$47 Cheap flight deals from Boston (BOS) to The Villages (MCO)

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This Weekend's Flight Deals from Boston to The Villages

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Jul 19 - Wed, Sep 3
PSM
Portsmouth Intl.
MCO
Orlando Intl.
$111 Roundtrip, found 5 days ago
$111
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sat, Jul 19 from Portsmouth Intl. to Orlando Intl., returning Wed, Sep 3, priced at $111 found 5 days ago
Sat, Jul 19 - Wed, Sep 3
PSM
Portsmouth Intl.
MCO
Orlando Intl.
$111 Roundtrip, found 5 days ago
$111
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sat, Jul 19 from Portsmouth Intl. to Orlando Intl., returning Wed, Sep 3, priced at $111 found 5 days ago
Sat, Jul 19 - Sat, Jul 26
MHT
Manchester-Boston Regional
MCO
Orlando Intl.
$150 Roundtrip, found 9 hours ago
$150
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Sat, Jul 19 from Manchester-Boston Regional to Orlando Intl., returning Sat, Jul 26, priced at $150 found 9 hours ago
Sat, Jul 19 - Mon, Jul 28
PVD
T.F. Green
MCO
Orlando Intl.
$197 Roundtrip, found 19 hours ago
$197
Roundtrip
found 19 hours ago
Select Breeze Airways flight, departing Sat, Jul 19 from T.F. Green to Orlando Intl., returning Mon, Jul 28, priced at $197 found 19 hours ago

Airfares from $47 One Way, $94 Round Trip from Boston to The Villages

Prices starting at $94 for return flights and $47 for one-way flights to The Villages were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Nov 3 - Thu, Nov 6
PVD
Providence
MCO
Orlando
$94 Roundtrip, found 3 days ago
$94
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Mon, Nov 3 from Providence to Orlando, returning Thu, Nov 6, priced at $94 found 3 days ago
Tue, Aug 5 - Wed, Aug 6
BOS
Boston
MCO
Orlando
$99 Roundtrip, just found
$99
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Aug 5 from Boston to Orlando, returning Wed, Aug 6, priced at $99 just found
Sat, Sep 6 - Wed, Sep 10
PSM
Portsmouth
MCO
Orlando
$102 Roundtrip, just found
$102
Roundtrip
just found
Select Breeze Airways flight, departing Sat, Sep 6 from Portsmouth to Orlando, returning Wed, Sep 10, priced at $102 just found
Wed, Oct 1 - Sat, Oct 4
MHT
Manchester
MCO
Orlando
$102 Roundtrip, found 13 hours ago
$102
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Wed, Oct 1 from Manchester to Orlando, returning Sat, Oct 4, priced at $102 found 13 hours ago
Fri, Jul 25 - Sat, Jul 26
BOS
Boston
MCO
Orlando
$146 Roundtrip, found 2 hours ago
$146
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Fri, Jul 25 from Boston to Orlando, returning Sat, Jul 26, priced at $146 found 2 hours ago

The Villages economy flight packages

Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area
4.0-star property

Westgate Lakes Resort & Spa Universal Studios Area

8.2/10 Very Good! (5,097 reviews)

Aug 22 - Aug 26

4 night stay

Boston (BOS) to Orlando (MCO)

Spirit Airlines • Coach

Orlando (MCO) to Boston (BOS)

Southwest Airlines • Coach
Save 100% on your flight
per person
found 1 day ago
Pros: Clean, beautiful grounds. There are pools throughout the property, and food/store options available onsite. Beds were comfortable. Nice patios. Able to get bus to Universal for free. Cons: Check in was awful. Took close to 1 hour. There is a shuttle that can take you from your building to the front as it's a long walk. However, we mostly had to walk because the shuttle was either parked up front or MIA. The property and rooms are dated. Plugs/outlets in the room were few and we had two just not even work in our room. The waterpark was fine, but requires additional paid entry for non-members. Pools on property are just open swimming..no attendants.

Reviewed on Jun 23, 2025

Westgate Palace Hotel / Universal / I-Drive
4.0-star property

Westgate Palace Hotel / Universal / I-Drive

8.6/10 Excellent! (1,006 reviews)

Sep 4 - Sep 8

4 night stay

Boston (BOS) to Orlando (MCO)

Spirit Airlines • Roundtrip • Coach
per person
found 1 day ago
Only thing that we complained was bed sheets were dirty and floor in one of the room full of hair.

Reviewed on Jul 3, 2025

Hilton Daytona Beach Oceanfront Resort
4.0-star property

Hilton Daytona Beach Oceanfront Resort

7.4/10 Good! (4,845 reviews)

Sep 1 - Sep 7

6 night stay

Boston (BOS) to Orlando (MCO)

American Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Elevators were terribly slow.

Reviewed on Apr 19, 2025

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The Villages packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
Kompose Boutique Resort at Theme Parks
4.0-star property

Kompose Boutique Resort at Theme Parks

9.6/10 Exceptional! (554 reviews)

Aug 26 - Aug 30

4 night stay

Boston (BOS) to Orlando (MCO)

Delta • Roundtrip • PremiumEconomy
per person
found 1 hour ago
The staff offered outstanding customer service. Property was beautiful, granted it is brand new. The rooms were like an apartment suite. It was really nice having a washer/dryer in the unit. Property was extremely clean. This is definitely a property that i would consider staying at again. Pool was nice. Offering warer slides kept children at the far end of the pool. Property was much closer to Disney parks.

Reviewed on Jul 11, 2025

Westgate Town Center Resort
4.0-star property

Westgate Town Center Resort

8/10 Very Good! (1,277 reviews)

Aug 26 - Aug 30

4 night stay

Boston (BOS) to Orlando (MCO)

Delta • Roundtrip • PremiumEconomy
per person
found 1 hour ago
We took our 3 year old nephew here and he had a BLAST! There is so much to do, we didn’t leave for 2 of the 3 days that we stayed. He’s about 42 inches which got him on most of the slides but not all. Keep size in mind when booking for little ones because if they’re under 40in they’re limited to the slides. He was a little bummed that he couldn’t do the pirates plunge (biggest slide) but there were enough distractions that it didn’t matter. Also, the lazy river is great! Just be careful with the big kids, they tend to knock the little ones over or into the wall because they’re just running through it. The water park is an extra fee FYI There’s “ice” skating, swan paddle boats, water park, mini golf, a train trolly, restaurants, arcade, jungle gym, multiple pools. Definitely a good spot if you don’t want to do the parks every day that you’re there! Highly recommend.

Reviewed on Apr 6, 2025

Seasons Florida Resort
2.0-star property

Seasons Florida Resort

8.8/10 Excellent! (2,916 reviews)

Aug 26 - Aug 30

4 night stay

Boston (BOS) to Orlando (MCO)

Delta • Roundtrip • PremiumEconomy
per person
just found
Sketchy clientele, dark parking lot but room clean staff nice and pool good

Reviewed on Jul 10, 2025

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The Villages first class flight packages

Price found within the past 48 hours. Click for updated prices.
Kompose Boutique Resort at Theme Parks
4.0-star property

Kompose Boutique Resort at Theme Parks

9.6/10 Exceptional! (554 reviews)

Sep 1 - Sep 6

5 night stay

Boston (BOS) to Orlando (MCO)

Delta • Non-stop roundtrip • FirstClass
per person
found 14 hours ago
The staff offered outstanding customer service. Property was beautiful, granted it is brand new. The rooms were like an apartment suite. It was really nice having a washer/dryer in the unit. Property was extremely clean. This is definitely a property that i would consider staying at again. Pool was nice. Offering warer slides kept children at the far end of the pool. Property was much closer to Disney parks.

Reviewed on Jul 11, 2025

The Delaney Hotel
3.5-star property

The Delaney Hotel

9.6/10 Exceptional! (1,000 reviews)

Sep 1 - Sep 6

5 night stay

Boston (BOS) to Orlando (MCO)

Delta • Non-stop roundtrip • FirstClass
per person
found 14 hours ago
Great location for hospital access

Reviewed on Jul 8, 2025

The View Studio Suites and Event Venue
3.5-star property

The View Studio Suites and Event Venue

8.4/10 Very Good! (1,140 reviews)

Sep 1 - Sep 6

5 night stay

Boston (BOS) to Orlando (MCO)

Delta • Non-stop roundtrip • FirstClass
per person
found 14 hours ago
We were traveling across the states and needed a place to stay but also that we could comfortably rest. My wife found this place on Orbitz, and I was a bit skeptical at first but also trusting my wife on her selection. When we arrived, I was not expecting for it to be a full fledged hotel! We were really surprised with how nice the hotel looks and feel. The room was thoroughly clean and comfortable and with a lot of space! It looks like a full apartment. Yes, if you have read others comments and reviews, the BREAKFAST is definitely the cherry on top! Everything is made to order from scrambled eggs, omelettes, fried eggs, sausages, bacon, different choices of breads and so on. It is definitely a great experience overall but what cemented my great memory about this place is the people who makes the hotel alive. Front desk, everyone in the restaurant and cooks, everyone. We will return.

Reviewed on Jun 26, 2025

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More About Flying To The Villages from Boston

Route Information for Flights from Boston to The Villages

Origin Airport IATA Code
BOS
Destination Airport IATA Code
MCO
Distance
1121 mi
Direct Flight Airlines
KLM, Qatar Airways, JAL, Icelandair, Azul, Aer Lingus, Air France, Delta Air Lines, Aeromexico, Frontier Airlines, Etihad Airways, JetBlue, LATAM Airlines, SAS, Hawaiian Airlines, Korean Air, TAP Air Portugal, Spirit Airlines, Virgin Atlantic, British Airways
Earliest Flight Arrival
1:22PM UTC
Latest Flight Arrival
3:58AM UTC

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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.