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$294+ Cheap flights from Aspen (ASE) to Massachusetts

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
ASE — BOS
Jan 25 — Feb 11
Sun 1/25
Sun 2/1
1 adult, Economy
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Cheap 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 December 26, 2025.

This Delta deal was found by Cheapflights users on 12/25. 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 12/251:20 pmASE - BOS
1 stop8h 34mDelta
Thu 1/15:40 amBOS - ASE
1 stop7h 59mDelta
Deal found 12/25$544
This Delta deal was found by Cheapflights users on 12/25. 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 12/251:20 pmASE - BOS
1 stop8h 34mDelta
Wed 12/315:40 amBOS - ASE
1 stop7h 59mDelta
Deal found 12/25$609
This United Airlines deal was found by Cheapflights users on 12/25. 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.
Fri 12/264:15 pmASE - BOS
1 stop6h 30mUnited Airlines
Wed 12/312:15 pmBOS - ASE
2 stops9h 20mUnited Airlines
Deal found 12/25$614
This Delta deal was found by Cheapflights users on 12/25. 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.
Fri 12/262:55 pmASE - BOS
1 stop8h 12mDelta
Fri 1/25:40 amBOS - ASE
1 stop7h 59mDelta
Deal found 12/25$619
This Delta deal was found by Cheapflights users on 12/25. 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.
Sat 12/272:55 pmASE - BOS
1 stop8h 12mDelta
Thu 1/15:30 amBOS - ASE
2 stops10h 45mDelta
Deal found 12/25$624
This Delta deal was found by Cheapflights users on 12/25. 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 12/251:20 pmASE - BOS
1 stop8h 34mDelta
Fri 1/22:00 pmBOS - ASE
2 stops23h 39mDelta
Deal found 12/25$652
This Delta deal was found by Cheapflights users on 12/25. 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.
Sat 12/272:55 pmASE - BOS
1 stop8h 12mDelta
Wed 12/315:40 amBOS - ASE
1 stop10h 35mDelta
Deal found 12/25$684
This United Airlines deal was found by Cheapflights users on 12/25. 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 12/254:15 pmASE - BOS
1 stop6h 30mUnited Airlines
Mon 12/296:01 amBOS - ASE
1 stop7h 21mUnited Airlines
Deal found 12/25$699
This Delta deal was found by Cheapflights users on 12/25. 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 12/252:55 pmASE - BOS
1 stop6h 59mDelta
Tue 12/3012:59 pmBOS - ASE
2 stops24h 40mDelta
Deal found 12/25$716

Find flight deals from Aspen to Massachusetts

Keep the following information in mind while searching for Aspen to Massachusetts flight deals. Data was last updated December 26, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$289
(American Airlines)

One-way from

$229
(Delta)

Popular in

November

Cheapest in

September

Average price

$747
Provider with most accurate pricing for Aspen Pitkin County-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Aspen Pitkin County-Boston Logan Intl flights.
Search Deals
From Aspen Pitkin County to Massachusetts
Search Deals
One-way flight from Aspen Pitkin County to Massachusetts
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($105 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($41 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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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 December 26, 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

Thu 3/5

12:59 pm-10:51 pm

1 stop7h 52m

Boston Logan Intl

Mon 3/9

6:00 am-2:56 pm

2 stops10h 56m

$294

AspenBoston

ASE - BOS

ASEBOS

Aspen Pitkin County

Wed 1/14

1:33 pm-11:46 pm

1 stop8h 13m

Boston Logan Intl

Sun 1/18

11:07 am-4:52 pm

1 stop7h 45m

$324

AspenBoston

ASE - BOS

ASEBOS

Aspen Pitkin County

Wed 1/14

7:30 am-7:07 pm

2 stops9h 37m

Boston Logan Intl

Sun 1/18

6:00 am-2:18 pm

2 stops10h 18m

$334

AspenHartford

ASE - BDL

ASEBDL

Aspen Pitkin County

Wed 1/14

1:33 pm-11:44 pm

1 stop8h 11m

Hartford Bradley Intl

Sat 1/17

3:30 pm-8:15 pm

1 stop6h 45m

$379

AspenBoston

ASE - BOS

ASEBOS

Aspen Pitkin County

Fri 1/23

7:45 am-5:19 pm

1 stop7h 34m

Boston Logan Intl

Tue 1/27

7:05 am-2:17 pm

1 stop9h 12m

$379

AspenAlbany

ASE - ALB

ASEALB

Aspen Pitkin County

Wed 1/14

12:53 pm-9:22 pm

1 stop6h 29m

Albany Intl

Sat 1/17

9:50 am-6:39 pm

2 stops10h 49m

$384

AspenHartford

ASE - BDL

ASEBDL

Aspen Pitkin County

Thu 4/2

1:25 pm-11:53 pm

1 stop8h 28m

Hartford Bradley Intl

Wed 4/8

6:00 am-11:33 am

1 stop7h 33m

$397

AspenBoston

ASE - BOS

ASEBOS

Aspen Pitkin County

Sat 2/21

6:28 pm-12:46 pm

3 stops16h 18m

$618

AspenHartford

ASE - BDL

ASEBDL

Aspen Pitkin County

Mon 1/5

12:57 pm-11:57 pm

1 stop9h 00m

$658

AspenBoston

ASE - BOS

ASEBOS

Aspen Pitkin County

Sun 1/4

6:20 pm-2:20 pm

2 stops18h 00m

$703

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/24

Showing 1-10 of 14 results
1
2

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.

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 December 26, 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
9,115 reviews

Comfort

7.3

Boarding

7.7

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
United Airlines
7.4
Good
9,115 reviews
United Airlines
7.4
Good
9,115 reviews

Comfort

7.3

Boarding

7.7

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
American Airlines
7.2
Good
11,061 reviews
United Airlines
7.4
Good
9,115 reviews

Comfort

7.3

Boarding

7.7

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.

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 American Airlines and United Airlines fly from Aspen to Massachusetts in about 7h 52m. The time it takes to get you to your destination can typically vary by up to 21m. 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 most popular routes from Aspen to Massachusetts?

    While some choose either Aspen Pitkin County - Hartford Bradley Intl or Aspen Pitkin County - Albany Intl, 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.

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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 December 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$216Average$443FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$308Average$595FlexibilityNo cancel feeOn-time69%

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