Cheap flights To Winter Park (DEN) from $20

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Cheap Flights to Winter Park from $20 One Way, $40 Round Trip

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

Sat, Oct 31 - Mon, Nov 2
IAH
George Bush Intercontinental
DEN
Denver Intl.
$40 Roundtrip, just found
$40
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Oct 31 from George Bush Intercontinental to Denver Intl., returning Mon, Nov 2, priced at $40 just found
Sat, Oct 31 - Tue, Nov 3
ORD
O'Hare Intl.
DEN
Denver Intl.
$40 Roundtrip, found 3 hours ago
$40
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sat, Oct 31 from O'Hare Intl. to Denver Intl., returning Tue, Nov 3, priced at $40 found 3 hours ago
Sat, Oct 31 - Tue, Nov 3
DFW
Dallas-Fort Worth Intl.
DEN
Denver Intl.
$40 Roundtrip, found 2 hours ago
$40
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Sat, Oct 31 from Dallas-Fort Worth Intl. to Denver Intl., returning Tue, Nov 3, priced at $40 found 2 hours ago
Sat, Nov 14 - Mon, Nov 16
IAH
George Bush Intercontinental
DEN
Denver Intl.
$42 Roundtrip, found 3 hours ago
$42
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sat, Nov 14 from George Bush Intercontinental to Denver Intl., returning Mon, Nov 16, priced at $42 found 3 hours ago
Sat, Nov 7 - Sat, Nov 14
DFW
Dallas-Fort Worth Intl.
DEN
Denver Intl.
$43 Roundtrip, found 8 hours ago
$43
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Sat, Nov 7 from Dallas-Fort Worth Intl. to Denver Intl., returning Sat, Nov 14, priced at $43 found 8 hours ago
Sun, Nov 8 - Wed, Nov 11
LAX
Los Angeles Intl.
DEN
Denver Intl.
$44 Roundtrip, found 2 hours ago
$44
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Sun, Nov 8 from Los Angeles Intl. to Denver Intl., returning Wed, Nov 11, priced at $44 found 2 hours ago
Wed, Oct 28 - Thu, Nov 5
DFW
Dallas-Fort Worth Intl.
DEN
Denver Intl.
$44 Roundtrip, found 3 hours ago
$44
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Wed, Oct 28 from Dallas-Fort Worth Intl. to Denver Intl., returning Thu, Nov 5, priced at $44 found 3 hours ago
Wed, Dec 16 - Mon, Dec 21
DFW
Dallas-Fort Worth Intl.
DEN
Denver Intl.
$45 Roundtrip, found 14 hours ago
$45
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Wed, Dec 16 from Dallas-Fort Worth Intl. to Denver Intl., returning Mon, Dec 21, priced at $45 found 14 hours ago
Thu, Jan 7 - Tue, Jan 12
DFW
Dallas-Fort Worth Intl.
DEN
Denver Intl.
$47 Roundtrip, found 3 hours ago
$47
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Thu, Jan 7 from Dallas-Fort Worth Intl. to Denver Intl., returning Tue, Jan 12, priced at $47 found 3 hours ago
Thu, Nov 5 - Sat, Nov 7
MSP
Minneapolis - St. Paul Intl.
DEN
Denver Intl.
$50 Roundtrip, found 3 hours ago
$50
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Thu, Nov 5 from Minneapolis - St. Paul Intl. to Denver Intl., returning Sat, Nov 7, priced at $50 found 3 hours ago

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
$40
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.
Vail Run Resort
4.0-star property

Vail Run Resort

Nov 10 - Nov 14

4 night stay

Dallas (DFW) to Denver (DEN)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $440, price is now $309 per person
$309
per person
found 4 hours ago
Sonnenalp
5.0-star property

Sonnenalp

Nov 10 - Nov 14

4 night stay

Dallas (DFW) to Denver (DEN)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $711, price is now $519 per person
$519
per person
found 3 hours ago
Clearwater Lofts by Vail Resorts
4.0-star property

Clearwater Lofts by Vail Resorts

Nov 10 - Nov 14

4 night stay

Dallas (DFW) to Denver (DEN)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,003, price is now $736 per person
$736
per person
found 4 hours ago
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Winter Park premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Cambria Hotel Denver Downtown RiNo
4.0-star property

Cambria Hotel Denver Downtown RiNo

9.2/10 Wonderful! (840 reviews)

Nov 6 - Nov 8

2 night stay

Minneapolis (MSP) to Denver (DEN)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $489, price is now $422 per person
$422
per person
found 12 hours ago

The Brown Palace Hotel and Spa, Autograph Collection
4.5-star property

The Brown Palace Hotel and Spa, Autograph Collection

8.4/10 Very Good! (1,008 reviews)

Nov 6 - Nov 8

2 night stay

Minneapolis (MSP) to Denver (DEN)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $570, price is now $486 per person
$486
per person
found 12 hours ago
Beautiful and unique hotel. Service was average. The food at the ship tavern was excellent and the room was very comfortable. Make sure if you want room service in the morning to place the order the night before or early. We tried to order at 930am but unable to speak to anyone in the restaurant and then informed they were not longer doing room service. That was a disappointment. Otherwise the stay was lovely and within walking distance of many downtown restaurants, cafes, shops or a short Uber drive away. We would definitely stay again.

Reviewed on Oct 6, 2026

Clayton Hotel & Members Club - Cherry Creek, Denver
4.5-star property

Clayton Hotel & Members Club - Cherry Creek, Denver

9.2/10 Wonderful! (411 reviews)

Nov 6 - Nov 8

2 night stay

Minneapolis (MSP) to Denver (DEN)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $608, price is now $522 per person
$522
per person
found 12 hours ago

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Winter Park first class flight packages

Price found within the past 48 hours. Click for updated prices.
Renaissance Denver Hotel & Conference Center
4.0-star property

Renaissance Denver Hotel & Conference Center

8.8/10 Excellent! (1,896 reviews)

Nov 22 - Nov 28

6 night stay

Dallas (DFW) to Denver (DEN)

United • Roundtrip • FirstClass
Price was $1,157, price is now $1,007 per person
$1,007
per person
found 1 day ago
Great room only a few minor issues the faucet was loose. The road noise on the highway side is insanely loud all night. (Ask for room on opposite side if you are a light sleeper. Had a couple fighting in the hallway from the convention that was in town at like 2:30 but not the hotels fault. The pool and hot tub were nice. Would be nice to have an easy continental option for breakfast I really dealt on site food was ridiculously expensive for the quality. The in room coffee is terrible. (There was only one coffee pod for the room when we have two people.) We will most likely be back it’s a great location but surrounding area is a little sketchy.

Reviewed on Oct 7, 2026

The Maven Hotel at Dairy Block
4.5-star property

The Maven Hotel at Dairy Block

9.4/10 Exceptional! (1,113 reviews)

Nov 22 - Nov 28

6 night stay

Dallas (DFW) to Denver (DEN)

United • Roundtrip • FirstClass
Price was $1,455, price is now $1,212 per person
$1,212
per person
found 1 day ago
It is perfectly located. The staff is very friendly.

Reviewed on Oct 6, 2026

Hotel Teatro
4.5-star property

Hotel Teatro

9.2/10 Wonderful! (1,462 reviews)

Nov 22 - Nov 28

6 night stay

Dallas (DFW) to Denver (DEN)

United • Roundtrip • FirstClass
Price was $1,363, price is now $1,138 per person
$1,138
per person
found 1 day ago
Great clean room.

Reviewed on Oct 6, 2026

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Winter Park

Finding cheap flights to Winter Park is easy when you have Orbitz at your fingertips. Not only does Orbitz offer great deals on Winter Park flights, but we also include some special extras to make booking a breeze. Just check out our:

Mobile Site and Apps

With Orbitz’s mobile site, m.orbitz.com, you can book your flights to Winter Park through your smartphone or tablet’s Web browser. Plus, our free downloadable apps for Android and iPhone mean it’s just a simple click to access your flight updates and alerts. You can even book exclusive mobile-only deals on hotels to go with your flights to Winter Park—even on the same day.

Pick and Choose or Book Full Vacation Packages

Don’t just be satisfied with great deals on Winter Park flights—go for the full package! With Orbitz, you can also find fantastic savings on the perfect hotel, car rental, cruise, and even activities, so you don’t waste your trip waiting in line but have the time to enjoy your trip. Pick and choose the add-ons you need, or book an entire vacation package for greater overall discounts.

Rewards That Are Miles Better

Booking directly with an airline earns you air miles or points, and you can get those same rewards with booking on Orbitz too. When you book qualifying flights to Winter Park with Orbitz, just add in your frequent flyer number during your online booking and your details will be sent to your program.

Great Deals Every Day

Add in our extra savings on packages, free nights, and other discounts, and you know you are in good hands.

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 $40 and $50 this week. Kicking off your journey from Dallas (DFW)? The lowest one-way fares were just $20.
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.