Cheap flights To Shrewsbury (VSF) from $55

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Cheap Flights to Shrewsbury from $55 One Way, $133 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, Jan 2 - Mon, Jan 5
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$133 Roundtrip, found 4 days ago
$133
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Fri, Jan 2 from Logan Intl. to Rutland Southern Vermont Regional, returning Mon, Jan 5, priced at $133 found 4 days ago
Tue, Dec 30 - Fri, Jan 2
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$135 Roundtrip, found 4 days ago
$135
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Tue, Dec 30 from Logan Intl. to Rutland Southern Vermont Regional, returning Fri, Jan 2, priced at $135 found 4 days ago
Sun, Dec 28 - Fri, Jan 2
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$145 Roundtrip, found 4 days ago
$145
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sun, Dec 28 from Logan Intl. to Rutland Southern Vermont Regional, returning Fri, Jan 2, priced at $145 found 4 days ago
Thu, Jan 15 - Mon, Jan 19
BOS
Logan Intl.
LEB
Lebanon Municipal
$155 Roundtrip, found 1 day ago
$155
Roundtrip
found 1 day ago
Select Cape Air flight, departing Thu, Jan 15 from Logan Intl. to Lebanon Municipal, returning Mon, Jan 19, priced at $155 found 1 day ago
Thu, Jan 15 - Mon, Jan 19
BOS
Logan Intl.
LEB
Lebanon Municipal
$155 Roundtrip, found 1 day ago
$155
Roundtrip
found 1 day ago
Select Cape Air flight, departing Thu, Jan 15 from Logan Intl. to Lebanon Municipal, returning Mon, Jan 19, priced at $155 found 1 day ago
Mon, Dec 29 - Wed, Dec 31
BOS
Logan Intl.
LEB
Lebanon Municipal
$157 Roundtrip, found 2 days ago
$157
Roundtrip
found 2 days ago
Select Cape Air flight, departing Mon, Dec 29 from Logan Intl. to Lebanon Municipal, returning Wed, Dec 31, priced at $157 found 2 days ago
Thu, Dec 25 - Wed, Dec 31
BOS
Logan Intl.
LEB
Lebanon Municipal
$158 Roundtrip, found 7 hours ago
$158
Roundtrip
found 7 hours ago
Select Cape Air flight, departing Thu, Dec 25 from Logan Intl. to Lebanon Municipal, returning Wed, Dec 31, priced at $158 found 7 hours ago
Thu, Jan 15 - Mon, Jan 19
BOS
Logan Intl.
LEB
Lebanon Municipal
$159 Roundtrip, found 1 day ago
$159
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Jan 15 from Logan Intl. to Lebanon Municipal, returning Mon, Jan 19, priced at $159 found 1 day ago
Wed, Dec 10 - Wed, Dec 10
JFK
John F. Kennedy Intl.
RUT
Rutland Southern Vermont Regional
$289 Roundtrip, found 1 day ago
$289
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Dec 10 from John F. Kennedy Intl. to Rutland Southern Vermont Regional, returning Wed, Dec 10, priced at $289 found 1 day ago
Thu, Dec 25 - Sun, Dec 28
JFK
John F. Kennedy Intl.
LEB
Lebanon Municipal
$304 Roundtrip, found 3 days ago
$304
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Thu, Dec 25 from John F. Kennedy Intl. to Lebanon Municipal, returning Sun, Dec 28, priced at $304 found 3 days ago

Shrewsbury Flight Information

Traveling To
Shrewsbury
Destination Airport IATA Code
VSF
Number of Airlines Serving
Airlines
JetBlue Airways, Cape Air
Flight Price
$133
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Shrewsbury economy flight packages

Price found within the past 48 hours. Click for updated prices.
Pointe at Castle Hill Resort
3.5-star property

Pointe at Castle Hill Resort

Dec 26 - Dec 30

4 night stay

Miami (MIA) to Rutland (RUT)

Accessrail • Coach

Rutland (RUT) to Miami (MIA)

Southwest Airlines • Coach
Price was $1,306, price is now $1,055 per person
$1,055
per person
found 9 hours ago
The Vermont Inn
3.0-star property

The Vermont Inn

Dec 15 - Dec 22

7 night stay

San Antonio (SAT) to Rutland (RUT)

Delta • Coach

Rutland (RUT) to San Antonio (SAT)

Cape Air • Coach
Price was $1,587, price is now $1,254 per person
$1,254
per person
found 1 day ago
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See all available trips from Miami to Shrewsbury
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Shrewsbury first class flight packages

Price found within the past 48 hours. Click for updated prices.
Lake Bomoseen Lodge
3.5-star property

Lake Bomoseen Lodge

9.4/10 Exceptional! (836 reviews)

Dec 22 - Dec 25

3 night stay

Tampa (TPA) to Rutland (RUT)

American Airlines • Non-stop roundtrip • FirstClass
Price was $1,292, price is now $1,236 per person
$1,236
per person
found 11 hours ago
Lovely setting on the lake and hills. Staff at hotel and restaurant were friendly and helpful.

Reviewed on Aug 8, 2025

HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!
3.0-star property

HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

9.8/10 Exceptional! (16 reviews)

Dec 22 - Dec 25

3 night stay

Tampa (TPA) to Rutland (RUT)

American Airlines • Non-stop roundtrip • FirstClass
Price was $3,163, price is now $3,062 per person
$3,062
per person
found 11 hours ago
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See all available trips from Tampa to Shrewsbury
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Shrewsbury

Finding cheap flights to Shrewsbury is easy when you have Orbitz at your fingertips. Not only does Orbitz offer great deals on Shrewsbury flights, but we also include some special extras to make booking a breeze. Just check out our:

Mobile Site and Apps

With Orbitz’s mobile site, m.orbitz.com, you can book your flights to Shrewsbury through your smartphone or tablet’s Web browser. Plus, our free downloadable apps for Android and iPhone mean it’s just a simple click to access your flight updates and alerts. You can even book exclusive mobile-only deals on hotels to go with your flights to Shrewsbury—even on the same day.

Pick and Choose or Book Full Vacation Packages

Don’t just be satisfied with great deals on Shrewsbury flights—go for the full package! With Orbitz, you can also find fantastic savings on the perfect hotel, car rental, cruise, and even activities, so you don’t waste your trip waiting in line but have the time to enjoy your trip. Pick and choose the add-ons you need, or book an entire vacation package for greater overall discounts.

Rewards That Are Miles Better

Booking directly with an airline earns you air miles or points, and you can get those same rewards with booking on Orbitz too. When you book qualifying flights to Shrewsbury with Orbitz, just add in your frequent flyer number during your online booking and your details will be sent to your program.

Great Deals Every Day

Add in our extra savings on packages, free nights, and other discounts, and you know you are in good hands.

Frequently asked questions

What is the best airport to fly to in Shrewsbury?
Rutland Southern Vermont Regional Airport (RUT), around 4 miles west of central Shrewsbury, is one choice. Springfield, VT (VSF-Hartness State) is another. Compare the airfares to both airports, along with which terminal is likely to be more convenient.
How much is a flight to Shrewsbury?
Lots of incredible deals were up for grabs this week, with round-trip flights to Shrewsbury fluctuating from $133 to $304. But it was jet-setters departing from Boston (BOS) who snapped up the biggest bargains. One-way fares to Shrewsbury started at just $55.
How to book the cheapest flight to Shrewsbury?
Using Orbitz, you'll uncover some of the most exciting flight deals around from a terrific range of airlines. But if you'd love to increase your likelihood of booking cheap flights to Shrewsbury, here are some pointers to consider:

  • Consider taking off from or landing at alternative airports to save extra cash. Enter your preferred departure and arrival points in the form fields, then choose the 'Nearby airports' function below. It will show you any available options.
  • If your plans aren't carved in stone, click on the 'Show flexible dates' link to see the flight deals for a range of departure dates. If you find a suitable cheaper fare, go with it.
  • Hit 'Show options' to refine your search results. You can pick your preferred airline and seating class here. Under 'Sort & Filter' to the left, you can even select whether you want to fly in the morning, afternoon or evening.
  • The early bird catches the most rewarding deals, so book as soon as you've worked out your travel dates. The cheapest airfares get snapped up first and prices normally rise as the departure date nears.
  • Consider bundling your hotels, flights and car rental into an Orbitz package to save cash.
  • Flying during the busy season often means expensive airfares. Try to plan your trip outside of popular periods, such as Easter, Thanksgiving and school breaks.

What is the best time to book a flight to Shrewsbury?
Generally speaking, the cheapest time to book a plane ticket is in January. This is followed by February then August. When searching for a cheap flight to Shrewsbury, it's always good to be ready to book. Cheap deals pop up quickly and don't stick around!
What day of the week is the cheapest to book a flight to Shrewsbury?
Get a great flight deal by making a booking on a Tuesday, Wednesday or Saturday. These are typically the best days to score cheap tickets to Shrewsbury.
What is the cheapest day of the week to fly to Shrewsbury?
If you're on the hunt for cheap flights to Shrewsbury, leave at the start of the week. Orbitz data from 2020 shows Monday is the most affordable day to travel, followed by Tuesday. Saturday is the most expensive, so avoid flying on this day and do your wallet a favor.
What is the cheapest month to fly to Shrewsbury?
To book cheap flights to Shrewsbury, you should fly out in August. If saving big on your ticket is your main concern, Orbitz data has found that this is generally an excellent month to travel. June is when fares are the least affordable.
Which airlines allow free cancellation?
Flexibility is important these days, that's why Orbitz lets you search for carriers that won't penalize you for amending your reservation. Add your departure and arrival destinations, then select "Filter by flexible change policies." We'll show you all the options that include free cancellation within 24 hours of booking and no change fees.
What do I need for the flight to Shrewsbury?
There's nothing as exciting as jetting off to a cool new destination, but it pays to be prepared. This list of handy tips will help get your journey off to a good start:

  • Whether you print it out beforehand or use an electronic one, you'll need your boarding pass to walk on to the plane. You'll also need some kind of government-issued ID. If you're flying internationally, make sure your passport is valid.
  • Take some activities to pass the time on your journey to Shrewsbury. Magazines and electronic devices like laptops and tablets will do the trick. Make sure you take a water bottle with you as well. Even on a short flight, it's important to stay well-hydrated.
  • Even if you're flying when it's hot and sticky outside, carry a sweater or cardigan on board with you. Cabins are notorious for getting downright cold.

How do I get cheap first-class/business deals to Shrewsbury?
If you think a first or business-class ticket is way out of your reach, think again. Here are some terrific tips to help you land a premium flight to Shrewsbury for less:

  • Be more flexible with your travel dates and hold out for deals on first or business-class airfares.
  • Look for a low-cost airline that has seats in business class. They usually come with more legroom and a glass of Champagne — but without the premium price.
  • Bid for an upgrade. Some airlines hold online auctions that let you offer a price for a seat up the front. You can also try upgrading with points earned through a loyalty program.

What is the best time to go to Shrewsbury?
Travelers come from far and wide to go to Shrewsbury in January, February and March. So if you'd like to experience this amazing destination during the popular months, this is the time to go. Like most places in the Northern Hemisphere, summer starts June 20 in Shrewsbury, with average daily temperatures hovering between 55 ºF and 75 ºF.

More to Explore

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.