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Westchester County

$79+ Cheap flights from Indiana to Westchester County

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 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
IND — HPN
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Indiana to Westchester County

Cheapest flights from Indiana to Westchester County
Explore the most affordable flight options available from Indiana to Westchester County. 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 12/17. 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 12/3110:41 amAZO - HPN
1 stop5h 18mAmerican Airlines
Wed 1/74:30 pmHPN - AZO
1 stop6h 28mAmerican Airlines
Deal found 12/17$256
This American Airlines deal was found by Cheapflights users on 12/14. 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 12/316:35 amCVG - HPN
1 stop3h 59mAmerican Airlines
Sat 1/36:30 amHPN - CVG
1 stop4h 17mAmerican Airlines
Deal found 12/14$269
This American Airlines deal was found by Cheapflights users on 12/14. 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 12/315:16 pmDAY - HPN
1 stop4h 43mAmerican Airlines
Sat 1/36:27 amHPN - DAY
1 stop6h 10mAmerican Airlines
Deal found 12/14$295
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.
Wed 12/246:00 amCVG - HPN
1 stop5h 59mDelta
Mon 12/295:16 pmHPN - CVG
1 stop5h 41mDelta
Deal found 12/16$299
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.
Thu 12/186:37 amCVG - HPN
1 stop3h 57mAmerican Airlines
Thu 12/256:29 amHPN - CVG
1 stop5h 39mAmerican Airlines
Deal found 12/17$329
This American Airlines deal was found by Cheapflights users on 12/14. 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 12/316:03 amDAY - HPN
1 stop4h 31mAmerican Airlines
Wed 12/315:16 pmHPN - DAY
1 stop4h 26mAmerican Airlines
Deal found 12/14$331
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/186:00 amDAY - HPN
1 stop6h 00mDelta
Tue 1/64:29 pmHPN - DAY
1 stop6h 47mDelta
Deal found 12/15$339
This American Airlines deal was found by Cheapflights users on 12/14. 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 12/311:11 pmDAY - HPN
1 stop4h 15mAmerican Airlines
Tue 1/611:00 amHPN - DAY
1 stop6h 43mAmerican Airlines
Deal found 12/14$345
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.
Tue 12/306:35 amCVG - HPN
1 stop3h 59mAmerican Airlines
Sat 1/36:30 amHPN - CVG
1 stop4h 17mAmerican Airlines
Deal found 12/15$352
This American Airlines deal was found by Cheapflights users on 12/14. 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 12/316:03 amDAY - HPN
1 stop4h 31mAmerican Airlines
Fri 1/25:16 pmHPN - DAY
1 stop4h 26mAmerican Airlines
Deal found 12/14$395
This American Airlines deal was found by Cheapflights users on 12/14. 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 12/204:40 pmCVG - HPN
1 stop6h 20mAmerican Airlines
Sun 12/216:56 pmHPN - CVG
1 stop4h 55mAmerican Airlines
Deal found 12/14$397
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.
Sat 12/208:10 amORD - HPN
Nonstop2h 19mAmerican Airlines
Sat 1/1712:00 pmHPN - ORD
Nonstop2h 45mAmerican Airlines
Deal found 12/17$399

Find flight deals from Indiana to Westchester County

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

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$207
(Delta)

One-way from

$79
(Kiwi.com)

Popular in

November

Cheapest in

January

Average price

$279
Provider with most accurate pricing for Indianapolis-New York (NYC) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Indianapolis-New York (NYC) flights.
Search Deals
From Indiana to Westchester County
Search Deals
One-way flight from Indiana to Westchester County
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($48 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Indiana to Westchester County 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 Indiana to Westchester County that are best for you.

Fly from

Indiana

Fly to

Westchester County

Route

Depart

Return

Price

South BendWhite Plains

SBN - HPN

SBNHPN

South Bend/Michiana

Fri 1/16

8:20 am-11:56 am

1 stop3h 36m

White Plains Westchester County

Tue 1/20

3:10 pm-10:35 pm

1 stop7h 25m

$207

Fort WayneWhite Plains

FWA - HPN

FWAHPN

Fort Wayne

Thu 1/15

8:12 am-11:56 am

1 stop3h 44m

White Plains Westchester County

Tue 1/20

5:12 pm-9:07 pm

1 stop3h 55m

$209

South BendWhite Plains

SBN - HPN

SBNHPN

South Bend/Michiana

Fri 1/16

6:00 am-1:00 pm

1 stop7h 00m

White Plains Westchester County

Mon 1/19

6:40 pm-11:48 pm

1 stop5h 08m

$232

KalamazooWhite Plains

AZO - HPN

AZOHPN

Kalamazoo Intl

Wed 1/14

3:51 pm-11:00 pm

1 stop7h 09m

White Plains Westchester County

Sun 1/18

4:30 pm-10:58 pm

1 stop6h 28m

$234

KalamazooWhite Plains

AZO - HPN

AZOHPN

Kalamazoo Intl

Wed 1/14

1:00 pm-10:00 pm

2 stops9h 00m

White Plains Westchester County

Sun 1/18

12:50 pm-5:12 pm

1 stop4h 22m

$240

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Fri 1/9

5:35 am-11:28 am

1 stop4h 53m

White Plains Westchester County

Tue 1/13

12:08 pm-1:13 pm

2 stops26h 05m

$244

IndianapolisWhite Plains

IND - HPN

INDHPN

Indianapolis

Thu 1/15

7:00 am-8:30 pm

1 stop13h 30m

White Plains Westchester County

Tue 1/20

12:08 pm-6:23 pm

2 stops30h 15m

$256

KalamazooWhite Plains

AZO - HPN

AZOHPN

Kalamazoo Intl

Wed 12/31

10:41 am-3:59 pm

1 stop5h 18m

White Plains Westchester County

Wed 1/7

4:30 pm-10:58 pm

1 stop6h 28m

$256

Fort WayneWhite Plains

FWA - HPN

FWAHPN

Fort Wayne

Thu 3/12

8:12 am-11:43 am

1 stop3h 31m

White Plains Westchester County

Sat 3/14

3:12 pm-10:37 pm

1 stop7h 25m

$269

KalamazooWhite Plains

AZO - HPN

AZOHPN

Kalamazoo Intl

Thu 1/8

12:04 pm-3:49 pm

1 stop3h 45m

White Plains Westchester County

Sun 1/11

5:12 pm-10:20 pm

1 stop5h 08m

$281

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 Indiana to Westchester County

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

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

Currently, June is the cheapest month in which you can book a flight from Indiana to Westchester County (average of $189). Flying from Indiana to Westchester County in October is currently the most expensive (average of $447). 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 Indiana to Westchester County. 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 Indiana to Westchester County?

    There are many flights that can get you from Indiana to Westchester County in 3h 36m. Fly via Delta or American Airlines to get the fastest option. Airlines will cover a distance of 654 mi. This flight may include one or multiple stops.

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

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

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

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

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

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

    Currently, June is the cheapest month in which you can book a flight from Indiana to Westchester County (average of $189). Flying from Indiana to Westchester County in October is currently the most expensive (average of $447). 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

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Alternative routes for Indiana to Westchester County

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Indiana to Westchester County

Discover the top 2 airlines that operate flights from Indiana to Westchester County. 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$222Average$381FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$278Average$407FlexibilityNo cancel feeOn-time71%

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