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$95+ Cheap flights from Westchester County 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 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — IND
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Westchester County to Indiana

Cheapest flights from Westchester County to Indiana
Explore the most affordable flight options available from Westchester County to Indiana. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This American Airlines deal was found by Cheapflights users on 12/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:27 amHPN - CVG
1 stop5h 47mAmerican Airlines
Sun 1/411:24 amCVG - HPN
1 stop6h 02mAmerican Airlines
Deal found 12/16$299
This Delta deal was found by Cheapflights users on 12/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/295:16 pmHPN - CVG
1 stop5h 41mDelta
Mon 1/56:10 amCVG - HPN
1 stop5h 46mDelta
Deal found 12/16$329
This Delta deal was found by Cheapflights users on 12/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/285:16 pmHPN - SBN
1 stop3h 36mDelta
Sat 1/38:20 amSBN - HPN
1 stop3h 39mDelta
Deal found 12/16$346
This Delta deal was found by Cheapflights users on 12/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/305:16 pmHPN - CVG
1 stop5h 41mDelta
Fri 1/26:00 amCVG - HPN
1 stop5h 59mDelta
Deal found 12/16$373
This American Airlines deal was found by Cheapflights users on 12/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/313:00 pmHPN - SDF
1 stop4h 26mAmerican Airlines
Sun 1/43:44 pmSDF - HPN
1 stop7h 16mAmerican Airlines
Deal found 12/16$374
This Delta deal was found by Cheapflights users on 12/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/295:16 pmHPN - CVG
1 stop5h 41mDelta
Thu 1/16:00 amCVG - HPN
1 stop5h 59mDelta
Deal found 12/16$388
This American Airlines deal was found by Cheapflights users on 12/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/184:30 pmHPN - DAY
1 stop7h 09mAmerican Airlines
Sun 12/216:00 amDAY - HPN
1 stop5h 29mAmerican Airlines
Deal found 12/16$389
This Delta deal was found by Cheapflights users on 12/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/193:08 pmHPN - SDF
1 stop8h 00mDelta
Sun 12/217:25 amSDF - HPN
1 stop4h 34mDelta
Deal found 12/17$409
This American Airlines deal was found by Cheapflights users on 12/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/2611:04 amHPN - CVG
1 stop3h 44mAmerican Airlines
Mon 12/2912:44 pmCVG - HPN
1 stop4h 42mAmerican Airlines
Deal found 12/17$427
This Delta deal was found by Cheapflights users on 12/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/263:15 pmHPN - SBN
1 stop7h 24mDelta
Thu 1/18:20 amSBN - HPN
1 stop3h 39mDelta
Deal found 12/16$432
This American Airlines deal was found by Cheapflights users on 12/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/276:30 amHPN - CVG
1 stop4h 17mAmerican Airlines
Tue 12/303:18 pmCVG - HPN
1 stop5h 09mAmerican Airlines
Deal found 12/15$435
This American Airlines deal was found by Cheapflights users on 12/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:29 amHPN - ORD
Nonstop2h 48mAmerican Airlines
Sat 12/276:39 pmORD - HPN
Nonstop2h 20mAmerican Airlines
Deal found 12/17$436

Find flight deals from Westchester County to Indiana

Keep the following information in mind while searching for Westchester County to Indiana flight deals. Data was last updated December 18, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$199
(American Airlines)

One-way from

$95
(Kiwi.com)

Popular in

October

Cheapest in

February

Average price

$299
Provider with most accurate pricing for New York (NYC)-Indianapolis flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-Indianapolis flights.
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From Westchester County to Indiana
Search Deals
One-way flight from Westchester County to Indiana
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($15 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Westchester County 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 December 18, 2025.
Use the filters below to find and compare flights from Westchester County to Indiana that are best for you.

Fly from

Westchester County

Fly to

Indiana

Route

Depart

Return

Price

White PlainsKalamazoo

HPN - AZO

HPNAZO

White Plains Westchester County

Fri 1/23

4:30 pm-10:58 pm

1 stop6h 28m

Kalamazoo Intl

Sun 1/25

4:14 pm-11:00 pm

1 stop6h 46m

$256

White PlainsKalamazoo

HPN - AZO

HPNAZO

White Plains Westchester County

Sat 1/10

6:30 am-3:22 pm

2 stops8h 52m

Kalamazoo Intl

Tue 1/13

3:51 pm-11:00 pm

1 stop7h 09m

$262

White PlainsDayton

HPN - DAY

HPNDAY

White Plains Westchester County

Thu 1/8

6:00 am-10:50 am

1 stop4h 50m

Dayton

Sat 1/10

6:00 am-12:06 pm

1 stop6h 06m

$289

White PlainsCincinnati

HPN - CVG

HPNCVG

White Plains Westchester County

Wed 12/31

6:27 am-12:14 pm

1 stop5h 47m

Cincinnati Cinci./N. Kentucky

Sun 1/4

11:24 am-5:26 pm

1 stop6h 02m

$299

White PlainsCincinnati

HPN - CVG

HPNCVG

White Plains Westchester County

Mon 12/29

5:16 pm-10:57 pm

1 stop5h 41m

Cincinnati Cinci./N. Kentucky

Mon 1/5

6:10 am-11:56 am

1 stop5h 46m

$329

White PlainsCincinnati

HPN - CVG

HPNCVG

White Plains Westchester County

Wed 5/20

6:00 am-11:06 am

1 stop5h 06m

Cincinnati Cinci./N. Kentucky

Mon 5/25

4:40 pm-9:41 pm

1 stop5h 01m

$338

White PlainsIndianapolis

HPN - IND

HPNIND

White Plains Westchester County

Tue 4/21

6:00 am-12:48 pm

1 stop6h 48m

Indianapolis

Sat 4/25

4:15 pm-9:41 pm

1 stop5h 26m

$339

White PlainsSouth Bend

HPN - SBN

HPNSBN

White Plains Westchester County

Sun 12/28

5:16 pm-8:52 pm

1 stop3h 36m

South Bend/Michiana

Sat 1/3

8:20 am-11:59 am

1 stop3h 39m

$346

White PlainsSouth Bend

HPN - SBN

HPNSBN

White Plains Westchester County

Thu 1/1

1:35 pm-7:11 pm

1 stop5h 36m

South Bend/Michiana

Mon 1/5

11:56 am-4:46 pm

1 stop4h 50m

$352

White PlainsDayton

HPN - DAY

HPNDAY

White Plains Westchester County

Sat 1/3

6:27 am-12:37 pm

1 stop6h 10m

Dayton

Fri 1/9

7:44 am-1:00 pm

1 stop5h 16m

$367

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 60 results
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Best time to book a flight from Westchester County to Indiana

Have a flexible travel schedule? Discover the best time to fly to Indiana from Westchester County 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 Westchester County to Indiana

What is the cheapest month to book a flight from Westchester County to Indiana?

Currently, March is the cheapest month in which you can book a flight from Westchester County to Indiana (average of $208). Flying from Westchester County to Indiana in November is currently the most expensive (average of $1,589). 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 Indiana

Get insights into the airlines that provide service to Indiana. 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 Indiana. Reviews last updated December 18, 2025.
See what other customers who have flown with Delta and American Airlines from Westchester County to Indiana have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,005 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Delta
7.9
Good
8,005 reviews
Delta
7.9
Good
8,005 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
American Airlines
7.2
Good
11,054 reviews
Delta
7.9
Good
8,005 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Related info for your journey

Find useful and relevant information for your journey from Westchester County to Indiana. 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 Westchester County to Indiana?

    For as low as $289, American Airlines can have you in Indiana from Westchester County in 4h 50m. Westchester County and Indiana are separated by a distance of 558 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

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

  • How can I find direct flights from Westchester County to Indiana?

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

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

    Yes. Cheapflights offers flight deals from Westchester County 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 Westchester County to Indiana?

    Currently, March is the cheapest month in which you can book a flight from Westchester County to Indiana (average of $208). Flying from Westchester County to Indiana in November is currently the most expensive (average of $1,589). 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

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Alternative routes for Westchester County to Indiana

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Top 2 airlines flying from Westchester County to Indiana

Discover the top 2 airlines that operate flights from Westchester County to Indiana. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$179Average$420FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$258Average$428FlexibilityNo cancel feeOn-time71%

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