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Stewart

$169+ 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 9/4. Fares are subject to change and may not be available on all flights or dates of travel.
SGF — SWF
Jun 23 — Jun 301
Tue 6/23
Tue 6/30
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 May 24, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/21. 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 9/2310:26 am
SGF
-
SWF
1 stop21h 30m
Multiple Airlines
Mon 9/2812:26 pm
SWF
-
SGF
2 stops22h 32m
Multiple Airlines
Deal found 5/21$412
This Kiwi.com deal was found by Cheapflights users on 5/21. 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 7/48:41 am
SGF
-
SWF
2 stops23h 57m
Multiple Airlines
Sun 7/511:45 am
SWF
-
SGF
1 stop21h 16m
Multiple Airlines
Deal found 5/21$470
This Kiwi.com deal was found by Cheapflights users on 5/21. 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 7/38:51 am
SGF
-
SWF
2 stops25h 34m
Multiple Airlines
Sun 7/511:45 am
SWF
-
SGF
1 stop21h 16m
Multiple Airlines
Deal found 5/21$542
This Kiwi.com deal was found by Cheapflights users on 5/21. 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 7/33:26 pm
SGF
-
SWF
1 stop25h 28m
Allegiant Air
Sun 7/511:45 am
SWF
-
SGF
1 stop8h 10m
Allegiant Air
Deal found 5/21$578
This Kiwi.com deal was found by Cheapflights users on 5/22. 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 9/49:28 am
SGF
-
SWF
1 stop6h 44m
Allegiant Air
Wed 11/259:29 am
SWF
-
SGF
1 stop8h 24m
Allegiant Air
Deal found 5/22$593
This Kiwi.com deal was found by Cheapflights users on 5/19. 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 6/1712:54 pm
SGF
-
SWF
1 stop19h 04m
Multiple Airlines
Mon 6/225:50 pm
SWF
-
SGF
2 stops17h 06m
Multiple Airlines
Deal found 5/19$635
This Kiwi.com deal was found by Cheapflights users on 5/21. 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 5/2912:57 pm
SGF
-
SWF
2 stops43h 01m
Multiple Airlines
Sun 5/318:10 pm
SWF
-
SGF
1 stop12h 59m
Multiple Airlines
Deal found 5/21$699
This Kiwi.com deal was found by Cheapflights users on 5/21. 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 5/272:47 pm
SGF
-
SWF
2 stops17h 11m
Multiple Airlines
Sun 5/318:10 pm
SWF
-
SGF
1 stop12h 59m
Multiple Airlines
Deal found 5/21$886
This Kiwi.com deal was found by Cheapflights users on 5/21. 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 5/272:47 pm
SGF
-
SWF
2 stops17h 11m
Multiple Airlines
Thu 5/288:10 pm
SWF
-
SGF
1 stop12h 59m
Multiple Airlines
Deal found 5/21$905

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 May 24, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$412
(Kiwi.com)

One-way from

$169
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$468
Provider with most accurate pricing for Springfield-Branson-New York (NYC) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Springfield-Branson-New York (NYC) flights.
Search Deals
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. 18% potential increase in price ($87 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

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 May 24, 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

Wed 9/23

10:26 am-8:56 am

1 stop21h 30m

New Windsor Stewart

Mon 9/28

12:26 pm-9:58 am

2 stops22h 32m

$412

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Sat 7/4

8:41 am-9:38 am

2 stops23h 57m

New Windsor Stewart

Sun 7/5

11:45 am-8:01 am

1 stop21h 16m

$470

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Fri 7/3

8:51 am-11:25 am

2 stops25h 34m

New Windsor Stewart

Sun 7/5

11:45 am-8:01 am

1 stop21h 16m

$542

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Fri 7/3

3:26 pm-5:54 pm

1 stop25h 28m

New Windsor Stewart

Sun 7/5

11:45 am-6:55 pm

1 stop8h 10m

$578
Quickest round-trip

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Fri 9/4

9:28 am-5:12 pm

1 stop6h 44m

New Windsor Stewart

Wed 11/25

9:29 am-4:53 pm

1 stop8h 24m

$593

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Wed 6/17

12:54 pm-8:58 am

1 stop19h 04m

New Windsor Stewart

Mon 6/22

5:50 pm-9:56 am

2 stops17h 06m

$635
Cheapest one-way

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Thu 6/25

8:57 pm-7:10 pm

3 stops45h 13m

$284

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Mon 6/8

1:19 pm-11:25 am

3 stops45h 06m

$306

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Fri 9/4

8:20 pm-6:40 pm

3 stops45h 20m

$309
Quickest one-way

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Tue 6/2

10:52 am-11:25 am

2 stops23h 33m

$324

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/23

Showing 1-10 of 13 resultsSorted by cheapest first
1
2

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.

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 25h 28m. 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.

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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