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Stewart

$133+ 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 11/26. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SWF
Nov 26 — Dec 31
Wed 11/26
Wed 12/3
1 adult, Economy
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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 October 27, 2025.

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.
Sat 11/19:36 pmIND - SWF
1 stop14h 27mMultiple Airlines
Mon 11/312:01 pmSWF - IND
1 stop12h 50mMultiple Airlines
Deal found 10/25$305
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 10/307:06 pmIND - SWF
2 stops15h 35mMultiple Airlines
Mon 11/312:01 pmSWF - IND
1 stop12h 50mMultiple Airlines
Deal found 10/26$389
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 11/27:00 amIND - SWF
1 stop28h 11mMultiple Airlines
Sun 11/91:32 pmSWF - IND
2 stops35h 19mMultiple Airlines
Deal found 10/26$414
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.
Wed 12/172:13 pmIND - SWF
1 stop20h 06mMultiple Airlines
Fri 12/196:56 pmSWF - IND
1 stop16h 37mMultiple Airlines
Deal found 10/26$417
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.
Sun 11/239:03 amIND - SWF
2 stops25h 04mMultiple Airlines
Sun 11/308:41 pmSWF - IND
1 stop11h 27mMultiple Airlines
Deal found 10/26$428
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.
Wed 12/316:45 amIND - SWF
1 stop9h 59mAllegiant Air
Sun 1/410:49 amSWF - IND
1 stop12h 31mAllegiant Air
Deal found 10/26$430
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 12/2512:38 pmIND - SWF
1 stop22h 29mMultiple Airlines
Wed 12/315:34 pmSWF - IND
1 stop22h 49mMultiple Airlines
Deal found 10/25$522
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.
Mon 11/249:29 pmIND - SWF
1 stop11h 24mMultiple Airlines
Sun 11/308:41 pmSWF - IND
1 stop16h 06mMultiple Airlines
Deal found 10/26$529
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.
Wed 11/263:00 pmIND - SWF
2 stops21h 23mMultiple Airlines
Sun 11/308:41 pmSWF - IND
1 stop16h 06mMultiple Airlines
Deal found 10/27$541

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 October 27, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$355
(Kiwi.com)

One-way from

$133
(Kiwi.com)

Popular in

November

Cheapest in

February

Average price

$273
Provider with most accurate pricing for Indianapolis-New Windsor Stewart flight deals.
Search Deals
Provider most trusted by Cheapflights users for Indianapolis-New Windsor Stewart flights.
Search Deals
From Indianapolis to New Windsor Stewart
Search Deals
One-way flight from Indianapolis 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 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 October 27, 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 12/17

2:13 pm-10:19 am

1 stop20h 06m

New Windsor Stewart

Mon 1/19

11:09 am-3:42 pm

1 stop28h 33m

$355

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Thu 1/15

4:51 pm-10:19 am

1 stop17h 28m

New Windsor Stewart

Mon 1/19

11:09 am-3:42 pm

1 stop28h 33m

$363

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Fri 12/19

3:41 pm-8:55 am

1 stop17h 14m

New Windsor Stewart

Mon 1/19

11:09 am-3:42 pm

1 stop28h 33m

$371

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Wed 12/17

2:13 pm-10:19 am

1 stop20h 06m

New Windsor Stewart

Fri 12/19

6:56 pm-11:33 am

1 stop16h 37m

$417

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Sun 11/23

9:03 am-10:07 am

2 stops25h 04m

New Windsor Stewart

Sun 11/30

8:41 pm-8:08 am

1 stop11h 27m

$428

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Sat 3/14

7:51 pm-11:39 am

1 stop15h 48m

New Windsor Stewart

Sun 3/22

11:48 am-2:26 pm

1 stop26h 38m

$478

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Sat 3/14

7:51 pm-11:39 am

1 stop15h 48m

New Windsor Stewart

Mon 3/23

7:51 pm-1:55 pm

1 stop18h 04m

$488

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Sat 3/14

7:51 pm-11:39 am

1 stop15h 48m

New Windsor Stewart

Sun 3/22

8:40 pm-5:08 pm

1 stop20h 28m

$499

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Thu 12/25

12:38 pm-11:07 am

1 stop22h 29m

New Windsor Stewart

Wed 12/31

5:34 pm-4:23 pm

1 stop22h 49m

$522

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Mon 11/24

9:29 pm-8:53 am

1 stop11h 24m

New Windsor Stewart

Sun 11/30

8:41 pm-12:47 pm

1 stop16h 06m

$529

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Showing 1-10 of 19 results
1
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Compare providers for flights from Indianapolis to Stewart

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Indianapolis to Stewart in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Indianapolis-New Windsor flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Indianapolis-New Windsor flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Indianapolis-New Windsor flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Indianapolis-New Windsor flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Indianapolis-New Windsor flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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, March is the cheapest month in which you can book a flight from Indianapolis to New Windsor (average of $46). Flying from Indianapolis to New Windsor in January 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 Indianapolis to Stewart. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • 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, March is the cheapest month in which you can book a flight from Indianapolis to New Windsor (average of $46). Flying from Indianapolis to New Windsor in January 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

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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