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$74+ 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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — IND
Jan 3 — Jan 101
Sat 1/3
Sat 1/10
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 4, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/2. 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 12/198:11 pmSWF - IND
1 stop27h 28mAllegiant Air
Sun 1/113:01 pmIND - SWF
1 stop19h 18mAllegiant Air
Deal found 12/2$241
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 12/146:00 amCVG - SWF
1 stop29h 37mMultiple Airlines
Deal found 12/2$241
This Mytrip deal was found by Cheapflights users on 12/2. 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 12/1212:27 pmSWF - ORD
1 stop12h 42mMultiple Airlines
Sun 12/141:34 pmORD - SWF
2 stops21h 03mMultiple Airlines
Deal found 12/2$259
This Kiwi.com deal was found by Cheapflights users on 12/3. 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.
Fri 12/127:30 pmSWF - CVG
1 stop15h 22mMultiple Airlines
Sun 12/149:03 pmCVG - SWF
1 stop14h 41mMultiple Airlines
Deal found 12/3$295
This Kiwi.com deal was found by Cheapflights users on 12/2. 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.
Mon 12/87:30 pmSWF - CVG
1 stop15h 09mMultiple Airlines
Thu 12/118:55 pmCVG - SWF
2 stops14h 49mMultiple Airlines
Deal found 12/2$305
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 12/198:11 pmSWF - IND
2 stops15h 22mMultiple Airlines
Sun 1/113:01 pmIND - SWF
1 stop19h 18mMultiple Airlines
Deal found 12/2$306
This Kiwi.com deal was found by Cheapflights users on 12/2. 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.
Sun 12/1411:43 amSWF - CVG
1 stop11h 13mMultiple Airlines
Thu 12/189:03 pmCVG - SWF
1 stop14h 41mMultiple Airlines
Deal found 12/2$310
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 12/198:11 pmSWF - RFD
1 stop12h 57mAllegiant Air
Tue 12/237:54 pmRFD - SWF
1 stop19h 50mAllegiant Air
Deal found 12/2$318
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 12/1912:24 pmSWF - ORD
2 stops23h 50mMultiple Airlines
Sun 1/188:43 pmORD - SWF
1 stop12h 36mMultiple Airlines
Deal found 12/2$323
This Kiwi.com deal was found by Cheapflights users on 12/3. 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.
Sat 12/207:50 pmSWF - CVG
1 stop27h 17mAllegiant Air
Sun 1/46:14 pmCVG - SWF
1 stop17h 48mAllegiant Air
Deal found 12/3$323
This Kiwi.com deal was found by Cheapflights users on 12/3. 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.
Mon 12/227:10 pmSWF - FWA
1 stop13h 33mAllegiant Air
Thu 1/84:45 pmFWA - SWF
1 stop17h 34mAllegiant Air
Deal found 12/3$324
This Mytrip deal was found by Cheapflights users on 12/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/227:10 pmSWF - CVG
1 stop16h 25mAllegiant Air
Fri 1/239:00 amCVG - SWF
1 stop9h 43mAllegiant Air
Deal found 12/3$331

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 4, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$179
(Kiwi.com)

One-way from

$74
(Kiwi.com)

Popular in

October

Cheapest in

February

Average price

$298
Provider with most accurate pricing for New York (NYC)-Indianapolis flight deals.
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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 ($15 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 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 4, 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

Thu 2/26

11:52 am-7:29 pm

1 stop8h 37m

Chicago O'Hare Intl

Wed 3/4

7:59 pm-9:19 am

1 stop12h 20m

$179

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Mon 1/26

11:09 am-7:38 pm

1 stop9h 29m

Chicago O'Hare Intl

Sun 2/1

5:32 pm-10:19 am

1 stop15h 47m

$197

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Fri 1/9

11:09 am-11:46 pm

1 stop13h 37m

Chicago O'Hare Intl

Sun 1/11

5:32 pm-10:19 am

1 stop15h 47m

$207

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Fri 2/6

11:09 am-7:38 pm

1 stop9h 29m

Chicago O'Hare Intl

Sun 2/8

5:32 pm-10:19 am

1 stop15h 47m

$211

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Mon 1/19

11:09 am-9:03 pm

1 stop10h 54m

Chicago O'Hare Intl

Thu 1/22

8:43 pm-10:19 am

1 stop12h 36m

$231

New WindsorIndianapolis

SWF - IND

SWFIND

New Windsor Stewart

Fri 1/30

11:09 am-10:48 pm

1 stop11h 39m

Indianapolis

Sun 2/1

8:26 pm-10:19 am

1 stop13h 53m

$233

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Fri 1/23

11:09 am-11:46 pm

1 stop13h 37m

Chicago O'Hare Intl

Sun 1/25

5:32 pm-10:19 am

1 stop15h 47m

$234

New WindsorIndianapolis

SWF - IND

SWFIND

New Windsor Stewart

Fri 12/19

8:11 pm-11:39 pm

1 stop27h 28m

Indianapolis

Sun 1/11

3:01 pm-10:19 am

1 stop19h 18m

$241

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

6:00 am-11:37 am

1 stop29h 37m

$241

New WindsorIndianapolis

SWF - IND

SWFIND

New Windsor Stewart

Fri 1/23

11:09 am-7:31 pm

1 stop8h 22m

Indianapolis

Sun 1/25

8:26 pm-10:19 am

1 stop13h 53m

$246

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/2

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 $98). 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 24h 59m. The time it takes to get you to your destination can typically vary by up to 2h 29m. The distance between New Windsor and Indiana is about 751 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 - Cincinnati Cinci./N. Kentucky. You may also consider New Windsor Stewart - Indianapolis or New Windsor Stewart - Chicago O'Hare 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 $53). Flying from New Windsor to Indiana in August is currently the most expensive (average of $98). 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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