Cheap Flights to The Villages from $29

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How Much Does it Cost To Fly To The Villages?

The cheapest prices found with in the last 7 days for return flights were $58 and $29 for one-way flights to The Villages for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
DTWOrlandoFebruary 24 to February 27$58
EWROrlandoFebruary 23 to February 27$58
JFKOrlandoJanuary 9 to January 12$58
JFKOrlandoJanuary 9 to January 12$58
PHLOrlandoJanuary 11 to January 23$59
BOSOrlandoJanuary 12 to January 23$65
ORDOrlandoFebruary 9 to February 11$65
MSPOrlandoFebruary 19 to February 25$98
LAXOrlandoJanuary 13 to January 17$98
SJUOrlandoFebruary 28 to March 3$153
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
TTNOrlandoDecember 21 to January 7$118
PSMOrlandoDecember 21 to December 24$147
SWFOrlandoDecember 19 to January 15$183
SJUOrlandoDecember 20 to December 31$234
DTWOrlandoDecember 21 to January 6$236
JFKOrlandoDecember 19 to December 27$258
EWROrlandoDecember 20 to December 22$267
ORDOrlandoDecember 19 to December 25$291
MSPOrlandoDecember 21 to December 29$310
LAXOrlandoDecember 21 to December 24$435
*Prices include taxes and fees

The Villages Flight Information

Traveling to
The Villages
Lowest Price
$58
Number of Airlines Serving
Airlines Serving
Frontier Airlines
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing The Villages Accommodation Deals

The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
$139 nightly
The price is $149 total per night from Dec 15 to Dec 16
$149 total
Dec 15 - Dec 16
Total with taxes and fees
Book a stay at this business-friendly hotel in The Villages. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,281 reviews)
Room

Reviewed on Dec 8, 2025

Opens in a new windowThe Waterfront Inn
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.

Luxury Hotels in The Villages

The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
$139 nightly
The price is $149 total per night from Dec 15 to Dec 16
$149 total
Dec 15 - Dec 16
Total with taxes and fees
Book a stay at this business-friendly hotel in The Villages. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,281 reviews)
Room

Reviewed on Dec 8, 2025

Opens in a new windowThe Waterfront Inn
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.

Family Friendly Hotels in The Villages

Comfort Suites Lady Lake - The Villages

Comfort Suites Lady Lake - The Villages

2.5 out of 5
1202 Avenida Central Lady Lake FL
$97 nightly
The price is $108 total per night from Dec 16 to Dec 17
$108 total
Dec 16 - Dec 17
Total with taxes and fees
Book a stay at this business-friendly hotel in Lady Lake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,000 reviews)
Very good

Reviewed on Dec 5, 2025

Opens in a new windowComfort Suites Lady Lake - The Villages
Holiday Inn Express Hotel & Suites The Villages by IHG

Holiday Inn Express Hotel & Suites The Villages by IHG

2.5 out of 5
1205 Avenida Central North Lady Lake FL
$99 nightly
The price is $110 total per night from Dec 17 to Dec 18
$110 total
Dec 17 - Dec 18
Total with taxes and fees
Book a stay at this business-friendly hotel in Lady Lake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (1,001 reviews)
It was good

Reviewed on Nov 7, 2025

Opens in a new windowHoliday Inn Express Hotel & Suites The Villages by IHG
The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
$139 nightly
The price is $149 total per night from Dec 15 to Dec 16
$149 total
Dec 15 - Dec 16
Total with taxes and fees
Book a stay at this business-friendly hotel in The Villages. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,281 reviews)
Room

Reviewed on Dec 8, 2025

Opens in a new windowThe Waterfront Inn
Save an average of 15% on thousands of hotels when you're signed in
TownePlace Suites by Marriott at The Villages

TownePlace Suites by Marriott at The Villages

3 out of 5
1141 Alonzo Ave Lady Lake FL
$100 nightly
The price is $111 total per night from Jan 6 to Jan 7
$111 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
Book a stay at this business-friendly hotel in Lady Lake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.4/10 Very Good! (917 reviews)
Front desk was outstanding

Reviewed on Dec 4, 2025

Opens in a new windowTownePlace Suites by Marriott at The Villages
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 The Villages Flight and Hotel Packages

The Villages flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Westgate Leisure Resort
Palazzo Lakeside Hotel
Westgate Cocoa Beach Resort
Don't see what you're looking for?
See all available trips from Boston to The Villages
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The Villages flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Florida Hotel & Conference Center in the Florida Mall
Westgate Palace Hotel / Universal / I-Drive
Margaritaville Cottages Orlando with H2O Waterpark by Vstays
Don't see what you're looking for?
See all available trips from Boston to The Villages
View all trips

Need a Car For After Your Flight?

Lowest prices found within the past 16 hours. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Which airlines fly to The Villages?
Being a major travel hub, it's little wonder that The Villages has 20 airlines that fly into the city. Look out for the specials on offer with these leading carriers:

  • Southwest Airlines
  • Spirit Airlines
  • Delta Air Lines

What airport is best to fly into The Villages?
You don't want to get stuck with a hefty cab fare to your hotel after touching down in The Villages. The city is home to two airports. Check out the flights to both to discover which option best meets your needs. MCO is 55 mi from where it's all happening downtown, while Orlando Sanford Intl. Airport (SFB) is around 45 mi away.
Where to stay in The Villages
Whether you're in The Villages on a family getaway, a work trip or for an event, you'll find the perfect place to lay your head. Book with Travelocity and select from 1,625 accommodations within a short distance of the downtown area.Nothing comes close to the excitement of booking your accommodations for your next getaway. But after hours of comparing amenities and prices, it can get a little tiresome. So why not take our advice and choose one of our recommended properties, like the BEAUTIFUL HOME WITH A NICE GOLF CART NICE LOCATION LOCATED THE VILLAGES FL and the Beautiful 2/2 Dog-Friendly Villa Conviently Located w/BBQ Grill & FREE WiFi!?
Places to visit in The Villages
If you're eager to meet a few of the local community members, spend a bit of time at The Villages Market Square. Seeking more ideas? Golf is a great way to relax and get a little exercise at the same time. So if you'd like to have a shot, spend a few hours at Miona Lake Golf Club.
How to get through airport security fast when traveling to The Villages
If you like the idea of spending more time at the airport bars and restaurants and less time navigating your way through security on your way to The Villages, follow these handy tips:

  • Be sure you know the whereabouts of your boarding pass and travel ID. You don't want to hold up the queue when you're asked to produce them.
  • Take off your jewellery, belt and shoes before arriving at the airport security checkpoint. Items such as these are not allowed in the body scanner.
  • Electronic items such as laptops, tablets and phones need to be sent through the X-ray machine separately. Be sure you can get to them quickly.
  • Hand cream, toothpaste and other toiletry items in cream, liquid or gel form need to be stored in containers no larger than 3.4 ounces (100 milliliters). They also need to fit in a 1-quart (1-liter) clear zip-lock bag.
  • Construction boots and other heavy shoes tend to be X-rayed by security personnel. We suggest wearing lightweight sneakers instead.
  • The list of prohibited items is forever changing. Check with your airline's website to understand what is not allowed on board their flights.

Plane Tickets To The Villages

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 The Villages. Browse through our inventory to explore a wide range of cheap flights to The Villages 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 The Villages as you anxiously await to exit the plane and explore what The Villages has to offer. Considering all the amazing local food and culture in The Villages, 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 The Villages 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 The Villages 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 The Villages 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 The Villages 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.