Find Deals on Flights from White Plains Westchester County to Chicago (HPN - CHI)

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
Compare vs. KAYAK all | none
Browse Origins:
Browse Destinations:

Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from White Plains Westchester County to Chicago

(Round-trip)
Depart: Tue Apr 11 2017 Return: Thu Apr 20 2017 Trip spans 10 days
United
United
HPN
ORD
2h 46m
nonstop
ORD
HPN
2h 12m
nonstop
Depart: Tue Apr 18 2017 Return: Thu Apr 20 2017 Trip spans 3 days
Major Airline
Major Airline
HPN
ORD
29h 25m
nonstop
ORD
HPN
10h 09m
nonstop
Depart: Tue May 2 2017 Return: Wed May 3 2017 Trip spans 2 days
Delta
Delta
HPN
MDW
6h 24m
1 stop
MDW
HPN
5h 00m
1 stop
Depart: Mon May 1 2017 Return: Tue May 2 2017 Trip spans 2 days
United
United
HPN
ORD
2h 46m
nonstop
ORD
HPN
2h 12m
nonstop
Depart: Tue May 2 2017 Return: Wed May 3 2017 Trip spans 2 days
Major Airline
Major Airline
HPN
ORD
17h 55m
nonstop
ORD
HPN
21h 03m
nonstop
Depart: Wed Sep 13 2017 Return: Mon Sep 18 2017 Trip spans 6 days
Major Airline
Major Airline
HPN
ORD
29h 10m
nonstop
ORD
HPN
24h 25m
nonstop
Depart: Thu Jun 1 2017 Return: Tue Jun 6 2017 Trip spans 6 days
Delta
Delta
HPN
MDW
3h 49m
1 stop
MDW
HPN
4h 00m
1 stop
Depart: Fri Sep 8 2017 Return: Sun Sep 10 2017 Trip spans 3 days
American Airlines
American Airlines
HPN
ORD
2h 30m
nonstop
ORD
HPN
5h 04m
1 stop
Depart: Thu Aug 24 2017 Return: Tue Aug 29 2017 Trip spans 6 days
Delta
Delta
HPN
MDW
4h 29m
1 stop
MDW
HPN
3h 56m
1 stop
Depart: Thu Aug 24 2017 Return: Tue Aug 29 2017 Trip spans 6 days
Delta
Delta
HPN
ORD
4h 23m
1 stop
ORD
HPN
4h 11m
1 stop
Depart: Mon Jun 5 2017 Return: Tue Jun 13 2017 Trip spans 9 days
United
United
HPN
ORD
2h 46m
nonstop
ORD
HPN
2h 12m
nonstop
Depart: Thu Jun 8 2017 Return: Tue Jun 13 2017 Trip spans 6 days
United
United
HPN
ORD
2h 31m
nonstop
ORD
HPN
2h 12m
nonstop
Depart: Fri Aug 25 2017 Return: Tue Aug 29 2017 Trip spans 5 days
United
United
HPN
ORD
2h 35m
nonstop
ORD
HPN
2h 12m
nonstop
Depart: Fri May 19 2017 Return: Wed May 24 2017 Trip spans 6 days
Delta
Delta
HPN
ORD
4h 11m
1 stop
ORD
HPN
6h 04m
1 stop
Depart: Sun Jul 2 2017 Return: Sat Jul 8 2017 Trip spans 7 days
American Airlines
American Airlines
HPN
ORD
2h 27m
nonstop
ORD
HPN
2h 15m
nonstop
Depart: Wed Sep 13 2017 Return: Mon Sep 18 2017 Trip spans 6 days
Delta
Delta
HPN
MDW
6h 38m
1 stop
MDW
HPN
8h 17m
1 stop
Depart: Thu Jul 6 2017 Return: Wed Jul 12 2017 Trip spans 7 days
American Airlines
American Airlines
HPN
ORD
2h 30m
nonstop
ORD
HPN
2h 15m
nonstop
Depart: Tue May 2 2017 Return: Sat May 6 2017 Trip spans 5 days
United
United
HPN
ORD
2h 35m
nonstop
ORD
HPN
2h 14m
nonstop
Depart: Thu Aug 31 2017 Return: Sat Sep 2 2017 Trip spans 3 days
Major Airline
Major Airline
HPN
ORD
33h 42m
nonstop
ORD
HPN
26h 25m
nonstop
Depart: Thu Jun 1 2017 Return: Sat Jun 3 2017 Trip spans 3 days
United
United
HPN
ORD
2h 35m
nonstop
ORD
HPN
2h 14m
nonstop
Direct flights HPN to CHI on American Airlines
Flight # Depart HPN Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
3621 7:00 am 8:23 am Apr 4 - Apr 21
3621 7:00 am 8:23 am Apr 22 - Apr 29
3621 7:00 am 8:23 am Apr 23 - May 4
3621 7:00 am 8:34 am Mar 22 - Apr 3
3297 4:39 pm 6:15 pm Mar 22 - Apr 3
3297 4:39 pm 6:09 pm Apr 4 - May 4
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an email and someone from our team will get back to you promptly.

Airports
Origin

White Plains
$147
Destination

Chicago
only $147
only $174
Airlines Airline reviews

14 travelers who booked a flight from White Plains to Chicago rated their chosen airlines with an average of 7.2.

Overall
7.3
Boarding
7.1
Crew
7.7
Comfort
7.3
Food
6.8
Entertainment
6.5