Cheap flights To Osteen (ORL) from $28

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Cheap Flights to Osteen from $28 One Way, $56 Round Trip

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

Mon, Jul 13 - Fri, Jul 17
RDU
Raleigh - Durham Intl.
MCO
Orlando Intl.
$56 Roundtrip, found 2 hours ago
$56
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Mon, Jul 13 from Raleigh - Durham Intl. to Orlando Intl., returning Fri, Jul 17, priced at $56 found 2 hours ago
Tue, Apr 21 - Sat, Apr 25
LGA
LaGuardia
MCO
Orlando Intl.
$61 Roundtrip, found 3 hours ago
$61
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Tue, Apr 21 from LaGuardia to Orlando Intl., returning Sat, Apr 25, priced at $61 found 3 hours ago
Fri, May 1 - Sat, May 2
BDL
Bradley Intl.
MCO
Orlando Intl.
$67 Roundtrip, found 2 hours ago
$67
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Fri, May 1 from Bradley Intl. to Orlando Intl., returning Sat, May 2, priced at $67 found 2 hours ago
Tue, Apr 21 - Wed, Apr 22
LGA
LaGuardia
MCO
Orlando Intl.
$71 Roundtrip, found 9 hours ago
$71
Roundtrip
found 9 hours ago
Select Spirit Airlines flight, departing Tue, Apr 21 from LaGuardia to Orlando Intl., returning Wed, Apr 22, priced at $71 found 9 hours ago
Tue, Apr 21 - Sat, Apr 25
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$78 Roundtrip, found 3 hours ago
$78
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Tue, Apr 21 from Newark Liberty Intl. Airport to Orlando Intl., returning Sat, Apr 25, priced at $78 found 3 hours ago
Sun, May 31 - Thu, Jun 4
RDU
Raleigh - Durham Intl.
MCO
Orlando Intl.
$79 Roundtrip, found 5 days ago
$79
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sun, May 31 from Raleigh - Durham Intl. to Orlando Intl., returning Thu, Jun 4, priced at $79 found 5 days ago
Sat, May 2 - Thu, May 7
BOS
Logan Intl.
MCO
Orlando Intl.
$93 Roundtrip, just found
$93
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, May 2 from Logan Intl. to Orlando Intl., returning Thu, May 7, priced at $93 just found
Sun, May 31 - Sun, Jun 7
RDU
Raleigh - Durham Intl.
DAB
Daytona Beach Intl.
$102 Roundtrip, found 11 hours ago
$102
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Sun, May 31 from Raleigh - Durham Intl. to Daytona Beach Intl., returning Sun, Jun 7, priced at $102 found 11 hours ago
Sat, Jun 6 - Sat, Jun 13
PSM
Portsmouth Intl.
MCO
Orlando Intl.
$112 Roundtrip, found 1 day ago
$112
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Jun 6 from Portsmouth Intl. to Orlando Intl., returning Sat, Jun 13, priced at $112 found 1 day ago
Thu, Sep 3 - Sun, Sep 13
SWF
Stewart Intl.
MCO
Orlando Intl.
$132 Roundtrip, found 5 hours ago
$132
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Thu, Sep 3 from Stewart Intl. to Orlando Intl., returning Sun, Sep 13, priced at $132 found 5 hours ago

Osteen Flight Information

Traveling To
Osteen
Destination Airport IATA Code
ORL
Number of Airlines Serving
Airlines
Frontier Airlines, Spirit Airlines, Breeze Airways
Flight Price
$56
Earliest Departing Flight
Latest Departing Flight

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Osteen economy flight packages

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

Westgate Vacation Villas Resort

May 9 - May 15

6 night stay

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

Spirit Airlines • Coach

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

Frontier Airlines • Coach
Price was $729, price is now $289 per person
$289
per person
found 1 day ago
Westgate Cocoa Beach Resort
4.0-star property

Westgate Cocoa Beach Resort

May 14 - May 19

5 night stay

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

Breeze Airways • Non-stop • Coach

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

Spirit Airlines • Non-stop • Coach
Price was $1,991, price is now $844 per person
$844
per person
found 1 day ago
Extended Stay America Suites Orlando Conv Ctr Universal Blvd
2.5-star property

Extended Stay America Suites Orlando Conv Ctr Universal Blvd

May 14 - May 17

3 night stay

Boston (BOS) to Orlando (MCO)

Spirit Airlines • Coach

Orlando (MCO) to Boston (BOS)

Frontier Airlines • Coach
Price was $646, price is now $311 per person
$311
per person
found 1 day ago
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Osteen premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort
2.0-star property

Seasons Florida Resort

9/10 Wonderful! (3,462 reviews)

May 14 - May 18

4 night stay

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

Spirit Airlines • Roundtrip • PremiumEconomy
Price was $632, price is now $465 per person
$465
per person
found 3 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

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

Florida Hotel & Conference Center in the Florida Mall

9.2/10 Wonderful! (1,336 reviews)

May 13 - May 16

3 night stay

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

JetBlue Airways • Roundtrip • PremiumEconomy
Price was $1,023, price is now $816 per person
$816
per person
found 7 hours ago
What a stunning and beautiful hotel. My son loved it also and having full access to the mall was a bonus!! Will definitely be back soon!

Reviewed on Dec 9, 2025

Palazzo Lakeside Hotel
3.0-star property

Palazzo Lakeside Hotel

8.2/10 Very Good! (5,128 reviews)

May 14 - May 18

4 night stay

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

Spirit Airlines • Roundtrip • PremiumEconomy
Price was $723, price is now $526 per person
$526
per person
found 3 hours ago
Gracias excelentes 👌 pronto estare de vuelta bendiciones

Reviewed on Feb 9, 2026

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Osteen first class flight packages

Price found within the past 48 hours. Click for updated prices.
Boardwalk Inn and Suites
2.5-star property

Boardwalk Inn and Suites

8.4/10 Very Good! (1,750 reviews)

May 21 - May 27

6 night stay

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

American Airlines • Non-stop • FirstClass

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

Delta • Non-stop • FirstClass
Price was $1,080, price is now $733 per person
$733
per person
found 1 day ago
Absolutely fantastic.

Reviewed on Feb 9, 2026

Westgate Blue Tree Resort in Lake Buena Vista
3.5-star property

Westgate Blue Tree Resort in Lake Buena Vista

8.6/10 Excellent! (1,005 reviews)

May 11 - May 17

6 night stay

Boston (BOS) to Orlando (MCO)

American Airlines • FirstClass

Orlando (MCO) to Boston (BOS)

Spirit Airlines • FirstClass
Save 100% on your flight
Price was $1,574, price is now $983 per person
$983
per person
found 1 day ago
The place is very nice! However, the washer did not work.

Reviewed on Oct 31, 2025

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! (413 reviews)

May 11 - May 17

6 night stay

Boston (BOS) to Orlando (MCO)

American Airlines • FirstClass

Orlando (MCO) to Boston (BOS)

Spirit Airlines • FirstClass
Price was $1,273, price is now $856 per person
$856
per person
found 1 day ago
The staff were amazing, the parking for the hotel was horrible.

Reviewed on Jan 3, 2026

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Osteen

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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.