Cheap Flights to Leesburg from $40

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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 $88 and $40 for one-way flights to Leesburg for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
COSOrlandoMay 5 to May 12$367
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
COSOrlandoMarch 22 to March 27$782
*Prices include taxes and fees

Leesburg Flight Information

Traveling to
Leesburg
Lowest Price
$88
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
$73 nightly
The price is $81 total per night from Apr 12 to Apr 13
$81 total
Apr 12 - Apr 13
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 (527 reviews)
It was good.

Reviewed on Feb 28, 2026

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
$62 nightly
The price is $67 total per night from Apr 1 to Apr 2
$67 total
Apr 1 - Apr 2
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 attraction ...
7.2/10 Good! (225 reviews)
wasn't needed

Reviewed on Mar 13, 2026

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
$93 nightly
The price is $103 total per night from Mar 16 to Mar 17
$103 total
Mar 16 - Mar 17
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! (1,002 reviews)
Clean

Reviewed on Mar 10, 2026

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
$93 nightly
The price is $103 total per night from Apr 5 to Apr 6
$103 total
Apr 5 - Apr 6
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 and the clean ...
8/10 Very Good! (1,000 reviews)
I believe pets were allowed as we saw one in and out of elevator. Also air conditioner at time during last 2 nights sounded like runaway train off and on during the night.

Reviewed on Mar 12, 2026

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
$151 nightly
The price is $162 total per night from Apr 5 to Apr 6
$162 total
Apr 5 - Apr 6
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 ...
9.2/10 Wonderful! (1,342 reviews)
Nice pool, good restaurant

Reviewed on Mar 13, 2026

Opens in a new windowThe Waterfront Inn
Wingate by Wyndham Leesburg Florida

Wingate by Wyndham Leesburg Florida

2.5 out of 5
2476 N. Citrus Blvd Leesburg FL
$72 nightly
The price is $80 total per night from Mar 29 to Mar 30
$80 total
Mar 29 - Mar 30
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! (707 reviews)
Property was extremely dirty, room smelled like urine.

Reviewed on Mar 7, 2026

Opens in a new windowWingate by Wyndham Leesburg Florida
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
$73 nightly
The price is $81 total per night from Apr 12 to Apr 13
$81 total
Apr 12 - Apr 13
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 (527 reviews)
It was good.

Reviewed on Feb 28, 2026

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
$79 nightly
The price is $88 total per night from Mar 16 to Mar 17
$88 total
Mar 16 - Mar 17
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. ...
7.2/10 Good! (1,003 reviews)
Clean and friendly staff.

Reviewed on Mar 13, 2026

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
$105 nightly
The price is $117 total per night from Apr 12 to Apr 13
$117 total
Apr 12 - Apr 13
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 ...
9/10 Wonderful! (1,001 reviews)
Very friendly staff, clean property, no surprise fees, hot breakfast and free coffee available. Walking distance to restaurants.

Reviewed on Mar 10, 2026

Opens in a new windowComfort Suites Lady Lake - The Villages
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
$93 nightly
The price is $103 total per night from Apr 5 to Apr 6
$103 total
Apr 5 - Apr 6
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 and the clean ...
8/10 Very Good! (1,000 reviews)
I believe pets were allowed as we saw one in and out of elevator. Also air conditioner at time during last 2 nights sounded like runaway train off and on during the night.

Reviewed on Mar 12, 2026

Opens in a new windowMicrotel Inn & Suites by Wyndham 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
$110 nightly
The price is $122 total per night from Apr 12 to Apr 13
$122 total
Apr 12 - Apr 13
Total with taxes and fees
Book a stay at this business-friendly hotel in Lady Lake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (1,004 reviews)
Yet again spent 432$ for 1 damn night to be treated and talked down upon as if I wasn’t a human being my friend from out of state was also banned and told he was not aloud there we did nothing wrong but sleep and hang out not loud morning off charterer nothing. Like that literally treated like garbage ...

Reviewed on Mar 13, 2026

Opens in a new windowHoliday Inn Express Hotel & Suites The Villages by IHG
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Comfort Inn & Suites Wildwood - The Villages

Comfort Inn & Suites Wildwood - The Villages

2.5 out of 5
1224 S Main St Wildwood FL
$102 nightly
The price is $109 total per night from Apr 12 to Apr 13
$109 total
Apr 12 - Apr 13
Total with taxes and fees
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 ...
8.8/10 Excellent! (927 reviews)
Parking was not well lite.

Reviewed on Mar 11, 2026

Opens in a new windowComfort Inn & Suites Wildwood - 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 Leesburg Flight and Hotel Packages

Leesburg flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort
Westgate Lakes Resort & Spa Universal Studios Area
Westgate Town Center Resort
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Leesburg flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
 Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
The Delaney Hotel
Villatel Orlando Resort
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See all available trips from Boston to Leesburg
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Leesburg flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Magic Village Yards, Trademark Collection by Wyndham
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See all available trips from Boston to Leesburg
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Need a Car For After Your Flight?

Lowest prices found within the past 2 days. 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.