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$262+ Cheap flights from Aspen (ASE) to Massachusetts

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/25. Fares are subject to change and may not be available on all flights or dates of travel.
ASE — BOS
Nov 20 — Nov 271
Thu 11/20
Thu 11/27
1 adult, Economy
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Cheap flight deals from Aspen to Massachusetts

Keep the following information in mind while searching for Aspen to Massachusetts flight deals. Data was last updated October 21, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$271
(American Airlines)

One-way from

$262
(United Airlines)

Popular in

November

Cheapest in

September

Average price

$378
Provider with most accurate pricing for Aspen Pitkin County-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Aspen Pitkin County-Boston Logan Intl flights.
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From Aspen Pitkin County to Massachusetts
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One-way flight from Aspen Pitkin County to Massachusetts
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Highest demand for flights based on searches. 6% potential increase in price ($42 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($32 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Aspen to Massachusetts

Cheapest flights from Aspen to Massachusetts
Explore the most affordable flight options available from Aspen to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 21, 2025.

This American Airlines deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1012:25 pmASE - BOS
2 stops9h 19mAmerican Airlines
Tue 11/185:30 amBOS - ASE
1 stop8h 14mAmerican Airlines
Deal found 10/18$271
This United Airlines deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/103:34 pmASE - BOS
1 stop6h 05mUnited Airlines
Tue 11/1811:45 amBOS - ASE
1 stop6h 46mUnited Airlines
Deal found 10/18$356
This American Airlines deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1912:01 pmASE - BOS
2 stops8h 53mAmerican Airlines
Mon 12/225:30 amBOS - ASE
1 stop9h 14mAmerican Airlines
Deal found 10/19$414
This American Airlines deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2312:55 pmASE - BOS
1 stop6h 59mAmerican Airlines
Tue 12/305:30 pmBOS - ASE
1 stop18h 21mAmerican Airlines
Deal found 10/19$422
This United Airlines deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/29:52 amASE - BOS
1 stop8h 08mUnited Airlines
Fri 12/510:40 amBOS - ASE
1 stop9h 09mUnited Airlines
Deal found 10/19$429
This United Airlines deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/61:35 pmASE - BDL
2 stops8h 24mUnited Airlines
Mon 11/107:31 amBDL - ASE
1 stop9h 05mUnited Airlines
Deal found 10/19$449
This Delta deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/67:21 amASE - BDL
1 stop6h 40mDelta
Mon 11/106:00 amBDL - ASE
1 stop7h 21mDelta
Deal found 10/19$454
This American Airlines deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/27:34 amASE - BOS
2 stops12h 46mAmerican Airlines
Fri 12/57:24 amBOS - ASE
2 stops14h 10mAmerican Airlines
Deal found 10/19$516
This United Airlines deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/239:00 amASE - BDL
1 stop6h 32mUnited Airlines
Thu 10/237:53 pmBDL - ASE
2 stops17h 33mUnited Airlines
Deal found 10/20$1,299

Cheapflights Fare Finder

 
Customize your flight search to find flights from Aspen to Massachusetts that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 21, 2025.
Use the filters below to find and compare flights from Aspen to Massachusetts that are best for you.

Fly from

Aspen

Fly to

Massachusetts

Route

Depart

Return

Price

AspenBoston

ASE - BOS

ASEBOS

Aspen Pitkin County

Mon 11/10

3:34 pm-11:39 pm

1 stop6h 05m

Boston Logan Intl

Tue 11/18

11:45 am-4:31 pm

1 stop6h 46m

$356

AspenBoston

ASE - BOS

ASEBOS

Aspen Pitkin County

Fri 2/27

1:37 pm-4:30 pm

1 stop24h 53m

Boston Logan Intl

Tue 3/3

5:40 am-2:19 pm

1 stop10h 39m

$413

AspenBoston

ASE - BOS

ASEBOS

Aspen Pitkin County

Fri 12/19

12:01 pm-10:54 pm

2 stops8h 53m

Boston Logan Intl

Mon 12/22

5:30 am-12:44 pm

1 stop9h 14m

$414

AspenBoston

ASE - BOS

ASEBOS

Aspen Pitkin County

Tue 12/23

12:55 pm-9:54 pm

1 stop6h 59m

Boston Logan Intl

Tue 12/30

5:30 pm-9:51 am

1 stop18h 21m

$422

AspenBoston

ASE - BOS

ASEBOS

Aspen Pitkin County

Tue 12/2

9:52 am-8:00 pm

1 stop8h 08m

Boston Logan Intl

Fri 12/5

10:40 am-5:49 pm

1 stop9h 09m

$429

AspenHartford

ASE - BDL

ASEBDL

Aspen Pitkin County

Thu 11/6

1:35 pm-11:59 pm

2 stops8h 24m

Hartford Bradley Intl

Mon 11/10

7:31 am-2:36 pm

1 stop9h 05m

$449

AspenHartford

ASE - BDL

ASEBDL

Aspen Pitkin County

Thu 11/6

7:21 am-4:01 pm

1 stop6h 40m

Hartford Bradley Intl

Mon 11/10

6:00 am-11:21 am

1 stop7h 21m

$454

AspenAlbany

ASE - ALB

ASEALB

Aspen Pitkin County

Fri 3/27

12:22 pm-12:16 am

2 stops9h 54m

Albany Intl

Tue 3/31

6:15 am-11:04 am

1 stop6h 49m

$540

AspenAlbany

ASE - ALB

ASEALB

Aspen Pitkin County

Fri 3/27

2:23 pm-10:49 pm

1 stop6h 26m

Albany Intl

Tue 3/31

7:37 am-11:57 am

1 stop6h 20m

$579

AspenHartford

ASE - BDL

ASEBDL

Aspen Pitkin County

Wed 3/25

12:22 pm-11:03 pm

1 stop8h 41m

Hartford Bradley Intl

Sat 3/28

6:10 am-5:40 pm

2 stops13h 30m

$590

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/19

Showing 1-10 of 22 results
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Best time to book a flight from Aspen to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Aspen with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Aspen to Massachusetts?

Currently, March is the cheapest month in which you can book a flight from Aspen to Massachusetts (average of $109). Flying from Aspen to Massachusetts in July is currently the most expensive (average of $379). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ASE to MA?

Find hourly flight availability from Aspen to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 21, 2025.

A simple way to save on the total cost of your ticket is to fly from Aspen to Massachusetts in the afternoon. If you’re flexible enough to do this you can expect to save up to 43% on your trip compared to booking a flight in the evening.

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Massachusetts. Reviews last updated October 21, 2025.
See what other customers who have flown with United Airlines and American Airlines from Aspen to Massachusetts have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,991 reviews

Overall

7.4

Boarding

7.7

Crew

8.1

Food

6.6

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.
United Airlines
7.4
Good
8,991 reviews
United Airlines
7.4
Good
8,991 reviews

Overall

7.4

Boarding

7.7

Crew

8.1

Food

6.6

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.
American Airlines
7.2
Good
11,023 reviews
United Airlines
7.4
Good
8,991 reviews

Overall

7.4

Boarding

7.7

Crew

8.1

Food

6.6

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.

Related info for your journey

Find useful and relevant information for your journey from Aspen to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Aspen to Massachusetts?

    Aspen Pitkin County (ASE) is the airport you will fly out of if you book a flight from Aspen to Massachusetts. It is only a 3.5 mi journey to Pitkin County (ASE) from Aspen’s city center.

  • How long is the flight from Aspen to Massachusetts?

    Airlines like United Airlines, Delta, and American Airlines fly from Aspen to Massachusetts in about 6h 05m. The time it takes to get you to your destination can typically vary by up to 18h 48m. The distance from Aspen to Massachusetts is about 1873 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Aspen to Massachusetts one-way?

    The cheapest airlines for a one-way flight from Aspen to Massachusetts are United Airlines ($262), American Airlines ($279), and Delta ($421).

  • What are the most popular routes from Aspen to Massachusetts?

    While some choose either Aspen Pitkin County - Hartford Bradley Intl or Aspen Pitkin County - Nantucket Memorial, Aspen Pitkin County - Boston Logan Intl is the most popular route from Aspen to Massachusetts.

  • Can I find deals for flights from Aspen to Massachusetts that include hotel bookings?

    Yes. In addition to deals on Aspen to Massachusetts flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Aspen to Massachusetts?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Aspen to Massachusetts.

  • Can I find deals for business class flights from Aspen to Massachusetts?

    Yes. Cheapflights offers flight deals from Aspen to Massachusetts by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Aspen to Massachusetts?

    Currently, March is the cheapest month in which you can book a flight from Aspen to Massachusetts (average of $109). Flying from Aspen to Massachusetts in July is currently the most expensive (average of $379). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 2 airlines flying from Aspen to Massachusetts

Discover the top 2 airlines that operate flights from Aspen to Massachusetts. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$216Average$438FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$313Average$628FlexibilityNo cancel feeOn-time69%

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