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Stewart

$99+ Cheap flights from Indiana to New Windsor (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 10/2. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SWF
ago. 25 — sep. 11
lun. 8/25
lun. 9/1
1 adult, Economy
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Cheap flight deals from Indiana to Stewart

Keep the following information in mind while searching for Indiana to Stewart flight deals. Data was last updated agosto 20, 2025.

Round-trip from

$200
(Mytrip)

One-way from

$99
(Mytrip)

Popular in

November

Cheapest in

February

Average price

$218
From Indiana to New Windsor Stewart
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One-way flight from Indiana to New Windsor Stewart
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Highest demand for flights based on searches. 15% potential increase in price ($41 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Indiana to Stewart

Cheapest flights from Indiana to Stewart
Explore the most affordable flight options available from Indiana to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on agosto 20, 2025.

This Mytrip deal was found by Cheapflights users on 8/18. 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.
vie. 10/36:30 amCVG - SWF
1 stop13h 01mAllegiant Air
lun. 10/611:01 amSWF - CVG
1 stop10h 36mAllegiant Air
Deal found 8/18$200
This Mytrip deal was found by Cheapflights users on 8/18. 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.
jue. 10/167:29 pmORD - SWF
1 stop14h 12mMultiple Airlines
lun. 10/2011:01 amSWF - ORD
1 stop8h 23mMultiple Airlines
Deal found 8/18$224
This Mytrip deal was found by Cheapflights users on 8/19. 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.
vie. 10/36:30 amCVG - SWF
1 stop13h 01mAllegiant Air
vie. 10/1011:41 amSWF - CVG
1 stop11h 58mAllegiant Air
Deal found 8/19$226
This Mytrip deal was found by Cheapflights users on 8/20. 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.
dom. 11/95:59 pmORD - SWF
1 stop16h 12mMultiple Airlines
vie. 11/1411:01 amSWF - ORD
1 stop13h 41mMultiple Airlines
Deal found 8/20$228
This Kiwi.com deal was found by Cheapflights users on 8/19. 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.
jue. 10/25:32 pmCVG - SWF
1 stop17h 49mAllegiant Air
lun. 10/611:01 amSWF - CVG
1 stop10h 36mAllegiant Air
Deal found 8/19$231
This Mytrip deal was found by Cheapflights users on 8/19. 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.
jue. 10/231:26 pmORD - SWF
2 stops20h 15mMultiple Airlines
lun. 10/273:01 pmSWF - ORD
1 stop11h 02mMultiple Airlines
Deal found 8/19$232
This Kiwi.com deal was found by Cheapflights users on 8/19. 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.
dom. 11/910:55 amSDF - SWF
1 stop24h 16mMultiple Airlines
jue. 11/136:14 pmSWF - SDF
1 stop26h 08mMultiple Airlines
Deal found 8/19$237
This Kiwi.com deal was found by Cheapflights users on 8/19. 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.
jue. 12/1110:55 amSDF - SWF
1 stop24h 42mMultiple Airlines
lun. 12/155:44 pmSWF - SDF
1 stop23h 11mMultiple Airlines
Deal found 8/19$239
This Kiwi.com deal was found by Cheapflights users on 8/19. 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.
jue. 11/1310:55 amSDF - SWF
1 stop23h 16mMultiple Airlines
dom. 11/166:14 pmSWF - SDF
1 stop26h 29mMultiple Airlines
Deal found 8/19$244
This Mytrip deal was found by Cheapflights users on 8/19. 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.
dom. 10/195:32 pmCVG - SWF
1 stop16h 39mAllegiant Air
vie. 10/2411:31 amSWF - CVG
1 stop12h 08mAllegiant Air
Deal found 8/19$250
This Mytrip deal was found by Cheapflights users on 8/18. 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.
jue. 10/26:25 pmIND - SWF
1 stop16h 56mMultiple Airlines
jue. 10/97:11 pmSWF - IND
1 stop16h 06mMultiple Airlines
Deal found 8/18$259
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/36:30 amCVG - SWF
1 stop13h 01mMultiple Airlines
lun. 10/611:01 amSWF - CVG
2 stops21h 35mMultiple Airlines
Deal found 8/18$262

Cheapflights Fare Finder

 
Customize your flight search to find flights from Indiana 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 agosto 20, 2025.
Use the filters below to find and compare flights from Indiana to New Windsor that are best for you.

Fly from

Indiana

Fly to

Stewart

Route

Depart

Return

Price

CincinnatiNew Windsor

CVG - SWF

CVGSWF

Cincinnati Cinci./N. Kentucky

vie. 10/3

6:30 am-7:31 pm

1 stop13h 01m

New Windsor Stewart

lun. 10/6

11:01 am-9:37 pm

1 stop10h 36m

$200

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

jue. 10/23

4:45 pm-10:41 am

1 stop16h 56m

New Windsor Stewart

lun. 10/27

3:01 pm-1:03 am

1 stop11h 02m

$224

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

jue. 10/16

7:29 pm-10:41 am

1 stop14h 12m

New Windsor Stewart

lun. 10/20

11:01 am-6:24 pm

1 stop8h 23m

$224

CincinnatiNew Windsor

CVG - SWF

CVGSWF

Cincinnati Cinci./N. Kentucky

vie. 10/3

6:30 am-7:31 pm

1 stop13h 01m

New Windsor Stewart

vie. 10/10

11:41 am-11:39 pm

1 stop11h 58m

$226

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

dom. 11/9

5:59 pm-11:11 am

1 stop16h 12m

New Windsor Stewart

vie. 11/14

11:01 am-11:42 pm

1 stop13h 41m

$228

CincinnatiNew Windsor

CVG - SWF

CVGSWF

Cincinnati Cinci./N. Kentucky

jue. 10/2

5:32 pm-11:21 am

1 stop17h 49m

New Windsor Stewart

lun. 10/6

11:01 am-9:37 pm

1 stop10h 36m

$231

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

dom. 11/9

10:55 am-11:11 am

1 stop24h 16m

New Windsor Stewart

jue. 11/13

6:14 pm-8:22 pm

1 stop26h 08m

$237

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

jue. 12/11

10:55 am-11:37 am

1 stop24h 42m

New Windsor Stewart

lun. 12/15

5:44 pm-4:55 pm

1 stop23h 11m

$239

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

jue. 11/13

10:55 am-10:11 am

1 stop23h 16m

New Windsor Stewart

dom. 11/16

6:14 pm-8:43 pm

1 stop26h 29m

$244

CincinnatiNew Windsor

CVG - SWF

CVGSWF

Cincinnati Cinci./N. Kentucky

dom. 10/19

5:32 pm-10:11 am

1 stop16h 39m

New Windsor Stewart

vie. 10/24

11:31 am-11:39 pm

1 stop12h 08m

$250

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

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

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

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

Currently, October is the cheapest month in which you can book a flight from Indiana to New Windsor (average of $109). Flying from Indiana to New Windsor in December is currently the most expensive (average of $202). 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 Indiana to Stewart. 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 into for flights to New Windsor from Indiana?

    Located just 4.3 mi from the city center, New Windsor Stewart (SWF) is the airport most travelers will use when flying to New Windsor from Indiana.

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

    Allegiant Air can get you from Indiana to New Windsor in just under 13h 01m. Your travel time can differ by up to . There are 581 mi between Indiana and New Windsor.

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

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

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

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

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

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

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

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

    Currently, October is the cheapest month in which you can book a flight from Indiana to New Windsor (average of $109). Flying from Indiana to New Windsor in December is currently the most expensive (average of $202). 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

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