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Cheap flights from White Plains to Chicago (HPN - ORD)

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The best prices from White Plains to Chicago are usually found in February or March, booked 29 days in advance, depart on a Tuesday or Wednesday and return on a Saturday

HPN - CHI
Price
$246 - $351
CHI
Temperature
33.8 - 84.2 °F
CHI
Rainfall
0.7 - 4.3 inches
Popular in June High demand for flights, 10% potential price rise
Cheapest in February Best time to find cheap flights, 22% potential price drop
Average price $308 Average for round-trip flights in May 2020
Round-trip from $246 From White Plains to Chicago
Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.

Cheap flights from White Plains to Chicago in May, June 2020

The best prices found for HPN to ORD flights for May, June
26 Jun - 29 Jun
$711pp
HPN
White Plains Westchester County
$self.airline
     
3 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
     
3 STOPS
HPN
White Plains Westchester County
24 Jun - 2 Jul
$814pp
HPN
White Plains Westchester County
$self.airline
     
3 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
     
3 STOPS
HPN
White Plains Westchester County
15 Jun - 22 Jun
$7021pp
HPN
White Plains Westchester County
Linear Air Taxi
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Linear Air Taxi
 
1 STOP
HPN
White Plains Westchester County

White Plains to Chicago 2020 flight deals

Cheap flights to Chicago from White Plains found for this year
3 Sep - 6 Sep
$186pp
HPN
White Plains Westchester County
Delta
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
HPN
White Plains Westchester County
11 Sep - 14 Sep
$186pp
HPN
White Plains Westchester County
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
HPN
White Plains Westchester County
22 Oct - 26 Oct
$254pp
HPN
White Plains Westchester County
Delta
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
HPN
White Plains Westchester County

Non-stop flights to Chicago from White Plains

Save time with White Plains to Chicago direct flight deals
29 Aug - 7 Sep
$313pp
HPN
White Plains Westchester County
$self.airline
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
HPN
White Plains Westchester County

Last minute flights from White Plains to Chicago

Late deals on round-trip flights to Chicago from White Plains, departing today and this week
24 May - 31 May
$12523pp
HPN
White Plains Westchester County
Linear Air Taxi
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Linear Air Taxi
 
1 STOP
HPN
White Plains Westchester County
28 May - 31 May
$14092pp
HPN
White Plains Westchester County
Linear Air Taxi
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Linear Air Taxi
 
1 STOP
HPN
White Plains Westchester County

One-way flights to Chicago from White Plains

The cheapest one-way flights from White Plains to Chicago
3:00 pm - 5:45 am
Linear Air Taxi
1 Stop
15h 45m
HPN - ORD
Linear Air Taxi
$6220
Bravofly
7:30 am - 12:45 pm
Linear Air Taxi
1 Stop
6h 15m
HPN - ORD
Linear Air Taxi
$6227
Travelgenio
7:30 am - 5:45 am
Linear Air Taxi
1 Stop
23h 15m
HPN - ORD
Linear Air Taxi
$6230
Travelgenio

Related info for your journey

Useful info, stats and facts about White Plains to Chicago flights.

Flight FAQs

From White Plains to Chicago

Are flight prices decreasing from Bridgeport to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Bridgeport and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Can I find flights from White Plains to Chicago for under $200 on Cheapflights?

Yes, there are multiple flights from White Plains to Chicago for under $200. The cheapest flight booked recently is on Delta for just $186, but on average you can expect to pay $374.

Are there nonstop flights from White Plains to Chicago for under $400 on Cheapflights?

Cheapflights has at least 1 direct flight from White Plains to Chicago under $400. A good price for a nonstop flight from White Plains to Chicago is less than $313.

Are there last-minute flights available from White Plains to Chicago for under $12600?

There are currently 2+ open flights from White Plains to Chicago within the next 7 days for less than $12600.

How popular is this flight route?

Within the past month, 124 users have taken a look at flights from White Plains Westchester County to Chicago.

What is the cheapest airline for this route?

Currently, ExpressJet offers the cheapest flights from Bridgeport to Chicago. On average 157 flights can be found for this airline route daily.

Is Bridgeport weather warmer or cooler than Chicago?

With an average temperature of 84 °F, peak weather can be found in July. As a traveler, expect to see changes in flight prices during that period. The temperatures in Chicago are the same as in Bridgeport.

Alternative routes for White Plains to Chicago

Destination information for Chicago

Things to know before you go. Useful info for your trip from White Plains to Chicago
Average temperature for May in Chicago
71.6 °F
Avg rainfall for May in Chicago
4.3 ″

Airports servicing White Plains

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)