Cheap Flights to Winterset from $33

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How Much Does it Cost To Fly To Winterset?

The cheapest prices found with in the last 7 days for return flights were $66 and $33 for one-way flights to Winterset for the period specified. Prices and availability are subject to change. Additional terms apply

Thu, Feb 12 - Fri, Feb 20
DEN
Denver Intl.
DSM
Des Moines Intl.
$66 Roundtrip, found 1 hour ago
$66
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Thu, Feb 12 from Denver Intl. to Des Moines Intl., returning Fri, Feb 20, priced at $66 found 1 hour ago
OriginDestinationTravel DatesFlights From*
DENDes MoinesFebruary 12 to February 20$66
PHXDes MoinesMarch 14 to March 21$137
ATLDes MoinesFebruary 18 to March 2$155
DFWDes MoinesFebruary 19 to February 23$163
LAXDes MoinesJanuary 12 to January 12$184
RFDDes MoinesFebruary 14 to February 14$192
LGADes MoinesJanuary 21 to February 4$285
BOSDes MoinesJanuary 13 to January 20$286
SEADes MoinesJanuary 12 to January 17$319
CLTDes MoinesJanuary 2 to January 4$370
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
PHXDes MoinesDecember 27 to January 3$281
ATLDes MoinesDecember 27 to December 30$301
ORDDes MoinesDecember 28 to January 14$309
DENDes MoinesDecember 27 to December 30$322
LAXDes MoinesDecember 28 to January 2$391
LGADes MoinesDecember 27 to December 31$404
CLTDes MoinesDecember 27 to December 29$576
BOSDes MoinesDecember 28 to December 31$622
SEADes MoinesDecember 27 to January 3$1,203
*Prices include taxes and fees

Winterset Flight Information

Traveling to
Winterset
Lowest Price
$66
Number of Airlines Serving
Airlines Serving
Frontier Airlines
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Luxury Hotels in Winterset

Covered Bridge Inn

Covered Bridge Inn

2.5 out of 5
1312 Cedar Bridge Rd. Winterset IA
$109 nightly
The price is $122 total per night from Dec 26 to Dec 27
$122 total
Dec 26 - Dec 27
Total with taxes and fees
Stay at this motel in Winterset. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8.8/10 Excellent! (768 reviews)
Yes

Reviewed on Nov 27, 2025

Opens in a new windowCovered Bridge Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Winterset

Covered Bridge Inn

Covered Bridge Inn

2.5 out of 5
1312 Cedar Bridge Rd. Winterset IA
$109 nightly
The price is $122 total per night from Dec 26 to Dec 27
$122 total
Dec 26 - Dec 27
Total with taxes and fees
Stay at this motel in Winterset. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8.8/10 Excellent! (768 reviews)
Yes

Reviewed on Nov 27, 2025

Opens in a new windowCovered Bridge Inn
Cobblestone Inn & Suites - Winterset, IA

Cobblestone Inn & Suites - Winterset, IA

2.5 out of 5
1304 North 4th Avenue Winterset IA
$118 nightly
The price is $132 total per night from Jan 7 to Jan 8
$132 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
Book a stay at this business-friendly hotel in Winterset. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (712 reviews)
Nice place

Reviewed on Nov 26, 2025

Opens in a new windowCobblestone Inn & Suites - Winterset, IA
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Best Winterset Flight and Hotel Packages

Winterset flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Wildwood Lodge

Wildwood Lodge

3 out of 5
Price was $589, price is now $483 per person
$483
per person
Feb 11 - Feb 15
found 7 hours ago
Roundtrip flight included
Phoenix (PHX) to Des Moines (DSM)
Hotel Fort Des Moines, Curio Collection by Hilton

Hotel Fort Des Moines, Curio Collection by Hilton

4.5 out of 5
Price was $741, price is now $568 per person
$568
per person
Feb 11 - Feb 15
found 7 hours ago
Roundtrip flight included
Phoenix (PHX) to Des Moines (DSM)
Hyatt Place West Des Moines Jordan Creek

Hyatt Place West Des Moines Jordan Creek

3 out of 5
Price was $618, price is now $515 per person
$515
per person
Feb 11 - Feb 15
found 7 hours ago
Roundtrip flight included
Phoenix (PHX) to Des Moines (DSM)
Don't see what you're looking for?
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Need a Car For After Your Flight?

Economy

  • 4 people
  • Unlimited mileage
Des Moines, Iowa, USA

$25

$78 total
found 3 days ago
Economy undefined

Compact

  • 5 people
  • Unlimited mileage
Des Moines, Iowa, USA

$25

$78 total
found 3 days ago
Compact undefined

Midsize

  • 5 people
  • Unlimited mileage
Des Moines, Iowa, USA

$27

$83 total
found 3 days ago
Midsize undefined

Fullsize

  • 5 people
  • Unlimited mileage
Des Moines, Iowa, USA

$29

$88 total
found 3 days ago
Fullsize undefined
Lowest prices found within the past 3 days. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Which airlines fly to Winterset?
Chosen the dates for your big adventure to Winterset? With 6 air companies servicing this city, you're sure to find a flight that fits with your travel plans. These are a few of the most popular carriers:

  • American Airlines
  • Delta Air Lines
  • United Airlines

What airport is best to fly into Winterset?
Traveling to and from Winterset is a cinch, as it's serviced by just one airport. You'll find DSM approximately 25 mi from the bustling downtown area.
Where to stay in Winterset
Winterset isn't exactly known for its extensive variety of accommodations. All the same, with 4 properties on offer via Travelocity, you should be able to find someplace cozy pretty easily. Book a room now to avoid missing out!Looking for someplace to stay in Winterset? The Historic In - Town Acreage Close To All Local Attractions and the Cobblestone Inn & Suites - Winterset, IA are our top properties in this area.
Places to visit in Winterset
If you can't make it to the more popular museums, grow your knowledge at John Wayne Birthplace Museum. Like some more options? Experience an evening of entertainment and talent by visiting The Winterset Stage. But there's more. Search for wildlife, test your photography skills and walk along the trails at Pammel State Park.
How to get through airport security fast when traveling to Winterset
Your adventure to Winterset kicks off as soon as you've satisfied the security checks. We've summarized a few hints and tips to help you get through quickly:

  • Keep your travel ID and boarding pass in an easily accessible place. They'll be the first things you'll be asked for by airport security.
  • You'll need to stop the tunes for a few minutes. Headphones must be taken off and put in a tub to be X-rayed. The same applies to items such as keys and coins.
  • Electronics such as laptops, tablets and phones are always sent through the X-ray machine separately. Be sure to have them within easy reach.
  • Lip balm, toothpaste and other toiletry items in gel, liquid or cream form need to be stored in containers no larger than 3.4 ounces (100 milliliters). They also need to fit in a 1-quart (1-liter) clear zip-lock bag.
  • Security personnel may ask you to remove your shoes prior to entering the body scanner. Pick a pair that you can slip off easily. There's nothing more irritating than having to do up your laces again and again.
  • Some destinations have strict biosecurity laws. Think about where you're going to and whether or not you're permitted to fly with fruit and meats.

Plane Tickets To Winterset

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Winterset. Browse through our inventory to explore a wide range of cheap flights to Winterset to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Winterset as you anxiously await to exit the plane and explore what Winterset has to offer. Considering all the amazing local food and culture in Winterset, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Winterset to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Winterset without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Winterset with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Winterset today!

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.