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$207+ 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
ASE — BOS
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
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 18, 2025.

This American Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/3111:19 amASE - BOS
1 stop7h 12mAmerican Airlines
Sun 1/45:59 amBOS - ASE
2 stops10h 17mAmerican Airlines
Deal found 12/16$364
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/319:05 amASE - BOS
1 stop8h 50mUnited Airlines
Sun 1/43:15 pmBOS - ASE
1 stop7h 00mUnited Airlines
Deal found 12/16$461
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/2312:30 pmASE - BOS
1 stop8h 31mAmerican Airlines
Tue 12/3011:26 amBOS - ASE
1 stop10h 11mAmerican Airlines
Deal found 12/16$529
This United Airlines deal was found by Cheapflights users on 12/18. 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.
Fri 12/262:00 pmASE - BOS
1 stop5h 55mUnited Airlines
Mon 12/291:06 pmBOS - ASE
1 stop11h 06mUnited Airlines
Deal found 12/18$560
This United Airlines deal was found by Cheapflights users on 12/16. 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 12/237:00 amASE - BOS
2 stops9h 12mUnited Airlines
Tue 12/305:20 amBOS - ASE
2 stops12h 10mUnited Airlines
Deal found 12/16$644
This American Airlines deal was found by Cheapflights users on 12/15. 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 12/2611:19 amASE - BOS
1 stop9h 42mAmerican Airlines
Mon 12/295:30 pmBOS - ASE
1 stop18h 21mAmerican Airlines
Deal found 12/15$646
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/2312:30 pmASE - BOS
1 stop8h 31mAmerican Airlines
Mon 12/295:30 pmBOS - ASE
1 stop18h 21mAmerican Airlines
Deal found 12/16$652
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/247:00 amASE - BDL
1 stop7h 02mUnited Airlines
Mon 12/297:40 pmBDL - ASE
2 stops16h 49mUnited Airlines
Deal found 12/16$668
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/247:07 amASE - BDL
1 stop8h 28mAmerican Airlines
Mon 12/295:44 pmBDL - ASE
1 stop18h 07mAmerican Airlines
Deal found 12/16$883

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 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$289
(American Airlines)

One-way from

$207
(American Airlines)

Popular in

November

Cheapest in

September

Average price

$668
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.
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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. 9% potential increase in price ($65 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($41 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
Search Deals

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 18, 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

AspenHartford

ASE - BDL

ASEBDL

Aspen Pitkin County

Fri 1/23

2:49 pm-11:33 pm

1 stop6h 44m

Hartford Bradley Intl

Sun 1/25

7:00 am-2:18 pm

1 stop9h 18m

$289

AspenBoston

ASE - BOS

ASEBOS

Aspen Pitkin County

Thu 1/8

3:25 pm-11:46 pm

1 stop6h 21m

Boston Logan Intl

Sun 1/11

3:15 pm-9:59 pm

1 stop8h 44m

$289

AspenBoston

ASE - BOS

ASEBOS

Aspen Pitkin County

Thu 1/15

7:30 am-5:21 pm

1 stop7h 51m

Boston Logan Intl

Mon 1/19

6:00 am-2:18 pm

1 stop10h 18m

$289

AspenBoston

ASE - BOS

ASEBOS

Aspen Pitkin County

Thu 1/22

7:00 am-3:37 pm

1 stop6h 37m

Boston Logan Intl

Mon 1/26

9:30 am-3:20 pm

1 stop7h 50m

$289

AspenBoston

ASE - BOS

ASEBOS

Aspen Pitkin County

Thu 1/8

8:53 am-8:05 pm

1 stop9h 12m

Boston Logan Intl

Tue 1/13

12:45 pm-6:25 pm

1 stop7h 40m

$289

AspenBoston

ASE - BOS

ASEBOS

Aspen Pitkin County

Wed 1/7

7:15 am-6:01 pm

1 stop8h 46m

Boston Logan Intl

Tue 1/13

3:15 pm-8:15 pm

1 stop7h 00m

$289

AspenBoston

ASE - BOS

ASEBOS

Aspen Pitkin County

Thu 1/8

10:35 am-8:05 pm

1 stop7h 30m

Boston Logan Intl

Wed 1/14

7:05 am-2:17 pm

1 stop9h 12m

$289

AspenBoston

ASE - BOS

ASEBOS

Aspen Pitkin County

Thu 1/8

7:30 am-6:59 pm

1 stop9h 29m

Boston Logan Intl

Wed 1/14

10:00 am-7:04 pm

2 stops11h 04m

$294

AspenHartford

ASE - BDL

ASEBDL

Aspen Pitkin County

Fri 1/23

3:25 pm-11:44 pm

1 stop6h 19m

Hartford Bradley Intl

Sun 1/25

3:00 pm-9:59 pm

2 stops8h 59m

$294

AspenBoston

ASE - BOS

ASEBOS

Aspen Pitkin County

Fri 1/16

7:30 am-6:59 pm

1 stop9h 29m

Boston Logan Intl

Sun 1/18

9:45 am-4:28 pm

1 stop8h 43m

$295

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 29 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.

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 18, 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
9,091 reviews

Entertainment

7.1

Crew

8.1

Overall

7.4

Boarding

7.7

Food

6.6

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

BOS - EWR

Seems like every United flight has a delay and it’s always someone else’s fault. Step up and take some accountability
United Airlines
7.4
Good
9,091 reviews
United Airlines
7.4
Good
9,091 reviews

Entertainment

7.1

Crew

8.1

Overall

7.4

Boarding

7.7

Food

6.6

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

BOS - EWR

Seems like every United flight has a delay and it’s always someone else’s fault. Step up and take some accountability
American Airlines
7.2
Good
11,054 reviews
United Airlines
7.4
Good
9,091 reviews

Entertainment

7.1

Crew

8.1

Overall

7.4

Boarding

7.7

Food

6.6

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

BOS - EWR

Seems like every United flight has a delay and it’s always someone else’s fault. Step up and take some accountability

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 6h 21m. The time it takes to get you to your destination can typically vary by up to 23m. 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 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$216Average$443FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$308Average$528FlexibilityNo cancel feeOn-time69%

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