Cheap Flights to Leesburg from $26

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How Much Does it Cost To Fly To Leesburg?

The cheapest prices found with in the last 7 days for return flights were $51 and $26 for one-way flights to Leesburg for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
COSOrlandoJanuary 17 to January 20$276
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
COSOrlandoDecember 12 to December 16$477
*Prices include taxes and fees

Leesburg Flight Information

Traveling to
Leesburg
Lowest Price
$51
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 Leesburg Accommodation Deals

Quality Inn & Suites Leesburg Chain of Lakes

Quality Inn & Suites Leesburg Chain of Lakes

2.5 out of 5
1392 North Blvd W Leesburg FL
$80 nightly
The price is $89 total per night from Dec 10 to Dec 11
$89 total
Dec 10 - Dec 11
Total with taxes and fees
Book a stay at this business-friendly hotel in Leesburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
6.6/10 (515 reviews)
Excelente todo felicitaciones

Reviewed on Nov 17, 2025

Opens in a new windowQuality Inn & Suites Leesburg Chain of Lakes
Red Roof Inn Wildwood, FL - The Villages

Red Roof Inn Wildwood, FL - The Villages

2 out of 5
345 East State Rt 44 Wildwood FL
$67 nightly
The price is $72 total per night from Dec 10 to Dec 11
$72 total
Dec 10 - Dec 11
Total with taxes and fees
Stay at this motel in Wildwood. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
7/10 Good! (195 reviews)
Clean room and very kind staff

Reviewed on Nov 30, 2025

Opens in a new windowRed Roof Inn Wildwood, FL - The Villages
Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

2 out of 5
9700 Us Highway 441 Leesburg FL
$73 nightly
The price is $81 total per night from Dec 11 to Dec 12
$81 total
Dec 11 - Dec 12
Total with taxes and fees
Book a stay at this business-friendly hotel in Leesburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (1,000 reviews)
Excellent budget friendly hotel!! I can't say enough good things about our stay here! The room was clean and super comfortable and quiet. I slept so well! The staff was friendly and nice and we had all the little things that make a difference like good shampoo/conditioner/body wash bottles in the ...

Reviewed on Dec 1, 2025

Opens in a new windowMicrotel Inn & Suites by Wyndham Leesburg/Mt Dora
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Microtel Inn & Suites by Wyndham Lady Lake/The Villages

Microtel Inn & Suites by Wyndham Lady Lake/The Villages

3 out of 5
850 South US Hwy 27/441 Lady Lake FL
$77 nightly
The price is $85 total per night from Dec 11 to Dec 12
$85 total
Dec 11 - Dec 12
Total with taxes and fees
Book a stay at this family-friendly hotel in Lady Lake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,001 reviews)
The staff members were very helpful and accommodating. The hotel is dated, but relatively comfortable.

Reviewed on Dec 3, 2025

Opens in a new windowMicrotel Inn & Suites by Wyndham Lady Lake/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.

Luxury Hotels in Leesburg

The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
$129 nightly
The price is $138 total per night from Dec 11 to Dec 12
$138 total
Dec 11 - Dec 12
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! (1,268 reviews)
We loved being within walking distance to the Square. The property was clean and quiet and the rooms were nice.

Reviewed on Dec 1, 2025

Opens in a new windowThe Waterfront Inn
Sleep Inn Leesburg Chain of Lakes

Sleep Inn Leesburg Chain of Lakes

2.5 out of 5
2476 N. Citrus Blvd Leesburg FL
$63 nightly
The price is $70 total per night from Jan 4 to Jan 5
$70 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Book a stay at this business-friendly hotel in Leesburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7/10 Good! (647 reviews)
Yes room was kept clean.air conditioner worked good. The breakfast menu needs to be updated to maybe have some hot food like biscuits and gravy hot oatmeal maybe some eggs and potatoes. The staff were very nice maybe if they understood more english cleaning staff. Front desk staff very nice.

Reviewed on Nov 21, 2025

Opens in a new windowSleep Inn Leesburg Chain of Lakes
Quality Inn & Suites Leesburg Chain of Lakes

Quality Inn & Suites Leesburg Chain of Lakes

2.5 out of 5
1392 North Blvd W Leesburg FL
$80 nightly
The price is $89 total per night from Dec 10 to Dec 11
$89 total
Dec 10 - Dec 11
Total with taxes and fees
Book a stay at this business-friendly hotel in Leesburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
6.6/10 (515 reviews)
Excelente todo felicitaciones

Reviewed on Nov 17, 2025

Opens in a new windowQuality Inn & Suites Leesburg Chain of Lakes
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Quality Inn & Suites Mt Dora North

Quality Inn & Suites Mt Dora North

2.5 out of 5
16630 Us Highway 441 Mount Dora FL
$75 nightly
The price is $83 total per night from Dec 11 to Dec 12
$83 total
Dec 11 - Dec 12
Total with taxes and fees
Stay at this hotel in Mount Dora. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7/10 Good! (1,001 reviews)
Very nice stay

Reviewed on Dec 1, 2025

Opens in a new windowQuality Inn & Suites Mt Dora North
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 Leesburg

Comfort Suites Lady Lake - The Villages

Comfort Suites Lady Lake - The Villages

2.5 out of 5
1202 Avenida Central Lady Lake FL
$93 nightly
The price is $103 total per night from Dec 16 to Dec 17
$103 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! (1,001 reviews)
Very convenient

Reviewed on Dec 2, 2025

Opens in a new windowComfort Suites Lady Lake - The Villages
Microtel Inn & Suites by Wyndham Lady Lake/The Villages
Great for families

Microtel Inn & Suites by Wyndham Lady Lake/The Villages

3 out of 5
850 South US Hwy 27/441 Lady Lake FL
$77 nightly
The price is $85 total per night from Dec 11 to Dec 12
$85 total
Dec 11 - Dec 12
Total with taxes and fees
Book a stay at this family-friendly hotel in Lady Lake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,001 reviews)

Families like: Outdoor pool, playground, cribs, free breakfast for the whole family

Travelers say...
The staff members were very helpful and accommodating. The hotel is dated, but relatively comfortable.

Reviewed on Dec 3, 2025

Opens in a new windowMicrotel Inn & Suites by Wyndham Lady Lake/The Villages
Comfort Inn & Suites Tavares North

Comfort Inn & Suites Tavares North

2.5 out of 5
1380 E Burleigh Boulevard Tavares FL
$89 nightly
The price is $99 total per night from Dec 11 to Dec 12
$99 total
Dec 11 - Dec 12
Total with taxes and fees
Book a stay at this business-friendly hotel in Tavares. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.2/10 Very Good! (1,000 reviews)
nice

Reviewed on Dec 2, 2025

Opens in a new windowComfort Inn & Suites Tavares North
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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
$91 nightly
The price is $101 total per night from Dec 15 to Dec 16
$101 total
Dec 15 - Dec 16
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
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 Leesburg Flight and Hotel Packages

Leesburg flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel
Residence Inn by Marriott Daytona Beach Oceanfront
Florida Hotel & Conference Center in the Florida Mall
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See all available trips from Boston to Leesburg
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Leesburg flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area
Florida Hotel & Conference Center in the Florida Mall
Westgate Palace Hotel / Universal / I-Drive
Don't see what you're looking for?
See all available trips from Boston to Leesburg
View all trips

Leesburg flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area
Florida Hotel & Conference Center in the Florida Mall
Westgate Palace Hotel / Universal / I-Drive
Don't see what you're looking for?
See all available trips from Boston to Leesburg
View all trips

Need a Car For After Your Flight?

Lowest prices found within the past 17 hours. Prices and availability subject to change. Additional terms may apply.

Flights To Leesburg

Are you ready for a break from the daily grind? Vacation packages in Leesburg will get you straightened out. Located in Lake County, Leesburg is in the north-central portion of Florida. Sandwiched between Lake Harris and Lake Griffin, it's at the headwaters of the Oklawaha River network. The area is known for its spectacular beauty, laid-back atmosphere, and excellent weather. Take advantage of flights to Leesburg—after landing at Orlando International Airport (MCO), head out to see the lakes, rolling hills, and natural wonder of the area.

Transportation from MCO

Orlando International Airport (MCO) offers the best Leesburg flights and is 55 miles from town. You can drive to Leesburg on the Florida Turnpike, but keep in mind you'll have tolls. Alternatively, you can take US 441N, but the drive is a little longer. If someone is picking you up from the airport, curbside pickup is on Level 2 just outside the baggage claim. Shuttle services offer trips to Leesburg, though not directly as there may be stops on the way for other passengers. All major rental car companies have counters inside the airport, and a variety of local independent services can be found in off-airport offices. Both local and national firms provide free shuttle service to their lots.

Experience Leesburg

This part of Florida has many of the world's biggest natural springs and rivers that are fed from springs. Take a canoe down unbelievably clear streams, or relax beside the water's natural beauty. There are also several internationally known amusement parks within a 45-minute drive from hotels in Leesburg. Leesburg has the natural beauty and relaxing atmosphere that brings the whole family together. Get to know each other again by booking one of the cheap flights to Leesburg—use Travelocity to search over 400 airlines and more than 510,000 hotels nationwide.

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*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.