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Stewart

$226+ Cheap flights from Cali (CLO) to New Windsor (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 10/23. Fares are subject to change and may not be available on all flights or dates of travel.
CLO — SWF
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap flight deals from Cali to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Cali (CLO) 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

$346
(Kiwi.com)

One-way from

$226
(Kiwi.com)

Popular in

June

Cheapest in

March

Average price

$459
From Cali Alfonso B. Aragon Intl to New Windsor Stewart
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One-way flight from Cali Alfonso B. Aragon Intl to New Windsor Stewart
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Highest demand for flights based on searches. 5% potential increase in price ($30 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 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 Cali to Stewart

Cheapest flights from Cali to Stewart
Explore the most affordable flight options available from Cali 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.
Thu 10/162:20 pmCLO - SWF
1 stop19h 21mMultiple Airlines
Fri 10/2411:31 amSWF - CLO
1 stop26h 52mMultiple Airlines
Deal found 9/15$346
This Mytrip deal was found by Cheapflights users on 9/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/161:13 pmCLO - SWF
2 stops20h 28mMultiple Airlines
Mon 10/2011:01 amSWF - CLO
2 stops21h 09mMultiple Airlines
Deal found 9/16$368
This Mytrip deal was found by Cheapflights users on 9/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/910:09 pmCLO - SWF
2 stops11h 42mMultiple Airlines
Mon 10/1311:01 amSWF - CLO
2 stops21h 09mMultiple Airlines
Deal found 9/16$462

Cheapflights Fare Finder

 
Customize your flight search to find flights from Cali 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 Cali to New Windsor that are best for you.

Fly from

Cali

Fly to

Stewart

Route

Depart

Return

Price

CaliNew Windsor

CLO - SWF

CLOSWF

Cali Alfonso B. Aragon Intl

Thu 10/16

2:20 pm-10:41 am

1 stop19h 21m

New Windsor Stewart

Fri 10/24

11:31 am-1:23 pm

1 stop26h 52m

$346

CaliNew Windsor

CLO - SWF

CLOSWF

Cali Alfonso B. Aragon Intl

Thu 10/16

1:13 pm-10:41 am

2 stops20h 28m

New Windsor Stewart

Mon 10/20

11:01 am-7:10 am

2 stops21h 09m

$368

CaliNew Windsor

CLO - SWF

CLOSWF

Cali Alfonso B. Aragon Intl

Thu 10/9

9:24 pm-10:51 am

2 stops12h 27m

New Windsor Stewart

Mon 10/13

11:01 am-7:10 am

2 stops21h 09m

$466

CaliNew Windsor

CLO - SWF

CLOSWF

Cali Alfonso B. Aragon Intl

Thu 10/23

2:20 pm-10:41 am

1 stop19h 21m

$226

CaliNew Windsor

CLO - SWF

CLOSWF

Cali Alfonso B. Aragon Intl

Wed 10/29

8:40 pm-10:41 am

3 stops37h 01m

$228

CaliNew Windsor

CLO - SWF

CLOSWF

Cali Alfonso B. Aragon Intl

Sun 10/26

10:43 pm-2:11 pm

2 stops14h 28m

$258

CaliNew Windsor

CLO - SWF

CLOSWF

Cali Alfonso B. Aragon Intl

Sat 10/11

2:20 pm-11:03 am

2 stops19h 43m

$270

CaliNew Windsor

CLO - SWF

CLOSWF

Cali Alfonso B. Aragon Intl

Thu 10/2

9:24 pm-11:21 am

2 stops12h 57m

$276

CaliNew Windsor

CLO - SWF

CLOSWF

Cali Alfonso B. Aragon Intl

Sun 10/5

7:13 am-10:11 am

2 stops25h 58m

$306

CaliNew Windsor

CLO - SWF

CLOSWF

Cali Alfonso B. Aragon Intl

Tue 11/4

10:50 pm-11:03 am

3 stops36h 13m

$323

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Best time to book a flight from Cali to Stewart

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

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

Currently, October is the cheapest month in which you can book a flight from Cali to New Windsor (average of $109). Flying from Cali 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 Cali to Stewart. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

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

  • How can I find direct flights from Cali to Stewart?

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

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

    Yes. Cheapflights offers flight deals from Cali 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 Cali to New Windsor?

    Currently, October is the cheapest month in which you can book a flight from Cali to New Windsor (average of $109). Flying from Cali 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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