Flights To Sumter County - Cheap Flights Starting at CA $65

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The Villages

Flights
The Villages

How Much Does it Cost To Fly To Sumter County?

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

Thu, Jul 23 - Sun, Jul 26
HVN
Tweed - New Haven Regional
LAL
Lakeland Intl. Airport
CA $213 Roundtrip, found 12 hours ago
CA $213
Roundtrip
found 12 hours ago
Select Avelo Airlines flight, departing Thu, Jul 23 from Tweed - New Haven Regional to Lakeland Intl. Airport, returning Sun, Jul 26, priced at CA $213 found 12 hours ago
Thu, Jun 18 - Sun, Jun 21
HVN
Tweed - New Haven Regional
LAL
Lakeland Intl. Airport
CA $226 Roundtrip, found 1 day ago
CA $226
Roundtrip
found 1 day ago
Select Avelo Airlines flight, departing Thu, Jun 18 from Tweed - New Haven Regional to Lakeland Intl. Airport, returning Sun, Jun 21, priced at CA $226 found 1 day ago
Thu, Jun 4 - Sun, Jun 7
HVN
Tweed - New Haven Regional
LAL
Lakeland Intl. Airport
CA $266 Roundtrip, found 2 days ago
CA $266
Roundtrip
found 2 days ago
Select Avelo Airlines flight, departing Thu, Jun 4 from Tweed - New Haven Regional to Lakeland Intl. Airport, returning Sun, Jun 7, priced at CA $266 found 2 days ago
Thu, Jun 4 - Sun, Jun 7
HVN
Tweed - New Haven Regional
LAL
Lakeland Intl. Airport
CA $310 Roundtrip, found 1 day ago
CA $310
Roundtrip
found 1 day ago
Select Avelo Airlines flight, departing Thu, Jun 4 from Tweed - New Haven Regional to Lakeland Intl. Airport, returning Sun, Jun 7, priced at CA $310 found 1 day ago
Thu, Jul 30 - Sun, Aug 2
HVN
Tweed - New Haven Regional
LAL
Lakeland Intl. Airport
CA $526 Roundtrip, found 4 days ago
CA $526
Roundtrip
found 4 days ago
Select Avelo Airlines flight, departing Thu, Jul 30 from Tweed - New Haven Regional to Lakeland Intl. Airport, returning Sun, Aug 2, priced at CA $526 found 4 days ago
Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort
4.0-star property

Westgate Town Center Resort

Aug 7 - Aug 14

7 night stay

Detroit (DTW) to Orlando (MCO)

Delta • Roundtrip • Coach
Price was CA $1,335, price is now CA $698 per person
CA $698
per person
found 1 hour ago
Westgate Palace Hotel / Universal / I-Drive
4.0-star property

Westgate Palace Hotel / Universal / I-Drive

Aug 7 - Aug 14

7 night stay

Detroit (DTW) to Orlando (MCO)

Delta • Roundtrip • Coach
Price was CA $2,043, price is now CA $919 per person
CA $919
per person
found 1 hour ago
Westgate Lakes Resort & Spa Universal Studios Area
4.0-star property

Westgate Lakes Resort & Spa Universal Studios Area

Aug 7 - Aug 14

7 night stay

Detroit (DTW) to Orlando (MCO)

Delta • Roundtrip • Coach
Price was CA $1,425, price is now CA $782 per person
CA $782
per person
found 1 hour ago
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Travelers ❤️ These Sumter County 🏨

Brownwood Hotel & Spa

Brownwood Hotel & Spa

3 out of 5
3003 Brownwood Blvd Wildwood FL
Book a stay at this spa hotel in Wildwood. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Brownwood Paddock Square and Lake Okahumpka Park are located nearby.
9.8/10 Exceptional! (1,186 reviews)
"Please be prepared to spend on food they don’t provide breakfast . Wolfgang pick is pretty expensive, but food is super amazing , if your up for fine dining and great atmosphere, that’s the place …."

Reviewed on May 22, 2026

Opens in a new windowBrownwood Hotel & Spa
The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
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 rooms in our reviews. Popular attractions The Villages Market Square and Cane Garden Country Club are located nearby.
9.2/10 Wonderful! (1,406 reviews)
"It was a pleasant surprise for us, exceeding our expectations."

Reviewed on May 22, 2026

Opens in a new windowThe Waterfront Inn
Hampton Inn & Suites Lady Lake/The Villages

Hampton Inn & Suites Lady Lake/The Villages

3 out of 5
11727 Ne 63 Rd Dr Lady Lake FL
Book a stay at this business-friendly hotel in The Villages. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Glenview Champions Country Club and The Villages Market Square are located nearby.
9/10 Wonderful! (1,005 reviews)
"Wonderful location and stuff is outstanding, they never fail to impress and surprise. Breakfast is quite nice, the Denver omelette is the best thing along with the sliced smoked sausage. Get rid of the parking fees and the place gets 6 stars."

Reviewed on May 23, 2026

Opens in a new windowHampton Inn & Suites Lady Lake/The Villages
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Holiday Inn Express & Suites Wildwood The Villages by IHG

Holiday Inn Express & Suites Wildwood The Villages by IHG

3.5 out of 5
928 East State Road 44 Wildwood FL
Book a stay at this business-friendly hotel in Wildwood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Brownwood Paddock Square and Lake Okahumpka Park are located nearby.
9.4/10 Exceptional! (1,001 reviews)
"The room was great except the bathroom door made a lot of noise. We were in room 104 if you want them to check it."

Reviewed on May 22, 2026

Opens in a new windowHoliday Inn Express & Suites Wildwood The Villages 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.

Frequently asked questions

How much is the cheapest flight to Sumter County?
Your next dream vacation doesn't have to make a huge dent in your finances. During the last seven days, the cheapest roundtrip flight to Sumter County cost CA $213. Find your ideal fare and spend the cash you save on unforgettable experiences. This price was available on Travelocity for flights to Sumter County departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Sumter County?
According to Travelocity's direct return flight demand between January and December last year, July is the cheapest time to journey to Sumter County. Keep an eye out for flights across this month and snap up an amazing bargain today.
How can I check my flight status to Sumter County?
"Trips" has your back when it comes to details about your flight to Sumter County. Our customer portal lets you manage everything in the same place, from checking your flight status to changing or canceling your booking. Click on Trips at the top right of the Travelocity homepage and then sign in or create an account. Alternatively, download the Travelocity app and access your information on the go. Whether you've got the family flying with you or you're wandering on your own, all your bookings are in the palm of your hand.
How do I find the best deals on flights to Sumter County?
Nab a top deal with Travelocity — our "Flexible dates" search option makes the process easier. Enter the travel dates you want, then select the flexible dates box above your search results to see the prices for surrounding days. CA $213 was the most affordable price for a roundtrip flight to Sumter County in the last seven days. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Sumter County with Travelocity?
Look for cheap flights to Sumter County with Travelocity and start packing for your next adventure. With 24/7 personal assistance throughout every stage of the process and our Price Match Guarantee, we take the worry out of finding cheap family flights, accommodations and more. Lock in an awesome deal now and get ready for a wonderful adventure.
What are the most popular flight routes to Sumter County?
To help you find flights to Sumter County, here's a list of some of the most popular routes:

  • Newark, NJ (EWR-Liberty Intl.) to Orlando Intl. Airport (MCO) - 3,839 flights a month.
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Orlando Intl. Airport (MCO) - 3,536 flights a month.
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Orlando Intl. Airport (MCO) - 2,769 flights a month.

How much is a flight to Sumter County on average?
Passengers have found roundtrip flights to Sumter County for between CA $213 and CA $526 with Travelocity in the last seven days. Whether you're planning to fly economy or first class, we'll help you land the best deals around. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.