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Stewart

$89+ 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 1/11. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SWF
dic. 26 — ene. 21
vie. 12/26
vie. 1/2
1 adult, Economy
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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 noviembre 26, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/26. 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. 12/116:15 amORD - SWF
1 stop28h 22mMultiple Airlines
lun. 12/1512:24 pmSWF - ORD
2 stops10h 24mMultiple Airlines
Deal found 11/26$237
This Mytrip deal was found by Cheapflights users on 11/26. 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. 12/1112:50 pmCVG - SWF
2 stops22h 47mMultiple Airlines
lun. 12/157:30 pmSWF - CVG
1 stop15h 09mMultiple Airlines
Deal found 11/26$237
This Kiwi.com deal was found by Cheapflights users on 11/24. 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. 12/75:00 amORD - SWF
1 stop29h 37mMultiple Airlines
vie. 12/1212:27 pmSWF - ORD
1 stop12h 42mMultiple Airlines
Deal found 11/24$238
This Kiwi.com deal was found by Cheapflights users on 11/24. 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. 12/49:03 pmCVG - SWF
1 stop14h 41mMultiple Airlines
lun. 12/87:30 pmSWF - CVG
1 stop15h 09mMultiple Airlines
Deal found 11/24$249
This Kiwi.com deal was found by Cheapflights users on 11/24. 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. 12/49:26 pmSDF - SWF
1 stop21h 14mAllegiant Air
lun. 12/85:44 pmSWF - SDF
1 stop23h 11mAllegiant Air
Deal found 11/24$253
This Kiwi.com deal was found by Cheapflights users on 11/25. 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. 12/71:40 pmIND - SWF
1 stop21h 57mMultiple Airlines
vie. 12/1212:27 pmSWF - IND
1 stop22h 31mMultiple Airlines
Deal found 11/25$257
This Kiwi.com deal was found by Cheapflights users on 11/24. 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. 12/75:00 amORD - SWF
1 stop29h 37mMultiple Airlines
lun. 12/87:30 pmSWF - ORD
2 stops44h 01mMultiple Airlines
Deal found 11/24$262
This Kiwi.com deal was found by Cheapflights users on 11/24. 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. 12/75:00 amORD - SWF
1 stop29h 37mMultiple Airlines
dom. 12/1411:43 amSWF - ORD
1 stop26h 33mMultiple Airlines
Deal found 11/24$267
This Kiwi.com deal was found by Cheapflights users on 11/24. 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. 12/75:00 amORD - SWF
1 stop29h 37mMultiple Airlines
jue. 12/1111:09 amSWF - ORD
2 stops14h 00mMultiple Airlines
Deal found 11/24$269
This Mytrip deal was found by Cheapflights users on 11/25. 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. 12/712:50 pmCVG - SWF
2 stops22h 47mMultiple Airlines
vie. 12/1212:27 pmSWF - CVG
1 stop8h 59mMultiple Airlines
Deal found 11/25$270
This Kiwi.com deal was found by Cheapflights users on 11/25. 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. 12/49:03 pmCVG - SWF
1 stop14h 41mBreeze Airways
lun. 12/812:24 pmSWF - CVG
1 stop20h 35mBreeze Airways
Deal found 11/25$275
This Kiwi.com deal was found by Cheapflights users on 11/25. 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. 12/189:03 pmCVG - SWF
1 stop14h 41mMultiple Airlines
sáb. 12/209:45 amSWF - CVG
1 stop13h 41mMultiple Airlines
Deal found 11/25$277

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 noviembre 26, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$179
(Mytrip)

One-way from

$89
(Kiwi.com)

Popular in

November

Cheapest in

February

Average price

$323
Provider with most accurate pricing for Indianapolis-New York (NYC) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Indianapolis-New York (NYC) flights.
Search Deals
From Indiana to New Windsor Stewart
Search Deals
One-way flight from Indiana to New Windsor Stewart
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($51 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

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 noviembre 26, 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

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

jue. 1/29

8:22 pm-10:19 am

1 stop12h 57m

New Windsor Stewart

lun. 2/2

11:09 am-11:46 pm

1 stop13h 37m

$179

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

jue. 1/8

8:22 pm-10:19 am

1 stop12h 57m

New Windsor Stewart

lun. 1/12

11:09 am-11:46 pm

1 stop13h 37m

$179

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

jue. 1/22

8:22 pm-10:19 am

1 stop12h 57m

New Windsor Stewart

lun. 1/26

11:09 am-8:54 pm

1 stop10h 45m

$189

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

jue. 1/22

3:28 pm-10:19 am

1 stop18h 51m

New Windsor Stewart

lun. 1/26

6:02 pm-5:32 pm

1 stop23h 30m

$217

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

jue. 12/11

6:15 am-11:37 am

1 stop28h 22m

New Windsor Stewart

lun. 12/15

12:24 pm-9:48 pm

2 stops10h 24m

$237

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

dom. 12/7

5:00 am-11:37 am

1 stop29h 37m

New Windsor Stewart

vie. 12/12

12:27 pm-12:09 am

1 stop12h 42m

$238

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

jue. 1/8

3:28 pm-10:19 am

1 stop18h 51m

New Windsor Stewart

jue. 1/15

10:48 am-10:07 am

1 stop23h 19m

$241

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

jue. 1/15

8:22 pm-10:19 am

1 stop12h 57m

New Windsor Stewart

lun. 1/19

11:09 am-11:46 pm

1 stop13h 37m

$248

CincinnatiNew Windsor

CVG - SWF

CVGSWF

Cincinnati Cinci./N. Kentucky

jue. 12/4

9:03 pm-11:44 am

1 stop14h 41m

New Windsor Stewart

lun. 12/8

7:30 pm-10:39 am

1 stop15h 09m

$249

CincinnatiNew Windsor

CVG - SWF

CVGSWF

Cincinnati Cinci./N. Kentucky

jue. 12/11

9:03 pm-11:44 am

1 stop14h 41m

New Windsor Stewart

lun. 12/15

7:30 pm-10:39 am

1 stop15h 09m

$250

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/25

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 January is currently the most expensive (average of $95). 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 and Breeze Airways can get you from Indiana to New Windsor in just under 9h 43m. Your travel time can differ by up to 4h 55m. There are 581 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 Chicago O'Hare Intl - New Windsor Stewart or Louisville Intl - 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 January is currently the most expensive (average of $95). 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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