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Stewart

$145+ 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
Aug 10 — Aug 171
Mon 8/10
Mon 8/17
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 July 11, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/10. 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.
Fri 9/49:28 am
SGF
-
SWF
1 stop7h 14m
Allegiant Air
Wed 11/259:29 am
SWF
-
SGF
1 stop8h 24m
Allegiant Air
Deal found 7/10$455
This Kiwi.com deal was found by Cheapflights users on 7/9. 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.
Thu 10/298:18 am
SGF
-
SWF
1 stop6h 51m
Multiple Airlines
Mon 11/212:16 pm
SWF
-
SGF
2 stops22h 42m
Multiple Airlines
Deal found 7/9$459
This Kiwi.com deal was found by Cheapflights users on 7/11. 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.
Fri 8/143:30 pm
SGF
-
SWF
2 stops18h 55m
Multiple Airlines
Sun 8/1611:45 am
SWF
-
SGF
1 stop21h 07m
Multiple Airlines
Deal found 7/11$497
This Kiwi.com deal was found by Cheapflights users on 7/11. 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.
Fri 8/143:30 pm
SGF
-
SWF
1 stop23h 20m
Allegiant Air
Sun 8/1611:45 am
SWF
-
SGF
1 stop21h 07m
Allegiant Air
Deal found 7/11$505
This Kiwi.com deal was found by Cheapflights users on 7/9. 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.
Sat 7/256:19 pm
SGF
-
SWF
1 stop14h 34m
Multiple Airlines
Sun 8/211:45 am
SWF
-
SGF
1 stop21h 16m
Multiple Airlines
Deal found 7/9$519
This Kiwi.com deal was found by Cheapflights users on 7/9. 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.
Tue 7/2110:41 am
SGF
-
SWF
2 stops45h 57m
Multiple Airlines
Sun 7/2610:33 am
SWF
-
SGF
1 stop23h 57m
Multiple Airlines
Deal found 7/9$548
This Kiwi.com deal was found by Cheapflights users on 7/9. 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.
Sat 7/256:19 pm
SGF
-
SWF
1 stop14h 34m
Multiple Airlines
Thu 7/3011:45 am
SWF
-
SGF
1 stop21h 16m
Multiple Airlines
Deal found 7/9$550
This Kiwi.com deal was found by Cheapflights users on 7/9. 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.
Sat 7/186:19 pm
SGF
-
SWF
1 stop14h 34m
Multiple Airlines
Thu 7/2310:33 am
SWF
-
SGF
1 stop23h 57m
Multiple Airlines
Deal found 7/9$573
This Kiwi.com deal was found by Cheapflights users on 7/9. 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.
Mon 7/203:26 pm
SGF
-
SWF
1 stop18h 42m
Multiple Airlines
Thu 7/2310:33 am
SWF
-
SGF
1 stop23h 57m
Multiple Airlines
Deal found 7/9$579
This Kiwi.com deal was found by Cheapflights users on 7/9. 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.
Mon 7/273:26 pm
SGF
-
SWF
1 stop18h 42m
Multiple Airlines
Thu 7/3011:45 am
SWF
-
SGF
1 stop8h 10m
Multiple Airlines
Deal found 7/9$596
This Kiwi.com deal was found by Cheapflights users on 7/9. 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.
Mon 7/273:26 pm
SGF
-
SWF
1 stop18h 42m
Multiple Airlines
Sun 8/211:45 am
SWF
-
SGF
1 stop8h 45m
Multiple Airlines
Deal found 7/9$627
This Kiwi.com deal was found by Cheapflights users on 7/9. 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.
Tue 7/2110:41 am
SGF
-
SWF
2 stops23h 44m
Multiple Airlines
Thu 7/2310:33 am
SWF
-
SGF
1 stop23h 57m
Multiple Airlines
Deal found 7/9$629

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 July 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$455
(Kiwi.com)

One-way from

$145
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$422
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. 12% potential increase in price ($61 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 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 July 11, 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
Quickest round-trip

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Fri 9/4

9:28 am-5:42 pm

1 stop7h 14m

New Windsor Stewart

Wed 11/25

9:29 am-4:53 pm

1 stop8h 24m

$455

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Fri 8/14

3:30 pm-11:25 am

2 stops18h 55m

New Windsor Stewart

Sun 8/16

11:45 am-7:52 am

1 stop21h 07m

$497

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Fri 8/14

3:30 pm-3:50 pm

1 stop23h 20m

New Windsor Stewart

Sun 8/16

11:45 am-7:52 am

1 stop21h 07m

$505

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Sat 7/25

6:19 pm-9:53 am

1 stop14h 34m

New Windsor Stewart

Sun 8/2

11:45 am-8:01 am

1 stop21h 16m

$519

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Tue 7/21

10:41 am-9:38 am

2 stops45h 57m

New Windsor Stewart

Sun 7/26

10:33 am-9:30 am

1 stop23h 57m

$548

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Sat 7/25

6:19 pm-9:53 am

1 stop14h 34m

New Windsor Stewart

Thu 7/30

11:45 am-8:01 am

1 stop21h 16m

$550

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Mon 7/27

3:26 pm-11:08 am

1 stop18h 42m

New Windsor Stewart

Sun 8/2

11:45 am-7:30 pm

1 stop8h 45m

$627
Cheapest one-way

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Fri 9/4

8:20 pm-6:40 pm

3 stops45h 20m

$263

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Tue 7/28

10:41 am-9:38 am

2 stops45h 57m

$263

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Thu 9/24

4:48 pm-11:39 am

3 stops41h 51m

$277

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/10

Showing 1-10 of 18 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 7h 14m. 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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