$135+ Cheap flights from O'Hare Intl (ORD) 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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — HPN
Aug 31 — Sep 71
Round-trip
1 adult, Economy
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Cheapest flights from O'Hare Intl to Westchester CountyExplore the most affordable flight options available from O'Hare Intl to Westchester County. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 1, 2026.
Explore the most affordable flight options available from O'Hare Intl to Westchester County. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 1, 2026.
This American Airlines deal was found by Cheapflights users on 7/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/156:35 pm
ORD
- HPN
Nonstop2h 24m
American Airlines
Sat 9/56:00 am
HPN
- ORD
Nonstop2h 40m
American Airlines
Deal found 7/30![American Airlines logo]()
$361
This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/158:00 am
ORD
- HPN
1 stop5h 51m
American Airlines
Sat 8/225:36 pm
HPN
- ORD
Nonstop2h 53m
American Airlines
Deal found 7/29![American Airlines logo]()
$371
This Delta deal was found by Cheapflights users on 7/31. 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.
Sat 8/155:30 am
ORD
- HPN
1 stop5h 33m
Delta
Tue 8/1812:36 pm
HPN
- ORD
1 stop4h 41m
Delta
Deal found 7/31![Delta logo]()
$381
This American Airlines deal was found by Cheapflights users on 7/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:29 pm
ORD
- HPN
Nonstop2h 28m
American Airlines
Sat 9/1212:24 pm
HPN
- ORD
Nonstop2h 35m
American Airlines
Deal found 7/27![American Airlines logo]()
$387
This American Airlines deal was found by Cheapflights users on 8/1. 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 9/512:29 pm
ORD
- HPN
Nonstop2h 17m
American Airlines
Sun 9/612:08 pm
HPN
- ORD
Nonstop2h 36m
American Airlines
Deal found 8/1![American Airlines logo]()
$389
This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/126:35 pm
ORD
- HPN
Nonstop2h 24m
American Airlines
Thu 8/204:30 pm
HPN
- ORD
Nonstop2h 49m
American Airlines
Deal found 7/29![American Airlines logo]()
$397
This American Airlines deal was found by Cheapflights users on 7/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/36:35 pm
ORD
- HPN
Nonstop2h 24m
American Airlines
Sat 9/56:00 am
HPN
- ORD
Nonstop2h 40m
American Airlines
Deal found 7/30![American Airlines logo]()
$398
This Delta deal was found by Cheapflights users on 7/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/123:49 pm
ORD
- HPN
1 stop5h 30m
Delta
Sat 1/212:45 pm
HPN
- ORD
1 stop4h 52m
Delta
Deal found 7/30![Delta logo]()
$401
This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:59 am
ORD
- HPN
1 stop6h 52m
American Airlines
Tue 9/156:30 am
HPN
- ORD
1 stop6h 11m
American Airlines
Deal found 7/29![American Airlines logo]()
$411
This American Airlines deal was found by Cheapflights users on 7/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/98:05 am
ORD
- HPN
Nonstop2h 24m
American Airlines
Fri 9/115:35 pm
HPN
- ORD
Nonstop2h 54m
American Airlines
Deal found 7/30![American Airlines logo]()
$413
Best flights from O'Hare Intl to Westchester CountyDiscover carefully curated flight deals from O'Hare Intl to Westchester County that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 1, 2026.
Discover carefully curated flight deals from O'Hare Intl to Westchester County that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 1, 2026.
This Delta deal was found by Cheapflights users on 7/31. 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.
Sat 8/158:28 am
ORD
- HPN
1 stop7h 09m
Delta
Thu 8/205:17 pm
HPN
- ORD
1 stop4h 13m
Delta
Deal found 7/31![Delta logo]()
$417
This JetBlue deal was found by Cheapflights users on 7/31. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/62:35 pm
ORD
- HPN
1 stop6h 55m
JetBlue
Sat 1/91:00 pm
HPN
- ORD
1 stop11h 44m
JetBlue
Deal found 7/31![JetBlue logo]()
$559
This United deal was found by Cheapflights users on 7/28. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:15 am
ORD
- HPN
2 stops9h 19m
Multiple Airlines
Sat 11/149:26 am
HPN
- ORD
2 stops12h 14m
Multiple Airlines
Deal found 7/28![Multiple Airlines logo]()
$653
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/185:30 am
ORD
- HPN
1 stop5h 33m
Delta
Sun 12/206:00 am
HPN
- ORD
1 stop6h 06m
Delta
Deal found 7/28![Delta logo]()
$503
This Delta deal was found by Cheapflights users on 7/31. 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 8/196:59 am
ORD
- HPN
1 stop3h 57m
Delta
Sun 8/236:00 am
HPN
- ORD
1 stop5h 13m
Delta
Deal found 7/31![Delta logo]()
$507
This United deal was found by Cheapflights users on 7/27. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/186:15 am
ORD
- HPN
2 stops9h 19m
Multiple Airlines
Wed 8/199:26 am
HPN
- ORD
2 stops12h 14m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$658
This Delta deal was found by Cheapflights users on 7/31. 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.
Sat 8/156:00 am
ORD
- HPN
2 stops11h 07m
Delta
Sat 9/512:36 pm
HPN
- ORD
1 stop4h 41m
Delta
Deal found 7/31![Delta logo]()
$635
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1611:17 am
ORD
- HPN
2 stops9h 58m
Delta
Sat 9/196:40 pm
HPN
- ORD
1 stop6h 19m
Delta
Deal found 7/28![Delta logo]()
$635
This Delta deal was found by Cheapflights users on 7/31. 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 10/86:30 am
ORD
- HPN
2 stops8h 18m
Delta
Mon 10/125:22 pm
HPN
- ORD
1 stop4h 08m
Delta
Deal found 7/31![Delta logo]()
$671
This Delta deal was found by Cheapflights users on 7/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1611:17 am
ORD
- HPN
2 stops9h 58m
Delta
Mon 9/215:20 pm
HPN
- ORD
1 stop4h 10m
Delta
Deal found 7/27![Delta logo]()
$671
This Delta deal was found by Cheapflights users on 7/31. 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 8/206:59 am
ORD
- HPN
1 stop3h 57m
Delta
Mon 8/2412:48 pm
HPN
- ORD
2 stops9h 59m
Delta
Deal found 7/31![Delta logo]()
$671
This Delta deal was found by Cheapflights users on 7/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/125:30 am
ORD
- HPN
2 stops9h 18m
Delta
Thu 8/206:00 am
HPN
- ORD
1 stop5h 13m
Delta
Deal found 7/30![Delta logo]()
$671
Last-minute flights from O'Hare Intl to Westchester CountyDiscover last-minute flight deals from O'Hare Intl to Westchester County. Data last updated August 1, 2026 and is based on user searches.
Discover last-minute flight deals from O'Hare Intl to Westchester County. Data last updated August 1, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/126:35 pm
ORD
- HPN
Nonstop2h 24m
American Airlines
Thu 8/204:30 pm
HPN
- ORD
Nonstop2h 49m
American Airlines
Deal found 7/29![American Airlines logo]()
$397
This American Airlines deal was found by Cheapflights users on 7/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/156:35 pm
ORD
- HPN
Nonstop2h 24m
American Airlines
Sat 9/56:00 am
HPN
- ORD
Nonstop2h 40m
American Airlines
Deal found 7/30![American Airlines logo]()
$361
This Delta deal was found by Cheapflights users on 7/31. 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.
Sat 8/155:30 am
ORD
- HPN
1 stop5h 33m
Delta
Tue 8/1812:36 pm
HPN
- ORD
1 stop4h 41m
Delta
Deal found 7/31![Delta logo]()
$381
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/186:59 am
ORD
- HPN
2 stops14h 22m
Delta
Sat 8/294:29 pm
HPN
- ORD
1 stop8h 28m
Delta
Deal found 7/28![Delta logo]()
$427
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/181:50 pm
ORD
- HPN
1 stop7h 31m
Delta
Fri 8/284:29 pm
HPN
- ORD
2 stops19h 13m
Delta
Deal found 7/28![Delta logo]()
$429
This American Airlines deal was found by Cheapflights users on 7/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2012:29 pm
ORD
- HPN
Nonstop2h 17m
American Airlines
Thu 8/276:00 am
HPN
- ORD
Nonstop2h 40m
American Airlines
Deal found 7/27![American Airlines logo]()
$433
This Delta deal was found by Cheapflights users on 7/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:59 am
ORD
- HPN
1 stop3h 57m
Delta
Wed 8/2612:48 pm
HPN
- ORD
1 stop7h 01m
Delta
Deal found 7/30![Delta logo]()
$437
This American Airlines deal was found by Cheapflights users on 7/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:03 am
ORD
- HPN
1 stop6h 48m
American Airlines
Mon 8/244:30 pm
HPN
- ORD
Nonstop2h 49m
American Airlines
Deal found 7/30![American Airlines logo]()
$443
This American Airlines deal was found by Cheapflights users on 7/31. 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 8/221:49 pm
ORD
- HPN
Nonstop2h 17m
American Airlines
Wed 8/2612:22 pm
HPN
- ORD
Nonstop2h 36m
American Airlines
Deal found 7/31![American Airlines logo]()
$441
One-way flights from O'Hare Intl to Westchester CountySearch for one-way flight options from O'Hare Intl to Westchester County. Find affordable one-way fares based on user searches. Data last updated August 1, 2026.
Search for one-way flight options from O'Hare Intl to Westchester County. Find affordable one-way fares based on user searches. Data last updated August 1, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/258:05 am
ORD
- HPN
2 stops26h 15m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/283:50 pm
ORD
- HPN
2 stops18h 37m
Multiple Airlines
Deal found 7/29![Multiple Airlines logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 8/1. 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.
Wed 9/306:20 am
ORD
- HPN
2 stops13h 40m
Multiple Airlines
Deal found 8/1![Multiple Airlines logo]()
$145
This JetBlue deal was found by Cheapflights users on 8/1. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/12:35 pm
ORD
- HPN
1 stop7h 12m
JetBlue
Deal found 8/1![JetBlue logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/18:05 am
ORD
- HPN
2 stops26h 15m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 7/31. 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.
Tue 9/297:28 pm
ORD
- HPN
2 stops24h 32m
Multiple Airlines
Deal found 7/31![Multiple Airlines logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/274:44 pm
ORD
- HPN
2 stops27h 16m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$151
Find flight deals from O'Hare Intl to Westchester County
Keep the following information in mind while searching for O'Hare Intl to Westchester County flight deals. Data was last updated August 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $361 (American Airlines) |
One-way from | $135 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $250 |
Cheapflights Fare Finder
Customize your flight search to find flights from O'Hare Intl 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 August 1, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Westchester County that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoWhite Plains
ORD - HPN
ORDHPN
Chicago O'Hare Intl
Sat 8/15
8:28 am-4:37 pm
1 stop7h 09m
White Plains Westchester County
Thu 8/20
5:17 pm-8:30 pm
1 stop4h 13m
$417
ChicagoWhite Plains
ORD - HPN
ORDHPN
Chicago O'Hare Intl
Fri 12/18
5:30 am-12:03 pm
1 stop5h 33m
White Plains Westchester County
Sun 12/20
6:00 am-11:06 am
1 stop6h 06m
$503
Quickest round-trip
ChicagoWhite Plains
ORD - HPN
ORDHPN
Chicago O'Hare Intl
Wed 8/19
6:59 am-11:56 am
1 stop3h 57m
White Plains Westchester County
Sun 8/23
6:00 am-10:13 am
1 stop5h 13m
$507
ChicagoWhite Plains
ORD - HPN
ORDHPN
Chicago O'Hare Intl
Wed 1/6
2:35 pm-10:30 pm
1 stop6h 55m
White Plains Westchester County
Sat 1/9
1:00 pm-11:44 pm
1 stop11h 44m
$559
ChicagoWhite Plains
ORD - HPN
ORDHPN
Chicago O'Hare Intl
Sat 8/15
6:00 am-6:07 pm
2 stops11h 07m
White Plains Westchester County
Sat 9/5
12:36 pm-4:17 pm
1 stop4h 41m
$635
ChicagoWhite Plains
ORD - HPN
ORDHPN
Chicago O'Hare Intl
Wed 9/16
11:17 am-10:15 pm
2 stops9h 58m
White Plains Westchester County
Sat 9/19
6:40 pm-11:59 pm
1 stop6h 19m
$635
ChicagoWhite Plains
ORD - HPN
ORDHPN
Chicago O'Hare Intl
Sat 8/22
6:15 am-4:34 pm
2 stops9h 19m
White Plains Westchester County
Sat 11/14
9:26 am-8:40 pm
2 stops12h 14m
$653
ChicagoWhite Plains
ORD - HPN
ORDHPN
Chicago O'Hare Intl
Tue 8/18
6:15 am-4:34 pm
2 stops9h 19m
White Plains Westchester County
Wed 8/19
9:26 am-8:40 pm
2 stops12h 14m
$658
ChicagoWhite Plains
ORD - HPN
ORDHPN
Chicago O'Hare Intl
Thu 10/8
6:30 am-3:48 pm
2 stops8h 18m
White Plains Westchester County
Mon 10/12
5:22 pm-8:30 pm
1 stop4h 08m
$671
ChicagoWhite Plains
ORD - HPN
ORDHPN
Chicago O'Hare Intl
Wed 9/16
11:17 am-10:15 pm
2 stops9h 58m
White Plains Westchester County
Mon 9/21
5:20 pm-8:30 pm
1 stop4h 10m
$671
Showing 1-10 of 23 resultsSorted by cheapest first
Best time to book a flight from O'Hare Intl to Westchester County
Have a flexible travel schedule? Discover the best time to fly to Westchester County from O'Hare Intl with our price prediction graph.
ORD-HPN
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 Chicago O'Hare Intl Airport to Westchester County
ORD-zzREU
ORD-HPN
What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Westchester County?
Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Westchester County (average of $380). Flying from Chicago O'Hare Intl Airport to Westchester County in July is currently the most expensive (average of $543). 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 ORD to REU?
Find hourly flight availability from O'Hare Intl to Westchester County. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 1, 2026.
When flying from Chicago O'Hare Intl Airport to Westchester County, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 7% versus a flight at noon.
Weekly flight availability from Chicago O'Hare Intl Airport to Westchester County
Explore weekly flight availability from O'Hare Intl to Westchester County. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 1, 2026.
The most flights from ORD to zzREU are scheduled on a Tuesday (9 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (2 on average).
What is the cheapest day to fly from Chicago O'Hare Intl Airport to Westchester County?
Use this chart to determine the cheapest time to fly round-trip from O'Hare Intl to Westchester County. Price data was last updated on August 1, 2026.
Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Westchester County flight should consider departing on Saturday afternoons when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Westchester County
Get insights into the airlines that provide service to Westchester County. 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 Westchester County. Reviews last updated August 1, 2026.
Read reviews from past customers who have flown American Airlines from Chicago O'Hare Intl Airport to Westchester County. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
7.9
Boarding
7.5
Entertainment
6.8
Food
6.4
Overall
7.1
Comfort
7.2
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
Crew
7.9
Boarding
7.5
Entertainment
6.8
Food
6.4
Overall
7.1
Comfort
7.2
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
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Top airline flying from O'Hare Intl to Westchester County
Discover the top airline that operate flights from O'Hare Intl 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 August 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$380 | Average$494 | FlexibilityNo cancel fee | On-time71% |