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Stewart

$194+ 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
Feb 24 — Mar 31
Tue 2/24
Tue 3/3
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 January 25, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/23. 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 5/305:16 pm
DSM
-
SWF
1 stop14h 42m
Multiple Airlines
Thu 6/1110:28 am
SWF
-
DSM
2 stops31h 31m
Multiple Airlines
Deal found 1/23$428
This Kiwi.com deal was found by Cheapflights users on 1/22. 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 2/46:14 pm
DSM
-
SWF
1 stop14h 44m
Allegiant Air
Fri 2/67:33 pm
SWF
-
DSM
1 stop22h 35m
Allegiant Air
Deal found 1/22$459
This Kiwi.com deal was found by Cheapflights users on 1/23. 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 1/286:14 pm
DSM
-
SWF
1 stop14h 44m
Allegiant Air
Fri 1/307:33 pm
SWF
-
DSM
1 stop22h 35m
Allegiant Air
Deal found 1/23$484
This Kiwi.com deal was found by Cheapflights users on 1/22. 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 5/219:43 am
DSM
-
SWF
1 stop22h 08m
Allegiant Air
Mon 5/257:46 pm
SWF
-
DSM
1 stop19h 21m
Allegiant Air
Deal found 1/22$491
This Kiwi.com deal was found by Cheapflights users on 1/23. 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 1/306:30 am
DSM
-
SWF
1 stop11h 13m
Allegiant Air
Fri 2/67:33 pm
SWF
-
DSM
1 stop22h 35m
Allegiant Air
Deal found 1/23$496
This Kiwi.com deal was found by Cheapflights users on 1/23. 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 3/54:06 pm
DSM
-
SWF
1 stop25h 40m
Allegiant Air
Thu 3/128:40 pm
SWF
-
DSM
1 stop23h 21m
Allegiant Air
Deal found 1/23$501
This Kiwi.com deal was found by Cheapflights users on 1/22. 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 2/67:30 am
DSM
-
SWF
1 stop8h 42m
Allegiant Air
Thu 2/1211:42 am
SWF
-
DSM
1 stop12h 30m
Allegiant Air
Deal found 1/22$534
This Kiwi.com deal was found by Cheapflights users on 1/23. 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 3/84:06 pm
DSM
-
SWF
1 stop25h 40m
Allegiant Air
Thu 3/128:40 pm
SWF
-
DSM
1 stop23h 21m
Allegiant Air
Deal found 1/23$545
This Kiwi.com deal was found by Cheapflights users on 1/22. 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 3/84:06 pm
DSM
-
SWF
1 stop25h 40m
Allegiant Air
Sun 3/158:40 pm
SWF
-
DSM
1 stop23h 21m
Allegiant Air
Deal found 1/22$552

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 January 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$428
(Kiwi.com)

One-way from

$194
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$376
Provider with most accurate pricing for Des Moines-New York (NYC) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Des Moines-New York (NYC) 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. 15% potential increase in price ($60 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 January 2026
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 January 25, 2026.
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

Wed 2/4

6:14 pm-9:58 am

1 stop14h 44m

New Windsor Stewart

Fri 2/6

7:33 pm-5:08 pm

1 stop22h 35m

$459

Des MoinesNew Windsor

DSM - SWF

DSMSWF

Des Moines

Wed 1/28

6:14 pm-9:58 am

1 stop14h 44m

New Windsor Stewart

Fri 1/30

7:33 pm-5:08 pm

1 stop22h 35m

$484

Des MoinesNew Windsor

DSM - SWF

DSMSWF

Des Moines

Fri 1/30

6:30 am-6:43 pm

1 stop11h 13m

New Windsor Stewart

Fri 2/6

7:33 pm-5:08 pm

1 stop22h 35m

$496

Des MoinesNew Windsor

DSM - SWF

DSMSWF

Des Moines

Thu 3/5

4:06 pm-6:46 pm

1 stop25h 40m

New Windsor Stewart

Thu 3/12

8:40 pm-7:01 pm

1 stop23h 21m

$501

Des MoinesNew Windsor

DSM - SWF

DSMSWF

Des Moines

Fri 2/6

7:30 am-5:12 pm

1 stop8h 42m

New Windsor Stewart

Thu 2/12

11:42 am-11:12 pm

1 stop12h 30m

$534

Des MoinesNew Windsor

DSM - SWF

DSMSWF

Des Moines

Sun 3/8

4:06 pm-6:46 pm

1 stop25h 40m

New Windsor Stewart

Thu 3/12

8:40 pm-7:01 pm

1 stop23h 21m

$545

Des MoinesNew Windsor

DSM - SWF

DSMSWF

Des Moines

Sun 3/8

4:06 pm-6:46 pm

1 stop25h 40m

New Windsor Stewart

Sun 3/15

8:40 pm-7:01 pm

1 stop23h 21m

$552

Des MoinesNew Windsor

DSM - SWF

DSMSWF

Des Moines

Mon 2/16

7:20 pm-11:51 am

1 stop15h 31m

$194

Des MoinesNew Windsor

DSM - SWF

DSMSWF

Des Moines

Wed 1/28

6:14 pm-9:58 am

1 stop14h 44m

$217

Des MoinesNew Windsor

DSM - SWF

DSMSWF

Des Moines

Sat 2/14

8:30 am-5:09 pm

1 stop7h 39m

$228

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/23

Showing 1-10 of 17 results
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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 $350). 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 14h 44m. Allegiant Air provides one of the quickest options available for as low as $459. 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 $350). 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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