
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $289 (Kiwi.com) |
One-way from | $125 (Kiwi.com) |
Popular in | March |
Cheapest in | January |
Average price | $231 |
Fly from
Fly to
Route
Depart
Return
ChicagoWhite Plains
ORD - HPN
ORDHPN
Chicago O'Hare Intl
Wed 5/27
11:09 am-3:49 pm
1 stop3h 40m
White Plains Westchester County
Sat 5/30
5:15 pm-8:14 pm
1 stop3h 59m
ChicagoWhite Plains
ORD - HPN
ORDHPN
Chicago O'Hare Intl
Tue 5/26
11:09 am-3:49 pm
1 stop3h 40m
White Plains Westchester County
Sat 5/30
6:40 pm-12:03 am
1 stop6h 23m
ChicagoWhite Plains
MDW - HPN
MDWHPN
Chicago Midway
Tue 6/16
6:05 am-12:09 pm
1 stop5h 04m
White Plains Westchester County
Wed 7/8
12:35 pm-6:25 pm
1 stop6h 50m
ChicagoWhite Plains
MDW - HPN
MDWHPN
Chicago Midway
Wed 5/27
10:59 am-6:00 pm
1 stop6h 01m
White Plains Westchester County
Fri 5/29
6:40 pm-9:59 am
1 stop16h 19m
ChicagoWhite Plains
MDW - HPN
MDWHPN
Chicago Midway
Tue 5/26
9:22 am-3:49 pm
1 stop5h 27m
White Plains Westchester County
Fri 5/29
6:40 pm-9:59 am
1 stop16h 19m
ChicagoWhite Plains
MDW - HPN
MDWHPN
Chicago Midway
Thu 5/28
10:59 am-6:00 pm
1 stop6h 01m
White Plains Westchester County
Sat 5/30
4:29 pm-9:09 pm
1 stop5h 40m
ChicagoWhite Plains
ORD - HPN
ORDHPN
Chicago O'Hare Intl
Fri 5/29
11:09 am-3:49 pm
1 stop3h 40m
White Plains Westchester County
Mon 6/1
6:40 pm-11:59 pm
1 stop6h 19m
ChicagoWhite Plains
ORD - HPN
ORDHPN
Chicago O'Hare Intl
Tue 5/26
9:25 am-3:49 pm
1 stop5h 24m
White Plains Westchester County
Thu 6/4
12:31 pm-6:05 pm
1 stop6h 34m
ChicagoWhite Plains
ORD - HPN
ORDHPN
Chicago O'Hare Intl
Thu 8/20
7:10 am-11:44 am
1 stop3h 34m
White Plains Westchester County
Tue 8/25
5:10 pm-8:24 pm
1 stop4h 14m
ChicagoWhite Plains
ORD - HPN
ORDHPN
Chicago O'Hare Intl
Sat 5/30
8:10 am-2:29 pm
1 stop5h 19m
White Plains Westchester County
Sun 5/31
6:00 am-10:16 am
1 stop5h 16m
Currently, March is the cheapest month in which you can book a flight from Chicago to Westchester County (average of $124). Flying from Chicago to Westchester County in February is currently the most expensive (average of $415). 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.
One of the essential ways to save on airfare from Chicago to Westchester County is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the morning could potentially save you up to 4% on airfare.
Travelers seeking maximum savings on their Chicago 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.
The most flights from CHI to zzREU are scheduled on a Monday (6 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (5 on average).
Boarding
Comfort
Crew
Entertainment
Overall
Food
Reviews
Elizabeth,Mar 2026
ORD - MIA
Boarding
Comfort
Crew
Entertainment
Overall
Food
Reviews
Elizabeth,Mar 2026
ORD - MIA
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$380 | Average$487 | FlexibilityNo cancel fee | On-time71% |