$94 Cheap flight deals from Philadelphia (ILG) to Winter Park (DEN)

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This Weekend's Flight Deals from Philadelphia 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, Nov 7 - Mon, Nov 9
PHL
Philadelphia Intl.
DEN
Denver Intl.
$419 Roundtrip, found 7 hours ago
$419
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Sat, Nov 7 from Philadelphia Intl. to Denver Intl., returning Mon, Nov 9, priced at $419 found 7 hours ago
Fri, Nov 6 - Mon, Nov 9
TTN
Mercer
DEN
Denver Intl.
$675 Roundtrip, found 2 days ago
$675
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Nov 6 from Mercer to Denver Intl., returning Mon, Nov 9, priced at $675 found 2 days ago

Airfares from $94 One Way, $135 Round Trip from Philadelphia to Winter Park

Prices starting at $135 for return flights and $94 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, Dec 5 - Wed, Dec 9
PHL
Philadelphia
DEN
Denver
$135 Roundtrip, found 4 days ago
$135
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, Dec 5 from Philadelphia to Denver, returning Wed, Dec 9, priced at $135 found 4 days ago
Fri, Nov 20 - Fri, Nov 27
PHL
Philadelphia
DEN
Denver
$153 Roundtrip, found 7 hours ago
$153
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Fri, Nov 20 from Philadelphia to Denver, returning Fri, Nov 27, priced at $153 found 7 hours ago
Tue, Dec 8 - Wed, Dec 9
TTN
Trenton
DEN
Denver
$224 Roundtrip, found 3 days ago
$224
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Dec 8 from Trenton to Denver, returning Wed, Dec 9, priced at $224 found 3 days ago
Tue, Dec 8 - Sat, Dec 12
PHL
Philadelphia
DEN
Denver
$243 Roundtrip, found 3 days ago
$243
Roundtrip
found 3 days ago
Select United flight, departing Tue, Dec 8 from Philadelphia to Denver, returning Sat, Dec 12, priced at $243 found 3 days ago
Mon, Jan 11 - Wed, Jan 13
PHL
Philadelphia
DEN
Denver
$257 Roundtrip, found 5 hours ago
$257
Roundtrip
found 5 hours ago
Select Southwest Airlines flight, departing Mon, Jan 11 from Philadelphia to Denver, returning Wed, Jan 13, priced at $257 found 5 hours ago

Winter Park economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Polaris
4.5-star property

Hotel Polaris

9.6/10 Exceptional! (1,160 reviews)

Dec 24 - Dec 31

7 night stay

Philadelphia (PHL) to Denver (DEN)

Delta • Non-stop • Coach

Denver (DEN) to Philadelphia (PHL)

Frontier Airlines • Non-stop • Coach
Save 100% on your flight
Price was $959, price is now $684 per person
$684
per person
found 1 day ago
Enjoyed some great drinks at the rooftop bar!

Reviewed on Nov 1, 2026

Fraser Crossing Founders Pointe
3.5-star property

Fraser Crossing Founders Pointe

8.6/10 Excellent! (1,001 reviews)

Dec 4 - Dec 8

4 night stay

Philadelphia (PHL) to Denver (DEN)

American Airlines • Coach

Denver (DEN) to Philadelphia (PHL)

Frontier Airlines • Coach
Price was $1,123, price is now $796 per person
$796
per person
found 1 day ago
We checked in at 8pm after a long drive and never got a code to get into our room till 10:20 pm called, text, drive around for 2 hours. Finally at 10pm we had to check in at a different hotel because no one was helping us and it was late and our child needed to go to bed. They refused to give a refund because that is their policy. Yet their policy also says they will text the room number and door code once you check in. Not 2.5 hours later will they send a code. If you want a place to actually stay dont stay here. Poor customer service and not helpful when they screwed up on their end. Also expedia was no help either and dont help their customers out with booking problems. Have documentation from both hotel and expedia and no help

Reviewed on Oct 26, 2026

Flying Horse Resort & Club
4.5-star property

Flying Horse Resort & Club

9.4/10 Exceptional! (946 reviews)

Dec 24 - Dec 31

7 night stay

Philadelphia (PHL) to Denver (DEN)

Delta • Non-stop • Coach

Denver (DEN) to Philadelphia (PHL)

Frontier Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,037, price is now $741 per person
$741
per person
found 1 day ago

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More About Flying To Winter Park from Philadelphia

Route Information for Flights from Philadelphia to Winter Park

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

Philadelphia 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.