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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 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
ASE — BOS
Feb 24 — Mar 31
Tue 2/24
Tue 3/3
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 January 25, 2026.

This Delta deal was found by Cheapflights users on 1/23. 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 4/23:00 pm
ASE
-
BDL
1 stop6h 55m
Delta
Wed 4/86:00 am
BDL
-
ASE
1 stop10h 13m
Delta
Deal found 1/23$289
This United Airlines deal was found by Cheapflights users on 1/23. 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 4/22:27 pm
ASE
-
BDL
1 stop7h 26m
United Airlines
Wed 4/83:04 pm
BDL
-
ASE
2 stops8h 44m
United Airlines
Deal found 1/23$366
This United Airlines deal was found by Cheapflights users on 1/23. 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.
Sat 1/313:25 pm
ASE
-
BOS
1 stop6h 27m
United Airlines
Fri 2/611:42 am
BOS
-
ASE
1 stop10h 38m
United Airlines
Deal found 1/23$419
This American Airlines deal was found by Cheapflights users on 1/24. 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.
Sat 1/317:30 am
ASE
-
BOS
2 stops10h 43m
American Airlines
Fri 2/612:11 pm
BOS
-
ASE
1 stop8h 53m
American Airlines
Deal found 1/24$424
This United Airlines deal was found by Cheapflights users on 1/23. 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 6/242:22 pm
ASE
-
BOS
1 stop7h 22m
United Airlines
Sat 7/183:19 pm
BOS
-
ASE
1 stop7h 57m
United Airlines
Deal found 1/23$487
This United Airlines deal was found by Cheapflights users on 1/23. 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 7/91:00 pm
ASE
-
ALB
1 stop8h 30m
United Airlines
Tue 7/144:30 pm
ALB
-
ASE
1 stop7h 11m
United Airlines
Deal found 1/23$501
This American Airlines deal was found by Cheapflights users on 1/22. 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 8/137:00 am
ASE
-
BOS
1 stop7h 50m
American Airlines
Sun 8/1610:46 am
BOS
-
ASE
1 stop7h 21m
American Airlines
Deal found 1/22$506
This American Airlines deal was found by Cheapflights users on 1/23. 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 7/97:00 am
ASE
-
ALB
1 stop10h 30m
American Airlines
Tue 7/1412:05 pm
ALB
-
ASE
2 stops11h 11m
American Airlines
Deal found 1/23$509
This American Airlines deal was found by Cheapflights users on 1/24. 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 8/47:00 am
ASE
-
BOS
1 stop13h 29m
American Airlines
Fri 8/75:29 am
BOS
-
ASE
1 stop15h 54m
American Airlines
Deal found 1/24$536
This United Airlines deal was found by Cheapflights users on 1/22. 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 1/3012:53 pm
ASE
-
BOS
1 stop6h 45m
United Airlines
Tue 2/310:30 am
BOS
-
ASE
1 stop9h 55m
United Airlines
Deal found 1/22$569
This American Airlines deal was found by Cheapflights users on 1/23. 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 6/257:00 am
ASE
-
BOS
1 stop8h 32m
American Airlines
Fri 7/176:00 am
BOS
-
ASE
1 stop9h 50m
American Airlines
Deal found 1/23$609
This United Airlines deal was found by Cheapflights users on 1/22. 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 1/283:25 pm
ASE
-
BDL
1 stop6h 19m
United Airlines
Sat 1/319:55 am
BDL
-
ASE
1 stop7h 25m
United Airlines
Deal found 1/22$634

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 January 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$289
(Delta)

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.
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. 13% potential increase in price ($97 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($41 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 25, 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

AspenHartford

ASE - BDL

ASEBDL

Aspen Pitkin County

Thu 4/2

3:00 pm-11:55 pm

1 stop6h 55m

Hartford Bradley Intl

Wed 4/8

6:00 am-2:13 pm

1 stop10h 13m

$289

AspenHartford

ASE - BDL

ASEBDL

Aspen Pitkin County

Thu 4/2

2:27 pm-11:53 pm

1 stop7h 26m

Hartford Bradley Intl

Wed 4/8

3:04 pm-9:48 pm

2 stops8h 44m

$366

AspenBoston

ASE - BOS

ASEBOS

Aspen Pitkin County

Wed 6/24

2:22 pm-11:44 pm

1 stop7h 22m

Boston Logan Intl

Sat 7/18

3:19 pm-9:16 pm

1 stop7h 57m

$487

AspenAlbany

ASE - ALB

ASEALB

Aspen Pitkin County

Thu 7/9

1:00 pm-11:30 pm

1 stop8h 30m

Albany Intl

Tue 7/14

4:30 pm-9:41 pm

1 stop7h 11m

$501

AspenAlbany

ASE - ALB

ASEALB

Aspen Pitkin County

Thu 7/9

7:00 am-7:30 pm

1 stop10h 30m

Albany Intl

Tue 7/14

12:05 pm-9:16 pm

2 stops11h 11m

$509

AspenBoston

ASE - BOS

ASEBOS

Aspen Pitkin County

Thu 6/25

7:00 am-5:32 pm

1 stop8h 32m

Boston Logan Intl

Sat 7/18

2:00 pm-9:16 pm

1 stop9h 16m

$609

AspenBoston

ASE - BOS

ASEBOS

Aspen Pitkin County

Thu 6/25

7:00 am-5:32 pm

1 stop8h 32m

Boston Logan Intl

Fri 7/17

6:00 am-1:50 pm

1 stop9h 50m

$609

AspenBoston

ASE - BOS

ASEBOS

Aspen Pitkin County

Wed 6/24

7:00 am-5:32 pm

1 stop8h 32m

Boston Logan Intl

Sat 7/18

12:45 pm-9:16 pm

2 stops10h 31m

$614

AspenAlbany

ASE - ALB

ASEALB

Aspen Pitkin County

Sun 2/8

12:12 pm-11:55 pm

2 stops9h 43m

Albany Intl

Thu 2/12

1:05 pm-9:32 am

1 stop22h 27m

$1,095

AspenBoston

ASE - BOS

ASEBOS

Aspen Pitkin County

Thu 3/5

4:20 pm-12:35 am

1 stop6h 15m

$207

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/23

Showing 1-10 of 25 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.

How much does it cost to fly round-trip from Aspen to Massachusetts?

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 25, 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
9,198 reviews

Boarding

7.7

Crew

8.1

Food

6.6

Overall

7.4

Comfort

7.3

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,198 reviews
United Airlines
7.4
Good
9,198 reviews

Boarding

7.7

Crew

8.1

Food

6.6

Overall

7.4

Comfort

7.3

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
American Airlines
7.2
Good
11,197 reviews
United Airlines
7.4
Good
9,198 reviews

Boarding

7.7

Crew

8.1

Food

6.6

Overall

7.4

Comfort

7.3

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

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 Delta, United Airlines, and American Airlines fly from Aspen to Massachusetts in about 6h 55m. The time it takes to get you to your destination can typically vary by up to 3h 35m. The distance from Aspen to Massachusetts is about 1790 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 25, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$216Average$443FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$288Average$560FlexibilityNo cancel feeOn-time69%

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