Cheap flights from White Plains (HPN) to Chicago (CHI)

HPN — CHI
Aug 15 — Aug 221

The best prices from White Plains Westchester County to Chicago are usually found in February or October, booked 46 days in advance, depart on a Saturday or Thursday and return on a Tuesday

How to find the cheapest flight from White Plains (HPN) to Chicago (CHI)

All the information you need to plan the best HPN to CHI flight in 2022: compare White Plains to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.

HPN - CHI

Price

$207 - $380

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

Popular inJuneHigh demand for flights, 26% potential price rise
Cheapest inFebruaryBest time to find cheap flights, 27% potential price drop
Round-trip from$207From White Plains Westchester County to Chicago (CHI)
One-way from$107One-way flight from White Plains Westchester County to Chicago (CHI)

What is the cheapest day to fly round-trip from White Plains to Chicago?

Users have found that flying from White Plains to Chicago on a Saturday typically leans towards higher prices. However, this doesn’t mean you still can’t find a deal. Flexibility with other aspects of your flight can still land a great price for your trip.

How far in advance should I book a flight from White Plains to Chicago?

Travelers have found it’s best to book a flight 26 days in advance to save up to 21% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 26 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from White Plains to Chicago 1-2 weeks in advance for as low as $256, or $300 for flights within the next 24 hours.

What is the cheapest month to fly from White Plains to Chicago?

January can be a great time to fly to Chicago from White Plains with a flight ticket averaging about $235. Cheapflights users have found deals in the month of January for as cheap as $117. The most expensive prices can be found in the month of August.

When is the cheapest time to fly from White Plains to Chicago (HPN - CHI)?

It’s optimal to fly from White Plains to Chicago in the evening. By choosing this option you can save up to 91% on the cost of your flight, compared to a flight at noon.

Cheap flights from White Plains to Chicago in August, September 2022

The best prices found for HPN to CHI flights for August, September
Sep 8 - Sep 13
HPN

White Plains Westchester County

ORD

Chicago O'Hare Intl

Nonstop

2h 35m
ORD

Chicago O'Hare Intl

HPN

White Plains Westchester County

Nonstop

2h 15m
$168

United Airlines

Pick Dates

Deal found 8/9/22

Sep 9 - Sep 12
HPN

White Plains Westchester County

ORD

Chicago O'Hare Intl

1 stop

7h 30m
ORD

Chicago O'Hare Intl

HPN

White Plains Westchester County

Nonstop

2h 08m
$175

American Airlines

Pick Dates

Deal found 8/9/22

Sep 8 - Sep 13
HPN

White Plains Westchester County

ORD

Chicago O'Hare Intl

1 stop

5h 42m
ORD

Chicago O'Hare Intl

HPN

White Plains Westchester County

Nonstop

2h 10m
$177

American Airlines

Pick Dates

Deal found 8/9/22

White Plains to Chicago 2022 flight deals

Cheap flights to Chicago from White Plains found for this year
Sep 8 - Sep 13
HPN

White Plains Westchester County

ORD

Chicago O'Hare Intl

Nonstop

2h 35m
ORD

Chicago O'Hare Intl

HPN

White Plains Westchester County

Nonstop

2h 15m
$168

United Airlines

Pick Dates

Deal found 8/9/22

Sep 9 - Sep 12
HPN

White Plains Westchester County

ORD

Chicago O'Hare Intl

1 stop

7h 30m
ORD

Chicago O'Hare Intl

HPN

White Plains Westchester County

Nonstop

2h 08m
$175

American Airlines

Pick Dates

Deal found 8/9/22

Sep 8 - Sep 13
HPN

White Plains Westchester County

ORD

Chicago O'Hare Intl

1 stop

5h 42m
ORD

Chicago O'Hare Intl

HPN

White Plains Westchester County

Nonstop

2h 10m
$177

American Airlines

Pick Dates

Deal found 8/9/22

Cheap United Airlines flights from White Plains to Chicago

Sep 8 - Sep 13
HPN

White Plains Westchester County

ORD

Chicago O'Hare Intl

Nonstop

2h 35m
ORD

Chicago O'Hare Intl

HPN

White Plains Westchester County

Nonstop

2h 15m
$168

United Airlines

Pick Dates

Deal found 8/9/22

Sep 2 - Sep 4
HPN

White Plains Westchester County

ORD

Chicago O'Hare Intl

Nonstop

2h 37m
ORD

Chicago O'Hare Intl

HPN

White Plains Westchester County

Nonstop

2h 11m
$183

United Airlines

Pick Dates

Deal found 8/9/22

Oct 14 - Oct 17
HPN

White Plains Westchester County

ORD

Chicago O'Hare Intl

Nonstop

2h 35m
ORD

Chicago O'Hare Intl

HPN

White Plains Westchester County

Nonstop

2h 06m
$192

United Airlines

Pick Dates

Deal found 8/9/22

Cheap American Airlines flights from White Plains to Chicago

Sep 8 - Sep 13
HPN

White Plains Westchester County

ORD

Chicago O'Hare Intl

Nonstop

2h 35m
ORD

Chicago O'Hare Intl

HPN

White Plains Westchester County

1 stop

6h 59m
$175

American Airlines

Pick Dates

Deal found 8/9/22

Sep 8 - Sep 13
HPN

White Plains Westchester County

ORD

Chicago O'Hare Intl

1 stop

5h 42m
ORD

Chicago O'Hare Intl

HPN

White Plains Westchester County

Nonstop

2h 10m
$177

American Airlines

Pick Dates

Deal found 8/9/22

Sep 8 - Sep 13
HPN

White Plains Westchester County

ORD

Chicago O'Hare Intl

1 stop

7h 25m
ORD

Chicago O'Hare Intl

HPN

White Plains Westchester County

1 stop

6h 39m
$184

American Airlines

Pick Dates

Deal found 8/9/22

Non-stop flights to Chicago from White Plains

Save time with White Plains to Chicago direct flight deals
Sep 8 - Sep 13
HPN

White Plains Westchester County

ORD

Chicago O'Hare Intl

Nonstop

2h 35m
ORD

Chicago O'Hare Intl

HPN

White Plains Westchester County

Nonstop

2h 15m
$168

United Airlines

Pick Dates

Deal found 8/9/22

Aug 26 - Sep 3
HPN

White Plains Westchester County

ORD

Chicago O'Hare Intl

Nonstop

2h 37m
ORD

Chicago O'Hare Intl

HPN

White Plains Westchester County

Nonstop

2h 20m
$183

United Airlines

Pick Dates

Deal found 8/10/22

Oct 14 - Oct 17
HPN

White Plains Westchester County

ORD

Chicago O'Hare Intl

Nonstop

2h 35m
ORD

Chicago O'Hare Intl

HPN

White Plains Westchester County

Nonstop

2h 06m
$192

United Airlines

Pick Dates

Deal found 8/9/22

Last minute flights from White Plains to Chicago

Late deals on return flights to Chicago from White Plains, departing today and this week
Aug 17 - Aug 26
HPN

White Plains Westchester County

ORD

Chicago O'Hare Intl

Nonstop

2h 39m
ORD

Chicago O'Hare Intl

HPN

White Plains Westchester County

Nonstop

2h 08m
$228

American Airlines

Pick Dates

Deal found 8/9/22

Aug 17 - Aug 26
HPN

White Plains Westchester County

ORD

Chicago O'Hare Intl

1 stop

5h 00m
ORD

Chicago O'Hare Intl

HPN

White Plains Westchester County

Nonstop

2h 08m
$235

American Airlines

Pick Dates

Deal found 8/9/22

Aug 17 - Aug 26
HPN

White Plains Westchester County

ORD

Chicago O'Hare Intl

1 stop

5h 00m
ORD

Chicago O'Hare Intl

HPN

White Plains Westchester County

1 stop

5h 16m
$244

American Airlines

Pick Dates

Deal found 8/9/22

One-way flights to Chicago from White Plains

The cheapest one-way flights from White Plains to Chicago
Sep 3
HPN

White Plains Westchester County

ORD

Chicago O'Hare Intl

Nonstop

2h 37m
$98

United Airlines

Pick Dates

Deal found 8/7/22

Sep 3
HPN

White Plains Westchester County

ORD

Chicago O'Hare Intl

1 stop

5h 15m
$106

American Airlines

Pick Dates

Deal found 8/8/22

Sep 4
HPN

White Plains Westchester County

MDW

Chicago Midway

1 stop

3h 38m
$107

Delta

Pick Dates

Deal found 8/9/22

Related info for your journey

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

What airport do you fly from for flights from White Plains to Chicago?

Most people fly from White Plains Westchester County (HPN) if they book a flight from White Plains to Chicago. On average, Westchester County has 8 outbound flights to Chicago per day from 7 airlines. White Plains Westchester County is conveniently located just 3.7 mi from White Plains’s city center.

Which airlines flying from White Plains Westchester County to Chicago have flexible cancellations due to COVID-19?

Some of our airline partners flying from White Plains Westchester County to Chicago have new flexible policies in place due to COVID-19. American Airlines, United Airlines, and Delta are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like American Airlines with this kind of flexibility.

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 United Airlines for just $168, but on average you can expect to pay $199.

Are there nonstop flights from White Plains to Chicago for under $200 on Cheapflights?

Cheapflights has at least 20 direct flights from White Plains to Chicago under $200. A good price for a nonstop flight from White Plains to Chicago is less than $218.

Are there last-minute flights available from White Plains to Chicago for under $300?

There are currently 20+ open flights from White Plains to Chicago within the next 7 days for less than $300.

What days are nonstop flights available from White Plains to Chicago?

Days when nonstop flights are available for this flight are: Sunday, Wednesday, Thursday, Friday, Saturday.

How many flights depart from White Plains to Chicago on average per day?

Per day, 4 flights depart from White Plains to Chicago on average.
Morning (6am - Noon) - 50% of flight departures
Afternoon (Noon - 6pm) - 50% of flight departures

How long is the flight from White Plains to Chicago?

United Airlines, American Airlines, and Delta can get you from White Plains to Chicago in just under 2h 35m. Your travel time can differ by up to 1h 34m. The distance between White Plains and Chicago is about 740 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

What are the cheapest airlines flying from White Plains to Chicago round-trip?

Flying on United Airlines is currently your cheapest option to Chicago, with prices starting at $168. Additional round-trip tickets that might be worth considering are offered by American Airlines and Delta, with the lowest prices starting at $175 and $224, respectively. Users have found that United Airlines is 40% cheaper than the other options available to this destination.

What are the cheapest airlines to fly from White Plains to Chicago one-way?

One-way options have recently been found by users for as low as $98 on United Airlines. Other airlines that offer cheap prices include American Airlines from $106 and Delta from $107 one-way.

What are the most popular airlines that fly from White Plains to Chicago?

The most popular airlines flying from White Plains to Chicago are Undisclosed Carrier, American Airlines and JetBlue. Something to consider prior to booking your flight.

What are the most reliable airlines from White Plains to Chicago?

Before booking your flight to Chicago from White Plains, check out the most reliable airlines to get you to your destination on time: Air Wisconsin (100%), United Airlines (92%), Alaska Airlines( 86%).

What are the cheapest flights from White Plains to Chicago?

The cheapest flight price from White Plains to Chicago is $171. On average you can expect to pay $577. The most popular route, (White Plains Westchester County - Chicago O'Hare Intl), can usually be booked for $183.

Other flights to Chicago

Alternative routes for White Plains to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top 4 airlines flying from White Plains to Chicago

The chart below displays the airlines Cheapflights users traveling from White Plains to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
Juneyao AirlinesCheapest$20Average$28FlexibilityNo cancel feeOn-time66%COVID-19 safety
Search Juneyao Airlines flights
United AirlinesCheapest$118Average$289FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights
American AirlinesCheapest$167Average$292FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights
DeltaCheapest$196Average$322FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights

Hourly flight availability from White Plains to Chicago

See what time of day planes typically take off from White Plains to Chicago
10%of flight departuresEarly morningMidnight to 6 am
57%of flight departuresMorning6 am to noon
33%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from White Plains to Chicago

See how many times per day planes take to the skies headed from White Plains to Chicago
Sunday8daily flights
Monday8daily flights
Tuesday10daily flights
Wednesday10daily flights
Thursday9daily flights
Friday9daily flights
Saturday7daily flights