Search Cheap Flights to
Winterset

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Winterset Flights as Low as $152

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

Frontier Airlines
Wed, Aug 12 - Mon, Aug 17
DEN
Denver Intl.
DSM
Des Moines Intl.
$152 Roundtrip, found 1 day ago
$152
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Aug 12 from Denver Intl. to Des Moines Intl., returning Mon, Aug 17, priced at $152 found 1 day ago
Frontier Airlines
Wed, Jul 29 - Wed, Aug 5
AUS
Austin-Bergstrom Intl.
DSM
Des Moines Intl.
$226 Roundtrip, found 16 hours ago
$226
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Wed, Jul 29 from Austin-Bergstrom Intl. to Des Moines Intl., returning Wed, Aug 5, priced at $226 found 16 hours ago
Delta
Mon, Aug 31 - Mon, Sep 14
LAX
Los Angeles Intl.
DSM
Des Moines Intl.
$227 Roundtrip, found 10 hours ago
$227
Roundtrip
found 10 hours ago
Select Delta flight, departing Mon, Aug 31 from Los Angeles Intl. to Des Moines Intl., returning Mon, Sep 14, priced at $227 found 10 hours ago
Delta
Thu, Aug 20 - Mon, Aug 24
PHL
Philadelphia Intl.
DSM
Des Moines Intl.
$237 Roundtrip, found 10 hours ago
$237
Roundtrip
found 10 hours ago
Select Delta flight, departing Thu, Aug 20 from Philadelphia Intl. to Des Moines Intl., returning Mon, Aug 24, priced at $237 found 10 hours ago
Frontier Airlines
Wed, Jul 29 - Wed, Aug 5
SAN
San Diego Intl.
DSM
Des Moines Intl.
$248 Roundtrip, found 16 hours ago
$248
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Wed, Jul 29 from San Diego Intl. to Des Moines Intl., returning Wed, Aug 5, priced at $248 found 16 hours ago
Bargain Flight
Sat, Jul 11 - Sun, Jul 12
CLE
Hopkins Intl.
DSM
Des Moines Intl.
$252 Roundtrip, found 5 hours ago
$252
Roundtrip
found 5 hours ago
Select Bargain Flight flight, departing Sat, Jul 11 from Hopkins Intl. to Des Moines Intl., returning Sun, Jul 12, priced at $252 found 5 hours ago
Frontier Airlines
Wed, Jul 29 - Wed, Aug 5
DFW
Dallas-Fort Worth Intl.
DSM
Des Moines Intl.
$256 Roundtrip, found 8 hours ago
$256
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Wed, Jul 29 from Dallas-Fort Worth Intl. to Des Moines Intl., returning Wed, Aug 5, priced at $256 found 8 hours ago
Frontier Airlines
Wed, Aug 5 - Mon, Aug 17
ONT
Ontario Intl. Airport
DSM
Des Moines Intl.
$258 Roundtrip, found 8 hours ago
$258
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Wed, Aug 5 from Ontario Intl. Airport to Des Moines Intl., returning Mon, Aug 17, priced at $258 found 8 hours ago
Frontier Airlines
Wed, Jul 29 - Mon, Aug 10
MCO
Orlando Intl.
DSM
Des Moines Intl.
$259 Roundtrip, found 6 days ago
$259
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Jul 29 from Orlando Intl. to Des Moines Intl., returning Mon, Aug 10, priced at $259 found 6 days ago
Frontier Airlines
Fri, Sep 11 - Mon, Sep 14
PHX
Sky Harbor Intl.
DSM
Des Moines Intl.
$259 Roundtrip, found 2 hours ago
$259
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Fri, Sep 11 from Sky Harbor Intl. to Des Moines Intl., returning Mon, Sep 14, priced at $259 found 2 hours ago
Bargain Flight
Tue, Jul 7 - Tue, Jul 14
LGA
LaGuardia
DSM
Des Moines Intl.
$295 Roundtrip, found 10 hours ago
$295
Roundtrip
found 10 hours ago
Select Bargain Flight flight, departing Tue, Jul 7 from LaGuardia to Des Moines Intl., returning Tue, Jul 14, priced at $295 found 10 hours ago
Bargain Flight
Thu, Jul 2 - Mon, Jul 6
PIT
Pittsburgh Intl.
DSM
Des Moines Intl.
$309 Roundtrip, found 5 hours ago
$309
Roundtrip
found 5 hours ago
Select Bargain Flight flight, departing Thu, Jul 2 from Pittsburgh Intl. to Des Moines Intl., returning Mon, Jul 6, priced at $309 found 5 hours ago
United
Thu, Aug 20 - Tue, Sep 1
EWR
Newark Liberty Intl. Airport
DSM
Des Moines Intl.
$319 Roundtrip, found 3 days ago
$319
Roundtrip
found 3 days ago
Select United flight, departing Thu, Aug 20 from Newark Liberty Intl. Airport to Des Moines Intl., returning Tue, Sep 1, priced at $319 found 3 days ago
American Airlines
Thu, Aug 20 - Mon, Aug 24
TTN
Mercer
DSM
Des Moines Intl.
$376 Roundtrip, found 10 hours ago
$376
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Thu, Aug 20 from Mercer to Des Moines Intl., returning Mon, Aug 24, priced at $376 found 10 hours ago
American Airlines
Sat, Jul 25 - Sun, Aug 2
CLD
McClellan-Palomar
DSM
Des Moines Intl.
$382 Roundtrip, found 4 days ago
$382
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Jul 25 from McClellan-Palomar to Des Moines Intl., returning Sun, Aug 2, priced at $382 found 4 days ago
Frontier Airlines
Wed, Jul 29 - Mon, Aug 3
ATL
Hartsfield-Jackson Atlanta Intl.
DSM
Des Moines Intl.
$417 Roundtrip, found 15 hours ago
$417
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Wed, Jul 29 from Hartsfield-Jackson Atlanta Intl. to Des Moines Intl., returning Mon, Aug 3, priced at $417 found 15 hours ago

Cheap Flights to Winterset

Fall in love at first flight with your vacation to Winterset by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Winterset on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Winterset, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Winterset

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Winterset with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the DSM airport.

What is the cheapest month to fly to Winterset?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Winterset are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Winterset?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 13 to choose from for your flight to Winterset.

What airport is best to fly into Winterset?

When you’re planning your trip to Winterset, convenience is the name of the game. Luckily, Winterset Des Moines Intl. Airport is nearby so you can deplane and get going on checking off everything on your Winterset must-do list.

How much are flights to Winterset?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Winterset on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $152, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Winterset?

The trick to saving a stack of cash on your flight to Winterset? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $152 right now, why wait?

Winterset Flight Information
Destination airport
Des Moines Intl.
Destination airport IATA code
DSM
Roundtrip price
$151

Last Minute Hotel Deals in Winterset

Cobblestone Inn & Suites - Winterset, IA

Cobblestone Inn & Suites - Winterset, IA

2.5 out of 5
1304 North 4th Avenue Winterset IA
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! (757 reviews)
"Nice place the staff was very nice and a nice breakfast"

Reviewed on Jun 24, 2026

Get rates
Cobblestone Inn & Suites - Winterset, IA
Covered Bridge Inn

Covered Bridge Inn

2.5 out of 5
1312 Cedar Bridge Rd. Winterset IA
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 ...
9/10 Wonderful! (796 reviews)
"Hotel is currently undergoing a remodel, but still in great shape......the staff was beyond helpful and friendly.......the site and room were very clean and comfortable.......will definitely stay there again"

Reviewed on Jun 23, 2026

Get rates
Covered Bridge Inn
Fairfield Inn and Suites by Marriott Des Moines West

Fairfield Inn and Suites by Marriott Des Moines West

3 out of 5
7225 Vista Dr West Des Moines IA
Book a stay at this business-friendly hotel in West Des Moines. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,003 reviews)
"The breakfast was great! I wish they had some fresh fruit at the buffet though. Our lock on our door did not work. My husband had to do something with it every time we left."

Reviewed on Jun 27, 2026

Get rates
Fairfield Inn and Suites by Marriott Des Moines West
Days Inn & Suites by Wyndham Des Moines Airport

Days Inn & Suites by Wyndham Des Moines Airport

2 out of 5
1901 Hackley Ave Des Moines IA
Book a stay at this business-friendly hotel in Des Moines. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,817 reviews)
"Yes"

Reviewed on Jun 26, 2026

Get rates
Days Inn & Suites by Wyndham Des Moines Airport
Hotel Fort Des Moines, Curio Collection by Hilton

Hotel Fort Des Moines, Curio Collection by Hilton

4.5 out of 5
1000 Walnut St Des Moines IA
Book a stay at this luxury hotel in Des Moines. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...
9.6/10 Exceptional! (1,203 reviews)
"In our room, the smoke detector flashed brightly all night long which was of course only noticeable with the lights out. The handle on the shower door was wobbly and should have been noticed by cleaning staff. The room design was odd. There was a Keurig-style coffee maker in the room which was snugged ..."

Reviewed on Jun 27, 2026

Get rates
Hotel Fort Des Moines, Curio Collection by Hilton
Drury Inn & Suites West Des Moines

Drury Inn & Suites West Des Moines

3 out of 5
5505 Mills Civic Pkwy West Des Moines IA
Book a stay at this business-friendly hotel in West Des Moines. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (1,065 reviews)
"Very clean room and super friendly staff. The dinner and breakfast were a great addition to our stay. Great location for your cross country trip."

Reviewed on Jun 27, 2026

Get rates
Drury Inn & Suites West Des Moines
Home2 Suites by Hilton Des Moines at Drake University

Home2 Suites by Hilton Des Moines at Drake University

3 out of 5
2650 University Ave. Des Moines IA
Book a stay at this business-friendly hotel in Des Moines. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (1,003 reviews)
"The location of the hotel was perfect, easy and free parking. Nearby to restaurants and coffee shops. The room was comfy and a nice size. Very clean. The staff was very friendly and accessible. I would stay again."

Reviewed on Jun 23, 2026

Get rates
Home2 Suites by Hilton Des Moines at Drake University
Stoney Creek Hotel Des Moines - Johnston

Stoney Creek Hotel Des Moines - Johnston

2.5 out of 5
5291 Stoney Creek Court Johnston IA
Book a stay at this business-friendly hotel in Johnston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
8.8/10 Excellent! (1,855 reviews)
"Always a wonderful stay, great staff ."

Reviewed on Jun 26, 2026

Get rates
Stoney Creek Hotel Des Moines - Johnston
See all 563 properties in Winterset
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.