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Stewart

$212+ 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 1/29. Fares are subject to change and may not be available on all flights or dates of travel.
CLO — SWF
Jan 2 — Jan 91
Fri 1/2
Fri 1/9
1 adult, Economy
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Cheap 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 December 3, 2025.

This Mytrip deal was found by Cheapflights users on 12/2. 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 12/251:55 amCLO - SWF
1 stop9h 12mMultiple Airlines
Fri 1/211:57 amSWF - CLO
1 stop12h 33mMultiple Airlines
Deal found 12/2$420
This Mytrip deal was found by Cheapflights users on 11/30. 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.
Sun 12/2810:21 pmCLO - SWF
2 stops12h 26mMultiple Airlines
Fri 1/211:57 amSWF - CLO
1 stop12h 33mMultiple Airlines
Deal found 11/30$542

Find 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 December 3, 2025.

Most accurate provider

Expedia
2 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$420
(Mytrip)

One-way from

$212
(Mytrip)

Popular in

June

Cheapest in

November

Average price

$440
Provider with most accurate pricing for Cali Alfonso B. Aragon Intl-New Windsor Stewart flight deals.
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Provider most trusted by Cheapflights users for Cali Alfonso B. Aragon Intl-New Windsor Stewart flights.
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From Cali Alfonso B. Aragon Intl to New Windsor Stewart
Search Deals
One-way flight from Cali Alfonso B. Aragon Intl to New Windsor Stewart
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($36 potential increase over avg. RT price).
Search Deals
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 December 2025
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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 December 3, 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 12/25

1:55 am-11:07 am

1 stop9h 12m

New Windsor Stewart

Fri 1/2

11:57 am-12:30 am

1 stop12h 33m

$420

CaliNew Windsor

CLO - SWF

CLOSWF

Cali Alfonso B. Aragon Intl

Sun 12/28

8:20 am-10:47 am

3 stops26h 27m

New Windsor Stewart

Fri 1/2

11:57 am-12:30 am

1 stop12h 33m

$542

CaliNew Windsor

CLO - SWF

CLOSWF

Cali Alfonso B. Aragon Intl

Thu 1/29

3:22 pm-10:19 am

1 stop18h 57m

$212

CaliNew Windsor

CLO - SWF

CLOSWF

Cali Alfonso B. Aragon Intl

Thu 12/25

1:55 am-11:07 am

1 stop9h 12m

$216

CaliNew Windsor

CLO - SWF

CLOSWF

Cali Alfonso B. Aragon Intl

Sun 2/1

3:22 pm-10:19 am

1 stop18h 57m

$217

CaliNew Windsor

CLO - SWF

CLOSWF

Cali Alfonso B. Aragon Intl

Sun 2/8

3:22 pm-10:19 am

1 stop18h 57m

$226

CaliNew Windsor

CLO - SWF

CLOSWF

Cali Alfonso B. Aragon Intl

Wed 1/21

10:25 pm-10:19 am

2 stops35h 54m

$241

CaliNew Windsor

CLO - SWF

CLOSWF

Cali Alfonso B. Aragon Intl

Thu 12/11

12:48 pm-11:37 am

2 stops22h 49m

$250

CaliNew Windsor

CLO - SWF

CLOSWF

Cali Alfonso B. Aragon Intl

Sat 12/13

10:50 pm-11:37 am

3 stops36h 47m

$260

CaliNew Windsor

CLO - SWF

CLOSWF

Cali Alfonso B. Aragon Intl

Fri 2/27

2:50 pm-11:02 am

3 stops44h 12m

$293

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/1

  • Most accurate provider: When it comes to deals on Cali-New Windsor flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on Cali-New Windsor flight deals on Cheapflights vs. Expedia 90-95% of the time. Price accuracy is based on data collected from Cali-New Windsor flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Cali-New Windsor flights, Cheapflights users trust Expedia the most. Expedia 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 Cali-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 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, February is the cheapest month in which you can book a flight from Cali to New Windsor (average of $271). Flying from Cali to New Windsor in March 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 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, February is the cheapest month in which you can book a flight from Cali to New Windsor (average of $271). Flying from Cali to New Windsor in March 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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