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Stewart

$159+ Cheap flights from Des Moines to New Windsor (DSM - SWF)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/16. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — SWF
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
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Cheap flight deals from Des Moines to Stewart

Cheapest flights from Des Moines to Stewart
Explore the most affordable flight options available from Des Moines to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 15, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/183:44 pmDSM - SWF
1 stop26h 37mAllegiant Air
Sat 12/207:50 pmSWF - DSM
1 stop27h 08mAllegiant Air
Deal found 12/14$526
This Kiwi.com deal was found by Cheapflights users on 12/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1711:15 amDSM - SWF
1 stop22h 04mAllegiant Air
Fri 12/198:11 pmSWF - DSM
1 stop19h 31mAllegiant Air
Deal found 12/13$539
This Kiwi.com deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1711:15 amDSM - SWF
1 stop22h 04mAllegiant Air
Sat 12/207:50 pmSWF - DSM
1 stop27h 08mAllegiant Air
Deal found 12/14$546
This Kiwi.com deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/209:00 amDSM - SWF
1 stop9h 00mAllegiant Air
Mon 12/225:28 pmSWF - DSM
1 stop29h 45mAllegiant Air
Deal found 12/14$572
This Kiwi.com deal was found by Cheapflights users on 12/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/192:11 pmDSM - SWF
1 stop27h 49mAllegiant Air
Mon 12/225:28 pmSWF - DSM
1 stop29h 45mAllegiant Air
Deal found 12/13$587
This Kiwi.com deal was found by Cheapflights users on 12/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/287:30 pmDSM - SWF
1 stop14h 17mMultiple Airlines
Thu 1/111:43 amSWF - DSM
2 stops27h 17mMultiple Airlines
Deal found 12/12$608
This Kiwi.com deal was found by Cheapflights users on 12/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/233:11 pmDSM - SWF
1 stop17h 39mAllegiant Air
Wed 12/315:34 pmSWF - DSM
1 stop26h 23mAllegiant Air
Deal found 12/13$617
This Kiwi.com deal was found by Cheapflights users on 12/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/159:00 amDSM - SWF
1 stop8h 40mAllegiant Air
Fri 12/198:11 pmSWF - DSM
1 stop19h 31mAllegiant Air
Deal found 12/12$637
This Kiwi.com deal was found by Cheapflights users on 12/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/233:11 pmDSM - SWF
1 stop17h 39mMultiple Airlines
Thu 12/2511:43 amSWF - DSM
1 stop23h 20mMultiple Airlines
Deal found 12/12$660
This Kiwi.com deal was found by Cheapflights users on 12/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/194:03 pmDSM - SWF
1 stop15h 52mMultiple Airlines
Mon 12/2212:24 pmSWF - DSM
2 stops30h 18mMultiple Airlines
Deal found 12/13$682
This Kiwi.com deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/233:11 pmDSM - SWF
1 stop17h 39mAllegiant Air
Sat 12/278:45 pmSWF - DSM
1 stop26h 41mAllegiant Air
Deal found 12/14$691

Find flight deals from Des Moines to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Des Moines (DSM) to Stewart (SWF). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 15, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
1 star

Round-trip from

$398
(Kiwi.com)

One-way from

$159
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$420
Provider with most accurate pricing for Des Moines-New Windsor Stewart flight deals.
Search Deals
Provider most trusted by Cheapflights users for Des Moines-New Windsor Stewart flights.
Search Deals
From Des Moines to New Windsor Stewart
Search Deals
One-way flight from Des Moines to New Windsor Stewart
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($48 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Des Moines to Stewart that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 15, 2025.
Use the filters below to find and compare flights from Des Moines to New Windsor that are best for you.

Fly from

Des Moines

Fly to

Stewart

Route

Depart

Return

Price

Des MoinesNew Windsor

DSM - SWF

DSMSWF

Des Moines

Fri 1/9

7:30 am-5:12 pm

1 stop8h 42m

New Windsor Stewart

Fri 1/16

6:02 pm-2:44 pm

1 stop21h 42m

$398

Des MoinesNew Windsor

DSM - SWF

DSMSWF

Des Moines

Fri 2/20

7:20 pm-7:34 pm

1 stop23h 14m

New Windsor Stewart

Sun 2/22

11:52 am-11:12 pm

1 stop12h 20m

$526

Des MoinesNew Windsor

DSM - SWF

DSMSWF

Des Moines

Sun 12/28

7:30 pm-10:47 am

1 stop14h 17m

New Windsor Stewart

Thu 1/1

11:43 am-2:00 pm

2 stops27h 17m

$608

Des MoinesNew Windsor

DSM - SWF

DSMSWF

Des Moines

Fri 2/13

3:24 pm-5:09 pm

1 stop24h 45m

New Windsor Stewart

Sun 2/15

11:42 am-11:12 pm

1 stop12h 30m

$609

Des MoinesNew Windsor

DSM - SWF

DSMSWF

Des Moines

Tue 12/30

6:41 pm-4:44 pm

1 stop21h 03m

New Windsor Stewart

Sat 1/3

8:45 pm-10:26 pm

1 stop26h 41m

$767

Des MoinesNew Windsor

DSM - SWF

DSMSWF

Des Moines

Fri 12/26

6:30 am-7:28 pm

1 stop11h 58m

New Windsor Stewart

Wed 12/31

5:34 pm-6:57 pm

1 stop26h 23m

$889

Des MoinesNew Windsor

DSM - SWF

DSMSWF

Des Moines

Fri 12/26

6:30 am-7:28 pm

1 stop11h 58m

New Windsor Stewart

Tue 12/30

4:50 pm-12:55 pm

1 stop21h 05m

$904

Des MoinesNew Windsor

DSM - SWF

DSMSWF

Des Moines

Sat 12/27

8:29 pm-11:03 am

2 stops13h 34m

New Windsor Stewart

Mon 12/29

12:52 pm-5:51 pm

1 stop29h 59m

$906

Des MoinesNew Windsor

DSM - SWF

DSMSWF

Des Moines

Sat 12/27

9:00 am-7:55 pm

1 stop9h 55m

New Windsor Stewart

Mon 12/29

12:52 pm-5:51 pm

1 stop29h 59m

$952

Des MoinesNew Windsor

DSM - SWF

DSMSWF

Des Moines

Sat 12/27

9:00 am-7:55 pm

1 stop9h 55m

New Windsor Stewart

Wed 12/31

5:34 pm-6:57 pm

1 stop26h 23m

$1,010

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

Showing 1-10 of 21 results
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  • Most accurate provider: When it comes to deals on Des Moines-New Windsor flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Des Moines-New Windsor flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Des Moines-New Windsor flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Des Moines-New Windsor flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Des Moines-New Windsor flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Des Moines to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Des Moines with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Des Moines to New Windsor

What is the cheapest month to book a flight from Des Moines to New Windsor?

Currently, November is the cheapest month in which you can book a flight from Des Moines to New Windsor (average of $82). Flying from Des Moines to New Windsor in January is currently the most expensive (average of $258). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Des Moines to Stewart. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Des Moines to New Windsor?

    A quick flight from Des Moines to New Windsor can take about 8h 42m. Allegiant Air provides one of the quickest options available for as low as $398. The distance from Des Moines to New Windsor is about 1009 mi.

  • Can I find deals for flights from Des Moines to Stewart that include hotel bookings?

    Yes. In addition to deals on Des Moines to Stewart flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Des Moines to Stewart?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Des Moines to Stewart.

  • Can I find deals for business class flights from Des Moines to Stewart?

    Yes. Cheapflights offers flight deals from Des Moines to Stewart by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Des Moines to New Windsor?

    Currently, November is the cheapest month in which you can book a flight from Des Moines to New Windsor (average of $82). Flying from Des Moines to New Windsor in January is currently the most expensive (average of $258). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near New Windsor?

Book flights to New Windsor if you plan to visit one of these locations
Kingston

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Alternative routes for Des Moines to Stewart

See prices for flight routes from nearby airports that may be better suited for you.
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