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Stewart

$88+ Cheap flights from Indiana to New Windsor (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 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SWF
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheap flight deals from Indiana to Stewart

Keep the following information in mind while searching for Indiana to Stewart flight deals. Data was last updated June 12, 2025.

Round-trip from

$196
(Mytrip)

One-way from

$88
(Mytrip)

Popular in

November

Cheapest in

February

Average price

$249
From Indiana to New Windsor Stewart
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One-way flight from Indiana to New Windsor Stewart
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Highest demand for flights based on searches. 13% potential increase in price ($37 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Indiana to Stewart

Cheapest flights from Indiana to Stewart
Explore the most affordable flight options available from Indiana to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This Mytrip deal was found by Cheapflights users on 6/10. 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 7/186:00 amCVG - SWF
1 stop13h 06mAllegiant Air
Mon 7/217:56 pmSWF - CVG
1 stop18h 10mAllegiant Air
Deal found 6/10$196
This Mytrip deal was found by Cheapflights users on 6/10. 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 9/59:47 amSDF - SWF
1 stop8h 27mAllegiant Air
Sun 9/77:12 pmSWF - SDF
1 stop21h 40mAllegiant Air
Deal found 6/10$198
This Mytrip deal was found by Cheapflights users on 6/12. 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.
Thu 7/314:02 pmIND - SWF
1 stop27h 04mMultiple Airlines
Mon 8/47:56 pmSWF - IND
1 stop27h 12mMultiple Airlines
Deal found 6/12$200
This Mytrip deal was found by Cheapflights users on 6/11. 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 7/1812:16 pmSDF - SWF
1 stop6h 50mMultiple Airlines
Mon 7/217:56 pmSWF - SDF
1 stop23h 12mMultiple Airlines
Deal found 6/11$217
This Mytrip deal was found by Cheapflights users on 6/11. 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 7/1810:01 amSBN - SWF
1 stop24h 12mAllegiant Air
Mon 7/2111:19 amSWF - SBN
1 stop29h 31mAllegiant Air
Deal found 6/11$217
This Mytrip deal was found by Cheapflights users on 6/10. 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.
Sat 10/119:27 pmIND - SWF
1 stop20h 54mAllegiant Air
Tue 10/1411:16 amSWF - IND
1 stop29h 01mAllegiant Air
Deal found 6/10$233
This Mytrip deal was found by Cheapflights users on 6/11. 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 7/285:05 amORD - SWF
1 stop13h 01mMultiple Airlines
Fri 8/17:56 pmSWF - ORD
1 stop13h 59mMultiple Airlines
Deal found 6/11$234
This Mytrip deal was found by Cheapflights users on 6/11. 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.
Sun 7/201:00 pmCVG - SWF
2 stops30h 06mMultiple Airlines
Fri 7/257:56 pmSWF - CVG
1 stop12h 55mMultiple Airlines
Deal found 6/11$249
This Mytrip deal was found by Cheapflights users on 6/10. 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 7/255:23 pmFWA - SWF
1 stop23h 35mAllegiant Air
Sun 7/276:42 pmSWF - FWA
1 stop21h 51mAllegiant Air
Deal found 6/10$269
This Mytrip deal was found by Cheapflights users on 6/11. 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.
Thu 10/165:41 pmDAY - SWF
1 stop25h 50mAllegiant Air
Sun 10/197:11 pmSWF - DAY
1 stop14h 22mAllegiant Air
Deal found 6/11$298
This Mytrip deal was found by Cheapflights users on 6/11. 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 7/252:54 pmMDW - SWF
2 stops18h 19mAllegiant Air
Sun 7/2711:13 amSWF - MDW
2 stops23h 28mAllegiant Air
Deal found 6/11$349
This Mytrip deal was found by Cheapflights users on 6/10. 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 7/1810:31 amMDW - SWF
2 stops22h 42mMultiple Airlines
Sun 7/207:52 pmSWF - MDW
2 stops19h 12mMultiple Airlines
Deal found 6/10$399

Cheapflights Fare Finder

Customize your flight search to find flights from Indiana 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 June 12, 2025.
Use the filters below to find and compare flights from Indiana to New Windsor that are best for you.

Fly from

Indiana

Fly to

Stewart

Route

Depart

Return

Price

CincinnatiNew Windsor

CVG - SWF

CVGSWF

Cincinnati Cinci./N. Kentucky

Fri 7/18

6:00 am-7:06 pm

1 stop13h 06m

New Windsor Stewart

Mon 7/21

7:56 pm-2:06 pm

1 stop18h 10m

$196

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Fri 9/5

9:47 am-6:14 pm

1 stop8h 27m

New Windsor Stewart

Sun 9/7

7:12 pm-4:52 pm

1 stop21h 40m

$198

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Thu 7/31

4:02 pm-7:06 pm

1 stop27h 04m

New Windsor Stewart

Mon 8/4

7:56 pm-11:08 pm

1 stop27h 12m

$200

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Fri 7/18

12:16 pm-7:06 pm

1 stop6h 50m

New Windsor Stewart

Mon 7/21

7:56 pm-7:08 pm

1 stop23h 12m

$217

South BendNew Windsor

SBN - SWF

SBNSWF

South Bend/Michiana

Fri 7/18

10:01 am-10:13 am

1 stop24h 12m

New Windsor Stewart

Mon 7/21

11:19 am-4:50 pm

1 stop29h 31m

$217

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Sat 10/11

9:27 pm-6:21 pm

1 stop20h 54m

New Windsor Stewart

Tue 10/14

11:16 am-4:17 pm

1 stop29h 01m

$233

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Mon 7/28

5:05 am-7:06 pm

1 stop13h 01m

New Windsor Stewart

Fri 8/1

7:56 pm-8:55 am

1 stop13h 59m

$234

CincinnatiNew Windsor

CVG - SWF

CVGSWF

Cincinnati Cinci./N. Kentucky

Sun 7/20

1:00 pm-7:06 pm

2 stops30h 06m

New Windsor Stewart

Fri 7/25

7:56 pm-8:51 am

1 stop12h 55m

$249

Fort WayneNew Windsor

FWA - SWF

FWASWF

Fort Wayne

Fri 7/25

5:23 pm-4:58 pm

1 stop23h 35m

New Windsor Stewart

Sun 7/27

6:42 pm-4:33 pm

1 stop21h 51m

$269

ChicagoNew Windsor

MDW - SWF

MDWSWF

Chicago Midway

Fri 7/25

2:54 pm-10:13 am

2 stops18h 19m

New Windsor Stewart

Sun 7/27

11:13 am-9:41 am

2 stops23h 28m

$349

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 30 results
1
2
3

Best time to book a flight from Indiana to Stewart

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

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

Currently, October is the cheapest month in which you can book a flight from Indiana to New Windsor (average of $109). Flying from Indiana to New Windsor in August is currently the most expensive (average of $219). 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.

What is the cheapest time of day to fly from IN to SWF?

Find hourly flight availability from Indiana to Stewart. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Indiana to New Windsor as you normally would.

Reviews of airlines servicing Stewart

Get insights into the airlines that provide service to Stewart. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Stewart. Reviews last updated June 12, 2025.
See what other customers who have flown with Breeze Airways and Allegiant Air from Indiana to New Windsor have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
178 reviews

Food

6.7

Boarding

8.3

Entertainment

6.6

Overall

8.1

Comfort

8.2

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
178 reviews
Breeze Airways
8.1
Very good
178 reviews

Food

6.7

Boarding

8.3

Entertainment

6.6

Overall

8.1

Comfort

8.2

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Allegiant Air
7.3
Good
725 reviews
Breeze Airways
8.1
Very good
178 reviews

Food

6.7

Boarding

8.3

Entertainment

6.6

Overall

8.1

Comfort

8.2

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

Related info for your journey

Find useful and relevant information for your journey from Indiana to Stewart. 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 into for flights to New Windsor from Indiana?

    Located just 4.3 mi from the city center, New Windsor Stewart (SWF) is the airport most travelers will use when flying to New Windsor from Indiana.

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

    The most popular route from Indiana to New Windsor is Chicago O'Hare Intl - New Windsor Stewart. You may also consider Cincinnati Cinci./N. Kentucky - New Windsor Stewart or Louisville Intl - New Windsor Stewart.

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

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

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

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

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

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

    Currently, October is the cheapest month in which you can book a flight from Indiana to New Windsor (average of $109). Flying from Indiana to New Windsor in August is currently the most expensive (average of $219). 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 Indiana?

Book flights to Indiana if you plan to visit one of these locations
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