Cheap Flights To Leesburg (LEE)

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Cheap Flights to Leesburg from $25 One Way, $47 Round Trip

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

Sat, Mar 7 - Sat, Mar 7
ORD
O'Hare Intl.
MCO
Orlando Intl.
$47 Roundtrip, found 4 hours ago
$47
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Sat, Mar 7 from O'Hare Intl. to Orlando Intl., returning Sat, Mar 7, priced at $47 found 4 hours ago
Tue, Mar 3 - Wed, Mar 4
LGA
LaGuardia
MCO
Orlando Intl.
$49 Roundtrip, just found
$49
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Mar 3 from LaGuardia to Orlando Intl., returning Wed, Mar 4, priced at $49 just found
Tue, Mar 3 - Wed, Mar 4
LGA
LaGuardia
MCO
Orlando Intl.
$52 Roundtrip, just found
$52
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Mar 3 from LaGuardia to Orlando Intl., returning Wed, Mar 4, priced at $52 just found
Tue, Mar 3 - Wed, Mar 4
LGA
LaGuardia
MCO
Orlando Intl.
$53 Roundtrip, just found
$53
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Mar 3 from LaGuardia to Orlando Intl., returning Wed, Mar 4, priced at $53 just found
Tue, Mar 3 - Thu, Mar 5
LGA
LaGuardia
MCO
Orlando Intl.
$54 Roundtrip, found 1 hour ago
$54
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Tue, Mar 3 from LaGuardia to Orlando Intl., returning Thu, Mar 5, priced at $54 found 1 hour ago
Mon, Mar 2 - Tue, Mar 3
LGA
LaGuardia
MCO
Orlando Intl.
$55 Roundtrip, just found
$55
Roundtrip
just found
Select Spirit Airlines flight, departing Mon, Mar 2 from LaGuardia to Orlando Intl., returning Tue, Mar 3, priced at $55 just found
Wed, Mar 4 - Thu, Mar 5
LGA
LaGuardia
MCO
Orlando Intl.
$56 Roundtrip, just found
$56
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, Mar 4 from LaGuardia to Orlando Intl., returning Thu, Mar 5, priced at $56 just found
Thu, Apr 23 - Sat, May 2
BWI
Baltimore Washington Intl. Thurgood Marshall
MCO
Orlando Intl.
$56 Roundtrip, just found
$56
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Apr 23 from Baltimore Washington Intl. Thurgood Marshall to Orlando Intl., returning Sat, May 2, priced at $56 just found
Tue, Mar 3 - Wed, Mar 4
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$57 Roundtrip, just found
$57
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Mar 3 from John F. Kennedy Intl. to Orlando Intl., returning Wed, Mar 4, priced at $57 just found
Wed, Mar 4 - Wed, Mar 11
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$58 Roundtrip, just found
$58
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Mar 4 from Newark Liberty Intl. Airport to Orlando Intl., returning Wed, Mar 11, priced at $58 just found

Leesburg Flight Information

Traveling To
Leesburg
Destination Airport IATA Code
ORL
Number of Airlines Serving
Airlines
Spirit Airlines, Frontier Airlines
Flight Price
$47
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Leesburg economy flight packages

Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort
4.0-star property

Westgate Town Center Resort

Mar 23 - Mar 28

5 night stay

Boston (BOS) to Orlando (MCO)

Spirit Airlines • Roundtrip • Coach
Price was $748, price is now $321 per person
$321
per person
found 1 day ago
Westgate Vacation Villas Resort
4.0-star property

Westgate Vacation Villas Resort

Mar 23 - Mar 28

5 night stay

Boston (BOS) to Orlando (MCO)

Spirit Airlines • Roundtrip • Coach
Price was $729, price is now $327 per person
$327
per person
found 2 hours ago
Westgate Lakes Resort & Spa Universal Studios Area
4.0-star property

Westgate Lakes Resort & Spa Universal Studios Area

Mar 19 - Mar 24

5 night stay

Boston (BOS) to Orlando (MCO)

Breeze Airways • Non-stop • Coach

Orlando (MCO) to Boston (BOS)

Spirit Airlines • Non-stop • Coach
Price was $1,002, price is now $451 per person
$451
per person
found 1 day ago
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Leesburg premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
3.0-star property

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

7.8/10 Good! (188 reviews)

Mar 18 - Mar 21

3 night stay

New York (NYC) to Orlando (MCO)

Spirit Airlines • PremiumEconomy

Orlando (MCO) to New York (NYC)

Delta • PremiumEconomy
Save 100% on your flight
Price was $646, price is now $410 per person
$410
per person
found 1 day ago
The staff were amazing, the parking for the hotel was horrible.

Reviewed on Jan 3, 2026

Margaritaville Cottages Orlando with H2O Waterpark by Vstays
4.0-star property

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

9.2/10 Wonderful! (1,001 reviews)

Mar 19 - Mar 23

4 night stay

Portland (PWM) to Orlando (MCO)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $1,874, price is now $1,426 per person
$1,426
per person
found 1 day ago
We were very displeased with the cleanliness of our cottage upon arrival. I found multiple hairs on the ground and furniture, so vacuumed Before I even unpacked my suitcase. At the end of the night, our feet were so filthy dirty, we had to wash them before we could get into bed because the floors werent clean. The pool was gross, even had a used band aid in it. The kitchen barely had enough dishes and they left nothing to help with cooking coffee or anything. We've had many vrbo properties in the past, and this was one of the least desirable that we've stayed at.

Reviewed on Oct 7, 2024

Seasons Florida Resort
2.0-star property

Seasons Florida Resort

8.8/10 Excellent! (3,229 reviews)

Mar 21 - Mar 25

4 night stay

Philadelphia (PHL) to Orlando (MCO)

Southwest Airlines • PremiumEconomy

Orlando (MCO) to Philadelphia (PHL)

Spirit Airlines • PremiumEconomy
Price was $627, price is now $458 per person
$458
per person
found 17 hours ago
I rated 5-stars for the location and price of the stay. The rooms were in fact clean, but perhaps the age of the hotel (even though renovated) had a particular smell that only helped when running the a/c which wasn’t needed (I visited during the January attic blast).

Reviewed on Feb 10, 2026

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Leesburg first class flight packages

Price found within the past 48 hours. Click for updated prices.
Ocean Sands Beach Boutique Inn - 1 Acre Private Beach
3.5-star property

Ocean Sands Beach Boutique Inn - 1 Acre Private Beach

8.8/10 Excellent! (645 reviews)

Mar 31 - Apr 7

7 night stay

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

Delta • Non-stop roundtrip • FirstClass
Price was $1,751, price is now $1,243 per person
$1,243
per person
found 18 hours ago
Super cute. Very clean. Older. I think they are trying to penny nickle and dime people to death. The boardwalk to the beach needs to be repaired. The virtual check in with someone in another country is very frustrating and backs up the lobby. The maintenance and house keeping staff are kind and working very hard. It is a cute place. Lots of amenities that are very neat and thoughtful and ahead of their time. Just some tiny things that need to be repaired. It’s a nice cute little place. We will be back.

Reviewed on Nov 23, 2025

The Kenwood Inn
3.5-star property

The Kenwood Inn

9.6/10 Exceptional! (321 reviews)

Mar 31 - Apr 7

7 night stay

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

Delta • Non-stop roundtrip • FirstClass
Price was $2,154, price is now $1,635 per person
$1,635
per person
found 18 hours ago
Staff was great. Breakfast was great. Guests were nice and respectful. My only complaint was the bed in room 9 was not very good, it felt lopsided

Reviewed on Dec 16, 2025

St George Inn
3.5-star property

St George Inn

9.6/10 Exceptional! (998 reviews)

Mar 31 - Apr 7

7 night stay

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

Delta • Non-stop roundtrip • FirstClass
Price was $2,194, price is now $1,694 per person
$1,694
per person
found 18 hours ago
Right at the north end of the historic district, great location, very helpful staff, very charming. Parking and getting in/out are tough due to the popular location though.

Reviewed on Apr 7, 2024

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Leesburg

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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.