$40 Cheap flight deals from Wilmington (ILG) to Winter Park (ORL)

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This Weekend's Flight Deals from Wilmington 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.

Sat, Apr 4 - Tue, Apr 7
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$204 Roundtrip, found 1 hour ago
$204
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sat, Apr 4 from Philadelphia Intl. to Orlando Intl., returning Tue, Apr 7, priced at $204 found 1 hour ago
Fri, Apr 3 - Wed, Apr 8
TTN
Mercer
MCO
Orlando Intl.
$278 Roundtrip, found 2 hours ago
$278
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Fri, Apr 3 from Mercer to Orlando Intl., returning Wed, Apr 8, priced at $278 found 2 hours ago
Sat, Apr 4 - Tue, Apr 7
ILG
New Castle
MCO
Orlando Intl.
$422 Roundtrip, found 2 days ago
$422
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Apr 4 from New Castle to Orlando Intl., returning Tue, Apr 7, priced at $422 found 2 days ago

Airfares from $40 One Way, $78 Round Trip from Wilmington to Winter Park

Prices starting at $78 for return flights and $40 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.

Mon, Aug 31 - Wed, Sep 9
ILG
Wilmington
MCO
Orlando
$78 Roundtrip, found 11 hours ago
$78
Roundtrip
found 11 hours ago
Select Avelo Airlines flight, departing Mon, Aug 31 from Wilmington to Orlando, returning Wed, Sep 9, priced at $78 found 11 hours ago
Tue, Apr 21 - Sat, Apr 25
PHL
Philadelphia
MCO
Orlando
$85 Roundtrip, found 8 hours ago
$85
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Tue, Apr 21 from Philadelphia to Orlando, returning Sat, Apr 25, priced at $85 found 8 hours ago
Sun, Apr 19 - Sat, Apr 25
PHL
Philadelphia
MCO
Orlando
$86 Roundtrip, found 4 hours ago
$86
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Sun, Apr 19 from Philadelphia to Orlando, returning Sat, Apr 25, priced at $86 found 4 hours ago
Fri, Apr 10 - Thu, Apr 16
PHL
Philadelphia
MCO
Orlando
$87 Roundtrip, just found
$87
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, Apr 10 from Philadelphia to Orlando, returning Thu, Apr 16, priced at $87 just found
Mon, Apr 20 - Tue, Apr 21
TTN
Trenton
MCO
Orlando
$119 Roundtrip, just found
$119
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Apr 20 from Trenton to Orlando, returning Tue, Apr 21, priced at $119 just found

Winter Park 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! (3,493 reviews)

May 4 - May 8

4 night stay

Wilmington (ILG) to Orlando (MCO)

Xtra Airways • Roundtrip • Coach
Save 100% on your flight
Price was $375, price is now $208 per person
$208
per person
found 1 day 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

Westgate Leisure Resort
3.5-star property

Westgate Leisure Resort

8.4/10 Very Good! (1,000 reviews)

May 5 - May 10

5 night stay

Philadelphia (PHL) to Orlando (MCO)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $668, price is now $367 per person
$367
per person
found 6 hours ago
This property fit what we wanted for our trip - a condo with a kitchen, two bedrooms, two bathrooms, and affordable. The rooms need updating and more attention to cleaning, but otherwise, it is a nice property.

Reviewed on Mar 11, 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

Philadelphia (PHL) to Orlando (MCO)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $651, price is now $358 per person
$358
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

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Winter Park first class flight packages

Price found within the past 48 hours. Click for updated prices.
Club Sevilla
2.0-star property

Club Sevilla

9/10 Wonderful! (1,006 reviews)

May 2 - May 9

7 night stay

Philadelphia (PHL) to Orlando (MCO)

American Airlines • Roundtrip • FirstClass
Price was $1,358, price is now $1,111 per person
$1,111
per person
found 8 hours ago
This is the only place i want to stay at when i go back to Florida!

Reviewed on Aug 19, 2025

The Delaney Hotel
3.5-star property

The Delaney Hotel

9.6/10 Exceptional! (1,068 reviews)

May 7 - May 11

4 night stay

Philadelphia (PHL) to Orlando (MCO)

Delta • Non-stop • FirstClass

Orlando (MCO) to Philadelphia (PHL)

American Airlines • Non-stop • FirstClass
Price was $2,207, price is now $1,718 per person
$1,718
per person
found 1 day ago
Great location for hospital access

Reviewed on Jul 8, 2025

Element Orlando Universal Blvd.
3.0-star property

Element Orlando Universal Blvd.

9.2/10 Wonderful! (2,103 reviews)

May 2 - May 9

7 night stay

Philadelphia (PHL) to Orlando (MCO)

American Airlines • Roundtrip • FirstClass
Price was $1,472, price is now $1,182 per person
$1,182
per person
found 8 hours ago
They stored our luggage which was nice. They also stored someone’s toenails in our first room…not as nice.

Reviewed on Mar 9, 2026

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More About Flying To Winter Park from Wilmington

Route Information for Flights from Wilmington to Winter Park

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

Wilmington 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.