$29 Cheap flight deals from Houston (HOU) to Windermere (ORL)

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This Weekend's Flight Deals from Houston to Windermere

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Apr 11 - Sun, Apr 19
IAH
George Bush Intercontinental
MCO
Orlando Intl.
$173 Roundtrip, found 3 hours ago
$173
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Sat, Apr 11 from George Bush Intercontinental to Orlando Intl., returning Sun, Apr 19, priced at $173 found 3 hours ago
Sat, Apr 11 - Sun, Apr 19
IAH
George Bush Intercontinental
MCO
Orlando Intl.
$173 Roundtrip, found 3 hours ago
$173
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Sat, Apr 11 from George Bush Intercontinental to Orlando Intl., returning Sun, Apr 19, priced at $173 found 3 hours ago

Airfares from $29 One Way, $56 Round Trip from Houston to Windermere

Prices starting at $56 for return flights and $29 for one-way flights to Windermere were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, May 13 - Wed, May 27
IAH
Houston
MCO
Orlando
$56 Roundtrip, found 1 day ago
$56
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, May 13 from Houston to Orlando, returning Wed, May 27, priced at $56 found 1 day ago
Tue, Apr 28 - Thu, Apr 30
IAH
Houston
MCO
Orlando
$59 Roundtrip, found 9 hours ago
$59
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Tue, Apr 28 from Houston to Orlando, returning Thu, Apr 30, priced at $59 found 9 hours ago
Tue, Apr 28 - Thu, Apr 30
IAH
Houston
MCO
Orlando
$62 Roundtrip, found 9 hours ago
$62
Roundtrip
found 9 hours ago
Select Spirit Airlines flight, departing Tue, Apr 28 from Houston to Orlando, returning Thu, Apr 30, priced at $62 found 9 hours ago
Tue, Apr 28 - Thu, Apr 30
IAH
Houston
MCO
Orlando
$63 Roundtrip, found 9 hours ago
$63
Roundtrip
found 9 hours ago
Select Spirit Airlines flight, departing Tue, Apr 28 from Houston to Orlando, returning Thu, Apr 30, priced at $63 found 9 hours ago
Wed, Jun 3 - Tue, Jun 9
HOU
Houston
MCO
Orlando
$179 Roundtrip, found 5 days ago
$179
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Wed, Jun 3 from Houston to Orlando, returning Tue, Jun 9, priced at $179 found 5 days ago

Windermere economy flight packages

Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area
4.0-star property

Westgate Lakes Resort & Spa Universal Studios Area

8.4/10 Very Good! (6,071 reviews)

May 11 - May 14

3 night stay

Houston (HOU) to Orlando (MCO)

Frontier Airlines • Coach

Orlando (MCO) to Houston (HOU)

Spirit Airlines • Coach
Price was $392, price is now $218 per person
$218
per person
found 14 hours ago
We had to get 4 room keys for our door to finally work, however staff was kind and helped us as much as they could.

Reviewed on Feb 12, 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 14 - May 19

5 night stay

Houston (HOU) to Orlando (MCO)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $614, price is now $330 per person
$330
per person
found 22 hours ago
The place is very nice! However, the washer did not work.

Reviewed on Oct 31, 2025

Westgate Town Center Resort
4.0-star property

Westgate Town Center Resort

8/10 Very Good! (1,510 reviews)

May 22 - May 26

4 night stay

Houston (HOU) to Orlando (MCO)

Frontier Airlines • Coach

Orlando (MCO) to Houston (HOU)

Southwest Airlines • Coach
Save 100% on your flight
Price was $661, price is now $365 per person
$365
per person
found 17 hours ago
We took our 3 year old nephew here and he had a BLAST! There is so much to do, we didn’t leave for 2 of the 3 days that we stayed. He’s about 42 inches which got him on most of the slides but not all. Keep size in mind when booking for little ones because if they’re under 40in they’re limited to the slides. He was a little bummed that he couldn’t do the pirates plunge (biggest slide) but there were enough distractions that it didn’t matter. Also, the lazy river is great! Just be careful with the big kids, they tend to knock the little ones over or into the wall because they’re just running through it. The water park is an extra fee FYI There’s “ice” skating, swan paddle boats, water park, mini golf, a train trolly, restaurants, arcade, jungle gym, multiple pools. Definitely a good spot if you don’t want to do the parks every day that you’re there! Highly recommend.

Reviewed on Apr 6, 2025

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Windermere packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
Magic Village Yards, Trademark Collection by Wyndham
4.0-star property

Magic Village Yards, Trademark Collection by Wyndham

9.2/10 Wonderful! (1,179 reviews)

May 22 - May 25

3 night stay

Houston (HOU) to Orlando (MCO)

United • Roundtrip • PremiumEconomy
Price was $1,172, price is now $1,025 per person
$1,025
per person
found 1 day ago
The beds are not even remotely comfortable. Super hard mattresses

Reviewed on May 11, 2025

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

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

9.2/10 Wonderful! (1,005 reviews)

May 22 - May 25

3 night stay

Houston (HOU) to Orlando (MCO)

United • Roundtrip • PremiumEconomy
Price was $1,520, price is now $1,212 per person
$1,212
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

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
5.0-star property

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

9.2/10 Wonderful! (475 reviews)

May 22 - May 25

3 night stay

Houston (HOU) to Orlando (MCO)

United • Roundtrip • PremiumEconomy
Price was $1,409, price is now $1,201 per person
$1,201
per person
found 1 day ago
Few options for dining , not too much activities for a family with kids . Otherwise nice place to stay for those looking a good , quiet , and highly friendly environment.

Reviewed on Jan 10, 2025

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More About Flying To Windermere from Houston

Route Information for Flights from Houston to Windermere

Origin Airport IATA Code
HOU
Destination Airport IATA Code
ORL
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Houston to Windermere

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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.