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Stewart

$90+ 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 1/29. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SWF
Feb 10 — Feb 171
Tue 2/10
Tue 2/17
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 January 11, 2026.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$221
(Kiwi.com)

One-way from

$90
(Kiwi.com)

Popular in

November

Cheapest in

January

Average price

$159
Provider with most accurate pricing for Indianapolis-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Indianapolis-New York (NYC) flights.
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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. 16% potential increase in price ($42 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 January 11, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/8. 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 1/228:43 pmORD - SWF
1 stop12h 36mMultiple Airlines
Mon 1/2611:09 amSWF - ORD
1 stop25h 13mMultiple Airlines
Deal found 1/8$221
This Kiwi.com deal was found by Cheapflights users on 1/11. 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 1/221:43 pmCVG - SWF
1 stop21h 48mMultiple Airlines
Fri 1/237:33 pmSWF - CVG
1 stop19h 30mMultiple Airlines
Deal found 1/11$236
This Kiwi.com deal was found by Cheapflights users on 1/11. 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 1/269:00 amCVG - SWF
1 stop9h 43mMultiple Airlines
Thu 1/2912:13 pmSWF - CVG
1 stop11h 13mMultiple Airlines
Deal found 1/11$276
This Kiwi.com deal was found by Cheapflights users on 1/9. 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 2/27:00 amCVG - SWF
1 stop11h 43mMultiple Airlines
Thu 2/511:48 amSWF - CVG
1 stop10h 07mMultiple Airlines
Deal found 1/9$292
This Kiwi.com deal was found by Cheapflights users on 1/10. 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 1/258:53 pmSBN - SWF
2 stops14h 38mBreeze Airways
Thu 1/2912:13 pmSWF - SBN
1 stop8h 00mBreeze Airways
Deal found 1/10$295
This Kiwi.com deal was found by Cheapflights users on 1/10. 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 1/258:26 pmIND - SWF
1 stop13h 53mMultiple Airlines
Thu 1/2912:13 pmSWF - IND
1 stop21h 30mMultiple Airlines
Deal found 1/10$318
This Kiwi.com deal was found by Cheapflights users on 1/11. 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 2/87:10 pmEVV - SWF
1 stop22h 33mAllegiant Air
Sun 2/157:28 pmSWF - EVV
1 stop13h 19mAllegiant Air
Deal found 1/11$328
This Kiwi.com deal was found by Cheapflights users on 1/9. 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 5/216:15 amCVG - SWF
1 stop26h 36mAllegiant Air
Mon 5/255:53 pmSWF - CVG
1 stop5h 22mAllegiant Air
Deal found 1/9$341
This Kiwi.com deal was found by Cheapflights users on 1/9. 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 3/74:44 pmORD - SWF
2 stops14h 35mMultiple Airlines
Sun 3/87:27 pmSWF - ORD
1 stop21h 08mMultiple Airlines
Deal found 1/9$349
This Kiwi.com deal was found by Cheapflights users on 1/8. 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 5/149:08 pmCVG - SWF
1 stop14h 27mMultiple Airlines
Sun 5/1711:45 amSWF - CVG
1 stop9h 24mMultiple Airlines
Deal found 1/8$353
This Kiwi.com deal was found by Cheapflights users on 1/10. 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 3/110:00 amSBN - SWF
1 stop8h 32mAllegiant Air
Mon 3/211:03 amSWF - SBN
1 stop23h 37mAllegiant Air
Deal found 1/10$361
This Kiwi.com deal was found by Cheapflights users on 1/10. 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 1/221:43 pmCVG - SWF
1 stop21h 48mMultiple Airlines
Sun 1/2510:48 amSWF - CVG
1 stop8h 02mMultiple Airlines
Deal found 1/10$363

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 January 11, 2026.
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

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Thu 1/22

8:43 pm-10:19 am

1 stop12h 36m

New Windsor Stewart

Mon 1/26

11:09 am-11:22 am

1 stop25h 13m

$221

CincinnatiNew Windsor

CVG - SWF

CVGSWF

Cincinnati Cinci./N. Kentucky

Mon 1/26

9:00 am-6:43 pm

1 stop9h 43m

New Windsor Stewart

Fri 1/30

12:11 pm-3:03 pm

2 stops26h 52m

$236

CincinnatiNew Windsor

CVG - SWF

CVGSWF

Cincinnati Cinci./N. Kentucky

Thu 1/22

1:43 pm-11:31 am

1 stop21h 48m

New Windsor Stewart

Fri 1/23

7:33 pm-3:03 pm

1 stop19h 30m

$236

CincinnatiNew Windsor

CVG - SWF

CVGSWF

Cincinnati Cinci./N. Kentucky

Mon 1/26

9:00 am-6:43 pm

1 stop9h 43m

New Windsor Stewart

Thu 1/29

12:13 pm-11:26 pm

1 stop11h 13m

$276

CincinnatiNew Windsor

CVG - SWF

CVGSWF

Cincinnati Cinci./N. Kentucky

Mon 2/2

7:00 am-6:43 pm

1 stop11h 43m

New Windsor Stewart

Thu 2/5

11:48 am-9:55 pm

1 stop10h 07m

$292

South BendNew Windsor

SBN - SWF

SBNSWF

South Bend/Michiana

Sun 1/25

8:53 pm-11:31 am

2 stops14h 38m

New Windsor Stewart

Thu 1/29

12:13 pm-8:13 pm

1 stop8h 00m

$295

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Sun 1/25

8:26 pm-10:19 am

1 stop13h 53m

New Windsor Stewart

Thu 1/29

12:13 pm-9:43 am

1 stop21h 30m

$318

EvansvilleNew Windsor

EVV - SWF

EVVSWF

Evansville Dress Regional

Sun 2/8

7:10 pm-6:43 pm

1 stop22h 33m

New Windsor Stewart

Sun 2/15

7:28 pm-7:47 am

1 stop13h 19m

$328

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Sat 3/7

4:44 pm-8:19 am

2 stops14h 35m

New Windsor Stewart

Sun 3/8

7:27 pm-3:35 pm

1 stop21h 08m

$349

South BendNew Windsor

SBN - SWF

SBNSWF

South Bend/Michiana

Sun 3/1

10:00 am-6:32 pm

1 stop8h 32m

New Windsor Stewart

Mon 3/2

11:03 am-10:40 am

1 stop23h 37m

$361

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/10

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, March is the cheapest month in which you can book a flight from Indiana to New Windsor (average of $46). Flying from Indiana to New Windsor in July is currently the most expensive (average of $88). 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?

    Breeze Airways and Allegiant Air can get you from Indiana to New Windsor in just under 14h 38m. Your travel time can differ by up to 7h 55m. There are 630 mi between Indiana and New Windsor. 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 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 South Bend/Michiana - New Windsor Stewart or Fort Wayne - 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, March is the cheapest month in which you can book a flight from Indiana to New Windsor (average of $46). Flying from Indiana to New Windsor in July is currently the most expensive (average of $88). 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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