$32 Cheap Flights to Ashland, MA

View $32 flight on Wed, May 20, 2026Opens in a new window

Popular airlines to Ashland

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How much is the cheapest flight to Ashland?

Prices were available within the past 7 days and start at $32 for one-way flights and $65 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Sat, May 9 - Tue, May 12
MCO
Orlando
BOS
Boston
$65 Roundtrip, just found
$65
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, May 9 from Orlando to Boston, returning Tue, May 12, priced at $65 just found
Spirit Airlines
Wed, May 20 - Wed, May 27
MCO
Orlando
BOS
Boston
$80 Roundtrip, found 5 hours ago
$80
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Wed, May 20 from Orlando to Boston, returning Wed, May 27, priced at $80 found 5 hours ago
Breeze Airways
Thu, Sep 3 - Sun, Sep 6
RDU
Raleigh
PSM
Portsmouth
$112 Roundtrip, found 16 hours ago
$112
Roundtrip
found 16 hours ago
Select Breeze Airways flight, departing Thu, Sep 3 from Raleigh to Portsmouth, returning Sun, Sep 6, priced at $112 found 16 hours ago
Delta
Tue, May 5 - Tue, May 19
FLL
Fort Lauderdale
BOS
Boston
$195 Roundtrip, found 1 day ago
$195
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, May 5 from Fort Lauderdale to Boston, returning Tue, May 19, priced at $195 found 1 day ago
American Airlines
Thu, May 21 - Sun, May 24
MCO
Orlando
BOS
Boston
$197 Roundtrip, just found
$197
Roundtrip
just found
Select American Airlines flight, departing Thu, May 21 from Orlando to Boston, returning Sun, May 24, priced at $197 just found

Alternative airports near Ashland

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Logan Intl. BOS. Cheapest option available. Average driving time to city center is 38 minutes. Flights from $446
BOS
Logan Intl.
Cheapest
Average driving time to city center38 min
Flights from $446

Frequently asked questions

What month is the cheapest to fly to Ashland?
May is the cheapest month to travel to Ashland. Demand is lower then, so you're likely to get a good deal. Booking your trip outside of school breaks and major holidays could also help you save.
Which US cities have the cheapest flights to Ashland?
Score cheap flights to Ashland from New York, Washington and Chicago. These cities generally offer the best fares to this destination. But remember that stopovers, holiday periods and demand will also influence rates, so remain flexible and book when you spot a bargain.
Which US cities fly direct to Ashland?
You can fly to Ashland without a stopover from 67 US cities. To find a nonstop trip, use the "Direct flights only" filter when searching for flights to Ashland on Expedia. Then, explore the options and find the best departure out of one of these cities:

  • New York
  • Washington
  • Chicago
  • Philadelphia
  • Charlotte

How to find a cheap flight to Ashland?
To snag cheap flights to Ashland, book ahead of time and travel during the low season. Want some insider advice? Depart on a Thursday and you'll typically save 16% on average compared to those who jet off on a Sunday.* Sign up for price tracking on the Expedia app and we'll let you know if your fares drop.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Ashland?
You can find good deals on last-minute departures to Ashland, especially if your plans aren't set in stone. Think about departing from a different airport, changing your dates or selecting an alternative airline to get a cheap flight to Ashland.
How far in advance should I book a flight to Ashland?
Book your flight to Ashland two to four months ahead if you're jetting in from an international destination. For domestic travel, the usual timeframe is 28 days in advance. Lower prices and a greater choice of departure dates, schedules and seating options are just some of the perks of booking early.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Ashland?
Sundays are generally the best day to book a cheap flight to Ashland, where you can save 8% on average compared to a Friday. If you choose to purchase tickets on a Friday, be ready to pay a higher price as this is often the most expensive day.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to Ashland?
Ashland is accessible from 119 airports globally through 42 airlines, with Logan Intl. Airport (BOS) as its chief gateway. Consider these top airlines to Ashland when planning your trip:

  • Delta Air Lines
  • JetBlue Airways
  • American Airlines
  • United Airlines

Where do you fly into Ashland?
Ashland's main gateway is Logan Intl. Airport (BOS). If you want other nearby options when flying to Ashland, consider T.F. Green Airport (PVD), Manchester-Boston Regional Airport (MHT) or New Bedford Regional Airport (EWB). It's also possible to fly to Ashland through Marlborough Airport (MXG).
How far is the airport from central Ashland?
You'll be about 25 mi east of the center of Ashland after arriving at Logan Intl. Airport (BOS).
Can I save money by booking an Ashland trip package?
Bundle your flight and hotel and you could save hundreds of dollars. Plus, you can add extras like car rentals and tours to your Ashland flight and hotel package deal. With Expedia, it's easy to manage all your Ashland travel arrangements in the same place.
Can I change or cancel my flight to Ashland?
If you booked your flight to Ashland within the last 24 hours, you can often cancel or change it for free. After that, extra charges may apply depending on the airline's rules and restrictions. To learn more, visit our Customer Service Portal. Remember that some flights are non-refundable, so you may receive a credit for future flights rather than a direct refund. When browsing on Expedia, check the "Changes included" or "No cancel fee" filters to see fares with flexible change policies.

*Flight schedules are subject to change.

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Travel information

Destination airport
Logan Intl.
Destination airport IATA code
BOS
Destination city name
Boston
Roundtrip price
$65

Trending flights to Ashland

Prices were available within the past 7 days and start at $32 for one-way flights and $65 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Sat, May 9 - Tue, May 12
MCO
Orlando
BOS
Boston
$65 Roundtrip, just found
$65
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, May 9 from Orlando to Boston, returning Tue, May 12, priced at $65 just found

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