HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Stewart

$99+ 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 4/8. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SWF
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Indianapolis 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 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 January 26, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/26. 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 3/48:18 pm
IND
-
SWF
1 stop13h 01m
Multiple Airlines
Fri 3/611:02 am
SWF
-
IND
1 stop7h 03m
Multiple Airlines
Deal found 1/26$281
This Kiwi.com deal was found by Cheapflights users on 1/25. 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.
Mon 4/139:30 am
IND
-
SWF
1 stop9h 38m
Allegiant Air
Thu 4/1611:45 am
SWF
-
IND
1 stop8h 23m
Allegiant Air
Deal found 1/25$394
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 6/1110:18 am
IND
-
SWF
1 stop22h 31m
Multiple Airlines
Wed 6/1712:05 pm
SWF
-
IND
2 stops24h 42m
Multiple Airlines
Deal found 1/25$442
This Kiwi.com deal was found by Cheapflights users on 1/25. 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.
Wed 7/159:00 am
IND
-
SWF
1 stop9h 56m
Allegiant Air
Thu 7/2311:45 am
SWF
-
IND
1 stop8h 45m
Allegiant Air
Deal found 1/25$538
This Kiwi.com deal was found by Cheapflights users on 1/25. 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.
Fri 6/1911:02 am
IND
-
SWF
2 stops24h 23m
Multiple Airlines
Mon 6/2912:15 pm
SWF
-
IND
1 stop11h 06m
Multiple Airlines
Deal found 1/25$540
This Kiwi.com deal was found by Cheapflights users on 1/25. 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.
Wed 7/159:00 am
IND
-
SWF
1 stop9h 56m
Allegiant Air
Sun 7/2611:45 am
SWF
-
IND
1 stop8h 45m
Allegiant Air
Deal found 1/25$581
This Kiwi.com deal was found by Cheapflights users on 1/25. 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.
Sun 5/313:39 pm
IND
-
SWF
1 stop27h 17m
Allegiant Air
Thu 8/1311:45 am
SWF
-
IND
1 stop9h 41m
Allegiant Air
Deal found 1/25$583
This Kiwi.com deal was found by Cheapflights users on 1/24. 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 2/1312:43 pm
IND
-
SWF
1 stop23h 56m
Allegiant Air
Sun 2/1511:42 am
SWF
-
IND
1 stop22h 18m
Allegiant Air
Deal found 1/24$602
This Kiwi.com deal was found by Cheapflights users on 1/25. 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.
Mon 6/293:12 pm
IND
-
SWF
1 stop19h 56m
Multiple Airlines
Sun 7/511:45 am
SWF
-
IND
1 stop8h 45m
Multiple Airlines
Deal found 1/25$622
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 2/58:31 pm
IND
-
SWF
2 stops15h 00m
Multiple Airlines
Sun 2/811:48 am
SWF
-
IND
1 stop9h 01m
Multiple Airlines
Deal found 1/26$671
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 4/99:45 am
IND
-
SWF
1 stop9h 12m
Allegiant Air
Sun 4/1211:45 am
SWF
-
IND
1 stop8h 23m
Allegiant Air
Deal found 1/26$687

Find 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 January 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$281
(Kiwi.com)

One-way from

$99
(Kiwi.com)

Popular in

November

Cheapest in

January

Average price

$162
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. 16% potential increase in price ($43 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 January 2026
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 January 26, 2026.
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 3/4

8:18 pm-9:19 am

1 stop13h 01m

New Windsor Stewart

Fri 3/6

11:02 am-6:05 pm

1 stop7h 03m

$281

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Mon 4/13

9:30 am-7:08 pm

1 stop9h 38m

New Windsor Stewart

Thu 4/16

11:45 am-8:08 pm

1 stop8h 23m

$394

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Thu 6/11

10:18 am-8:49 am

1 stop22h 31m

New Windsor Stewart

Wed 6/17

12:05 pm-12:47 pm

2 stops24h 42m

$442

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Wed 7/15

9:00 am-6:56 pm

1 stop9h 56m

New Windsor Stewart

Thu 7/23

11:45 am-8:30 pm

1 stop8h 45m

$538

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Fri 6/19

11:02 am-11:25 am

2 stops24h 23m

New Windsor Stewart

Mon 6/29

12:15 pm-11:21 pm

1 stop11h 06m

$540

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Wed 7/15

9:00 am-6:56 pm

1 stop9h 56m

New Windsor Stewart

Sun 7/26

11:45 am-8:30 pm

1 stop8h 45m

$581

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Sun 5/31

3:39 pm-6:56 pm

1 stop27h 17m

New Windsor Stewart

Thu 8/13

11:45 am-9:26 pm

1 stop9h 41m

$583

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Fri 2/13

12:43 pm-12:39 pm

1 stop23h 56m

New Windsor Stewart

Sun 2/15

11:42 am-10:00 am

1 stop22h 18m

$602

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Mon 6/29

3:12 pm-11:08 am

1 stop19h 56m

New Windsor Stewart

Sun 7/5

11:45 am-8:30 pm

1 stop8h 45m

$622

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Thu 2/5

8:31 pm-11:31 am

2 stops15h 00m

New Windsor Stewart

Sun 2/8

11:48 am-8:49 pm

1 stop9h 01m

$671

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

Showing 1-10 of 20 results
1
2

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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*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 FlightHub the most. FlightHub 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 July is currently the most expensive (average of $88). 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 38m. 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, 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 July is currently the most expensive (average of $88). 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 Indianapolis to Stewart

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to LaGuardia flights
O'Hare Intl to Newark flights
Midway to Newark flights
Cincinnati to LaGuardia flights
Cincinnati to John F Kennedy Intl flights
Midway to John F Kennedy Intl flights
Cincinnati to Newark flights
Indianapolis to John F Kennedy Intl flights
Indianapolis to LaGuardia flights
Louisville to LaGuardia flights
Louisville to John F Kennedy Intl flights
Louisville to Newark flights
Midway to LaGuardia flights
Indianapolis to Newark flights
O'Hare Intl to White Plains flights
O'Hare Intl to Buffalo flights
O'Hare Intl to Rochester flights
O'Hare Intl to Syracuse flights
O'Hare Intl to Albany flights
South Bend to LaGuardia flights
South Bend to Newark flights
Dayton to LaGuardia flights
South Bend to John F Kennedy Intl flights
Dayton to John F Kennedy Intl flights
Midway to Buffalo flights
Kalamazoo to John F Kennedy Intl flights
Dayton to Newark flights
Fort Wayne to John F Kennedy Intl flights
Midway to Albany flights
Midway to Rochester flights
Midway to White Plains flights
Fort Wayne to LaGuardia flights
Fort Wayne to Newark flights
O'Hare Intl to Islip flights
Cincinnati to Syracuse flights
Cincinnati to Albany flights
Midway to Syracuse flights
Cincinnati to Stewart flights
Kalamazoo to LaGuardia flights
Indianapolis to White Plains flights
O'Hare Intl to Ithaca flights
Indianapolis to Rochester flights
Indianapolis to Buffalo flights
Louisville to Stewart flights
Kalamazoo to Newark flights
Indianapolis to Albany flights
South Bend to Stewart flights
Cincinnati to White Plains flights
Louisville to Albany 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.