HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Indiana

$90+ 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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — IND
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Stewart to Indiana 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.

Find 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 November 13, 2025.

This Mytrip deal was found by Cheapflights users on 11/13. 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.
Fri 12/1212:27 pmSWF - ORD
1 stop12h 42mMultiple Airlines
Sun 12/141:52 pmORD - SWF
2 stops20h 45mMultiple Airlines
Deal found 11/13$234
This Kiwi.com deal was found by Cheapflights users on 11/11. 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.
Fri 12/57:30 pmSWF - ORD
1 stop19h 51mMultiple Airlines
Mon 12/87:20 amORD - SWF
1 stop10h 20mMultiple Airlines
Deal found 11/11$248
This Mytrip deal was found by Cheapflights users on 11/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1212:27 pmSWF - CVG
1 stop8h 59mMultiple Airlines
Sun 12/1412:50 pmCVG - SWF
2 stops22h 47mMultiple Airlines
Deal found 11/11$249
This Kiwi.com deal was found by Cheapflights users on 11/11. 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.
Fri 12/57:30 pmSWF - RFD
1 stop18h 18mAllegiant Air
Mon 12/810:38 amRFD - SWF
1 stop7h 02mAllegiant Air
Deal found 11/11$262
This Mytrip deal was found by Cheapflights users on 11/12. 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.
Fri 12/57:30 pmSWF - FWA
1 stop15h 59mAllegiant Air
Sun 12/77:29 pmFWA - SWF
1 stop16h 08mAllegiant Air
Deal found 11/12$265
This Mytrip deal was found by Cheapflights users on 11/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/228:25 pmSWF - ORD
1 stop15h 49mMultiple Airlines
Sun 1/188:22 pmORD - SWF
1 stop12h 57mMultiple Airlines
Deal found 11/11$267
This Kiwi.com deal was found by Cheapflights users on 11/11. 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.
Fri 12/198:11 pmSWF - CVG
1 stop14h 41mMultiple Airlines
Sun 1/49:03 pmCVG - SWF
1 stop14h 41mMultiple Airlines
Deal found 11/11$274
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 11/2111:12 amSWF - ORD
2 stops12h 54mMultiple Airlines
Tue 11/2511:48 amORD - SWF
1 stop22h 39mMultiple Airlines
Deal found 11/12$278
This Mytrip deal was found by Cheapflights users on 11/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/512:27 pmSWF - CVG
1 stop8h 59mMultiple Airlines
Sun 12/712:50 pmCVG - SWF
2 stops22h 47mMultiple Airlines
Deal found 11/10$280
This Kiwi.com deal was found by Cheapflights users on 11/10. 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 12/198:11 pmSWF - IND
1 stop27h 28mAllegiant Air
Sun 1/181:31 pmIND - SWF
1 stop20h 48mAllegiant Air
Deal found 11/10$287
This Mytrip deal was found by Cheapflights users on 11/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/1512:27 pmSWF - ORD
1 stop8h 34mMultiple Airlines
Sun 12/287:20 amORD - SWF
2 stops26h 27mMultiple Airlines
Deal found 11/10$294
This Mytrip deal was found by Cheapflights users on 11/12. 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.
Sat 12/209:45 amSWF - IND
1 stop13h 54mMultiple Airlines
Sun 1/188:25 pmIND - SWF
1 stop13h 54mMultiple Airlines
Deal found 11/12$301

Cheap flight deals from Stewart to Indiana

Keep the following information in mind while searching for Stewart to Indiana flight deals. Data was last updated November 13, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$180
(Mytrip)

One-way from

$90
(Mytrip)

Popular in

October

Cheapest in

February

Average price

$289
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. 5% potential increase in price ($15 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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 November 13, 2025.
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

Mon 2/9

7:33 pm-12:42 pm

1 stop18h 09m

Chicago O'Hare Intl

Wed 2/11

5:32 pm-10:52 am

1 stop16h 20m

$180

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Fri 12/12

12:27 pm-12:09 am

1 stop12h 42m

Chicago O'Hare Intl

Sun 12/14

1:52 pm-11:37 am

2 stops20h 45m

$205

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Fri 1/9

11:09 am-11:46 pm

1 stop13h 37m

Chicago O'Hare Intl

Sun 1/11

5:32 pm-10:19 am

1 stop15h 47m

$212

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Fri 2/6

11:09 am-7:17 pm

1 stop9h 08m

Chicago O'Hare Intl

Sun 2/8

5:32 pm-10:19 am

1 stop15h 47m

$220

New WindsorSouth Bend

SWF - SBN

SWFSBN

New Windsor Stewart

Fri 12/5

7:30 pm-11:31 am

1 stop16h 01m

South Bend/Michiana

Sun 1/11

7:47 pm-5:12 pm

1 stop21h 25m

$223

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Sun 2/1

12:13 pm-8:05 pm

1 stop8h 52m

Chicago O'Hare Intl

Wed 2/4

6:20 am-11:08 am

1 stop27h 48m

$240

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Fri 12/5

7:30 pm-2:21 pm

1 stop19h 51m

Chicago O'Hare Intl

Mon 12/8

7:20 am-6:40 pm

1 stop10h 20m

$248

New WindsorCincinnati

SWF - CVG

SWFCVG

New Windsor Stewart

Fri 12/12

12:27 pm-9:26 pm

1 stop8h 59m

Cincinnati Cinci./N. Kentucky

Sun 12/14

12:50 pm-11:37 am

2 stops22h 47m

$249

New WindsorChicago

SWF - RFD

SWFRFD

New Windsor Stewart

Fri 12/5

7:30 pm-12:48 pm

1 stop18h 18m

Chicago Greater Rockford

Mon 12/8

10:38 am-6:40 pm

1 stop7h 02m

$262

New WindsorFort Wayne

SWF - FWA

SWFFWA

New Windsor Stewart

Fri 12/5

7:30 pm-11:29 am

1 stop15h 59m

Fort Wayne

Sun 12/7

7:29 pm-11:37 am

1 stop16h 08m

$265

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/11

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

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 $53). 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 16h 01m. 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 630 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 - Chicago O'Hare Intl. You may also consider New Windsor Stewart - Cincinnati Cinci./N. Kentucky or New Windsor Stewart - Louisville Intl.

  • 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 $53). 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

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 Stewart to Indiana

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