03mASE-BOS
3/25Tue
1 stopAmerican Airlines
9h 43mBOS-ASE
$394
3/18Tue
2 stopsAmerican Airlines
9h 01mASE-BOS
3/25Tue
2 stopsAmerican Airlines
10h 03mBOS-ASE
$399
3/6Thu
1 stopUnited Airlines
8h 04mASE-BOS
3/10Mon
1 stopUnited Airlines
7h 40mBOS-ASE
$439
3/7Fri
1 stopAmerican Airlines
8h 37mASE-BDL
3/11Tue
1 stopAmerican Airlines
8h 29mBDL-ASE
$439
3/6Thu
2 stopsUnited Airlines
9h 10mASE-BOS
3/10Mon
1 stopUnited Airlines
6h 48mBOS-ASE
$444
4/4Fri
1 stopDelta
6h 13mASE-ALB
4/7Mon
1 stopDelta
10h 03mALB-ASE
$634
4/4Fri
1 stopDelta
6h 13mASE-ALB
4/7Mon
1 stopDelta
10h 03mALB-ASE
$659
6/23Mon
1 stopUnited Airlines
22h 41mASE-BOS
7/25Fri
1 stopUnited Airlines
14h 00mBOS-ASE
$678
6/23Mon
1 stopUnited Airlines
14h 26mASE-BOS
7/25Fri
1 stopUnited Airlines
14h 00mBOS-ASE
$679

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Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Aspen to Massachusetts found on KAYAK in the last 72 hours.
7/24Thu
2 stopsAmerican Airlines
9h 55mASE-BOS
$235
5/3Sat
1 stopDelta
8h 01mASE-ALB
$238
5/3Sat
2 stopsAmerican Airlines
10h 11mASE-ALB
$243
3/15Sat
1 stopAmerican Airlines
9h 01mASE-BOS
$315
3/7Fri
1 stopUnited Airlines
9h 10mASE-BDL
$415
3/7Fri
1 stopAmerican Airlines
7h 02mASE-BOS
$415
3/7Fri
2 stopsAmerican Airlines
12h 03mASE-BDL
$420
6/28Sat
1 stopUnited Airlines
7h 57mASE-BDL
$460
3/7Fri
3 stopsAlaska Airlines
31h 13mASE-BDL
$524
6/15Sun
3 stopsAlaska Airlines
19h 55mASE-BDL
$646

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

Information on your arrival and departure airports

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