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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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — IND
12月 21 — 12月 281
週日 12/21
週日 12/28
1 adult, Economy
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Find 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 11月 21, 2025.

This Mytrip deal was found by Cheapflights users on 11/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
週五 12/1212:27 pmSWF - ORD
1 stop8h 34mMultiple Airlines
週日 12/141:34 pmORD - SWF
2 stops21h 03mMultiple Airlines
Deal found 11/19$237
This Kiwi.com deal was found by Cheapflights users on 11/20. 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.
週一 12/157:30 pmSWF - CVG
1 stop15h 09mMultiple Airlines
週四 12/189:03 pmCVG - SWF
1 stop14h 41mMultiple Airlines
Deal found 11/20$239
This Mytrip deal was found by Cheapflights users on 11/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
週一 12/87:30 pmSWF - CVG
1 stop15h 09mMultiple Airlines
週四 12/1112:50 pmCVG - SWF
2 stops22h 47mMultiple Airlines
Deal found 11/20$240
This Mytrip deal was found by Cheapflights users on 11/18. 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.
週五 12/512:27 pmSWF - ORD
1 stop12h 42mMultiple Airlines
週日 12/71:34 pmORD - SWF
2 stops21h 03mMultiple Airlines
Deal found 11/18$253
This Kiwi.com deal was found by Cheapflights users on 11/20. 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.
週五 12/57:30 pmSWF - IND
1 stop15h 54mMultiple Airlines
週日 12/71:40 pmIND - SWF
1 stop21h 57mMultiple Airlines
Deal found 11/20$255
This Mytrip deal was found by Cheapflights users on 11/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
週五 12/1212:27 pmSWF - CVG
1 stop8h 59mAllegiant Air
週五 12/196:15 amCVG - SWF
1 stop10h 23mAllegiant Air
Deal found 11/19$278
This Kiwi.com deal was found by Cheapflights users on 11/19. 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.
週日 12/1411:43 amSWF - IND
1 stop22h 40mMultiple Airlines
週三 12/172:13 pmIND - SWF
1 stop20h 06mMultiple Airlines
Deal found 11/19$290
This Kiwi.com deal was found by Cheapflights users on 11/20. 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.
週六 12/209:45 amSWF - CVG
1 stop13h 41mMultiple Airlines
週日 1/49:03 pmCVG - SWF
1 stop14h 41mMultiple Airlines
Deal found 11/20$297
This Kiwi.com deal was found by Cheapflights users on 11/19. 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.
週五 12/57:30 pmSWF - CVG
1 stop15h 22mMultiple Airlines
週日 12/79:03 pmCVG - SWF
1 stop14h 41mMultiple Airlines
Deal found 11/19$310
This Kiwi.com deal was found by Cheapflights users on 11/19. 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.
週五 12/198:11 pmSWF - RFD
1 stop12h 57mAllegiant Air
週二 12/237:54 pmRFD - SWF
1 stop19h 50mAllegiant Air
Deal found 11/19$328
This Mytrip deal was found by Cheapflights users on 11/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
週六 12/209:45 amSWF - CVG
1 stop13h 41mAllegiant Air
週三 12/316:00 amCVG - SWF
1 stop10h 44mAllegiant Air
Deal found 11/19$328
This Kiwi.com deal was found by Cheapflights users on 11/20. 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.
週五 12/512:27 pmSWF - ORD
1 stop12h 42mMultiple Airlines
週二 12/94:22 pmORD - SWF
2 stops41h 41mMultiple Airlines
Deal found 11/20$335

Cheap flight deals from Stewart to Indiana

Keep the following information in mind while searching for Stewart to Indiana flight deals. Data was last updated 11月 21, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$196
(Mytrip)

One-way from

$90
(Mytrip)

Popular in

October

Cheapest in

February

Average price

$290
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.
Search Deals
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 ($15 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 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 11月 21, 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

週一 1/12

11:09 am-7:17 pm

1 stop9h 08m

Chicago O'Hare Intl

週四 1/15

8:22 pm-10:19 am

1 stop12h 57m

$196

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

週五 12/12

12:27 pm-8:01 pm

1 stop8h 34m

Chicago O'Hare Intl

週日 12/14

1:34 pm-11:37 am

2 stops21h 03m

$237

New WindsorCincinnati

SWF - CVG

SWFCVG

New Windsor Stewart

週一 12/15

7:30 pm-10:39 am

1 stop15h 09m

Cincinnati Cinci./N. Kentucky

週四 12/18

9:03 pm-11:44 am

1 stop14h 41m

$239

New WindsorCincinnati

SWF - CVG

SWFCVG

New Windsor Stewart

週一 12/8

7:30 pm-10:39 am

1 stop15h 09m

Cincinnati Cinci./N. Kentucky

週四 12/11

12:50 pm-11:37 am

2 stops22h 47m

$240

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

週五 12/5

12:27 pm-12:09 am

1 stop12h 42m

Chicago O'Hare Intl

週日 12/7

1:34 pm-11:37 am

2 stops21h 03m

$253

New WindsorIndianapolis

SWF - IND

SWFIND

New Windsor Stewart

週五 12/5

7:30 pm-11:24 am

1 stop15h 54m

Indianapolis

週日 12/7

1:40 pm-11:37 am

1 stop21h 57m

$255

New WindsorCincinnati

SWF - CVG

SWFCVG

New Windsor Stewart

週五 12/12

12:27 pm-9:26 pm

1 stop8h 59m

Cincinnati Cinci./N. Kentucky

週五 12/19

6:15 am-4:38 pm

1 stop10h 23m

$278

New WindsorLouisville

SWF - SDF

SWFSDF

New Windsor Stewart

週一 1/12

11:09 am-2:33 pm

1 stop27h 24m

Louisville Intl

週四 1/15

3:28 pm-10:19 am

1 stop18h 51m

$288

New WindsorIndianapolis

SWF - IND

SWFIND

New Windsor Stewart

週日 12/14

11:43 am-10:23 am

1 stop22h 40m

Indianapolis

週三 12/17

2:13 pm-10:19 am

1 stop20h 06m

$290

New WindsorCincinnati

SWF - CVG

SWFCVG

New Windsor Stewart

週六 12/20

9:45 am-11:26 pm

1 stop13h 41m

Cincinnati Cinci./N. Kentucky

週日 1/4

9:03 pm-11:44 am

1 stop14h 41m

$297

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

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 $53). 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 fly from New Windsor to Indiana in about 8h 59m. The time it takes to get you to your destination can typically vary by up to . The distance between New Windsor and Indiana is about 581 mi.

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

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

  • 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 $53). 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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