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Stewart

$201+ Cheap flights from Springfield to New Windsor (SGF - 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 6/25. Fares are subject to change and may not be available on all flights or dates of travel.
SGF — SWF
May 12 — May 191
Tue 5/12
Tue 5/19
1 adult, Economy
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Cheap flight deals from Springfield to Stewart

Cheapest flights from Springfield to Stewart
Explore the most affordable flight options available from Springfield to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 12, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/10. 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.
Sat 6/66:23 pm
SGF
-
SWF
1 stop13h 35m
Multiple Airlines
Thu 6/118:04 pm
SWF
-
SGF
1 stop13h 02m
Multiple Airlines
Deal found 4/10$410
This Kiwi.com deal was found by Cheapflights users on 4/11. 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.
Wed 5/201:03 pm
SGF
-
SWF
1 stop18h 55m
Multiple Airlines
Sun 5/248:10 pm
SWF
-
SGF
1 stop12h 59m
Multiple Airlines
Deal found 4/11$423
This Kiwi.com deal was found by Cheapflights users on 4/9. 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.
Fri 5/293:30 pm
SGF
-
SWF
2 stops18h 55m
Multiple Airlines
Sun 5/318:10 pm
SWF
-
SGF
1 stop12h 59m
Multiple Airlines
Deal found 4/9$459
This Kiwi.com deal was found by Cheapflights users on 4/8. 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.
Thu 4/2310:24 am
SGF
-
SWF
1 stop7h 43m
Allegiant Air
Mon 4/2711:40 am
SWF
-
SGF
1 stop8h 53m
Allegiant Air
Deal found 4/8$688

Find flight deals from Springfield to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Springfield (SGF) 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 April 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$410
(Kiwi.com)

One-way from

$201
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$318
Provider with most accurate pricing for Springfield-Branson-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Springfield-Branson-New York (NYC) flights.
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From Springfield-Branson to New Windsor Stewart
Search Deals
One-way flight from Springfield-Branson to New Windsor Stewart
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($92 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in April 2026
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Springfield 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 April 12, 2026.
Use the filters below to find and compare flights from Springfield to New Windsor that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Sat 6/6

6:23 pm-8:58 am

1 stop13h 35m

New Windsor Stewart

Thu 6/11

8:04 pm-8:06 am

1 stop13h 02m

$410

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Wed 5/20

1:03 pm-8:58 am

1 stop18h 55m

New Windsor Stewart

Sun 5/24

8:10 pm-8:09 am

1 stop12h 59m

$423

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Fri 5/29

3:30 pm-11:25 am

2 stops18h 55m

New Windsor Stewart

Sun 5/31

8:10 pm-8:09 am

1 stop12h 59m

$459
Quickest round-trip

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Thu 4/23

10:24 am-7:07 pm

1 stop7h 43m

New Windsor Stewart

Mon 4/27

11:40 am-7:33 pm

1 stop8h 53m

$688
Cheapest one-way

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Thu 6/25

8:04 pm-11:25 am

2 stops38h 21m

$201

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Fri 5/8

10:16 am-7:08 pm

1 stop7h 52m

$247

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Mon 6/8

1:19 pm-11:25 am

3 stops45h 06m

$270

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Fri 5/8

12:21 pm-8:58 am

3 stops43h 37m

$308

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Sat 6/13

9:43 am-6:38 pm

3 stops55h 55m

$360
Quickest one-way

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Thu 4/30

10:44 am-6:57 pm

1 stop7h 13m

$372

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/10

Showing 1-10 of 14 resultsSorted by cheapest first
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Best time to book a flight from Springfield to Stewart

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

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

Currently, August is the cheapest month in which you can book a flight from Springfield to New Windsor (average of $208). Flying from Springfield to New Windsor in December is currently the most expensive (average of $297). 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 Springfield 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 Springfield to New Windsor?

    Departing from Springfield to New Windsor will take you 7h 43m. The distance from Springfield to New Windsor is about 1068 mi.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Springfield to New Windsor (average of $208). Flying from Springfield to New Windsor in December is currently the most expensive (average of $297). 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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