Cheap Flights to Greencastle from $49

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

How Much Does it Cost To Fly To Greencastle?

The cheapest prices found with in the last 7 days for return flights were $89 and $49 for one-way flights to Greencastle for the period specified. Prices and availability are subject to change. Additional terms apply

Fri, Aug 28 - Mon, Aug 31
MYR
Myrtle Beach Intl.
HGR
Hagerstown Regional
$89 Roundtrip, found 4 days ago
$89
Roundtrip
found 4 days ago
Select Allegiant Air flight, departing Fri, Aug 28 from Myrtle Beach Intl. to Hagerstown Regional, returning Mon, Aug 31, priced at $89 found 4 days ago
OriginDestinationTravel DatesFlights From*
PIEMiddletownOctober 3 to October 5$102
PIEHagerstownOctober 4 to October 8$110
MCOMiddletownSeptember 10 to September 13$319
LAXMiddletownNovember 3 to November 10$365
SFOMiddletownSeptember 8 to September 14$384
ATLMiddletownOctober 9 to October 11$399
BOSMiddletownSeptember 29 to October 1$432
DFWMiddletownOctober 22 to October 26$475
FCOMiddletownSeptember 21 to September 28$915
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
PIEHagerstownAugust 16 to August 20$283
MCOMiddletownAugust 14 to August 17$424
TPAMiddletownAugust 15 to August 17$457
BOSMiddletownAugust 15 to August 16$503
ATLMiddletownAugust 14 to August 16$639
LAXMiddletownAugust 14 to August 16$640
*Prices include taxes and fees

Greencastle Flight Information

Traveling to
Greencastle
Lowest Price
$89
Number of Airlines Serving
Airlines Serving
Allegiant Air
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Family Friendly Hotels in Greencastle

Holiday Inn Express Greencastle by IHG

Holiday Inn Express Greencastle by IHG

2.5 out of 5
50 Pine Dr Greencastle PA
$105 nightly
The price is $117 total per night from Aug 16 to Aug 17
$117 total
Aug 16 - Aug 17
Total with taxes and fees
Book a stay at this business-friendly hotel in Greencastle. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (643 reviews)
"Room was clean. Loved the Dove products. Bed was ok. Pillows were not so great. Staff was pleasant. Easy on and off 81."

Reviewed on Aug 10, 2026

Opens in a new windowHoliday Inn Express Greencastle by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Best Greencastle Flight and Hotel Packages

Greencastle flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Baymont by Wyndham Chambersburg

Baymont by Wyndham Chambersburg

2.5 out of 5
Price was $253, price is now $202 per person
$202
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Harrisburg (MDT)
The Lodges at Gettysburg

The Lodges at Gettysburg

3 out of 5
Save 100% on your flight
Price was $476, price is now $329 per person
$329
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Harrisburg (MDT)
Eisenhower Hotel & Conference Center

Eisenhower Hotel & Conference Center

3 out of 5
Price was $892, price is now $695 per person
$695
per person
Sep 15 - Sep 20
found 9 hours ago
Roundtrip flight included
San Antonio (SAT) to Harrisburg (MDT)
Don't see what you're looking for?
See all available trips from Orlando to Greencastle
View all trips

Need a Car For After Your Flight?

Midsize SUV

  • 5 people
  • Unlimited mileage
Middletown, Pennsylvania, USA

$37

$102 total
found 20 hours ago
Midsize SUV undefined

Standard SUV

  • 5 people
  • Unlimited mileage
Middletown, Pennsylvania, USA

$38

$103 total
found 20 hours ago
Standard SUV undefined

Compact Crossover

  • 5 people
  • Unlimited mileage
Middletown, Pennsylvania, USA

$39

$106 total
found 20 hours ago
Compact Crossover undefined

Economy Special

  • 4 people
  • Unlimited mileage
Middletown, Pennsylvania, USA

$41

$111 total
found 20 hours ago
Economy Special undefined
Lowest prices found within the past 20 hours. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Which airlines fly to Greencastle?
Packed and ready to jet around the world? Hoping to start off in Greencastle? A few of the 20 airlines that fly here include:

  • United Airlines
  • American Airlines
  • Delta Air Lines

Where to stay in Greencastle
Your journey to Greencastle guarantees to be amazing. Make sure it starts off on the right foot by reserving the perfect place to rest and relax. Travelocity offers 19 options that'll have you excitedly reaching for your passport.If you don't want to spend hours scouring the web for places to stay in Greencastle, don't worry. We've done all the hard work for you. Our suggested properties here are the White Hall Manor Bed & Breakfast and the Super 8 by Wyndham Greencastle.
Places to visit in Greencastle
Feel the fresh snow as you ski down the mountains at Whitetail Ski Resort. After more options? Remember to save some room in your luggage if you're thinking about visiting Hagerstown Premium Outlets. And there's still more going on in the surrounding area. Head over to Hagerstown Speedway on a racing day, and feel the explosive energy as professional drivers navigate the course.
How to get through airport security fast when traveling to Greencastle
If you like the idea of spending more time at the airport cafes and less time moving through security on your way to Greencastle, just follow these helpful tips:

  • Make sure you know the location of your boarding pass and travel ID. You don't want to hold up the line when you're asked to present them.
  • Wallets, USB sticks and power banks are to be placed in a tray for X-raying. If you enter the body scanner with any one of these items, you'll be turned back and instructed to remove them.
  • Electronic devices such as laptops, phones and cameras will need to be sent through the X-ray machine separately. Be sure they're easily accessible.
  • When you get to the security checkpoint, you'll be asked to put all creams, gels and liquids in a separate bin for inspection. Make sure they're all in containers smaller than 3.4 ounces (100 milliliters) and sealed in a clear zip-lock bag.
  • Undo your shoelaces before approaching the body scanner. Depending on the style of shoes you're wearing, security may instruct you to take them off.
  • The list of prohibited items is forever updating. Check with your carrier's website to understand what is not allowed on board their flights.

Plane Tickets To Greencastle

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Greencastle. Browse through our inventory to explore a wide range of cheap flights to Greencastle to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Greencastle as you anxiously await to exit the plane and explore what Greencastle has to offer. Considering all the amazing local food and culture in Greencastle, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Greencastle to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Greencastle without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Greencastle with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Greencastle today!

Explore More Ways to Travel with Travelocity

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.