HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Stewart

$193+ 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 5/18. Fares are subject to change and may not be available on all flights or dates of travel.
SGF — SWF
Mar 19 — Mar 261
Thu 3/19
Thu 3/26
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Springfield to Stewart with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 17, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/14. 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 4/3010:44 am
SGF
-
SWF
1 stop7h 13m
Allegiant Air
Mon 5/411:40 am
SWF
-
SGF
1 stop8h 53m
Allegiant Air
Deal found 2/14$398
This Kiwi.com deal was found by Cheapflights users on 2/14. 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 5/110:16 am
SGF
-
SWF
1 stop7h 52m
Allegiant Air
Mon 5/411:40 am
SWF
-
SGF
1 stop8h 53m
Allegiant Air
Deal found 2/14$411
This Kiwi.com deal was found by Cheapflights users on 2/14. 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 4/2410:16 am
SGF
-
SWF
1 stop7h 52m
Allegiant Air
Mon 4/2711:40 am
SWF
-
SGF
1 stop8h 53m
Allegiant Air
Deal found 2/14$427
This Kiwi.com deal was found by Cheapflights users on 2/17. 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 5/110:16 am
SGF
-
SWF
1 stop7h 52m
Multiple Airlines
Wed 5/612:05 pm
SWF
-
SGF
2 stops22h 29m
Multiple Airlines
Deal found 2/17$470
This Kiwi.com deal was found by Cheapflights users on 2/14. 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.
Sun 5/310:24 am
SGF
-
SWF
1 stop7h 33m
Allegiant Air
Mon 5/411:40 am
SWF
-
SGF
1 stop8h 53m
Allegiant Air
Deal found 2/14$479
This Kiwi.com deal was found by Cheapflights users on 2/14. 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 2/14$504
This Kiwi.com deal was found by Cheapflights users on 2/14. 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.
Sun 4/269:44 am
SGF
-
SWF
1 stop8h 23m
Allegiant Air
Mon 4/2711:40 am
SWF
-
SGF
1 stop8h 53m
Allegiant Air
Deal found 2/14$522
This Kiwi.com deal was found by Cheapflights users on 2/17. 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 4/39:06 am
SGF
-
SWF
1 stop8h 54m
Multiple Airlines
Sun 4/510:29 am
SWF
-
SGF
2 stops25h 57m
Multiple Airlines
Deal found 2/17$810
This Kiwi.com deal was found by Cheapflights users on 2/15. 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 2/15$820
This Kiwi.com deal was found by Cheapflights users on 2/15. 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 2/15$862

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 17, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$398
(Kiwi.com)

One-way from

$193
(Kiwi.com)

Popular in

December

Cheapest in

March

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 ($121 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 17, 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

Thu 4/30

10:44 am-6:57 pm

1 stop7h 13m

New Windsor Stewart

Mon 5/4

11:40 am-7:33 pm

1 stop8h 53m

$398

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Fri 5/1

10:16 am-7:08 pm

1 stop7h 52m

New Windsor Stewart

Mon 5/4

11:40 am-7:33 pm

1 stop8h 53m

$411

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Fri 4/24

10:16 am-7:08 pm

1 stop7h 52m

New Windsor Stewart

Mon 4/27

11:40 am-7:33 pm

1 stop8h 53m

$427

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Fri 5/1

10:16 am-7:08 pm

1 stop7h 52m

New Windsor Stewart

Wed 5/6

12:05 pm-9:34 am

2 stops22h 29m

$470

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Sun 5/3

10:24 am-6:57 pm

1 stop7h 33m

New Windsor Stewart

Mon 5/4

11:40 am-7:33 pm

1 stop8h 53m

$479

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

$504

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Sun 4/26

9:44 am-7:07 pm

1 stop8h 23m

New Windsor Stewart

Mon 4/27

11:40 am-7:33 pm

1 stop8h 53m

$522

SpringfieldNew Windsor

SGF - SWF

SGFSWF

Springfield-Branson

Fri 4/3

9:06 am-7:00 pm

1 stop8h 54m

New Windsor Stewart

Sun 4/5

10:29 am-11:26 am

2 stops25h 57m

$810

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

$820

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

$862

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/13

Showing 1-10 of 20 results
1
2
  • 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 13m. 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Springfield to Stewart

See prices for flight routes from nearby airports that may be better suited for you.
St. Louis to Newark flights
Kansas City to LaGuardia flights
St. Louis to LaGuardia flights
Kansas City to John F Kennedy Intl flights
St. Louis to John F Kennedy Intl flights
Kansas City to Newark flights
Springfield to John F Kennedy Intl flights
Springfield to Newark flights
Springfield to LaGuardia flights
St. Louis to Rochester flights
St. Louis to Buffalo flights
Kansas City to Syracuse flights
Kansas City to Rochester flights
Kansas City to Buffalo flights
St. Louis to Albany flights
Kansas City to Albany flights
St. Louis to Syracuse flights
Columbia to Newark flights
Columbia to LaGuardia flights
Springfield to Buffalo flights
Kansas City to White Plains flights
Columbia to John F Kennedy Intl flights
St. Louis to White Plains flights
St. Louis to Elmira flights
Columbia to Albany flights
St. Louis to Stewart flights
St. Louis to Islip flights
Kansas City to Stewart flights
Joplin to Newark flights
Joplin to Syracuse flights
Joplin to LaGuardia flights
Springfield to Syracuse flights
Columbia to Buffalo flights
Kansas City to Ithaca flights
Columbia to Syracuse flights
Springfield to Albany flights
Columbia to Rochester flights
St. Louis to Ithaca flights
Kansas City to Binghamton flights
Kansas City to Watertown flights
Kansas City to Elmira flights
St. Louis to Binghamton flights
St. Louis to Watertown flights
Springfield to White Plains flights
Springfield to Islip flights
Joplin to John F Kennedy Intl flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.