Find Cheap 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: Wed May 24 2017 Return: Tue May 30 2017 Trip spans 7 days
Major Airline
Major Airline
HPN
ORD
28h 38m
nonstop
ORD
HPN
15h 28m
nonstop
Depart: Sat May 27 2017 Return: Mon Jun 12 2017 Trip spans 17 days
American Airlines
American Airlines
HPN
ORD
2h 32m
nonstop
ORD
HPN
2h 11m
nonstop
Depart: Wed Jun 21 2017 Return: Wed Jun 28 2017 Trip spans 8 days
United
United
HPN
ORD
2h 33m
nonstop
ORD
HPN
2h 20m
nonstop
Depart: Sat May 13 2017 Return: Tue May 16 2017 Trip spans 4 days
Delta
Delta
HPN
MDW
5h 49m
1 stop
MDW
HPN
3h 53m
1 stop
Depart: Thu Jun 1 2017 Return: Sat Jun 3 2017 Trip spans 3 days
American Airlines
American Airlines
HPN
ORD
2h 26m
nonstop
ORD
HPN
2h 03m
nonstop
Depart: Wed Jun 7 2017 Return: Sat Jun 10 2017 Trip spans 4 days
Major Airline
Major Airline
HPN
ORD
28h 38m
nonstop
ORD
HPN
12h 41m
nonstop
Depart: Tue Jun 27 2017 Return: Tue Jul 11 2017 Trip spans 15 days
United
United
HPN
ORD
2h 33m
nonstop
ORD
HPN
2h 13m
nonstop
Depart: Tue May 30 2017 Return: Fri Jun 2 2017 Trip spans 4 days
Delta
Delta
HPN
MDW
3h 49m
1 stop
MDW
HPN
4h 00m
1 stop
Depart: Thu May 4 2017 Return: Sun May 7 2017 Trip spans 4 days
JetBlue
JetBlue
HPN
ORD
16h 48m
1 stop
ORD
HPN
27h 38m
1 stop
Depart: Sun Jul 2 2017 Return: Tue Jul 11 2017 Trip spans 10 days
United
United
HPN
ORD
2h 33m
nonstop
ORD
HPN
2h 20m
nonstop
Depart: Fri Aug 11 2017 Return: Mon Aug 14 2017 Trip spans 4 days
American Airlines
American Airlines
HPN
ORD
2h 32m
nonstop
ORD
HPN
2h 04m
nonstop
Depart: Tue Aug 22 2017 Return: Fri Aug 25 2017 Trip spans 4 days
Major Airline
Major Airline
HPN
ORD
16h 21m
nonstop
ORD
HPN
32h 10m
nonstop
Depart: Sat Jun 3 2017 Return: Mon Jun 5 2017 Trip spans 3 days
Delta
Delta
HPN
MDW
5h 40m
1 stop
MDW
HPN
4h 00m
1 stop
Depart: Tue Aug 15 2017 Return: Sat Aug 19 2017 Trip spans 5 days
American Airlines
American Airlines
HPN
ORD
2h 32m
nonstop
ORD
HPN
2h 03m
nonstop
Depart: Fri Sep 1 2017 Return: Sun Sep 3 2017 Trip spans 3 days
Major Airline
Major Airline
HPN
ORD
33h 42m
nonstop
ORD
HPN
26h 25m
nonstop
Depart: Fri Sep 8 2017 Return: Mon Sep 11 2017 Trip spans 4 days
United
United
HPN
ORD
2h 31m
nonstop
ORD
HPN
2h 12m
nonstop
Depart: Sun Jun 4 2017 Return: Sat Jun 10 2017 Trip spans 7 days
Delta
Delta
HPN
MDW
6h 29m
1 stop
MDW
HPN
4h 57m
1 stop
Depart: Thu Aug 24 2017 Return: Mon Aug 28 2017 Trip spans 5 days
American Airlines
American Airlines
HPN
ORD
2h 30m
nonstop
ORD
HPN
2h 15m
nonstop
Depart: Tue Sep 12 2017 Return: Thu Sep 14 2017 Trip spans 3 days
Major Airline
Major Airline
HPN
ORD
15h 10m
nonstop
ORD
HPN
13h 03m
nonstop
Depart: Thu Oct 5 2017 Return: Tue Oct 10 2017 Trip spans 6 days
United
United
HPN
ORD
2h 31m
nonstop
ORD
HPN
2h 12m
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 27 - May 4
3621 7:00 am 8:26 am May 5 - Jun 1
3621 7:00 am 8:26 am May 6 - May 27
3297 4:39 pm 6:11 pm May 5 - May 27
3297 4:39 pm 6:09 pm Apr 27 - May 4
3297 4:39 pm 6:11 pm May 29 - Jun 1
* 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
$353
Destination

Chicago
only $353
only $370
Airlines Airline reviews

15 travelers who booked a flight from White Plains to Chicago rated their chosen airlines with an average of 6.8.

Overall
6.9
Boarding
6.8
Crew
7.3
Comfort
6.9
Food
6.5
Entertainment
6.3