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Stewart

$179+ 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 5/4. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — SWF
Mar 13 — Mar 201
Fri 3/13
Fri 3/20
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 February 11, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/10. 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 2/10$437
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 2/10$515
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 3/288:21 pm
DSM
-
SWF
2 stops13h 47m
Multiple Airlines
Sat 4/411:45 am
SWF
-
DSM
1 stop6h 55m
Multiple Airlines
Deal found 2/11$525
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 3/14:10 pm
DSM
-
SWF
1 stop25h 33m
Allegiant Air
Thu 3/57:27 pm
SWF
-
DSM
1 stop24h 00m
Allegiant Air
Deal found 2/10$585
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 3/198:30 am
DSM
-
SWF
1 stop23h 22m
Multiple Airlines
Sun 3/2210:29 am
SWF
-
DSM
2 stops23h 36m
Multiple Airlines
Deal found 2/10$600
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 2/154:15 pm
DSM
-
SWF
1 stop25h 32m
Allegiant Air
Sun 2/227:28 pm
SWF
-
DSM
1 stop24h 02m
Allegiant Air
Deal found 2/10$611
This Kiwi.com deal was found by Cheapflights users on 2/8. 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 2/2511:32 am
DSM
-
SWF
1 stop30h 00m
Allegiant Air
Fri 2/2711:03 am
SWF
-
DSM
1 stop23h 22m
Allegiant Air
Deal found 2/8$615

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 February 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$437
(Kiwi.com)

One-way from

$179
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$387
Provider with most accurate pricing for Des Moines-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Des Moines-New York (NYC) flights.
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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. 8% potential increase in price ($32 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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 February 11, 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

Thu 5/21

9:43 am-8:51 am

1 stop22h 08m

New Windsor Stewart

Mon 5/25

7:46 pm-2:07 pm

1 stop19h 21m

$437

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

$515

Des MoinesNew Windsor

DSM - SWF

DSMSWF

Des Moines

Sat 3/28

8:21 pm-11:08 am

2 stops13h 47m

New Windsor Stewart

Sat 4/4

11:45 am-5:40 pm

1 stop6h 55m

$525

Des MoinesNew Windsor

DSM - SWF

DSMSWF

Des Moines

Sun 3/1

4:10 pm-6:43 pm

1 stop25h 33m

New Windsor Stewart

Thu 3/5

7:27 pm-6:27 pm

1 stop24h 00m

$585

Des MoinesNew Windsor

DSM - SWF

DSMSWF

Des Moines

Mon 5/4

2:20 pm-11:25 am

2 stops44h 05m

$179

Des MoinesNew Windsor

DSM - SWF

DSMSWF

Des Moines

Sun 3/29

3:22 pm-8:57 am

2 stops16h 35m

$204

Des MoinesNew Windsor

DSM - SWF

DSMSWF

Des Moines

Sun 5/31

3:30 pm-6:56 pm

1 stop26h 26m

$234

Des MoinesNew Windsor

DSM - SWF

DSMSWF

Des Moines

Sun 3/29

2:49 pm-7:01 pm

1 stop27h 12m

$249

Des MoinesNew Windsor

DSM - SWF

DSMSWF

Des Moines

Wed 3/4

1:56 pm-11:08 am

1 stop20h 12m

$265

Des MoinesNew Windsor

DSM - SWF

DSMSWF

Des Moines

Sun 5/31

2:10 pm-5:03 pm

3 stops25h 53m

$298

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/8

Showing 1-10 of 13 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 $348). 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 22h 08m. Allegiant Air provides one of the quickest options available for as low as $437. 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 $348). 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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