Cheap flights To Winter Park (DEN) from $29

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Cheap Flights to Winter Park from $29 One Way, $57 Round Trip

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

Wed, Apr 22 - Tue, Apr 28
DFW
Dallas-Fort Worth Intl.
DEN
Denver Intl.
$57 Roundtrip, just found
$57
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Apr 22 from Dallas-Fort Worth Intl. to Denver Intl., returning Tue, Apr 28, priced at $57 just found
Wed, Apr 15 - Sat, Apr 18
DFW
Dallas-Fort Worth Intl.
DEN
Denver Intl.
$63 Roundtrip, found 6 hours ago
$63
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Wed, Apr 15 from Dallas-Fort Worth Intl. to Denver Intl., returning Sat, Apr 18, priced at $63 found 6 hours ago
Tue, May 12 - Tue, May 19
MSP
Minneapolis - St. Paul Intl.
DEN
Denver Intl.
$66 Roundtrip, found 6 hours ago
$66
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Tue, May 12 from Minneapolis - St. Paul Intl. to Denver Intl., returning Tue, May 19, priced at $66 found 6 hours ago
Tue, May 12 - Tue, May 19
MSP
Minneapolis - St. Paul Intl.
DEN
Denver Intl.
$68 Roundtrip, found 6 hours ago
$68
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Tue, May 12 from Minneapolis - St. Paul Intl. to Denver Intl., returning Tue, May 19, priced at $68 found 6 hours ago
Thu, Apr 30 - Wed, May 6
DFW
Dallas-Fort Worth Intl.
DEN
Denver Intl.
$73 Roundtrip, found 12 hours ago
$73
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Thu, Apr 30 from Dallas-Fort Worth Intl. to Denver Intl., returning Wed, May 6, priced at $73 found 12 hours ago
Wed, Apr 8 - Sat, Apr 11
DFW
Dallas-Fort Worth Intl.
DEN
Denver Intl.
$75 Roundtrip, found 3 hours ago
$75
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Wed, Apr 8 from Dallas-Fort Worth Intl. to Denver Intl., returning Sat, Apr 11, priced at $75 found 3 hours ago
Wed, May 20 - Wed, May 20
MSP
Minneapolis - St. Paul Intl.
DEN
Denver Intl.
$77 Roundtrip, found 1 day ago
$77
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, May 20 from Minneapolis - St. Paul Intl. to Denver Intl., returning Wed, May 20, priced at $77 found 1 day ago
Tue, May 12 - Tue, May 19
LAX
Los Angeles Intl.
DEN
Denver Intl.
$80 Roundtrip, found 1 day ago
$80
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, May 12 from Los Angeles Intl. to Denver Intl., returning Tue, May 19, priced at $80 found 1 day ago
Wed, May 13 - Tue, May 19
ORD
O'Hare Intl.
DEN
Denver Intl.
$92 Roundtrip, found 22 hours ago
$92
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Wed, May 13 from O'Hare Intl. to Denver Intl., returning Tue, May 19, priced at $92 found 22 hours ago
Tue, May 12 - Fri, May 15
MSP
Minneapolis - St. Paul Intl.
DEN
Denver Intl.
$147 Roundtrip, just found
$147
Roundtrip
just found
Select Sun Country Airlines flight, departing Tue, May 12 from Minneapolis - St. Paul Intl. to Denver Intl., returning Fri, May 15, priced at $147 just found

Winter Park Flight Information

Traveling To
Winter Park
Destination Airport IATA Code
DEN
Number of Airlines Serving
Airlines
Frontier Airlines, Sun Country Airlines
Flight Price
$57
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.
Hyatt Vacation Club at The Ranahan
4.0-star property

Hyatt Vacation Club at The Ranahan

Apr 24 - Apr 27

3 night stay

Houston (HOU) to Denver (DEN)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $406, price is now $267 per person
$267
per person
found 1 day ago
Antlers at Vail
3.0-star property

Antlers at Vail

May 8 - May 12

4 night stay

Houston (HOU) to Denver (DEN)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $870, price is now $579 per person
$579
per person
found 16 hours ago
Patterson Inn
3.5-star property

Patterson Inn

May 1 - May 4

3 night stay

Houston (HOU) to Denver (DEN)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $874, price is now $591 per person
$591
per person
found 13 hours ago
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Winter Park premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Denver-International Airport
2.5-star property

Hampton Inn Denver-International Airport

8.8/10 Excellent! (2,868 reviews)

May 14 - May 16

2 night stay

San Francisco (SFO) to Denver (DEN)

United • PremiumEconomy

Denver (DEN) to San Francisco (SFO)

Delta • PremiumEconomy
Price was $799, price is now $742 per person
$742
per person
found 1 day ago
Coordinate the pick up time at the airport better

Reviewed on Mar 3, 2026

Table Mountain Inn
4.0-star property

Table Mountain Inn

9.4/10 Exceptional! (1,207 reviews)

May 14 - May 16

2 night stay

San Francisco (SFO) to Denver (DEN)

United • PremiumEconomy

Denver (DEN) to San Francisco (SFO)

Delta • PremiumEconomy
Price was $1,166, price is now $1,075 per person
$1,075
per person
found 1 day ago
Wonderful property and staff and many restaurants and some shopping in walking distance.

Reviewed on Aug 8, 2025

Holiday Inn Express Denver Downtown by IHG
3.0-star property

Holiday Inn Express Denver Downtown by IHG

7.2/10 Good! (1,845 reviews)

May 14 - May 16

2 night stay

San Francisco (SFO) to Denver (DEN)

United • PremiumEconomy

Denver (DEN) to San Francisco (SFO)

Delta • PremiumEconomy
Price was $801, price is now $746 per person
$746
per person
found 1 day ago
Breakfast was ok.the bacon was burnt. Eggs were cool

Reviewed on Dec 22, 2025

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Winter Park first class flight packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Place Colorado Springs/Garden of the Gods
3.0-star property

Hyatt Place Colorado Springs/Garden of the Gods

8.6/10 Excellent! (294 reviews)

May 15 - May 18

3 night stay

Houston (IAH) to Denver (DEN)

Delta • Non-stop • FirstClass

Denver (DEN) to Houston (IAH)

United • Non-stop • FirstClass
Price was $928, price is now $833 per person
$833
per person
found 22 hours ago
The AC unit did work. The pillows and the mattress are terrible. The staff is very good

Reviewed on Feb 1, 2026

Garden of the Gods Resort and Club
4.5-star property

Garden of the Gods Resort and Club

9.4/10 Exceptional! (1,015 reviews)

May 15 - May 18

3 night stay

Houston (IAH) to Denver (DEN)

Delta • Non-stop • FirstClass

Denver (DEN) to Houston (IAH)

United • Non-stop • FirstClass
Price was $1,803, price is now $1,529 per person
$1,529
per person
found 22 hours ago
Fantastic staff and property! The views are breathtaking. We stayed in one of the cottages and it was beautiful, comfortable and private.

Reviewed on Jun 5, 2023

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Winter Park

Orbitz uses cutting edge mobile technology to help get you the best deals on Winter Park flights. We offer guaranteed low prices on air tickets that can be combined with hotels and car rentals to save you even more money.

Find Cheap Winter Park Flights And Hotel Rooms Using Our Mobile App

Orbitz not only guarantees low prices for flights to Winter Park, we also offer Mobile Steals on our Orbitz on the Go mobile app where you can find great mobile-only deals on hotel rooms in the area.

Use the Orbitz Flight Matrix To Save Big On Car Rental

Discount flights to Winter Park can be combined with car rental to get you additional savings. Just use our Flight Matrix to see how your budget air ticket can be combined with a car rental to make your trip not only inexpensive but also more convenient.

Use Multiple Airlines To Ensure You Get The Best Deal

Orbitz allows you to use multiple airlines for flights to Winter Park. By using a combination of airlines for discount flights you are guaranteed to get the lowest fares each way and get the schedule that is most convenient for you.

Store Your Frequent Flyer Information on Orbitz For Easy Access

Booking with Orbitz will still allow you to apply miles for flights to Winter Park to your frequent flyer program. Not only that, but your frequent flyer information will be safely stored on our website, so it will be easy to access the next time you book a discount air ticket with 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 $57 and $147 this week. Kicking off your journey from Dallas (DFW)? The lowest one-way fares were just $29.
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.