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Stewart

$97+ 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 7/30. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SWF
Jul 5 — Jul 121
Sat 7/5
Sat 7/12
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 30, 2025.

Round-trip from

$190
(Mytrip)

One-way from

$97
(Mytrip)

Popular in

November

Cheapest in

February

Average price

$251
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 30, 2025.

This Mytrip deal was found by Cheapflights users on 6/28. 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 7/216:00 amCVG - SWF
1 stop13h 06mAllegiant Air
Fri 7/257:56 pmSWF - CVG
1 stop12h 55mAllegiant Air
Deal found 6/28$190
This Mytrip deal was found by Cheapflights users on 6/28. 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 7/3011:34 amIND - SWF
1 stop6h 36mAllegiant Air
Sat 8/25:48 pmSWF - IND
1 stop5h 48mAllegiant Air
Deal found 6/28$200
This Mytrip deal was found by Cheapflights users on 6/30. 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
Mon 8/47:56 pmSWF - ORD
1 stop13h 59mMultiple Airlines
Deal found 6/30$204
This Mytrip deal was found by Cheapflights users on 6/28. 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 7/256:30 amIND - SWF
1 stop12h 36mMultiple Airlines
Fri 8/17:56 pmSWF - IND
1 stop16h 15mMultiple Airlines
Deal found 6/28$207
This Mytrip deal was found by Cheapflights users on 6/28. 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 10/139:30 pmSDF - SWF
1 stop12h 56mMultiple Airlines
Fri 10/1711:31 amSWF - SDF
1 stop8h 32mMultiple Airlines
Deal found 6/28$214
This Mytrip deal was found by Cheapflights users on 6/28. 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 8/910:57 amSDF - SWF
1 stop6h 04mAllegiant Air
Sun 8/178:33 pmSWF - SDF
1 stop13h 35mAllegiant Air
Deal found 6/28$225
This Mytrip deal was found by Cheapflights users on 6/27. 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.
Sun 7/278:45 pmCVG - SWF
2 stops22h 21mMultiple Airlines
Fri 8/17:56 pmSWF - CVG
1 stop12h 55mMultiple Airlines
Deal found 6/27$291
This Mytrip deal was found by Cheapflights users on 6/29. 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 8/29:07 pmSBN - SWF
1 stop13h 16mMultiple Airlines
Sun 8/37:52 pmSWF - SBN
2 stops23h 08mMultiple Airlines
Deal found 6/29$416
This Mytrip deal was found by Cheapflights users on 6/29. 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 7/1110:31 amMDW - SWF
2 stops22h 42mMultiple Airlines
Sun 7/207:52 pmSWF - MDW
2 stops19h 12mMultiple Airlines
Deal found 6/29$432
This FlightHub deal was found by Cheapflights users on 6/28. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/217:19 pmEVV - SWF
1 stop15h 37mBreeze Airways
Thu 7/247:52 pmSWF - EVV
1 stop23h 47mBreeze Airways
Deal found 6/28$546
This Mytrip deal was found by Cheapflights users on 6/30. 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 7/75:23 pmFWA - SWF
2 stops18h 33mMultiple Airlines
Wed 7/97:00 pmSWF - FWA
1 stop13h 46mMultiple Airlines
Deal found 6/30$608
This KAYAK deal was found by Cheapflights users on 6/29. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/278:05 pmSDF - SWF
2 stops15h 39mBreeze Airways
Mon 12/2212:24 pmSWF - SDF
3 stops25h 51mBreeze Airways
Deal found 6/29$1,070

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 30, 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

Mon 7/21

6:00 am-7:06 pm

1 stop13h 06m

New Windsor Stewart

Fri 7/25

7:56 pm-8:51 am

1 stop12h 55m

$190

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Wed 7/30

11:34 am-6:10 pm

1 stop6h 36m

New Windsor Stewart

Sat 8/2

5:48 pm-11:36 pm

1 stop5h 48m

$200

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Mon 7/28

5:05 am-7:06 pm

1 stop13h 01m

New Windsor Stewart

Mon 8/4

7:56 pm-8:55 am

1 stop13h 59m

$204

IndianapolisNew Windsor

IND - SWF

INDSWF

Indianapolis

Fri 7/25

6:30 am-7:06 pm

1 stop12h 36m

New Windsor Stewart

Fri 8/1

7:56 pm-12:11 pm

1 stop16h 15m

$207

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Sat 8/9

10:57 am-5:01 pm

1 stop6h 04m

New Windsor Stewart

Sun 8/17

8:33 pm-10:08 am

1 stop13h 35m

$225

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Sat 8/9

10:57 am-5:01 pm

1 stop6h 04m

New Windsor Stewart

Sun 8/10

6:42 pm-7:08 pm

2 stops24h 26m

$243

CincinnatiNew Windsor

CVG - SWF

CVGSWF

Cincinnati Cinci./N. Kentucky

Sun 7/27

8:45 pm-7:06 pm

2 stops22h 21m

New Windsor Stewart

Fri 8/1

7:56 pm-8:51 am

1 stop12h 55m

$291

South BendNew Windsor

SBN - SWF

SBNSWF

South Bend/Michiana

Sat 8/2

9:07 pm-10:23 am

1 stop13h 16m

New Windsor Stewart

Sun 8/3

7:52 pm-7:00 pm

2 stops23h 08m

$416

ChicagoNew Windsor

MDW - SWF

MDWSWF

Chicago Midway

Fri 7/11

10:31 am-10:13 am

2 stops22h 42m

New Windsor Stewart

Sun 7/20

7:52 pm-2:04 pm

2 stops19h 12m

$432

EvansvilleNew Windsor

EVV - SWF

EVVSWF

Evansville Dress Regional

Mon 7/21

7:19 pm-11:56 am

1 stop15h 37m

New Windsor Stewart

Thu 7/24

7:52 pm-6:39 pm

1 stop23h 47m

$546

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

Showing 1-10 of 24 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 $217). 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.

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 30, 2025.
Read through reviews of airlines operating flights from Indiana to New Windsor, such as Breeze Airways and Allegiant Air. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
182 reviews

Food

6.8

Crew

8.8

Entertainment

6.6

Overall

8.1

Boarding

8.4

Comfort

8.2

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
182 reviews
Breeze Airways
8.1
Very good
182 reviews

Food

6.8

Crew

8.8

Entertainment

6.6

Overall

8.1

Boarding

8.4

Comfort

8.2

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
7.2
Good
711 reviews
Breeze Airways
8.1
Very good
182 reviews

Food

6.8

Crew

8.8

Entertainment

6.6

Overall

8.1

Boarding

8.4

Comfort

8.2

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 Indianapolis - 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 $217). 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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