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$134+ 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 3/24. Fares are subject to change and may not be available on all flights or dates of travel.
ASE — BOS
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
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 January 8, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$289
(United Airlines)

One-way from

$134
(American Airlines)

Popular in

November

Cheapest in

September

Average price

$478
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. 14% potential increase in price ($105 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($41 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 January 8, 2026.

This United Airlines deal was found by Cheapflights users on 1/6. 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 1/271:33 pmASE - BOS
1 stop8h 13mUnited Airlines
Sat 1/319:30 amBOS - ASE
1 stop7h 50mUnited Airlines
Deal found 1/6$289
This American Airlines deal was found by Cheapflights users on 1/6. 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 1/277:30 amASE - BOS
2 stops10h 03mAmerican Airlines
Sat 1/317:15 amBOS - ASE
2 stops9h 03mAmerican Airlines
Deal found 1/6$300
This Delta deal was found by Cheapflights users on 1/7. 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 1/223:04 pmASE - BOS
1 stop8h 00mDelta
Mon 1/265:35 amBOS - ASE
1 stop8h 08mDelta
Deal found 1/7$359
This American Airlines deal was found by Cheapflights users on 1/7. 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.
Thu 1/227:30 amASE - BOS
2 stops9h 32mAmerican Airlines
Mon 1/267:00 amBOS - ASE
2 stops9h 18mAmerican Airlines
Deal found 1/7$370
This United Airlines deal was found by Cheapflights users on 1/6. 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 3/2612:22 pmASE - BDL
2 stops9h 37mUnited Airlines
Sun 3/296:00 amBDL - ASE
1 stop7h 33mUnited Airlines
Deal found 1/6$379
This United Airlines deal was found by Cheapflights users on 1/7. 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 1/2812:53 pmASE - ALB
1 stop6h 29mUnited Airlines
Sat 1/312:40 pmALB - ASE
2 stops9h 19mUnited Airlines
Deal found 1/7$384
This United Airlines deal was found by Cheapflights users on 1/6. 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 1/2312:53 pmASE - BDL
1 stop6h 36mUnited Airlines
Tue 1/273:30 pmBDL - ASE
1 stop8h 29mUnited Airlines
Deal found 1/6$414
This American Airlines deal was found by Cheapflights users on 1/7. 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.
Thu 7/237:00 amASE - BOS
1 stop14h 59mAmerican Airlines
Mon 7/272:48 pmBOS - ASE
1 stop8h 28mAmerican Airlines
Deal found 1/7$428
This United Airlines deal was found by Cheapflights users on 1/8. 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 2/171:34 pmASE - BOS
1 stop8h 10mUnited Airlines
Wed 2/2511:48 amBOS - ASE
1 stop10h 54mUnited Airlines
Deal found 1/8$431
This American Airlines deal was found by Cheapflights users on 1/8. 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 2/1712:39 pmASE - BOS
1 stop9h 12mAmerican Airlines
Wed 2/257:00 amBOS - ASE
2 stops11h 06mAmerican Airlines
Deal found 1/8$450
This United Airlines deal was found by Cheapflights users on 1/6. 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 1/218:53 amASE - BDL
2 stops10h 36mUnited Airlines
Sun 1/253:30 pmBDL - ASE
1 stop8h 29mUnited Airlines
Deal found 1/6$454
This American Airlines deal was found by Cheapflights users on 1/7. 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 7/227:00 amASE - BOS
1 stop8h 32mAmerican Airlines
Tue 7/282:48 pmBOS - ASE
1 stop8h 28mAmerican Airlines
Deal found 1/7$461

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 January 8, 2026.
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

Tue 1/27

1:33 pm-11:46 pm

1 stop8h 13m

Boston Logan Intl

Sat 1/31

9:30 am-3:20 pm

1 stop7h 50m

$289

AspenBoston

ASE - BOS

ASEBOS

Aspen Pitkin County

Tue 1/27

7:30 am-7:33 pm

2 stops10h 03m

Boston Logan Intl

Sat 1/31

7:15 am-2:18 pm

2 stops9h 03m

$300

AspenBoston

ASE - BOS

ASEBOS

Aspen Pitkin County

Thu 1/22

3:04 pm-1:04 am

1 stop8h 00m

Boston Logan Intl

Mon 1/26

5:35 am-11:43 am

1 stop8h 08m

$359

AspenBoston

ASE - BOS

ASEBOS

Aspen Pitkin County

Thu 1/22

7:30 am-7:02 pm

2 stops9h 32m

Boston Logan Intl

Mon 1/26

7:00 am-2:18 pm

2 stops9h 18m

$370

AspenHartford

ASE - BDL

ASEBDL

Aspen Pitkin County

Thu 3/26

12:22 pm-11:59 pm

2 stops9h 37m

Hartford Bradley Intl

Sun 3/29

6:00 am-11:33 am

1 stop7h 33m

$379

AspenAlbany

ASE - ALB

ASEALB

Aspen Pitkin County

Wed 1/28

12:53 pm-9:22 pm

1 stop6h 29m

Albany Intl

Sat 1/31

2:40 pm-9:59 pm

2 stops9h 19m

$384

AspenHartford

ASE - BDL

ASEBDL

Aspen Pitkin County

Fri 1/23

3:25 pm-11:44 pm

1 stop6h 19m

Hartford Bradley Intl

Tue 1/27

7:50 am-2:44 pm

1 stop8h 54m

$414

AspenBoston

ASE - BOS

ASEBOS

Aspen Pitkin County

Tue 2/17

1:34 pm-11:44 pm

1 stop8h 10m

Boston Logan Intl

Wed 2/25

11:48 am-8:42 pm

1 stop10h 54m

$431

AspenBoston

ASE - BOS

ASEBOS

Aspen Pitkin County

Tue 2/17

12:39 pm-11:51 pm

1 stop9h 12m

Boston Logan Intl

Wed 2/25

7:00 am-4:06 pm

2 stops11h 06m

$450

AspenHartford

ASE - BDL

ASEBDL

Aspen Pitkin County

Wed 1/21

8:53 am-9:29 pm

2 stops10h 36m

Hartford Bradley Intl

Sun 1/25

3:30 pm-9:59 pm

1 stop8h 29m

$454

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/8

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.

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 January 8, 2026.
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
9,139 reviews

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Crew

8.1

Overall

7.4

Food

6.6

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

IAD - TYS

It was a short flight on a small express plane, so no time for amenities. Quickly on, quickly off. No complaints.
United Airlines
7.4
Good
9,139 reviews
United Airlines
7.4
Good
9,139 reviews

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Crew

8.1

Overall

7.4

Food

6.6

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

IAD - TYS

It was a short flight on a small express plane, so no time for amenities. Quickly on, quickly off. No complaints.
American Airlines
7.2
Good
11,095 reviews
United Airlines
7.4
Good
9,139 reviews

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Crew

8.1

Overall

7.4

Food

6.6

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

IAD - TYS

It was a short flight on a small express plane, so no time for amenities. Quickly on, quickly off. No complaints.

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, American Airlines, and Delta fly from Aspen to Massachusetts in about 8h. The time it takes to get you to your destination can typically vary by up to 2h 03m. 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.

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 January 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$216Average$443FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$288Average$546FlexibilityNo cancel feeOn-time69%

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