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Stewart

$88+ 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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SWF
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
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 October 28, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
Thu 12/49:26 pmSDF - SWF
1 stop21h 14mAllegiant Air
Mon 12/85:44 pmSWF - SDF
1 stop23h 11mAllegiant Air
Deal found 10/26$227
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
Thu 12/49:03 pmCVG - SWF
1 stop14h 41mMultiple Airlines
Sun 12/711:09 amSWF - CVG
1 stop13h 48mMultiple Airlines
Deal found 10/26$249
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
Thu 12/119:18 pmDAY - SWF
1 stop21h 22mAllegiant Air
Mon 12/155:20 pmSWF - DAY
1 stop17h 38mAllegiant Air
Deal found 10/26$253
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
Thu 12/119:18 pmDAY - SWF
2 stops14h 26mMultiple Airlines
Mon 12/155:20 pmSWF - DAY
1 stop17h 38mMultiple Airlines
Deal found 10/26$255
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
Sun 12/79:18 pmDAY - SWF
1 stop21h 22mAllegiant Air
Mon 12/155:20 pmSWF - DAY
1 stop17h 38mAllegiant Air
Deal found 10/26$262
This Mytrip deal was found by Cheapflights users on 10/27. 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 11/137:11 pmSDF - SWF
1 stop15h 00mMultiple Airlines
Fri 11/147:05 pmSWF - SDF
1 stop14h 49mMultiple Airlines
Deal found 10/27$276
This Mytrip deal was found by Cheapflights users on 10/26. 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.
Thu 11/68:28 amORD - SWF
2 stops25h 13mMultiple Airlines
Mon 11/1012:01 pmSWF - ORD
1 stop13h 26mMultiple Airlines
Deal found 10/26$278
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
Sun 12/79:18 pmDAY - SWF
1 stop21h 22mAllegiant Air
Thu 12/1111:09 amSWF - DAY
1 stop21h 07mAllegiant Air
Deal found 10/26$278
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 12/119:03 pmCVG - SWF
1 stop14h 41mMultiple Airlines
Sun 12/1411:43 amSWF - CVG
1 stop11h 13mMultiple Airlines
Deal found 10/27$279
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
Thu 12/119:18 pmDAY - SWF
2 stops14h 26mMultiple Airlines
Sun 12/1411:09 amSWF - DAY
1 stop21h 07mMultiple Airlines
Deal found 10/26$304
This Kiwi.com deal was found by Cheapflights users on 10/25. 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.
Thu 10/309:03 pmCVG - SWF
1 stop14h 41mMultiple Airlines
Mon 11/312:01 pmSWF - CVG
1 stop12h 16mMultiple Airlines
Deal found 10/25$304
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
Sun 12/79:18 pmDAY - SWF
1 stop21h 22mAllegiant Air
Sun 12/1411:09 amSWF - DAY
1 stop21h 07mAllegiant Air
Deal found 10/26$311

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 October 28, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$227
(Kiwi.com)

One-way from

$88
(Kiwi.com)

Popular in

November

Cheapest in

February

Average price

$273
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. 19% potential increase in price ($53 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 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 October 28, 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

DaytonNew Windsor

DAY - SWF

DAYSWF

Dayton

Thu 12/11

9:18 pm-6:40 pm

1 stop21h 22m

New Windsor Stewart

Mon 12/15

5:20 pm-10:58 am

1 stop17h 38m

$253

CincinnatiNew Windsor

CVG - SWF

CVGSWF

Cincinnati Cinci./N. Kentucky

Thu 12/4

9:03 pm-11:44 am

1 stop14h 41m

New Windsor Stewart

Sun 12/7

11:09 am-12:57 am

1 stop13h 48m

$253

DaytonNew Windsor

DAY - SWF

DAYSWF

Dayton

Thu 12/11

9:18 pm-11:44 am

2 stops14h 26m

New Windsor Stewart

Mon 12/15

5:20 pm-10:58 am

1 stop17h 38m

$255

DaytonNew Windsor

DAY - SWF

DAYSWF

Dayton

Sun 12/7

9:18 pm-6:40 pm

1 stop21h 22m

New Windsor Stewart

Mon 12/15

5:20 pm-10:58 am

1 stop17h 38m

$262

DaytonNew Windsor

DAY - SWF

DAYSWF

Dayton

Sun 12/7

9:18 pm-6:40 pm

1 stop21h 22m

New Windsor Stewart

Thu 12/11

11:09 am-8:16 am

1 stop21h 07m

$278

DaytonNew Windsor

DAY - SWF

DAYSWF

Dayton

Thu 12/11

9:18 pm-11:44 am

2 stops14h 26m

New Windsor Stewart

Sun 12/14

11:09 am-8:16 am

1 stop21h 07m

$304

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Thu 2/5

10:55 am-10:19 am

1 stop23h 24m

New Windsor Stewart

Mon 2/9

6:04 pm-5:32 pm

1 stop23h 28m

$306

DaytonNew Windsor

DAY - SWF

DAYSWF

Dayton

Sun 12/7

9:18 pm-6:40 pm

1 stop21h 22m

New Windsor Stewart

Sun 12/14

11:09 am-8:16 am

1 stop21h 07m

$311

DaytonNew Windsor

DAY - SWF

DAYSWF

Dayton

Thu 1/8

4:26 pm-5:12 pm

1 stop24h 46m

New Windsor Stewart

Thu 1/15

10:48 am-3:29 pm

1 stop28h 41m

$316

South BendNew Windsor

SBN - SWF

SBNSWF

South Bend/Michiana

Thu 1/15

7:47 pm-5:12 pm

1 stop21h 25m

New Windsor Stewart

Sun 1/18

11:48 am-8:08 pm

1 stop8h 20m

$316

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

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 December 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 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 14h 43m. Your travel time can differ by up to 6h 39m. 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 Chicago O'Hare Intl - New Windsor Stewart. You may also consider Cincinnati Cinci./N. Kentucky - New Windsor Stewart or Indianapolis - 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 December 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

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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