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Stewart

$161+ Cheap flights from San Francisco Bay Area 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 10/16. Fares are subject to change and may not be available on all flights or dates of travel.
SFO — SWF
Aug 12 — Aug 191
Tue 8/12
Tue 8/19
1 adult, Economy
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Cheap flight deals from San Francisco Bay Area to Stewart

Keep the following information in mind while searching for San Francisco Bay Area to Stewart flight deals. Data was last updated August 7, 2025.

Round-trip from

$564
(Mytrip)

One-way from

$161
(Mytrip)

Popular in

December

Cheapest in

February

Average price

$437
From San Francisco Bay Area to New Windsor Stewart
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One-way flight from San Francisco Bay Area to New Windsor Stewart
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Highest demand for flights based on searches. 7% potential increase in price ($29 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from San Francisco Bay Area to Stewart

Cheapest flights from San Francisco Bay Area to Stewart
Explore the most affordable flight options available from San Francisco Bay Area to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 7, 2025.

This Mytrip deal was found by Cheapflights users on 8/7. 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.
Mon 10/66:35 amSJC - SWF
3 stops24h 51mMultiple Airlines
Thu 10/97:11 pmSWF - SJC
3 stops39h 09mMultiple Airlines
Deal found 8/7$564
This Mytrip deal was found by Cheapflights users on 8/5. 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.
Wed 8/204:41 pmSJC - SWF
3 stops23h 31mMultiple Airlines
Sun 8/247:52 pmSWF - SJC
3 stops29h 38mMultiple Airlines
Deal found 8/5$637
This KAYAK deal was found by Cheapflights users on 8/6. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1112:50 pmSFO - SWF
2 stops19h 54mBreeze Airways
Mon 9/1512:24 pmSWF - SFO
2 stops26h 41mBreeze Airways
Deal found 8/6$663
This KAYAK deal was found by Cheapflights users on 8/6. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/612:50 pmSFO - SWF
2 stops19h 54mBreeze Airways
Mon 11/1012:24 pmSWF - SFO
2 stops26h 41mBreeze Airways
Deal found 8/6$672
This KAYAK deal was found by Cheapflights users on 8/7. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1312:50 pmSFO - SWF
2 stops19h 54mBreeze Airways
Mon 11/1712:24 pmSWF - SFO
2 stops26h 41mBreeze Airways
Deal found 8/7$681
This KAYAK deal was found by Cheapflights users on 8/5. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/412:50 pmSFO - SWF
2 stops19h 54mBreeze Airways
Mon 9/812:24 pmSWF - SFO
2 stops26h 41mBreeze Airways
Deal found 8/5$683
This KAYAK deal was found by Cheapflights users on 8/6. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/212:50 pmSFO - SWF
2 stops19h 54mBreeze Airways
Mon 10/612:24 pmSWF - SFO
2 stops26h 41mBreeze Airways
Deal found 8/6$691
This KAYAK deal was found by Cheapflights users on 8/6. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/2412:33 pmSFO - SWF
2 stops21h 15mBreeze Airways
Fri 8/291:28 pmSWF - SFO
2 stops25h 11mBreeze Airways
Deal found 8/6$700
This KAYAK deal was found by Cheapflights users on 8/7. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2512:50 pmSFO - SWF
2 stops19h 54mBreeze Airways
Mon 9/2912:24 pmSWF - SFO
2 stops26h 41mBreeze Airways
Deal found 8/7$709
This KAYAK deal was found by Cheapflights users on 8/6. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2112:50 pmSFO - SWF
2 stops19h 54mBreeze Airways
Fri 9/2612:24 pmSWF - SFO
2 stops26h 30mBreeze Airways
Deal found 8/6$737
This KAYAK deal was found by Cheapflights users on 8/6. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2312:50 pmSFO - SWF
2 stops19h 54mBreeze Airways
Mon 10/2712:24 pmSWF - SFO
2 stops26h 41mBreeze Airways
Deal found 8/6$746
This Mytrip deal was found by Cheapflights users on 8/6. 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 8/2412:39 pmSJC - SWF
3 stops25h 07mMultiple Airlines
Sun 8/317:52 pmSWF - SJC
3 stops29h 38mMultiple Airlines
Deal found 8/6$747

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Francisco Bay Area 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 August 7, 2025.
Use the filters below to find and compare flights from San Francisco Bay Area to New Windsor that are best for you.

Fly from

San Francisco Bay Area

Fly to

Stewart

Route

Depart

Return

Price

San JoseNew Windsor

SJC - SWF

SJCSWF

San Jose

Mon 10/6

6:35 am-10:26 am

3 stops24h 51m

New Windsor Stewart

Thu 10/9

7:11 pm-7:20 am

3 stops39h 09m

$564

San JoseNew Windsor

SJC - SWF

SJCSWF

San Jose

Wed 8/20

4:41 pm-7:12 pm

3 stops23h 31m

New Windsor Stewart

Sun 8/24

7:52 pm-10:30 pm

3 stops29h 38m

$637

San FranciscoNew Windsor

SFO - SWF

SFOSWF

San Francisco

Thu 9/11

12:50 pm-11:44 am

2 stops19h 54m

New Windsor Stewart

Mon 9/15

12:24 pm-12:05 pm

2 stops26h 41m

$663

San FranciscoNew Windsor

SFO - SWF

SFOSWF

San Francisco

Thu 9/4

12:50 pm-11:44 am

2 stops19h 54m

New Windsor Stewart

Mon 9/8

12:24 pm-12:05 pm

2 stops26h 41m

$683

San FranciscoNew Windsor

SFO - SWF

SFOSWF

San Francisco

Thu 10/2

12:50 pm-11:44 am

2 stops19h 54m

New Windsor Stewart

Mon 10/6

12:24 pm-12:05 pm

2 stops26h 41m

$691

San FranciscoNew Windsor

SFO - SWF

SFOSWF

San Francisco

Sun 8/24

12:33 pm-12:48 pm

2 stops21h 15m

New Windsor Stewart

Fri 8/29

1:28 pm-11:39 am

2 stops25h 11m

$700

San FranciscoNew Windsor

SFO - SWF

SFOSWF

San Francisco

Thu 9/25

12:50 pm-11:44 am

2 stops19h 54m

New Windsor Stewart

Mon 9/29

12:24 pm-12:05 pm

2 stops26h 41m

$709

San FranciscoNew Windsor

SFO - SWF

SFOSWF

San Francisco

Sun 9/21

12:50 pm-11:44 am

2 stops19h 54m

New Windsor Stewart

Fri 9/26

12:24 pm-11:54 am

2 stops26h 30m

$737

San FranciscoNew Windsor

SFO - SWF

SFOSWF

San Francisco

Thu 10/23

12:50 pm-11:44 am

2 stops19h 54m

New Windsor Stewart

Mon 10/27

12:24 pm-12:05 pm

2 stops26h 41m

$746

San JoseNew Windsor

SJC - SWF

SJCSWF

San Jose

Sun 8/24

12:39 pm-4:46 pm

3 stops25h 07m

New Windsor Stewart

Sun 8/31

7:52 pm-10:30 pm

3 stops29h 38m

$747

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/6

Showing 1-10 of 32 results
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Best time to book a flight from San Francisco Bay Area to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from San Francisco Bay Area 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 San Francisco Bay Area to New Windsor

What is the cheapest month to book a flight from San Francisco Bay Area to New Windsor?

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

What is the cheapest time of day to fly from XIH to SWF?

Find hourly flight availability from San Francisco Bay Area to Stewart. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 7, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from San Francisco Bay Area to New Windsor as you normally would.

Reviews of airlines servicing Stewart

Get insights into the airlines that provide service to Stewart. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Stewart. Reviews last updated August 7, 2025.
Read through reviews of airlines operating flights from San Francisco Bay Area to New Windsor, such as Breeze Airways. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.0
Very good
191 reviews

Boarding

8.2

Overall

8.0

Food

6.7

Crew

8.7

Entertainment

6.5

Comfort

8.1

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Breeze Airways
8.0
Very good
191 reviews
Breeze Airways
8.0
Very good
191 reviews

Boarding

8.2

Overall

8.0

Food

6.7

Crew

8.7

Entertainment

6.5

Comfort

8.1

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

Related info for your journey

Find useful and relevant information for your journey from San Francisco Bay Area to Stewart. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to New Windsor from San Francisco Bay Area?

    New Windsor Stewart (SWF), located 4.3 mi from the city center, is the airport you fly into when you book flights from San Francisco Bay Area to New Windsor.

  • What are the most popular routes from San Francisco Bay Area to New Windsor?

    The most popular route from San Francisco Bay Area to New Windsor is San Francisco - New Windsor Stewart. You may also consider San Jose - New Windsor Stewart or Oakland - New Windsor Stewart.

  • Can I find deals for flights from San Francisco Bay Area to Stewart that include hotel bookings?

    Yes. In addition to deals on San Francisco Bay Area to Stewart flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San Francisco Bay Area to Stewart?

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

  • Can I find deals for business class flights from San Francisco Bay Area to Stewart?

    Yes. Cheapflights offers flight deals from San Francisco Bay Area 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 San Francisco Bay Area to New Windsor?

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