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$88+ Cheap flights from New Windsor (SWF) to Indiana

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 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — IND
Mar 8 — Mar 151
Sun 3/8
Sun 3/15
1 adult, Economy
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Cheap flight deals from Stewart to Indiana

Cheapest flights from Stewart to Indiana
Explore the most affordable flight options available from Stewart to Indiana. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 6, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/5. 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 3/810:09 am
SWF
-
ORD
2 stops47h 14m
Multiple Airlines
Wed 3/256:36 pm
ORD
-
SWF
1 stop14h 03m
Multiple Airlines
Deal found 2/5$235
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 3/1210:09 am
SWF
-
ORD
1 stop10h 42m
Multiple Airlines
Wed 3/256:36 pm
ORD
-
SWF
1 stop14h 03m
Multiple Airlines
Deal found 2/5$241
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 3/912:11 pm
SWF
-
ORD
2 stops30h 35m
Multiple Airlines
Wed 3/256:36 pm
ORD
-
SWF
1 stop14h 03m
Multiple Airlines
Deal found 2/5$248
This Kiwi.com deal was found by Cheapflights users on 2/4. 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 6/17:46 pm
SWF
-
CVG
1 stop19h 40m
Allegiant Air
Sat 6/67:15 pm
CVG
-
SWF
1 stop14h 23m
Allegiant Air
Deal found 2/4$293
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 3/1210:09 am
SWF
-
ORD
1 stop10h 42m
Multiple Airlines
Fri 3/274:44 pm
ORD
-
SWF
2 stops39h 55m
Multiple Airlines
Deal found 2/5$300
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 3/1312:11 pm
SWF
-
ORD
2 stops12h 27m
Multiple Airlines
Wed 3/256:36 pm
ORD
-
SWF
1 stop14h 03m
Multiple Airlines
Deal found 2/5$301
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 3/211:03 am
SWF
-
IND
1 stop7h 09m
Multiple Airlines
Wed 3/48:18 pm
IND
-
SWF
1 stop13h 01m
Multiple Airlines
Deal found 2/5$310
This Kiwi.com deal was found by Cheapflights users on 2/4. 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 5/811:45 am
SWF
-
SBN
1 stop8h 32m
Multiple Airlines
Sun 5/109:08 pm
SBN
-
SWF
1 stop13h 47m
Multiple Airlines
Deal found 2/4$334
This Kiwi.com deal was found by Cheapflights users on 2/4. 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 6/48:04 pm
SWF
-
CVG
1 stop14h 49m
Allegiant Air
Sat 6/67:15 pm
CVG
-
SWF
1 stop14h 23m
Allegiant Air
Deal found 2/4$337
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 5/1411:45 am
SWF
-
IND
1 stop8h 23m
Allegiant Air
Mon 5/189:30 am
IND
-
SWF
1 stop9h 38m
Allegiant Air
Deal found 2/3$347
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 3/1210:09 am
SWF
-
SDF
2 stops25h 05m
Multiple Airlines
Sun 3/159:40 pm
SDF
-
SWF
1 stop11h 22m
Multiple Airlines
Deal found 2/3$348
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 5/711:45 am
SWF
-
CVG
1 stop9h 24m
Allegiant Air
Sun 5/108:15 am
CVG
-
SWF
1 stop10h 42m
Allegiant Air
Deal found 2/3$349

Find flight deals from Stewart to Indiana

Keep the following information in mind while searching for Stewart to Indiana flight deals. Data was last updated February 6, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$235
(Kiwi.com)

One-way from

$88
(Kiwi.com)

Popular in

May

Cheapest in

February

Average price

$219
Provider with most accurate pricing for New York (NYC)-Indianapolis flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Indianapolis flights.
Search Deals
From New Windsor Stewart to Indiana
Search Deals
One-way flight from New Windsor Stewart to Indiana
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($9 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Indiana 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 February 6, 2026.
Use the filters below to find and compare flights from New Windsor to Indiana that are best for you.

Fly from

Stewart

Fly to

Indiana

Route

Depart

Return

Price

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Sun 3/8

10:09 am-8:23 am

2 stops47h 14m

Chicago O'Hare Intl

Wed 3/25

6:36 pm-9:39 am

1 stop14h 03m

$235

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Thu 3/12

10:09 am-7:51 pm

1 stop10h 42m

Chicago O'Hare Intl

Wed 3/25

6:36 pm-9:39 am

1 stop14h 03m

$241

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Mon 3/9

12:11 pm-5:46 pm

2 stops30h 35m

Chicago O'Hare Intl

Wed 3/25

6:36 pm-9:39 am

1 stop14h 03m

$248

New WindsorCincinnati

SWF - CVG

SWFCVG

New Windsor Stewart

Mon 6/1

7:46 pm-3:26 pm

1 stop19h 40m

Cincinnati Cinci./N. Kentucky

Sat 6/6

7:15 pm-9:38 am

1 stop14h 23m

$293

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Thu 3/12

10:09 am-7:51 pm

1 stop10h 42m

Chicago O'Hare Intl

Fri 3/27

4:44 pm-9:39 am

2 stops39h 55m

$300

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Fri 3/13

12:11 pm-11:38 pm

2 stops12h 27m

Chicago O'Hare Intl

Wed 3/25

6:36 pm-9:39 am

1 stop14h 03m

$301

New WindsorIndianapolis

SWF - IND

SWFIND

New Windsor Stewart

Mon 3/2

11:03 am-6:12 pm

1 stop7h 09m

Indianapolis

Wed 3/4

8:18 pm-9:19 am

1 stop13h 01m

$310

New WindsorCincinnati

SWF - CVG

SWFCVG

New Windsor Stewart

Thu 6/4

8:04 pm-10:53 am

1 stop14h 49m

Cincinnati Cinci./N. Kentucky

Sat 6/6

7:15 pm-9:38 am

1 stop14h 23m

$337

New WindsorIndianapolis

SWF - IND

SWFIND

New Windsor Stewart

Thu 5/14

11:45 am-8:08 pm

1 stop8h 23m

Indianapolis

Mon 5/18

9:30 am-7:08 pm

1 stop9h 38m

$347

New WindsorLouisville

SWF - SDF

SWFSDF

New Windsor Stewart

Thu 3/12

10:09 am-11:14 am

2 stops25h 05m

Louisville Intl

Sun 3/15

9:40 pm-9:02 am

1 stop11h 22m

$348

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/5

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

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

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

Currently, March is the cheapest month in which you can book a flight from New Windsor to Indiana (average of $54). Flying from New Windsor to Indiana in August is currently the most expensive (average of $97). 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 Stewart to Indiana. 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 from for flights from New Windsor to Indiana?

    For a flight from New Windsor to Indiana, you will be flying from Stewart. New Windsor Stewart (SWF) is just 4.3 mi from the center of the city.

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

    Airlines like Allegiant Air fly from New Windsor to Indiana in about 19h 40m. The time it takes to get you to your destination can typically vary by up to . The distance between New Windsor and Indiana is about 581 mi.

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

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

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

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

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

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

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

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

    Currently, March is the cheapest month in which you can book a flight from New Windsor to Indiana (average of $54). Flying from New Windsor to Indiana in August is currently the most expensive (average of $97). 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

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