Cheap flights To Longwood (ORL) from $98

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Cheap Flights to Longwood from $98 One Way, $141 Round Trip

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

Mon, Dec 8 - Wed, Dec 17
YYZ
Pearson Intl.
MCO
Orlando Intl.
$141 Roundtrip, found 3 days ago
$141
Roundtrip
found 3 days ago
Select WestJet flight, departing Mon, Dec 8 from Pearson Intl. to Orlando Intl., returning Wed, Dec 17, priced at $141 found 3 days ago
Sun, Jan 18 - Fri, Jan 30
YYZ
Pearson Intl.
MCO
Orlando Intl.
$142 Roundtrip, found 3 days ago
$142
Roundtrip
found 3 days ago
Select Flair Airlines flight, departing Sun, Jan 18 from Pearson Intl. to Orlando Intl., returning Fri, Jan 30, priced at $142 found 3 days ago
Sat, Dec 13 - Wed, Dec 17
YYZ
Pearson Intl.
MCO
Orlando Intl.
$161 Roundtrip, just found
$161
Roundtrip
just found
Select Porter Airlines flight, departing Sat, Dec 13 from Pearson Intl. to Orlando Intl., returning Wed, Dec 17, priced at $161 just found
Mon, Dec 15 - Thu, Dec 18
YYZ
Pearson Intl.
MCO
Orlando Intl.
$161 Roundtrip, found 17 hours ago
$161
Roundtrip
found 17 hours ago
Select WestJet flight, departing Mon, Dec 15 from Pearson Intl. to Orlando Intl., returning Thu, Dec 18, priced at $161 found 17 hours ago
Mon, Jan 12 - Thu, Jan 15
YYZ
Pearson Intl.
MCO
Orlando Intl.
$184 Roundtrip, found 1 hour ago
$184
Roundtrip
found 1 hour ago
Select Air Canada flight, departing Mon, Jan 12 from Pearson Intl. to Orlando Intl., returning Thu, Jan 15, priced at $184 found 1 hour ago
Sat, Nov 15 - Tue, Nov 18
PUJ
Punta Cana Intl.
MCO
Orlando Intl.
$205 Roundtrip, found 12 hours ago
$205
Roundtrip
found 12 hours ago
Select Spirit Airlines flight, departing Sat, Nov 15 from Punta Cana Intl. to Orlando Intl., returning Tue, Nov 18, priced at $205 found 12 hours ago
Mon, Jan 12 - Thu, Jan 15
YYZ
Pearson Intl.
MCO
Orlando Intl.
$209 Roundtrip, found 1 hour ago
$209
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Mon, Jan 12 from Pearson Intl. to Orlando Intl., returning Thu, Jan 15, priced at $209 found 1 hour ago
Mon, Jan 12 - Thu, Jan 15
YYZ
Pearson Intl.
MCO
Orlando Intl.
$216 Roundtrip, found 1 hour ago
$216
Roundtrip
found 1 hour ago
Select Delta flight, departing Mon, Jan 12 from Pearson Intl. to Orlando Intl., returning Thu, Jan 15, priced at $216 found 1 hour ago
Fri, Nov 14 - Sun, Nov 16
PUJ
Punta Cana Intl.
SFB
Orlando Sanford Intl.
$226 Roundtrip, found 6 days ago
$226
Roundtrip
found 6 days ago
Select Arajet flight, departing Fri, Nov 14 from Punta Cana Intl. to Orlando Sanford Intl., returning Sun, Nov 16, priced at $226 found 6 days ago
Mon, Jan 12 - Sat, Jan 24
YYZ
Pearson Intl.
MCO
Orlando Intl.
$259 Roundtrip, found 19 hours ago
$259
Roundtrip
found 19 hours ago
Select United flight, departing Mon, Jan 12 from Pearson Intl. to Orlando Intl., returning Sat, Jan 24, priced at $259 found 19 hours ago

Longwood Flight Information

Traveling To
Longwood
Destination Airport IATA Code
ORL
Number of Airlines Serving
Airlines
Flair Airlines, WestJet, Porter Airlines, Air Canada, Spirit Airlines, Arajet, American Airlines, Delta, United, Frontier Airlines
Flight Price
$141
Earliest Departing Flight
Latest Departing Flight

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Longwood economy flight packages

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel
3.0-star property

Palazzo Lakeside Hotel

Dec 10 - Dec 15

5 night stay

Boston (BOS) to Orlando (MCO)

Spirit Airlines • Roundtrip • Coach
Price was $862, price is now $260 per person
$260
per person
found 1 day ago
Westgate Palace Hotel / Universal / I-Drive
4.0-star property

Westgate Palace Hotel / Universal / I-Drive

Dec 14 - Dec 20

6 night stay

Boston (BOS) to Orlando (MCO)

Frontier Airlines • Roundtrip • Coach
Price was $1,149, price is now $424 per person
$424
per person
found 1 day ago
Bryan’s Spanish Cove
3.0-star property

Bryan’s Spanish Cove

Dec 14 - Dec 20

6 night stay

Boston (BOS) to Orlando (MCO)

Frontier Airlines • Roundtrip • Coach
Price was $621, price is now $293 per person
$293
per person
found 1 day ago
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Longwood premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel
3.0-star property

Palazzo Lakeside Hotel

8.2/10 Very Good! (5,210 reviews)

Dec 13 - Dec 15

2 night stay

New York (NYC) to Orlando (MCO)

Delta • Roundtrip • PremiumEconomy
Price was $550, price is now $294 per person
$294
per person
found 1 day ago
The property itself was nice. The surrounding area was quite busy.

Reviewed on Jul 19, 2025

Florida Hotel & Conference Center in the Florida Mall
3.5-star property

Florida Hotel & Conference Center in the Florida Mall

9.2/10 Wonderful! (2,167 reviews)

Dec 14 - Dec 17

3 night stay

Boston (BOS) to Orlando (MCO)

Delta • Roundtrip • PremiumEconomy
Price was $690, price is now $480 per person
$480
per person
found 2 hours ago
We love Florida Hotel, it is right inside the mall which made our stay enjoyable. The room is spacious and cozy and what really made us love the Hotel is the staff who are very attentive to us. Mr. Ted Kopsaftis was very helpful and he has a heart of gold for his unwaivering assistance with my return packages to amazon. I would have been miserable without his help. He went above and beyond helping me settle my problem with amazon. Thank you Florida Hotel for having an amazing staff.

Reviewed on Feb 4, 2025

Westgate Lakes Resort & Spa Universal Studios Area
4.0-star property

Westgate Lakes Resort & Spa Universal Studios Area

8.2/10 Very Good! (5,395 reviews)

Dec 14 - Dec 17

3 night stay

Boston (BOS) to Orlando (MCO)

Delta • Roundtrip • PremiumEconomy
Price was $642, price is now $462 per person
$462
per person
found 2 hours ago
It was ok for the price

Reviewed on Sep 27, 2025

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Longwood first class flight packages

Price found within the past 48 hours. Click for updated prices.
Florida Hotel & Conference Center in the Florida Mall
3.5-star property

Florida Hotel & Conference Center in the Florida Mall

9.2/10 Wonderful! (2,167 reviews)

Dec 30 - Jan 4

5 night stay

New York (LGA) to Orlando (MCO)

American Airlines • Roundtrip • FirstClass
Price was $1,409, price is now $959 per person
$959
per person
found 22 hours ago
We love Florida Hotel, it is right inside the mall which made our stay enjoyable. The room is spacious and cozy and what really made us love the Hotel is the staff who are very attentive to us. Mr. Ted Kopsaftis was very helpful and he has a heart of gold for his unwaivering assistance with my return packages to amazon. I would have been miserable without his help. He went above and beyond helping me settle my problem with amazon. Thank you Florida Hotel for having an amazing staff.

Reviewed on Feb 4, 2025

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

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

9/10 Wonderful! (1,003 reviews)

Dec 17 - Dec 24

7 night stay

New York (NYC) to Orlando (MCO)

American Airlines • Roundtrip • FirstClass
Save 100% on your flight
Price was $2,095, price is now $1,385 per person
$1,385
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

Magic Village Yards, Trademark Collection by Wyndham
4.0-star property

Magic Village Yards, Trademark Collection by Wyndham

9.2/10 Wonderful! (1,146 reviews)

Dec 27 - Jan 2

6 night stay

New York (NYC) to Orlando (MCO)

Delta • FirstClass

Orlando (MCO) to New York (NYC)

American Airlines • FirstClass
Price was $2,967, price is now $2,053 per person
$2,053
per person
found 1 day ago
The beds are not even remotely comfortable. Super hard mattresses

Reviewed on May 11, 2025

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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.