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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 12/30. Fares are subject to change and may not be available on all flights or dates of travel.
ASE — BOS
oct. 16 — oct. 231
jue. 10/16
jue. 10/23
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 septiembre 16, 2025.

Round-trip from

$309
(Delta)

One-way from

$207
(American Airlines)

Popular in

November

Cheapest in

October

Average price

$416
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. 7% potential increase in price ($49 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($31 potential savings vs. average RT price).
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Average for round-trip flights in September 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 septiembre 16, 2025.

This Delta deal was found by Cheapflights users on 9/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/317:21 amASE - BDL
1 stop9h 14mDelta
mié. 11/56:00 amBDL - ASE
1 stop7h 10mDelta
Deal found 9/16$309
This American Airlines deal was found by Cheapflights users on 9/14. 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.
mié. 10/298:00 amASE - BOS
1 stop7h 23mAmerican Airlines
lun. 11/35:30 amBOS - ASE
1 stop8h 14mAmerican Airlines
Deal found 9/14$309
This Delta deal was found by Cheapflights users on 9/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/317:21 amASE - BDL
2 stops14h 08mDelta
mar. 11/46:00 amBDL - ASE
1 stop7h 10mDelta
Deal found 9/16$314
This Delta deal was found by Cheapflights users on 9/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/317:21 amASE - BDL
1 stop9h 14mDelta
sáb. 11/86:00 amBDL - ASE
1 stop7h 10mDelta
Deal found 9/16$364
This United Airlines deal was found by Cheapflights users on 9/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/2612:57 pmASE - BOS
1 stop8h 45mUnited Airlines
jue. 1/16:01 amBOS - ASE
1 stop7h 21mUnited Airlines
Deal found 9/15$376
This Delta deal was found by Cheapflights users on 9/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/317:21 amASE - BOS
2 stops24h 30mDelta
lun. 11/35:40 amBOS - ASE
1 stop7h 30mDelta
Deal found 9/15$377
This United Airlines deal was found by Cheapflights users on 9/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/2612:57 pmASE - BOS
1 stop8h 45mUnited Airlines
mié. 12/316:01 amBOS - ASE
1 stop7h 21mUnited Airlines
Deal found 9/15$400
This United Airlines deal was found by Cheapflights users on 9/16. 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.
sáb. 11/11:35 pmASE - BDL
1 stop7h 55mUnited Airlines
mié. 11/56:10 amBDL - ASE
2 stops10h 26mUnited Airlines
Deal found 9/16$404
This American Airlines deal was found by Cheapflights users on 9/13. 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.
vie. 10/318:00 amASE - BOS
2 stops12h 10mAmerican Airlines
lun. 11/35:30 amBOS - ASE
1 stop8h 14mAmerican Airlines
Deal found 9/13$404
This United Airlines deal was found by Cheapflights users on 9/16. 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.
sáb. 11/11:35 pmASE - BDL
2 stops7h 58mUnited Airlines
mar. 11/46:00 amBDL - ASE
2 stops10h 36mUnited Airlines
Deal found 9/16$409
This United Airlines deal was found by Cheapflights users on 9/16. 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.
vie. 10/312:40 pmASE - BDL
1 stop7h 03mUnited Airlines
mié. 10/85:00 pmBDL - ASE
1 stop6h 55mUnited Airlines
Deal found 9/16$424
This American Airlines deal was found by Cheapflights users on 9/14. 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.
jue. 10/1612:15 pmASE - BOS
1 stop6h 45mAmerican Airlines
mar. 10/2110:35 amBOS - ASE
2 stops10h 24mAmerican Airlines
Deal found 9/14$439

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 septiembre 16, 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

sáb. 11/1

7:21 am-6:35 pm

1 stop9h 14m

Hartford Bradley Intl

mar. 11/4

6:00 am-11:10 am

1 stop7h 10m

$309

AspenBoston

ASE - BOS

ASEBOS

Aspen Pitkin County

mié. 10/29

8:00 am-5:23 pm

1 stop7h 23m

Boston Logan Intl

lun. 11/3

5:30 am-11:44 am

1 stop8h 14m

$309

AspenHartford

ASE - BDL

ASEBDL

Aspen Pitkin County

vie. 10/31

7:21 am-11:29 pm

2 stops14h 08m

Hartford Bradley Intl

mar. 11/4

6:00 am-11:10 am

1 stop7h 10m

$314

AspenHartford

ASE - BDL

ASEBDL

Aspen Pitkin County

vie. 10/31

7:21 am-11:29 pm

2 stops14h 08m

Hartford Bradley Intl

mié. 11/5

6:00 am-11:10 am

1 stop7h 10m

$314

AspenHartford

ASE - BDL

ASEBDL

Aspen Pitkin County

vie. 10/31

7:21 am-6:35 pm

1 stop9h 14m

Hartford Bradley Intl

sáb. 11/8

6:00 am-11:10 am

1 stop7h 10m

$364

AspenBoston

ASE - BOS

ASEBOS

Aspen Pitkin County

vie. 12/26

12:57 pm-11:42 pm

1 stop8h 45m

Boston Logan Intl

jue. 1/1

6:01 am-11:22 am

1 stop7h 21m

$376

AspenBoston

ASE - BOS

ASEBOS

Aspen Pitkin County

vie. 10/31

7:21 am-9:51 am

2 stops24h 30m

Boston Logan Intl

lun. 11/3

5:40 am-11:10 am

1 stop7h 30m

$377

AspenBoston

ASE - BOS

ASEBOS

Aspen Pitkin County

vie. 10/31

8:00 am-10:10 pm

2 stops12h 10m

Boston Logan Intl

lun. 11/3

5:30 am-11:44 am

1 stop8h 14m

$404

AspenHartford

ASE - BDL

ASEBDL

Aspen Pitkin County

sáb. 11/1

8:30 am-9:38 pm

2 stops11h 08m

Hartford Bradley Intl

sáb. 11/8

6:00 am-4:31 pm

2 stops12h 31m

$409

AspenHartford

ASE - BDL

ASEBDL

Aspen Pitkin County

vie. 10/3

12:40 pm-9:43 pm

1 stop7h 03m

Hartford Bradley Intl

mié. 10/8

5:00 pm-9:55 pm

1 stop6h 55m

$424

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 35 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, January is the cheapest month in which you can book a flight from Aspen to Massachusetts (average of $218). Flying from Aspen to Massachusetts in July is currently the most expensive (average of $311). 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 septiembre 16, 2025.

When flying from Aspen to Massachusetts, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 septiembre 16, 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
8,924 reviews

Boarding

7.7

Crew

8.1

Entertainment

7.1

Overall

7.4

Food

6.6

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
8,924 reviews
United Airlines
7.4
Good
8,924 reviews

Boarding

7.7

Crew

8.1

Entertainment

7.1

Overall

7.4

Food

6.6

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,924 reviews

Boarding

7.7

Crew

8.1

Entertainment

7.1

Overall

7.4

Food

6.6

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

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, American Airlines, and United Airlines fly from Aspen to Massachusetts in about 7h 23m. The time it takes to get you to your destination can typically vary by up to 1h 51m. 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 American Airlines ($207), Delta ($207), and United Airlines ($229).

  • 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, January is the cheapest month in which you can book a flight from Aspen to Massachusetts (average of $218). Flying from Aspen to Massachusetts in July is currently the most expensive (average of $311). 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 septiembre 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$216Average$493FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$364Average$721FlexibilityNo cancel feeOn-time69%

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