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Stewart

$207+ Cheap flights from Colorado Springs to New Windsor (COS - 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 10/6. Fares are subject to change and may not be available on all flights or dates of travel.
COS — SWF
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap flight deals from Colorado Springs to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Colorado Springs (COS) 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 September 16, 2025.

Round-trip from

$415
(Kiwi.com)

One-way from

$207
(Kiwi.com)

Popular in

March

Cheapest in

October

Average price

$257
From Colorado Springs to New Windsor Stewart
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One-way flight from Colorado Springs to New Windsor Stewart
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Highest demand for flights based on searches. 5% potential increase in price ($16 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($2 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Colorado Springs to Stewart

Cheapest flights from Colorado Springs to Stewart
Explore the most affordable flight options available from Colorado Springs to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/610:31 amCOS - SWF
1 stop21h 55mAllegiant Air
Thu 10/167:11 pmSWF - COS
1 stop15h 29mAllegiant Air
Deal found 9/15$415
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/610:31 amCOS - SWF
1 stop21h 55mAllegiant Air
Sun 10/127:11 pmSWF - COS
1 stop16h 30mAllegiant Air
Deal found 9/15$430
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/610:31 amCOS - SWF
1 stop21h 55mAllegiant Air
Thu 10/97:11 pmSWF - COS
1 stop15h 29mAllegiant Air
Deal found 9/15$437

Cheapflights Fare Finder

 
Customize your flight search to find flights from Colorado Springs 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 September 16, 2025.
Use the filters below to find and compare flights from Colorado Springs to New Windsor that are best for you.

Fly from

Colorado Springs

Fly to

Stewart

Route

Depart

Return

Price

Colorado SpringsNew Windsor

COS - SWF

COSSWF

Colorado Springs

Mon 10/6

10:31 am-10:26 am

1 stop21h 55m

New Windsor Stewart

Thu 10/16

7:11 pm-8:40 am

1 stop15h 29m

$415

Colorado SpringsNew Windsor

COS - SWF

COSSWF

Colorado Springs

Mon 10/6

10:31 am-10:26 am

1 stop21h 55m

New Windsor Stewart

Sun 10/12

7:11 pm-9:41 am

1 stop16h 30m

$430

Colorado SpringsNew Windsor

COS - SWF

COSSWF

Colorado Springs

Mon 10/6

10:31 am-10:26 am

1 stop21h 55m

New Windsor Stewart

Thu 10/9

7:11 pm-8:40 am

1 stop15h 29m

$437

Colorado SpringsNew Windsor

COS - SWF

COSSWF

Colorado Springs

Mon 10/6

10:31 am-10:26 am

1 stop21h 55m

$207

Colorado SpringsNew Windsor

COS - SWF

COSSWF

Colorado Springs

Sun 10/5

4:41 pm-10:26 am

3 stops39h 45m

$245

Colorado SpringsNew Windsor

COS - SWF

COSSWF

Colorado Springs

Mon 10/20

10:31 am-10:26 am

1 stop21h 55m

$280

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Best time to book a flight from Colorado Springs to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Colorado Springs 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 Colorado Springs to New Windsor

What is the cheapest month to book a flight from Colorado Springs to New Windsor?

Currently, October is the cheapest month in which you can book a flight from Colorado Springs to New Windsor (average of $109). Flying from Colorado Springs to New Windsor in December is currently the most expensive (average of $202). 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 Colorado Springs 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 Colorado Springs to New Windsor?

    Airlines like Allegiant Air fly from Colorado Springs to New Windsor in about 21h 55m. The time it takes to get you to your destination can typically vary by up to . The distance between Colorado Springs and New Windsor is about 1617 mi.

  • Can I find deals for flights from Colorado Springs to Stewart that include hotel bookings?

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

  • How can I find direct flights from Colorado Springs to Stewart?

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

  • Can I find deals for business class flights from Colorado Springs to Stewart?

    Yes. Cheapflights offers flight deals from Colorado Springs 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 Colorado Springs to New Windsor?

    Currently, October is the cheapest month in which you can book a flight from Colorado Springs to New Windsor (average of $109). Flying from Colorado Springs to New Windsor in December is currently the most expensive (average of $202). 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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