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$90+ Cheap flights from New Windsor (SWF) to Indiana

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 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — IND
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
1 adult, Economy
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Cheap flight deals from Stewart to Indiana

Cheapest flights from Stewart to Indiana
Explore the most affordable flight options available from Stewart to Indiana. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 28, 2025.

This Mytrip deal was found by Cheapflights users on 12/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2912:52 pmSWF - CVG
1 stop8h 57mAllegiant Air
Sat 1/36:15 pmCVG - SWF
1 stop15h 44mAllegiant Air
Deal found 12/26$752
This Kiwi.com deal was found by Cheapflights users on 12/26. 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 12/278:45 pmSWF - RFD
1 stop12h 06mAllegiant Air
Tue 12/307:54 pmRFD - SWF
1 stop19h 50mAllegiant Air
Deal found 12/26$754
This Kiwi.com deal was found by Cheapflights users on 12/26. 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 12/304:50 pmSWF - CVG
1 stop6h 40mMultiple Airlines
Thu 1/19:03 pmCVG - SWF
1 stop14h 41mMultiple Airlines
Deal found 12/26$767
This Kiwi.com deal was found by Cheapflights users on 12/26. 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 12/268:18 pmSWF - RFD
1 stop12h 54mAllegiant Air
Tue 12/307:54 pmRFD - SWF
1 stop19h 50mAllegiant Air
Deal found 12/26$811
This Kiwi.com deal was found by Cheapflights users on 12/26. 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 12/278:45 pmSWF - RFD
1 stop12h 06mAllegiant Air
Fri 1/25:40 pmRFD - SWF
1 stop15h 20mAllegiant Air
Deal found 12/26$925
This Kiwi.com deal was found by Cheapflights users on 12/26. 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 12/278:45 pmSWF - ORD
1 stop18h 36mMultiple Airlines
Sun 12/288:09 pmORD - SWF
1 stop14h 53mMultiple Airlines
Deal found 12/26$927
This Kiwi.com deal was found by Cheapflights users on 12/26. 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 12/278:45 pmSWF - RFD
1 stop12h 06mAllegiant Air
Sun 12/287:24 pmRFD - SWF
1 stop13h 06mAllegiant Air
Deal found 12/26$940
This Kiwi.com deal was found by Cheapflights users on 12/26. 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 12/268:18 pmSWF - RFD
1 stop12h 54mAllegiant Air
Fri 1/25:40 pmRFD - SWF
1 stop15h 20mAllegiant Air
Deal found 12/26$953
This Kiwi.com deal was found by Cheapflights users on 12/25. 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 12/268:18 pmSWF - RFD
1 stop12h 54mAllegiant Air
Sun 12/287:24 pmRFD - SWF
1 stop13h 06mAllegiant Air
Deal found 12/25$1,023
This Kiwi.com deal was found by Cheapflights users on 12/25. 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 12/268:18 pmSWF - IND
1 stop15h 07mMultiple Airlines
Sat 12/279:43 pmIND - SWF
1 stop13h 20mMultiple Airlines
Deal found 12/25$1,071
This Kiwi.com deal was found by Cheapflights users on 12/26. 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 12/266:41 pmSWF - ORD
2 stops24h 58mMultiple Airlines
Sat 1/35:08 pmORD - SWF
1 stop15h 51mMultiple Airlines
Deal found 12/26$1,101
This Kiwi.com deal was found by Cheapflights users on 12/27. 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 12/2811:43 amSWF - CVG
1 stop23h 09mMultiple Airlines
Mon 12/299:26 pmCVG - SWF
1 stop13h 37mMultiple Airlines
Deal found 12/27$1,190

Find flight deals from Stewart to Indiana

Keep the following information in mind while searching for Stewart to Indiana flight deals. Data was last updated December 28, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$191
(Mytrip)

One-way from

$90
(Mytrip)

Popular in

October

Cheapest in

February

Average price

$289
Provider with most accurate pricing for New York (NYC)-Indianapolis flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Indianapolis flights.
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From New Windsor Stewart to Indiana
Search Deals
One-way flight from New Windsor Stewart to Indiana
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($16 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Indiana 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 December 28, 2025.
Use the filters below to find and compare flights from New Windsor to Indiana that are best for you.

Fly from

Stewart

Fly to

Indiana

Route

Depart

Return

Price

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Fri 1/23

11:09 am-7:38 pm

1 stop9h 29m

Chicago O'Hare Intl

Sun 1/25

8:43 pm-10:19 am

1 stop12h 36m

$191

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Mon 1/12

11:09 am-7:38 pm

1 stop9h 29m

Chicago O'Hare Intl

Thu 1/15

8:43 pm-10:19 am

1 stop12h 36m

$235

New WindsorLouisville

SWF - SDF

SWFSDF

New Windsor Stewart

Sun 1/25

10:48 am-10:07 am

1 stop23h 19m

Louisville Intl

Sun 2/1

4:39 pm-6:43 pm

1 stop26h 04m

$244

New WindsorCincinnati

SWF - CVG

SWFCVG

New Windsor Stewart

Sun 1/11

12:13 pm-10:52 am

1 stop22h 39m

Cincinnati Cinci./N. Kentucky

Thu 1/15

8:30 am-10:19 am

1 stop25h 49m

$253

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Sun 1/11

12:13 pm-5:52 pm

1 stop30h 39m

Chicago O'Hare Intl

Thu 1/15

1:13 pm-10:19 am

1 stop20h 06m

$264

New WindsorSouth Bend

SWF - SBN

SWFSBN

New Windsor Stewart

Thu 1/8

12:13 pm-8:13 pm

1 stop8h 00m

South Bend/Michiana

Sun 1/11

8:53 pm-11:31 am

2 stops14h 38m

$269

New WindsorCincinnati

SWF - CVG

SWFCVG

New Windsor Stewart

Thu 2/5

10:48 am-6:50 pm

1 stop8h 02m

Cincinnati Cinci./N. Kentucky

Fri 2/6

9:00 am-6:43 pm

1 stop9h 43m

$284

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Fri 1/16

11:09 am-7:38 pm

1 stop9h 29m

Chicago O'Hare Intl

Sun 1/18

5:32 pm-10:19 am

1 stop15h 47m

$285

New WindsorIndianapolis

SWF - IND

SWFIND

New Windsor Stewart

Fri 1/9

11:09 am-10:48 pm

1 stop11h 39m

Indianapolis

Sun 1/11

8:26 pm-10:19 am

1 stop13h 53m

$287

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Thu 1/15

12:13 pm-7:41 pm

1 stop8h 28m

Chicago O'Hare Intl

Sun 1/18

8:51 pm-6:43 pm

1 stop20h 52m

$328

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/27

Showing 1-10 of 60 results
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Best time to book a flight from Stewart to Indiana

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

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

Currently, March is the cheapest month in which you can book a flight from New Windsor to Indiana (average of $54). Flying from New Windsor to Indiana in August is currently the most expensive (average of $97). 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 Stewart to Indiana. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from New Windsor to Indiana?

    For a flight from New Windsor to Indiana, you will be flying from Stewart. New Windsor Stewart (SWF) is just 4.3 mi from the center of the city.

  • How long is the flight from New Windsor to Indiana?

    Airlines like Allegiant Air and Breeze Airways fly from New Windsor to Indiana in about 8h. The time it takes to get you to your destination can typically vary by up to 15h 19m. The distance between New Windsor and Indiana is about 630 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the most popular routes from New Windsor to Indiana?

    The most popular route from New Windsor to Indiana is New Windsor Stewart - Chicago O'Hare Intl. You may also consider New Windsor Stewart - Chicago Greater Rockford or New Windsor Stewart - Louisville Intl.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Stewart to Indiana 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 New Windsor to Indiana?

    Currently, March is the cheapest month in which you can book a flight from New Windsor to Indiana (average of $54). Flying from New Windsor to Indiana in August is currently the most expensive (average of $97). 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

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