Cheap flights To Winter Park (DEN) from $28

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

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

Wed, May 6 - Wed, May 13
PHX
Sky Harbor Intl.
DEN
Denver Intl.
$56 Roundtrip, found 1 day ago
$56
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, May 6 from Sky Harbor Intl. to Denver Intl., returning Wed, May 13, priced at $56 found 1 day ago
Wed, Apr 29 - Tue, May 5
MSP
Minneapolis - St. Paul Intl.
DEN
Denver Intl.
$56 Roundtrip, found 2 hours ago
$56
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, Apr 29 from Minneapolis - St. Paul Intl. to Denver Intl., returning Tue, May 5, priced at $56 found 2 hours ago
Tue, Apr 21 - Tue, May 5
IAH
George Bush Intercontinental
DEN
Denver Intl.
$57 Roundtrip, found 6 days ago
$57
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Tue, Apr 21 from George Bush Intercontinental to Denver Intl., returning Tue, May 5, priced at $57 found 6 days ago
Tue, Apr 28 - Wed, Apr 29
MSP
Minneapolis - St. Paul Intl.
DEN
Denver Intl.
$57 Roundtrip, found 16 hours ago
$57
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Tue, Apr 28 from Minneapolis - St. Paul Intl. to Denver Intl., returning Wed, Apr 29, priced at $57 found 16 hours ago
Tue, Apr 28 - Mon, May 11
IAH
George Bush Intercontinental
DEN
Denver Intl.
$58 Roundtrip, found 6 days ago
$58
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Tue, Apr 28 from George Bush Intercontinental to Denver Intl., returning Mon, May 11, priced at $58 found 6 days ago
Sat, Apr 4 - Sat, Apr 4
DFW
Dallas-Fort Worth Intl.
DEN
Denver Intl.
$62 Roundtrip, found 1 hour ago
$62
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sat, Apr 4 from Dallas-Fort Worth Intl. to Denver Intl., returning Sat, Apr 4, priced at $62 found 1 hour ago
Sat, Apr 18 - Wed, Apr 22
IAH
George Bush Intercontinental
DEN
Denver Intl.
$62 Roundtrip, just found
$62
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Apr 18 from George Bush Intercontinental to Denver Intl., returning Wed, Apr 22, priced at $62 just found
Sat, Apr 11 - Sat, Apr 18
PHX
Sky Harbor Intl.
DEN
Denver Intl.
$63 Roundtrip, found 3 days ago
$63
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Apr 11 from Sky Harbor Intl. to Denver Intl., returning Sat, Apr 18, priced at $63 found 3 days ago
Wed, Apr 8 - Sun, Apr 26
IAH
George Bush Intercontinental
DEN
Denver Intl.
$64 Roundtrip, found 6 days ago
$64
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Apr 8 from George Bush Intercontinental to Denver Intl., returning Sun, Apr 26, priced at $64 found 6 days ago
Wed, May 13 - Sat, May 16
IAH
George Bush Intercontinental
DEN
Denver Intl.
$66 Roundtrip, found 1 day ago
$66
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, May 13 from George Bush Intercontinental to Denver Intl., returning Sat, May 16, priced at $66 found 1 day ago

Winter Park Flight Information

Traveling To
Winter Park
Destination Airport IATA Code
DEN
Number of Airlines Serving
Airlines
Frontier Airlines, Southwest Airlines
Flight Price
$56
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Winter Park economy flight packages

Price found within the past 48 hours. Click for updated prices.
Glenwood Springs Inn
2.0-star property

Glenwood Springs Inn

Apr 16 - Apr 19

3 night stay

Dallas (DFW) to Denver (DEN)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $360, price is now $217 per person
$217
per person
found 1 day ago
Hotel Alpenrock Breckenridge, Curio Collection by Hilton
4.0-star property

Hotel Alpenrock Breckenridge, Curio Collection by Hilton

Apr 25 - Apr 28

3 night stay

Dallas (DFW) to Denver (DEN)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $409, price is now $267 per person
$267
per person
found 1 day ago
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Winter Park first class flight packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Denver Downtown by IHG
3.0-star property

Holiday Inn Express Denver Downtown by IHG

7.2/10 Good! (1,821 reviews)

Apr 8 - Apr 11

3 night stay

New York (NYC) to Denver (DEN)

Delta • Roundtrip • FirstClass
Price was $883, price is now $791 per person
$791
per person
found 1 day ago
Breakfast was ok.the bacon was burnt. Eggs were cool

Reviewed on Dec 22, 2025

Hyatt Regency Denver at Colorado Convention Center
4.0-star property

Hyatt Regency Denver at Colorado Convention Center

9.2/10 Wonderful! (1,160 reviews)

Apr 8 - Apr 11

3 night stay

New York (NYC) to Denver (DEN)

Delta • Roundtrip • FirstClass
Price was $1,141, price is now $1,019 per person
$1,019
per person
found 1 day ago
We had the perfect stay thanks to the staff and services. Roger at check-in was delightful as well as helpful and we were soon in our 'room with a view' on the 8th floor. Valet parking was easy, always quick, and the personnel were very courteous. Cocktails in the Peaks Lounge is an experience not to be missed, as we enjoyed a Denver skyline view while sipping curated cocktails. Best of all were the facials we received from Madena and a massage from Julia at Spa Juniper in the hotel. Excellent stay. Can't wait to repeat the experience.

Reviewed on Jan 27, 2026

Hilton Garden Inn Denver Union Station, CO
3.5-star property

Hilton Garden Inn Denver Union Station, CO

9.2/10 Wonderful! (2,184 reviews)

Apr 8 - Apr 11

3 night stay

New York (NYC) to Denver (DEN)

Delta • Roundtrip • FirstClass
Price was $1,006, price is now $917 per person
$917
per person
found 1 day ago
Amazing customer service, Jolie was A+

Reviewed on Feb 15, 2026

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Winter Park

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Be sure to check our cruise page for free shore excursions, onboard spending, balcony upgrades and other perks. Orbitz offers last-minute, luxury, weekend and summer cruises. You can even designate which port you want to sail from and pre-book on-shore activities. Get there on the cheap with discounts on flights to Winter Park and Winter Park flights. Get more bang for your travel buck at Orbitz.

Frequently asked questions

Which airlines fly to Winter Park?
With 20 airlines providing services to Denver Intl. Airport (DEN), the entryway to Winter Park, you have plenty of choice. Score a rewarding deal among these leading international carriers that fly in and out of this city:

  • United Airlines - 269 flights to Winter Park per month
  • Southwest Airlines - 88 flights to Winter Park per month
  • Air Canada - 83 flights to Winter Park per month

How much is a flight to Winter Park?
Travelers from near and far snapped up return-flight deals ranging between $56 and $66 this week. Kicking off your journey from Houston (IAH)? The lowest one-way fares were just $28.
How to book the cheapest flight to Winter Park?
Using Orbitz, you'll find some of the most competitive flight deals around from a big selection of airlines. But if you'd like to heighten your chances of nabbing cheap flights to Winter Park, here are a few tips to bear in mind:

  • Depending on your departure point, click on the 'Nearby airports' function (located under the departure and arrival options). Oftentimes, other departure points offer better value for money.
  • If your travel plans aren't etched in stone, click on the 'Show flexible dates' link to bring up the flight deals for alternative departure dates. You may find a cheaper fare.
  • Hit 'Show options' to refine your search results. You can pick your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even specify whether you want to fly in the morning, afternoon or evening.
  • Lock in your fare as soon as you've sorted your travel dates. While it does happen from time to time, airfares rarely get cheaper as your date of departure approaches.
  • Combine your hotels, flights and car rental into a cost-effective package deal. Save your hard-earned cash for things you're really excited about, like exploring every corner of Winter Park.
  • Don't fly during peak seasons if you can. By avoiding summer and school vacations, you can save a significant amount on your airfares.

What is the best time to book a flight to Winter Park?
Generally speaking, January is the best month to purchase your plane ticket. This is followed by February and August. Keep this in mind while tracking down a cheap flight to Winter Park.
What day of the week is the cheapest to book a flight to Winter Park?
Make a booking on a Tuesday, Wednesday or Saturday. Typically, these are the cheapest days to purchase seats to Winter Park. The getaway of your dreams starts with an impressive flight deal!
What is the cheapest day of the week to fly to Winter Park?
Think about leaving early in the week to get cheap flights to Winter Park. Orbitz data from 2020 shows Monday is normally the cheapest day to set off, followed by Tuesday. Saturdays were shown to have the highest ticket fares. This is possibly because many travelers prefer to start their vacation after a long working week.
What is the cheapest month to fly to Winter Park?
Get set to jet for less in August. This is generally the best month to take off if you want cheap flights to Winter Park, according to Orbitz data. The costliest time to fly is June, so avoid this month if possible.
Which airlines allow free cancellation?
When searching for your Winter Park flights on Orbitz, click on "Filter by flexible change policies." This filter will quickly find all the carriers offering free cancellation within 24 hours of booking and no change fees. Relax knowing that if things unexpectedly change, your reservation can too.
What do I need for the flight to Winter Park?
Flying can be fun with a bit of pre-planning! Make your journey a smooth one with the following practical tips:

  • Whether you print it out or use an electronic one, you'll need your boarding pass to walk on to the plane. You'll also need some kind of government-issued identification. If you're traveling internationally, make sure your passport is valid.
  • To keep you occupied on the short hop to Winter Park, download your favorite songs or restock the audiobook library on your phone. Food can also be a welcome distraction while in the air, so take some snacks.
  • No matter the weather outside (or how long the flight), plane cabins can get cold. Bring a light jacket on board to keep yourself nice and toasty.

How do I get cheap first-class/business deals to Winter Park?
If you think a first or business-class airfare is out of your reach, you may want to think again. Here are some top tips to help you book a premium flight to Winter Park for less:

  • Be more flexible with your travel dates and hold out for sales or exclusive offers on first or business-class airfares.
  • Budget airlines offer business-class seats at a fraction of the usual cost. Give the full-service carriers a miss and consider these cheaper options.
  • Take advantage of your airline's customer loyalty program and upgrade your seat. Alternatively, you can try bidding for an upgrade in an online auction.

What is the best time to go to Winter Park?
Winter Park is a popular place in January, August and November. If you're contemplating visiting during these months, it may be an idea to book early to ensure you get the best deals. Wondering what the summertime's like in Winter Park? Average daily temperatures typically sit between 45 ºF and 70 ºF. Like most places in the Northern Hemisphere, summertime begins June 20 here.
Travel tips for Winter Park

  • Stroll along lively streets and lanes, get your snack on in inviting cafés and tour leading attractions like Fraser Tubing Hill. There are loads of things to keep you busy in this charismatic city.
  • If you'd love to venture a bit farther afield and check out other Winter Park tourist sites, book a car rental and follow the signs to University of Colorado Boulder. It won't take long to reach from the center of town.
  • Winter Park isn't the only city in Grand County with a fantastic personality. Spend a day or so soaking up the vibe of Kremmling before discovering some of the region's off-radar places.

More to Explore

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.