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Stewart

$297+ 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 3/23. Fares are subject to change and may not be available on all flights or dates of travel.
SGF — SWF
Mar 25 — Apr 11
Wed 3/25
Wed 4/1
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 February 23, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/19. 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.
Fri 4/1010:16 am
SGF
-
SWF
1 stop7h 52m
Allegiant Air
Mon 4/1311:40 am
SWF
-
SGF
1 stop8h 53m
Allegiant Air
Deal found 2/19$685
This Kiwi.com deal was found by Cheapflights users on 2/20. 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 3/169:11 am
SGF
-
SWF
1 stop8h 50m
Allegiant Air
Mon 3/239:47 am
SWF
-
SGF
1 stop10h 50m
Allegiant Air
Deal found 2/20$923
This Kiwi.com deal was found by Cheapflights users on 2/20. 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 3/139:11 am
SGF
-
SWF
1 stop8h 50m
Allegiant Air
Mon 3/239:47 am
SWF
-
SGF
1 stop10h 50m
Allegiant Air
Deal found 2/20$935

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 February 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$685
(Kiwi.com)

One-way from

$297
(Kiwi.com)

Popular in

December

Cheapest in

April

Average price

$280
Provider with most accurate pricing for Springfield-Branson-New Windsor Stewart flight deals.
Search Deals
Provider most trusted by Cheapflights users for Springfield-Branson-New Windsor Stewart 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. 24% potential increase in price ($122 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($25 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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 February 23, 2026.
Use the filters below to find and compare flights from Springfield to New Windsor that are best for you.

Fly from

Springfield

Fly to

Stewart

Route

Depart

Return

Price

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Fri 4/10

10:16 am-7:08 pm

1 stop7h 52m

New Windsor Stewart

Mon 4/13

11:40 am-7:33 pm

1 stop8h 53m

$685

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Mon 3/16

9:11 am-7:01 pm

1 stop8h 50m

New Windsor Stewart

Mon 3/23

9:47 am-7:37 pm

1 stop10h 50m

$923

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Fri 3/13

9:11 am-7:01 pm

1 stop8h 50m

New Windsor Stewart

Mon 3/23

9:47 am-7:37 pm

1 stop10h 50m

$935

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Sat 3/7

1:01 pm-9:12 am

3 stops43h 11m

$403

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Mon 3/16

9:11 am-7:01 pm

1 stop8h 50m

$453

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/22

  • Most accurate provider: When it comes to deals on Springfield-New Windsor flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Springfield-New Windsor flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Springfield-New Windsor flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Springfield-New Windsor flights, Cheapflights users trust FlightHub the most. FlightHub 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 Springfield-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 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 $296). 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 52m. 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 $296). 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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