HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Stewart

$84+ 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
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Indiana to Stewart with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 December 12, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/9. 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.
Fri 12/1910:30 amCVG - SWF
1 stop7h 36mMultiple Airlines
Sat 12/207:50 pmSWF - CVG
1 stop15h 41mMultiple Airlines
Deal found 12/9$336
This Kiwi.com deal was found by Cheapflights users on 12/10. 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 12/189:03 pmCVG - SWF
1 stop14h 41mMultiple Airlines
Sat 12/207:50 pmSWF - CVG
1 stop15h 41mMultiple Airlines
Deal found 12/10$361
This Kiwi.com deal was found by Cheapflights users on 12/11. 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 12/189:21 pmSDF - SWF
1 stop19h 17mAllegiant Air
Thu 1/2910:48 amSWF - SDF
1 stop23h 19mAllegiant Air
Deal found 12/11$369
This Kiwi.com deal was found by Cheapflights users on 12/10. 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 12/149:03 pmCVG - SWF
1 stop14h 41mMultiple Airlines
Mon 12/157:30 pmSWF - CVG
1 stop15h 09mMultiple Airlines
Deal found 12/10$370
This Kiwi.com deal was found by Cheapflights users on 12/10. 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.
Fri 12/195:05 amSDF - SWF
1 stop13h 01mMultiple Airlines
Sat 12/207:50 pmSWF - SDF
1 stop24h 46mMultiple Airlines
Deal found 12/10$396
This Kiwi.com deal was found by Cheapflights users on 12/10. 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.
Wed 12/172:13 pmIND - SWF
1 stop20h 06mAllegiant Air
Fri 12/198:11 pmSWF - IND
1 stop27h 28mAllegiant Air
Deal found 12/10$404
This Kiwi.com deal was found by Cheapflights users on 12/10. 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 12/189:03 pmCVG - SWF
1 stop14h 41mMultiple Airlines
Fri 12/198:11 pmSWF - CVG
1 stop27h 15mMultiple Airlines
Deal found 12/10$405
This Kiwi.com deal was found by Cheapflights users on 12/10. 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.
Wed 12/172:13 pmIND - SWF
1 stop20h 06mAllegiant Air
Sat 12/207:50 pmSWF - IND
1 stop25h 17mAllegiant Air
Deal found 12/10$408
This Kiwi.com deal was found by Cheapflights users on 12/10. 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.
Tue 12/239:22 pmSDF - SWF
1 stop12h 28mMultiple Airlines
Mon 1/511:37 amSWF - SDF
1 stop12h 22mMultiple Airlines
Deal found 12/10$409
This Kiwi.com deal was found by Cheapflights users on 12/10. 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 12/119:03 pmCVG - SWF
1 stop14h 41mMultiple Airlines
Sun 12/1411:43 amSWF - CVG
1 stop11h 13mMultiple Airlines
Deal found 12/10$409
This Kiwi.com deal was found by Cheapflights users on 12/11. 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 12/189:21 pmSDF - SWF
1 stop19h 17mAllegiant Air
Sat 12/207:50 pmSWF - SDF
1 stop24h 46mAllegiant Air
Deal found 12/11$428
This Kiwi.com deal was found by Cheapflights users on 12/10. 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 12/119:03 pmCVG - SWF
1 stop14h 41mMultiple Airlines
Mon 12/157:30 pmSWF - CVG
1 stop15h 09mMultiple Airlines
Deal found 12/10$441

Find flight deals from Indiana to Stewart

Keep the following information in mind while searching for Indiana to Stewart flight deals. Data was last updated December 12, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$248
(Lucky2Go)

One-way from

$84
(Kiwi.com)

Popular in

November

Cheapest in

January

Average price

$289
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 ($50 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 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 December 12, 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

Thu 1/8

8:43 pm-10:19 am

1 stop12h 36m

New Windsor Stewart

Mon 1/12

11:09 am-7:38 pm

1 stop9h 29m

$189

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Thu 1/8

4:39 pm-6:43 pm

1 stop26h 04m

New Windsor Stewart

Sun 1/11

10:48 am-10:07 am

1 stop23h 19m

$248

CincinnatiNew Windsor

CVG - SWF

CVGSWF

Cincinnati Cinci./N. Kentucky

Mon 2/2

9:00 am-6:43 pm

1 stop9h 43m

New Windsor Stewart

Thu 2/5

10:48 am-6:50 pm

1 stop8h 02m

$279

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Sun 1/4

8:09 pm-12:02 pm

1 stop14h 53m

New Windsor Stewart

Fri 1/9

7:33 pm-10:53 am

2 stops40h 20m

$289

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Sun 1/25

8:27 pm-5:12 pm

1 stop20h 45m

New Windsor Stewart

Sun 2/1

10:48 am-10:07 am

1 stop23h 19m

$297

CincinnatiNew Windsor

CVG - SWF

CVGSWF

Cincinnati Cinci./N. Kentucky

Sun 1/4

6:14 pm-12:02 pm

1 stop17h 48m

New Windsor Stewart

Sun 1/18

12:13 pm-8:24 pm

1 stop8h 11m

$304

CincinnatiNew Windsor

CVG - SWF

CVGSWF

Cincinnati Cinci./N. Kentucky

Fri 1/23

9:00 am-6:43 pm

1 stop9h 43m

New Windsor Stewart

Sun 1/25

10:48 am-6:50 pm

1 stop8h 02m

$304

CincinnatiNew Windsor

CVG - SWF

CVGSWF

Cincinnati Cinci./N. Kentucky

Sun 2/1

9:00 am-10:19 am

2 stops25h 19m

New Windsor Stewart

Thu 2/5

10:48 am-6:50 pm

1 stop8h 02m

$305

CincinnatiNew Windsor

CVG - SWF

CVGSWF

Cincinnati Cinci./N. Kentucky

Fri 2/6

9:00 am-6:43 pm

1 stop9h 43m

New Windsor Stewart

Thu 2/12

11:42 am-8:44 pm

1 stop9h 02m

$329

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Thu 2/19

8:00 am-6:38 pm

1 stop10h 38m

New Windsor Stewart

Sun 2/22

11:52 am-10:48 pm

1 stop10h 56m

$348

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

Showing 1-10 of 60 results
1
2
3
...
6

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 $90). 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 26h 04m. Your travel time can differ by up to . There are 658 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 Indianapolis - New Windsor Stewart or Chicago O'Hare 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 December is currently the most expensive (average of $90). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Indiana to Stewart

See prices for flight routes from nearby airports that may be better suited for you.
Los Angeles to John F Kennedy Intl flights
Dallas/Fort Worth to John F Kennedy Intl flights
Dallas/Fort Worth to LaGuardia flights
Los Angeles to Newark flights
Miami to John F Kennedy Intl flights
Dallas/Fort Worth to Newark flights
Atlanta to John F Kennedy Intl flights
San Francisco to John F Kennedy Intl flights
O'Hare Intl to John F Kennedy Intl flights
Fort Lauderdale to John F Kennedy Intl flights
Atlanta to LaGuardia flights
Los Angeles to LaGuardia flights
Hobby to LaGuardia flights
Hobby to John F Kennedy Intl flights
San Francisco to Newark flights
Miami to LaGuardia flights
Orlando to John F Kennedy Intl flights
Fort Lauderdale to Newark flights
Orlando to Newark flights
Fort Lauderdale to LaGuardia flights
Hobby to Newark flights
West Palm Beach to Newark flights
Miami to Newark flights
O'Hare Intl to LaGuardia flights
Seattle to John F Kennedy Intl flights
George Bush Intcntl to John F Kennedy Intl flights
Charlotte to John F Kennedy Intl flights
O'Hare Intl to Newark flights
Orlando to LaGuardia flights
San Francisco to LaGuardia flights
George Bush Intcntl to Newark flights
Atlanta to Newark flights
Raleigh to LaGuardia flights
Tampa to LaGuardia flights
Austin to John F Kennedy Intl flights
George Bush Intcntl to LaGuardia flights
Seattle to Newark flights
Detroit to John F Kennedy Intl flights
West Palm Beach to John F Kennedy Intl flights
Tampa to John F Kennedy Intl flights
Ontario to John F Kennedy Intl flights
Denver to John F Kennedy Intl flights
Denver to LaGuardia flights
Raleigh to John F Kennedy Intl flights
Burbank to LaGuardia flights
Sky Harbor Intl to John F Kennedy Intl flights
Minneapolis to John F Kennedy Intl flights
Charlotte to LaGuardia flights
San Diego to John F Kennedy Intl flights
Denver to Newark flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.