Search Cheap Flights to
Winterset

Photo by Tonette Pineda✈⛵🚌🚉🚃🚅🚀

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Winterset Flights as Low as $172

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

Frontier Airlines
Mon, Aug 11 - Mon, Aug 18
DEN
Denver Intl.
DSM
Des Moines Intl.
$172 Roundtrip, found 4 days ago
$172
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Aug 11 from Denver Intl. to Des Moines Intl., returning Mon, Aug 18, priced at $172 found 4 days ago
American Airlines
Tue, Jul 29 - Sun, Aug 3
ORD
O'Hare Intl.
DSM
Des Moines Intl.
$193 Roundtrip, found 2 days ago
$193
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Jul 29 from O'Hare Intl. to Des Moines Intl., returning Sun, Aug 3, priced at $193 found 2 days ago
Bargain Flight
Fri, Jul 11 - Mon, Jul 14
DTW
Detroit Metropolitan Wayne County
DSM
Des Moines Intl.
$205 Roundtrip, found 3 days ago
$205
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Fri, Jul 11 from Detroit Metropolitan Wayne County to Des Moines Intl., returning Mon, Jul 14, priced at $205 found 3 days ago
Bargain Flight
Tue, Jul 15 - Sun, Jul 20
CMH
John Glenn Columbus Intl.
DSM
Des Moines Intl.
$208 Roundtrip, found 1 day ago
$208
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Jul 15 from John Glenn Columbus Intl. to Des Moines Intl., returning Sun, Jul 20, priced at $208 found 1 day ago
Delta
Fri, Sep 26 - Thu, Oct 2
MSP
Minneapolis - St. Paul Intl.
DSM
Des Moines Intl.
$209 Roundtrip, found 1 day ago
$209
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Sep 26 from Minneapolis - St. Paul Intl. to Des Moines Intl., returning Thu, Oct 2, priced at $209 found 1 day ago
American Airlines
Thu, Sep 4 - Thu, Sep 11
LAX
Los Angeles Intl.
DSM
Des Moines Intl.
$237 Roundtrip, found 1 day ago
$237
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Sep 4 from Los Angeles Intl. to Des Moines Intl., returning Thu, Sep 11, priced at $237 found 1 day ago
Bargain Flight
Fri, Jul 25 - Tue, Jul 29
TPA
Tampa Intl.
DSM
Des Moines Intl.
$251 Roundtrip, found 1 day ago
$251
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Fri, Jul 25 from Tampa Intl. to Des Moines Intl., returning Tue, Jul 29, priced at $251 found 1 day ago
Delta
Wed, Jul 9 - Sat, Jul 12
RAP
Rapid City Regional
DSM
Des Moines Intl.
$259 Roundtrip, found 20 hours ago
$259
Roundtrip
found 20 hours ago
Select Delta flight, departing Wed, Jul 9 from Rapid City Regional to Des Moines Intl., returning Sat, Jul 12, priced at $259 found 20 hours ago
Bargain Flight
Wed, Jul 9 - Tue, Jul 15
DFW
Dallas-Fort Worth Intl.
DSM
Des Moines Intl.
$265 Roundtrip, found 2 days ago
$265
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Wed, Jul 9 from Dallas-Fort Worth Intl. to Des Moines Intl., returning Tue, Jul 15, priced at $265 found 2 days ago
Delta
Sat, Aug 9 - Tue, Aug 12
SYR
Hancock Intl.
DSM
Des Moines Intl.
$269 Roundtrip, found 1 day ago
$269
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Aug 9 from Hancock Intl. to Des Moines Intl., returning Tue, Aug 12, priced at $269 found 1 day ago
Delta
Sat, Aug 9 - Tue, Aug 12
ABE
Lehigh Valley Intl.
DSM
Des Moines Intl.
$274 Roundtrip, found 1 day ago
$274
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Aug 9 from Lehigh Valley Intl. to Des Moines Intl., returning Tue, Aug 12, priced at $274 found 1 day ago
American Airlines
Thu, Jul 3 - Tue, Jul 8
GJT
Grand Junction Regional
DSM
Des Moines Intl.
$274 Roundtrip, found 1 day ago
$274
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Jul 3 from Grand Junction Regional to Des Moines Intl., returning Tue, Jul 8, priced at $274 found 1 day ago
Delta
Tue, Jul 22 - Tue, Jul 29
LGB
Long Beach Municipal
DSM
Des Moines Intl.
$282 Roundtrip, found 21 hours ago
$282
Roundtrip
found 21 hours ago
Select Delta flight, departing Tue, Jul 22 from Long Beach Municipal to Des Moines Intl., returning Tue, Jul 29, priced at $282 found 21 hours ago
American Airlines
Tue, Jul 22 - Tue, Jul 29
SNA
John Wayne
DSM
Des Moines Intl.
$306 Roundtrip, found 21 hours ago
$306
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Tue, Jul 22 from John Wayne to Des Moines Intl., returning Tue, Jul 29, priced at $306 found 21 hours ago
Bargain Flight
Fri, Jun 20 - Tue, Jun 24
MSY
Louis Armstrong New Orleans Intl.
DSM
Des Moines Intl.
$341 Roundtrip, found 18 hours ago
$341
Roundtrip
found 18 hours ago
Select Bargain Flight flight, departing Fri, Jun 20 from Louis Armstrong New Orleans Intl. to Des Moines Intl., returning Tue, Jun 24, priced at $341 found 18 hours ago
Delta
Thu, Jun 19 - Wed, Jun 25
BTR
Baton Rouge Metropolitan
DSM
Des Moines Intl.
$354 Roundtrip, found 18 hours ago
$354
Roundtrip
found 18 hours ago
Select Delta flight, departing Thu, Jun 19 from Baton Rouge Metropolitan to Des Moines Intl., returning Wed, Jun 25, priced at $354 found 18 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 11 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 $172, 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 $172 right now, why wait?

Winterset Flight Information
Destination airport
Des Moines Intl.
Destination airport IATA code
DSM
Roundtrip price
$171

Last Minute Hotel Deals in Winterset

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! (688 reviews)
"We found the Covered Bridge Inn to be perfect for our needs. The Owner was very accommodating. My husband is unable to carry/lift things so the Owner came out and helped me bring in our luggage. He was very pleasant, recommended places to eat and things to see. Great stay, would recommend."

Reviewed on Jun 17, 2025

Get rates
Covered Bridge Inn
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! (633 reviews)
"Cobblestone Inn was in a great location for visiting places near Winterset, IA. The hotel rooms are very clean. The breakfast was nicely done. Staff is very helpful."

Reviewed on Jun 16, 2025

Get rates
Cobblestone Inn & Suites - Winterset, IA
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
Stay at this 4.5-star luxury hotel in Des Moines. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (1,006 reviews)
"No complaints"

Reviewed on Jun 16, 2025

Get rates
Hotel Fort Des Moines, Curio Collection by Hilton
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 ...
8.4/10 Very Good! (1,505 reviews)
"Close to Principal park. We went to the game on Saturday."

Reviewed on Jun 16, 2025

Get rates
Days Inn & Suites by Wyndham Des Moines Airport
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! (1,722 reviews)
"Beautiful property and room for a fair price."

Reviewed on Jun 16, 2025

Get rates
Stoney Creek Hotel Des Moines - Johnston
Motel 6 West Des Moines, IA
Motel 6 West Des Moines, IA
2 out of 5
7655 Office Plaza Dr N, West Des Moines, IA
Stay at this motel in West Des Moines. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
7.8/10 Good! (379 reviews)
"Fine"

Reviewed on Jun 16, 2025

Get rates
Motel 6 West Des Moines, IA
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
Stay at this 3-star business-friendly hotel in Des Moines. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (863 reviews)
"We stayed with our family and this property is very nice. Suits are very specious and the staff is very friendly."

Reviewed on Jun 15, 2025

Get rates
Home2 Suites by Hilton Des Moines at Drake University
La Quinta Inn & Suites by Wyndham Des Moines West Clive
La Quinta Inn & Suites by Wyndham Des Moines West Clive
3 out of 5
1390 Nw 118th St, Clive, IA
Stay at this 3-star family-friendly hotel in Clive. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,004 reviews)
"Good"

Reviewed on Jun 13, 2025

Get rates
La Quinta Inn & Suites by Wyndham Des Moines West Clive
See all 513 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.