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Stewart

$106+ Cheap flights from Indianapolis to New Windsor (IND - 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 10/2. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SWF
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Indianapolis to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Indianapolis (IND) to Stewart (SWF). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 11, 2025.

Round-trip from

$220
(Kiwi.com)

One-way from

$106
(Kiwi.com)

Popular in

November

Cheapest in

February

Average price

$209
From Indianapolis to New Windsor Stewart
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One-way flight from Indianapolis to New Windsor Stewart
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Highest demand for flights based on searches. 15% potential increase in price ($41 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Indianapolis to Stewart

Cheapest flights from Indianapolis to Stewart
Explore the most affordable flight options available from Indianapolis to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/27:43 pmIND - SWF
1 stop15h 38mMultiple Airlines
Sun 10/57:11 pmSWF - IND
1 stop14h 36mMultiple Airlines
Deal found 9/9$220
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 11/265:22 pmIND - SWF
1 stop17h 41mMultiple Airlines
Thu 1/2911:48 amSWF - IND
1 stop9h 12mMultiple Airlines
Deal found 9/10$300
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 9/258:30 amIND - SWF
1 stop9h 52mMultiple Airlines
Sun 9/2811:43 amSWF - IND
1 stop21h 35mMultiple Airlines
Deal found 9/8$302
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Sun 9/218:30 amIND - SWF
1 stop9h 52mMultiple Airlines
Sun 9/2811:43 amSWF - IND
1 stop21h 35mMultiple Airlines
Deal found 9/8$339
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 9/188:30 amIND - SWF
1 stop9h 52mAllegiant Air
Fri 9/1911:53 amSWF - IND
1 stop22h 29mAllegiant Air
Deal found 9/10$347
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 11/201:36 pmIND - SWF
1 stop20h 46mMultiple Airlines
Mon 12/15:49 pmSWF - IND
2 stops43h 13mMultiple Airlines
Deal found 9/9$355
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 9/218:30 amIND - SWF
1 stop9h 52mAllegiant Air
Thu 9/257:12 pmSWF - IND
1 stop26h 37mAllegiant Air
Deal found 9/11$356
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 9/218:30 amIND - SWF
1 stop9h 52mAllegiant Air
Sun 9/287:12 pmSWF - IND
1 stop26h 37mAllegiant Air
Deal found 9/10$359
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Wed 11/265:22 pmIND - SWF
1 stop17h 41mMultiple Airlines
Mon 12/15:49 pmSWF - IND
2 stops43h 13mMultiple Airlines
Deal found 9/9$367

Cheapflights Fare Finder

 
Customize your flight search to find flights from Indianapolis 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 September 11, 2025.
Use the filters below to find and compare flights from Indianapolis to New Windsor that are best for you.

Fly from

Indianapolis

Fly to

Stewart

Route

Depart

Return

Price

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Wed 11/26

5:22 pm-11:03 am

1 stop17h 41m

New Windsor Stewart

Thu 1/29

11:48 am-9:00 pm

1 stop9h 12m

$300

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Thu 9/25

8:30 am-6:22 pm

1 stop9h 52m

New Windsor Stewart

Sun 9/28

11:43 am-9:18 am

1 stop21h 35m

$302

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Thu 9/18

8:30 am-6:22 pm

1 stop9h 52m

New Windsor Stewart

Fri 9/19

11:53 am-10:22 am

1 stop22h 29m

$347

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Thu 11/20

1:36 pm-10:22 am

1 stop20h 46m

New Windsor Stewart

Mon 12/1

5:49 pm-1:02 pm

2 stops43h 13m

$355

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Sun 9/21

8:30 am-6:22 pm

1 stop9h 52m

New Windsor Stewart

Sun 9/28

7:12 pm-9:49 pm

1 stop26h 37m

$359

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Sat 11/8

10:32 am-11:03 am

1 stop24h 31m

New Windsor Stewart

Sun 11/9

6:14 pm-4:21 pm

1 stop22h 07m

$359

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Wed 11/26

5:22 pm-11:03 am

1 stop17h 41m

New Windsor Stewart

Mon 12/1

5:49 pm-1:02 pm

2 stops43h 13m

$367

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Thu 10/9

5:30 am-10:51 am

2 stops29h 21m

New Windsor Stewart

Thu 10/16

11:43 am-8:01 am

1 stop20h 18m

$398

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Thu 10/2

7:43 pm-11:21 am

1 stop15h 38m

$106

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Sun 11/16

11:00 am-11:11 am

1 stop24h 11m

$121

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 18 results
1
2

Best time to book a flight from Indianapolis to Stewart

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

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

Currently, October is the cheapest month in which you can book a flight from Indianapolis to New Windsor (average of $109). Flying from Indianapolis to New Windsor in December is currently the most expensive (average of $202). 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 Indianapolis to Stewart. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    Allegiant Air can get you from Indianapolis to New Windsor in just under 9h 52m. Your travel time can differ by up to . The distance from Indianapolis to New Windsor is about 650 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Indianapolis 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 Indianapolis to New Windsor?

    Currently, October is the cheapest month in which you can book a flight from Indianapolis to New Windsor (average of $109). Flying from Indianapolis to New Windsor in December is currently the most expensive (average of $202). 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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Alternative routes for Indianapolis to Stewart

See prices for flight routes from nearby airports that may be better suited for you.
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