Cheap Flights To Winterset 2025

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Winterset Flights as Low as $229

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, May 28 - Wed, Jun 4
IND
Indianapolis Intl.
DSM
Des Moines Intl.
$229 Roundtrip, found 1 day ago
$229
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, May 28 from Indianapolis Intl. to Des Moines Intl., returning Wed, Jun 4, priced at $229 found 1 day ago
Delta
Fri, Jun 13 - Mon, Jun 16
PHL
Philadelphia Intl.
DSM
Des Moines Intl.
$237 Roundtrip, found 21 hours ago
$237
Roundtrip
found 21 hours ago
Select Delta flight, departing Fri, Jun 13 from Philadelphia Intl. to Des Moines Intl., returning Mon, Jun 16, priced at $237 found 21 hours ago
Delta
Thu, May 29 - Wed, Jun 4
IND
Indianapolis Intl.
DSM
Des Moines Intl.
$238 Roundtrip, found 1 day ago
$238
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, May 29 from Indianapolis Intl. to Des Moines Intl., returning Wed, Jun 4, priced at $238 found 1 day ago
Delta
Wed, May 28 - Thu, Jun 5
IND
Indianapolis Intl.
DSM
Des Moines Intl.
$242 Roundtrip, found 1 day ago
$242
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, May 28 from Indianapolis Intl. to Des Moines Intl., returning Thu, Jun 5, priced at $242 found 1 day ago
Delta
Thu, May 29 - Fri, May 30
IND
Indianapolis Intl.
DSM
Des Moines Intl.
$247 Roundtrip, found 1 day ago
$247
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, May 29 from Indianapolis Intl. to Des Moines Intl., returning Fri, May 30, priced at $247 found 1 day ago
Delta
Thu, May 29 - Thu, Jun 5
IND
Indianapolis Intl.
DSM
Des Moines Intl.
$251 Roundtrip, found 1 day ago
$251
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, May 29 from Indianapolis Intl. to Des Moines Intl., returning Thu, Jun 5, priced at $251 found 1 day ago
Delta
Sat, May 24 - Sun, May 25
PHL
Philadelphia Intl.
DSM
Des Moines Intl.
$261 Roundtrip, found 4 days ago
$261
Roundtrip
found 4 days ago
Select Delta flight, departing Sat, May 24 from Philadelphia Intl. to Des Moines Intl., returning Sun, May 25, priced at $261 found 4 days ago
Delta
Sun, Jun 1 - Wed, Jun 4
IND
Indianapolis Intl.
DSM
Des Moines Intl.
$268 Roundtrip, found 1 day ago
$268
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, Jun 1 from Indianapolis Intl. to Des Moines Intl., returning Wed, Jun 4, priced at $268 found 1 day ago
Delta
Thu, May 29 - Mon, Jun 2
IND
Indianapolis Intl.
DSM
Des Moines Intl.
$270 Roundtrip, found 1 day ago
$270
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, May 29 from Indianapolis Intl. to Des Moines Intl., returning Mon, Jun 2, priced at $270 found 1 day ago
Delta
Thu, Jun 12 - Sun, Jun 15
PHL
Philadelphia Intl.
DSM
Des Moines Intl.
$272 Roundtrip, found 21 hours ago
$272
Roundtrip
found 21 hours ago
Select Delta flight, departing Thu, Jun 12 from Philadelphia Intl. to Des Moines Intl., returning Sun, Jun 15, priced at $272 found 21 hours ago
American Airlines
Sat, May 24 - Sun, May 25
PHL
Philadelphia Intl.
DSM
Des Moines Intl.
$285 Roundtrip, found 4 days ago
$285
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, May 24 from Philadelphia Intl. to Des Moines Intl., returning Sun, May 25, priced at $285 found 4 days ago
United
Mon, Jun 9 - Tue, Jun 17
PHL
Philadelphia Intl.
DSM
Des Moines Intl.
$288 Roundtrip, found 21 hours ago
$288
Roundtrip
found 21 hours ago
Select United flight, departing Mon, Jun 9 from Philadelphia Intl. to Des Moines Intl., returning Tue, Jun 17, priced at $288 found 21 hours ago
Frontier Airlines
Mon, Jun 9 - Mon, Jun 16
PHL
Philadelphia Intl.
DSM
Des Moines Intl.
$301 Roundtrip, found 21 hours ago
$301
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Mon, Jun 9 from Philadelphia Intl. to Des Moines Intl., returning Mon, Jun 16, priced at $301 found 21 hours ago
United
Mon, Oct 27 - Tue, Oct 28
ORD
O'Hare Intl.
DSM
Des Moines Intl.
$424 Roundtrip, found 22 hours ago
$424
Roundtrip
found 22 hours ago
Select United flight, departing Mon, Oct 27 from O'Hare Intl. to Des Moines Intl., returning Tue, Oct 28, priced at $424 found 22 hours ago
United
Mon, Oct 27 - Tue, Oct 28
ORD
O'Hare Intl.
DSM
Des Moines Intl.
$427 Roundtrip, found 22 hours ago
$427
Roundtrip
found 22 hours ago
Select United flight, departing Mon, Oct 27 from O'Hare Intl. to Des Moines Intl., returning Tue, Oct 28, priced at $427 found 22 hours ago
American Airlines
Sat, May 3 - Sat, May 10
MHT
Manchester-Boston Regional
DSM
Des Moines Intl.
$527 Roundtrip, found 6 days ago
$527
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, May 3 from Manchester-Boston Regional to Des Moines Intl., returning Sat, May 10, priced at $527 found 6 days ago

Flights to Winterset

No matter how much you fight the travel bug, sometimes there's only one solution—to hop on the next plane to Winterset. AARP Travel Center Powered by Expedia® is here to help you cure that bug with great deals on flights and activities. With the best rates from Expedia combined with members-only discounts, AARP Travel offers members the best price in travel, guaranteed.

AARP members get exclusive rates on:

  • Hotels
  • Car rentals
  • Flights
  • Waived booking fees on flights

Once you have got your trip scheduled, we will show you a full list of deals for your route. Don't forget to look at flights to alternative airports nearby, which can help you score a lower fare.

Transportation at the Winterset Airport

Once you have reserved plane tickets to Winterset with AARP Travel, you might want to book a vehicle so you can get around Winterset. You can request Winterset rental cars under our cars tab and hop in the driver's seat as soon as you step outside. For more information, check out the Winterset Car Rentals Guide.

Things to Do in Winterset

Not sure where to start? Not to worry—there's so many things to do in this city. No matter what you decide to do with your time, you're sure to have fun in this city.

If you're looking for some fun activities to do in Winterset, make sure you check out our "Things to Do in Winterset" page for activities and excursions for the whole family.

Where to Stay in Winterset

Winterset has lodging options in the area, so you will have no issues finding a place to stay close to all the things you want to see. If you need to stay close to an attraction or the airport in Winterset, check out our hotel listings page. No matter where you stay, just remember that you'll get the best price out there when you stay with AARP Travel.

Planning Your Flight to Winterset

Whether you are heading out on a business trip, exploring a place you have never been for fun or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. Do not wait a second longer—book your airfare today and land in Winterset tomorrow.