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$102+ 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 11/17. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — IND
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
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 November 3, 2025.

This Mytrip deal was found by Cheapflights users on 11/2. 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.
Fri 12/512:27 pmSWF - CVG
1 stop8h 59mMultiple Airlines
Sun 12/712:50 pmCVG - SWF
2 stops22h 47mMultiple Airlines
Deal found 11/2$235
This Mytrip deal was found by Cheapflights users on 11/1. 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.
Fri 12/1212:27 pmSWF - CVG
1 stop8h 59mMultiple Airlines
Sun 12/1412:50 pmCVG - SWF
2 stops22h 47mMultiple Airlines
Deal found 11/1$254
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 11/1611:43 amSWF - ORD
2 stops30h 32mMultiple Airlines
Thu 11/208:45 amORD - SWF
1 stop24h 37mMultiple Airlines
Deal found 11/1$263
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 12/1111:43 amSWF - CVG
1 stop8h 02mMultiple Airlines
Sun 12/149:03 pmCVG - SWF
1 stop14h 41mMultiple Airlines
Deal found 11/2$293
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 11/1411:01 amSWF - CVG
1 stop13h 16mMultiple Airlines
Sat 11/151:00 pmCVG - SWF
1 stop22h 03mMultiple Airlines
Deal found 11/1$297
This Mytrip deal was found by Cheapflights users on 10/31. 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 11/1012:01 pmSWF - ORD
1 stop13h 26mMultiple Airlines
Thu 11/133:26 pmORD - SWF
1 stop17h 45mMultiple Airlines
Deal found 10/31$298
This Mytrip deal was found by Cheapflights users on 11/2. 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.
Wed 11/2612:17 pmSWF - ORD
1 stop11h 56mMultiple Airlines
Sun 12/712:09 pmORD - SWF
2 stops22h 28mMultiple Airlines
Deal found 11/2$299
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 11/1811:16 amSWF - FWA
1 stop23h 17mAllegiant Air
Tue 11/256:28 pmFWA - SWF
1 stop16h 59mAllegiant Air
Deal found 11/3$305
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 11/1411:01 amSWF - CVG
1 stop13h 16mMultiple Airlines
Thu 1/19:03 pmCVG - SWF
1 stop14h 41mMultiple Airlines
Deal found 11/2$315
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 12/209:45 amSWF - MDW
1 stop12h 19mMultiple Airlines
Wed 12/246:12 amMDW - SWF
2 stops27h 51mMultiple Airlines
Deal found 11/2$319
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 12/209:45 amSWF - CVG
1 stop13h 41mMultiple Airlines
Tue 12/236:00 amCVG - SWF
1 stop10h 00mMultiple Airlines
Deal found 11/2$320
This Mytrip deal was found by Cheapflights users on 11/1. 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.
Thu 11/2011:06 amSWF - CVG
1 stop7h 00mAllegiant Air
Fri 11/289:00 amCVG - SWF
1 stop9h 38mAllegiant Air
Deal found 11/1$338

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 November 3, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$227
(Mytrip)

One-way from

$102
(Kiwi.com)

Popular in

May

Cheapest in

February

Average price

$304
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. 1% potential increase in price ($4 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 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 November 3, 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 1/30

11:09 am-11:42 pm

1 stop13h 33m

Chicago O'Hare Intl

Sun 2/1

5:59 pm-10:19 am

1 stop15h 20m

$227

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Fri 1/9

11:09 am-11:42 pm

1 stop13h 33m

Chicago O'Hare Intl

Sun 1/11

5:59 pm-10:19 am

1 stop15h 20m

$229

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Fri 1/23

11:09 am-11:42 pm

1 stop13h 33m

Chicago O'Hare Intl

Sun 1/25

5:59 pm-10:19 am

1 stop15h 20m

$233

New WindsorCincinnati

SWF - CVG

SWFCVG

New Windsor Stewart

Fri 12/5

12:27 pm-9:26 pm

1 stop8h 59m

Cincinnati Cinci./N. Kentucky

Sun 12/7

12:50 pm-11:37 am

2 stops22h 47m

$235

New WindsorCincinnati

SWF - CVG

SWFCVG

New Windsor Stewart

Fri 12/12

12:27 pm-9:26 pm

1 stop8h 59m

Cincinnati Cinci./N. Kentucky

Sun 12/14

12:50 pm-11:37 am

2 stops22h 47m

$254

New WindsorCincinnati

SWF - CVG

SWFCVG

New Windsor Stewart

Thu 2/26

11:52 am-8:37 pm

1 stop8h 45m

Cincinnati Cinci./N. Kentucky

Sun 3/1

10:33 am-11:31 am

1 stop24h 58m

$278

New WindsorCincinnati

SWF - CVG

SWFCVG

New Windsor Stewart

Thu 12/11

11:43 am-7:45 pm

1 stop8h 02m

Cincinnati Cinci./N. Kentucky

Sun 12/14

9:03 pm-11:44 am

1 stop14h 41m

$293

New WindsorCincinnati

SWF - CVG

SWFCVG

New Windsor Stewart

Fri 11/14

11:01 am-12:17 am

1 stop13h 16m

Cincinnati Cinci./N. Kentucky

Sat 11/15

1:00 pm-11:03 am

1 stop22h 03m

$297

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Wed 11/26

12:17 pm-11:13 pm

1 stop11h 56m

Chicago O'Hare Intl

Sun 12/7

12:09 pm-11:37 am

2 stops22h 28m

$299

New WindsorFort Wayne

SWF - FWA

SWFFWA

New Windsor Stewart

Tue 11/18

11:16 am-10:33 am

1 stop23h 17m

Fort Wayne

Tue 11/25

6:28 pm-11:27 am

1 stop16h 59m

$305

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

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 23h 17m. 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 576 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 - Indianapolis. You may also consider New Windsor Stewart - Chicago O'Hare Intl or New Windsor Stewart - Cincinnati Cinci./N. Kentucky.

  • 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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