$44 Cheap flight deals from Houston (HOU) to Winter Park (ORL)

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This Weekend's Flight Deals from Houston to Winter Park

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.

Sun, Oct 5 - Tue, Oct 7
IAH
George Bush Intercontinental
MCO
Orlando Intl.
$155 Roundtrip, found 1 hour ago
$155
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sun, Oct 5 from George Bush Intercontinental to Orlando Intl., returning Tue, Oct 7, priced at $155 found 1 hour ago
Sun, Oct 5 - Tue, Oct 7
IAH
George Bush Intercontinental
MCO
Orlando Intl.
$155 Roundtrip, found 1 hour ago
$155
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sun, Oct 5 from George Bush Intercontinental to Orlando Intl., returning Tue, Oct 7, priced at $155 found 1 hour ago

Airfares from $44 One Way, $87 Round Trip from Houston to Winter Park

Prices starting at $87 for return flights and $44 for one-way flights to Winter Park were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Oct 25 - Sat, Nov 1
IAH
Houston
MCO
Orlando
$87 Roundtrip, just found
$87
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Oct 25 from Houston to Orlando, returning Sat, Nov 1, priced at $87 just found
Tue, Oct 14 - Tue, Oct 21
IAH
Houston
MCO
Orlando
$89 Roundtrip, found 1 hour ago
$89
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Tue, Oct 14 from Houston to Orlando, returning Tue, Oct 21, priced at $89 found 1 hour ago
Tue, Sep 30 - Tue, Oct 7
IAH
Houston
MCO
Orlando
$92 Roundtrip, just found
$92
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Sep 30 from Houston to Orlando, returning Tue, Oct 7, priced at $92 just found
Sat, Oct 18 - Tue, Oct 28
IAH
Houston
MCO
Orlando
$93 Roundtrip, found 20 hours ago
$93
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Sat, Oct 18 from Houston to Orlando, returning Tue, Oct 28, priced at $93 found 20 hours ago
Sat, Oct 11 - Tue, Oct 21
IAH
Houston
MCO
Orlando
$94 Roundtrip, found 3 hours ago
$94
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sat, Oct 11 from Houston to Orlando, returning Tue, Oct 21, priced at $94 found 3 hours ago

Winter Park 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

8.2/10 Very Good! (5,346 reviews)

Nov 7 - Nov 9

2 night stay

Houston (HOU) to Orlando (MCO)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $388, price is now $199 per person
$199
per person
found 1 day ago
It was ok for the price

Reviewed on Sep 27, 2025

Westgate Town Center Resort
4.0-star property

Westgate Town Center Resort

8/10 Very Good! (1,360 reviews)

Nov 10 - Nov 13

3 night stay

Houston (HOU) to Orlando (MCO)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $370, price is now $203 per person
$203
per person
found 1 day 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

Westgate Vacation Villas Resort
4.0-star property

Westgate Vacation Villas Resort

8/10 Very Good! (1,684 reviews)

Nov 10 - Nov 13

3 night stay

Houston (HOU) to Orlando (MCO)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $358, price is now $199 per person
$199
per person
found 1 day ago
Always a good time at Westgate Resort

Reviewed on May 3, 2025

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More About Flying To Winter Park from Houston

Route Information for Flights from Houston to Winter Park

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

Houston to Winter Park

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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.