$24 Cheap Flights to Holliston, MA

View $24 flight on Thu, Dec 18, 2025Opens in a new window

Popular airlines to Holliston

Today's featured flight deals to Holliston

Nonstop
Carry-on included
Lower price than typical

How much is the cheapest flight to Holliston?

Prices were available within the past 7 days and start at $24 for one-way flights and $53 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Sat, Jan 10 - Mon, Jan 12
MCO
Orlando
BOS
Boston
$53 Roundtrip, found 1 hour ago
$53
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sat, Jan 10 from Orlando to Boston, returning Mon, Jan 12, priced at $53 found 1 hour ago
Spirit Airlines
Fri, Dec 12 - Sun, Jan 11
MCO
Orlando
BOS
Boston
$61 Roundtrip, found 4 hours ago
$61
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Fri, Dec 12 from Orlando to Boston, returning Sun, Jan 11, priced at $61 found 4 hours ago
Breeze Airways
Thu, Jan 15 - Sun, Jan 25
MCO
Orlando
PSM
Portsmouth
$96 Roundtrip, found 11 hours ago
$96
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Thu, Jan 15 from Orlando to Portsmouth, returning Sun, Jan 25, priced at $96 found 11 hours ago
American Airlines
Wed, Jan 28 - Sat, Jan 31
LGA
New York
BOS
Boston
$117 Roundtrip, just found
$117
Roundtrip
just found
Select American Airlines flight, departing Wed, Jan 28 from New York to Boston, returning Sat, Jan 31, priced at $117 just found
Delta
Tue, Feb 17 - Thu, Feb 19
LGA
New York
ORH
Worcester
$133 Roundtrip, found 3 hours ago
$133
Roundtrip
found 3 hours ago
Select Delta flight, departing Tue, Feb 17 from New York to Worcester, returning Thu, Feb 19, priced at $133 found 3 hours ago

Find the cheapest month to fly from Columbus (CMH) to Boston (BOS)

September is typically the cheapest month to fly

From $100 - $298 per traveler.

Alternative airports near Holliston

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

Select flight to Logan Intl. BOS. Average driving time to city center is 46 minutes. Flights from $363
BOS
Logan Intl.
Average driving time to city center46 min
Flights from $363
Select flight to T.F. Green PVD. Average driving time to city center is 52 minutes. Flights from $317
PVD
T.F. Green
Average driving time to city center52 min
Flights from $317
Select flight to Worcester Regional ORH. Cheapest option available. Average driving time to city center is 47 minutes. Flights from $284
ORH
Worcester Regional
Cheapest
Average driving time to city center47 min
Flights from $284

Frequently asked questions

What month is the cheapest to fly to Holliston?
Schedule your trip for January if you want to land a good price on your fare. It's the cheapest month to fly to Holliston. If possible, avoid traveling during busy periods such as major public holidays or during big events.
Which US cities have the cheapest flights to Holliston?
Get cheap flights to Holliston from New York, Washington and Chicago. These cities typically offer the lowest fares to this destination. But bear in mind that stopovers, holiday periods and demand also influence rates, so remain flexible and book when you see a bargain.
Which US cities fly direct to Holliston?
Pick from 67 US destinations that have direct flights to Holliston. When reserving on Expedia, select "Direct flights only" to find nonstop itineraries. Fly to Holliston from any of these major cities:

  • New York
  • Washington
  • Chicago
  • Philadelphia
  • Charlotte

How to find a cheap flight to Holliston?
To get cheap flights to Holliston, book in advance and consider traveling during the low season. Want a handy tip? Depart on a Thursday and save around 16% on average compared to those who travel on a Sunday.* Sign up for price tracking on the Expedia app and we'll notify you 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 Holliston?
Staying flexible about your plans can help you to find last-minute deals on cheap flights to Holliston. To view all the available options, try exploring different ticket types, tweaking your Holliston vacation dates, leaving from an alternative airport or going with another airline.
How far in advance should I book a flight to Holliston?
To pick up some of the best deals on domestic journeys, book your flight to Holliston 28 days ahead of your travel dates. For international flights, search for your ticket two to four months in advance. This boosts your chances of securing your preferred departure dates and seats.**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 Holliston?
Sundays are typically the best day to book a cheap flight to Holliston, with savings of around 8% on average compared to a Friday. If you choose to purchase tickets on a Friday, expect to pay more 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 Holliston?
A total of 42 airlines connect 119 airports across the globe to Holliston. Here are some of the popular airlines to Holliston, where Logan Intl. Airport (BOS) is the major arrival point:

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

Where do you fly into Holliston?
If you're flying to Holliston, the main airport to arrive at is Logan Intl. Airport (BOS). You can also jet into nearby hubs like T.F. Green Airport (PVD), New Bedford Regional Airport (EWB) or Manchester-Boston Regional Airport (MHT). Another option worth considering when you fly to Holliston is Marlborough Airport (MXG).
How far is the airport from central Holliston?
Jetting into Logan Intl. Airport (BOS) puts you about 25 mi northeast of the center of Holliston.
Can I save money by booking a Holliston trip package?
You could possibly save hundreds of dollars if you secure a Holliston flight and hotel package deal on Expedia. And you'll save time and hassle by having all your travel arrangements in the same place. Try bundling flights and accommodations with extras like activities and car rentals for your own personalized Holliston escape.
Can I change or cancel my flight to Holliston?
You can often change or cancel your flight to Holliston within 24 hours of booking. However, be mindful that some flights are non-refundable. In those cases, you may be issued a credit toward a future trip in place of a direct refund. Make sure you check the airline's terms of service in your itinerary for exact details. Use Expedia's "No cancel fee" or "Changes included" filters during your search to find cheap flights to Holliston with flexible change policies. For additional information, browse our Customer Service Portal.
Flights to Holliston information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Destination city name
Boston
Roundtrip price
$53

Trending flights to Holliston

Prices were available within the past 7 days and start at $24 for one-way flights and $53 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Sat, Jan 10 - Mon, Jan 12
MCO
Orlando
BOS
Boston
$53 Roundtrip, found 1 hour ago
$53
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sat, Jan 10 from Orlando to Boston, returning Mon, Jan 12, priced at $53 found 1 hour ago

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