$142+ 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 9/1. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — HPN
Jul 10 — Jul 171
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 June 10, 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 June 10, 2026.
This Delta deal was found by Cheapflights users on 6/9. 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 9/17:00 am
ORD
- HPN
1 stop7h 48m
Delta
Tue 9/812:45 pm
HPN
- ORD
1 stop8h 39m
Delta
Deal found 6/9![Delta logo]()
$393
This Delta deal was found by Cheapflights users on 6/8. 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 7/147:17 pm
ORD
- HPN
1 stop15h 39m
Delta
Sat 7/1812:36 pm
HPN
- ORD
1 stop4h 47m
Delta
Deal found 6/8![Delta logo]()
$394
This American Airlines deal was found by Cheapflights users on 6/9. 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 7/158:10 am
ORD
- HPN
Nonstop2h 19m
American Airlines
Wed 7/224:39 pm
HPN
- ORD
Nonstop2h 50m
American Airlines
Deal found 6/9![American Airlines logo]()
$395
This Delta deal was found by Cheapflights users on 6/9. 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 9/165:10 pm
ORD
- HPN
1 stop17h 46m
Delta
Tue 9/225:18 pm
HPN
- ORD
1 stop4h 04m
Delta
Deal found 6/9![Delta logo]()
$416
This Delta deal was found by Cheapflights users on 6/5. 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 7/155:30 am
ORD
- HPN
1 stop5h 38m
Delta
Tue 7/285:12 pm
HPN
- ORD
1 stop15h 47m
Delta
Deal found 6/5![Delta logo]()
$419
This Delta deal was found by Cheapflights users on 6/8. 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 6/238:52 am
ORD
- HPN
1 stop5h 57m
Delta
Tue 6/3012:38 pm
HPN
- ORD
1 stop8h 53m
Delta
Deal found 6/8![Delta logo]()
$424
This Delta deal was found by Cheapflights users on 6/5. 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 7/158:52 am
ORD
- HPN
1 stop5h 55m
Delta
Wed 7/2912:36 pm
HPN
- ORD
1 stop6h 53m
Delta
Deal found 6/5![Delta logo]()
$425
This American Airlines deal was found by Cheapflights users on 6/7. 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 6/278:10 am
ORD
- HPN
Nonstop2h 19m
American Airlines
Tue 7/73:00 pm
HPN
- ORD
1 stop4h 54m
American Airlines
Deal found 6/7![American Airlines logo]()
$435
This American Airlines deal was found by Cheapflights users on 6/8. 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 7/116:29 pm
ORD
- HPN
Nonstop2h 28m
American Airlines
Sun 7/127:10 am
HPN
- ORD
Nonstop2h 41m
American Airlines
Deal found 6/8![American Airlines logo]()
$436
This American Airlines deal was found by Cheapflights users on 6/9. 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 6/9![American Airlines logo]()
$439
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 June 10, 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 June 10, 2026.
This Delta deal was found by Cheapflights users on 6/9. 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 9/17:00 am
ORD
- HPN
1 stop7h 48m
Delta
Tue 9/812:45 pm
HPN
- ORD
1 stop8h 39m
Delta
Deal found 6/9![Delta logo]()
$393
This Delta deal was found by Cheapflights users on 6/9. 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 11/211:15 pm
ORD
- HPN
1 stop7h 21m
Delta
Wed 11/256:40 pm
HPN
- ORD
1 stop6h 10m
Delta
Deal found 6/9![Delta logo]()
$415
This Delta deal was found by Cheapflights users on 6/9. 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 7/45:30 am
ORD
- HPN
1 stop7h 58m
Delta
Tue 7/712:54 pm
HPN
- ORD
1 stop6h 51m
Delta
Deal found 6/9![Delta logo]()
$445
This Delta deal was found by Cheapflights users on 6/9. 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 11/195:30 am
ORD
- HPN
1 stop5h 41m
Delta
Mon 11/235:10 pm
HPN
- ORD
1 stop4h 14m
Delta
Deal found 6/9![Delta logo]()
$503
This Delta deal was found by Cheapflights users on 6/9. 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 9/176:40 am
ORD
- HPN
1 stop6h 49m
Delta
Sun 9/2012:50 pm
HPN
- ORD
1 stop6h 55m
Delta
Deal found 6/9![Delta logo]()
$503
This Delta deal was found by Cheapflights users on 6/6. 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 10/911:10 am
ORD
- HPN
1 stop5h 57m
Delta
Sun 10/115:10 pm
HPN
- ORD
1 stop4h 14m
Delta
Deal found 6/6![Delta logo]()
$541
This Delta deal was found by Cheapflights users on 6/7. 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 6/255:30 am
ORD
- HPN
1 stop5h 39m
Delta
Fri 7/312:59 pm
HPN
- ORD
1 stop12h 00m
Delta
Deal found 6/7![Delta logo]()
$560
This Delta deal was found by Cheapflights users on 6/9. 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 8/296:00 am
ORD
- HPN
2 stops8h 48m
Delta
Tue 9/16:49 pm
HPN
- ORD
1 stop6h 08m
Delta
Deal found 6/9![Delta logo]()
$602
This Delta deal was found by Cheapflights users on 6/6. 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 stops8h 48m
Delta
Sat 8/2212:48 pm
HPN
- ORD
1 stop7h 11m
Delta
Deal found 6/6![Delta logo]()
$602
This Delta deal was found by Cheapflights users on 6/9. 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 9/37:00 am
ORD
- HPN
1 stop3h 56m
Delta
Sun 9/65:17 pm
HPN
- ORD
2 stops7h 40m
Delta
Deal found 6/9![Delta logo]()
$646
This Delta deal was found by Cheapflights users on 6/6. 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 7/312:27 pm
ORD
- HPN
2 stops8h 58m
Delta
Mon 7/65:10 pm
HPN
- ORD
1 stop4h 21m
Delta
Deal found 6/6![Delta logo]()
$651
Last-minute flights from O'Hare Intl to Westchester CountyDiscover last-minute flight deals from O'Hare Intl to Westchester County. Data last updated June 10, 2026 and is based on user searches.
Discover last-minute flight deals from O'Hare Intl to Westchester County. Data last updated June 10, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 6/8. 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 6/238:52 am
ORD
- HPN
1 stop5h 57m
Delta
Tue 6/3012:38 pm
HPN
- ORD
1 stop8h 53m
Delta
Deal found 6/8![Delta logo]()
$424
This American Airlines deal was found by Cheapflights users on 6/7. 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 6/278:10 am
ORD
- HPN
Nonstop2h 19m
American Airlines
Tue 7/73:00 pm
HPN
- ORD
1 stop4h 54m
American Airlines
Deal found 6/7![American Airlines logo]()
$435
This American Airlines deal was found by Cheapflights users on 6/7. 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 7/312:41 pm
ORD
- HPN
Nonstop2h 18m
American Airlines
Mon 7/65:45 pm
HPN
- ORD
Nonstop2h 55m
American Airlines
Deal found 6/7![American Airlines logo]()
$439
This American Airlines deal was found by Cheapflights users on 6/8. 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 7/116:29 pm
ORD
- HPN
Nonstop2h 28m
American Airlines
Sun 7/127:10 am
HPN
- ORD
Nonstop2h 41m
American Airlines
Deal found 6/8![American Airlines logo]()
$436
This Delta deal was found by Cheapflights users on 6/8. 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 7/147:17 pm
ORD
- HPN
1 stop15h 39m
Delta
Sat 7/1812:36 pm
HPN
- ORD
1 stop4h 47m
Delta
Deal found 6/8![Delta logo]()
$394
This American Airlines deal was found by Cheapflights users on 6/9. 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 7/158:10 am
ORD
- HPN
Nonstop2h 19m
American Airlines
Wed 7/224:39 pm
HPN
- ORD
Nonstop2h 50m
American Airlines
Deal found 6/9![American Airlines logo]()
$395
This Delta deal was found by Cheapflights users on 6/5. 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 7/155:30 am
ORD
- HPN
1 stop5h 38m
Delta
Tue 7/285:12 pm
HPN
- ORD
1 stop15h 47m
Delta
Deal found 6/5![Delta logo]()
$419
This Delta deal was found by Cheapflights users on 6/5. 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 7/158:52 am
ORD
- HPN
1 stop5h 55m
Delta
Wed 7/2912:36 pm
HPN
- ORD
1 stop6h 53m
Delta
Deal found 6/5![Delta logo]()
$425
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 June 10, 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 June 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 9/15:30 pm
ORD
- HPN
2 stops16h 50m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 9/21:50 pm
ORD
- HPN
2 stops30h 10m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 8/41:50 pm
ORD
- HPN
2 stops20h 30m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 6/8. 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.
Sat 9/57:55 am
ORD
- HPN
2 stops36h 05m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 7/71:50 pm
ORD
- HPN
2 stops20h 30m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 9/92:03 pm
ORD
- HPN
2 stops29h 57m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 9/85:30 pm
ORD
- HPN
2 stops22h 57m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$167
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/81:50 pm
ORD
- HPN
2 stops30h 10m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 6/6. 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 8/311:50 pm
ORD
- HPN
2 stops21h 43m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$183
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 June 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $394 (Delta) |
One-way from | $142 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $278 |
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 June 10, 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
Tue 9/1
7:00 am-3:48 pm
1 stop7h 48m
White Plains Westchester County
Tue 9/8
12:45 pm-8:24 pm
1 stop8h 39m
$393
ChicagoWhite Plains
ORD - HPN
ORDHPN
Chicago O'Hare Intl
Sat 11/21
1:15 pm-9:36 pm
1 stop7h 21m
White Plains Westchester County
Wed 11/25
6:40 pm-11:50 pm
1 stop6h 10m
$415
ChicagoWhite Plains
ORD - HPN
ORDHPN
Chicago O'Hare Intl
Sat 7/4
5:30 am-2:28 pm
1 stop7h 58m
White Plains Westchester County
Tue 7/7
12:54 pm-6:45 pm
1 stop6h 51m
$445
Quickest round-trip
ChicagoWhite Plains
ORD - HPN
ORDHPN
Chicago O'Hare Intl
Thu 11/19
5:30 am-12:11 pm
1 stop5h 41m
White Plains Westchester County
Mon 11/23
5:10 pm-8:24 pm
1 stop4h 14m
$503
ChicagoWhite Plains
ORD - HPN
ORDHPN
Chicago O'Hare Intl
Thu 9/17
6:40 am-2:29 pm
1 stop6h 49m
White Plains Westchester County
Sun 9/20
12:50 pm-6:45 pm
1 stop6h 55m
$503
ChicagoWhite Plains
ORD - HPN
ORDHPN
Chicago O'Hare Intl
Fri 10/9
11:10 am-6:07 pm
1 stop5h 57m
White Plains Westchester County
Sun 10/11
5:10 pm-8:24 pm
1 stop4h 14m
$541
ChicagoWhite Plains
ORD - HPN
ORDHPN
Chicago O'Hare Intl
Thu 6/25
5:30 am-12:09 pm
1 stop5h 39m
White Plains Westchester County
Fri 7/3
12:59 pm-11:59 pm
1 stop12h 00m
$560
ChicagoWhite Plains
ORD - HPN
ORDHPN
Chicago O'Hare Intl
Sat 8/29
6:00 am-3:48 pm
2 stops8h 48m
White Plains Westchester County
Tue 9/1
6:49 pm-11:57 pm
1 stop6h 08m
$602
ChicagoWhite Plains
ORD - HPN
ORDHPN
Chicago O'Hare Intl
Sat 8/15
6:00 am-3:48 pm
2 stops8h 48m
White Plains Westchester County
Sat 8/22
12:48 pm-6:59 pm
1 stop7h 11m
$602
ChicagoWhite Plains
ORD - HPN
ORDHPN
Chicago O'Hare Intl
Thu 9/3
7:00 am-11:56 am
1 stop3h 56m
White Plains Westchester County
Sun 9/6
5:17 pm-11:57 pm
2 stops7h 40m
$646
Showing 1-10 of 22 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, March is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Westchester County (average of $124). Flying from Chicago O'Hare Intl Airport to Westchester County in February is currently the most expensive (average of $449). 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 June 10, 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 4% versus a flight in the afternoon.
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 June 10, 2026.
The most flights from ORD to zzREU are scheduled on a Monday (8 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 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 May 30, 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 afternoons 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 June 10, 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.
Food
6.4
Boarding
7.5
Crew
7.9
Comfort
7.2
Entertainment
6.9
Overall
7.1
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
Food
6.4
Boarding
7.5
Crew
7.9
Comfort
7.2
Entertainment
6.9
Overall
7.1
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
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| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$380 | Average$491 | FlexibilityNo cancel fee | On-time71% |