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Cheap flights from White Plains (HPN) to Chicago (CHI) from $112

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/14. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
HPN — CHI
jun. 18 — jun. 251
From?
To?
mar. 6/18
mar. 6/25
1 adult, Economy
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The best prices from White Plains Westchester County to Chicago are usually found in February or January, booked 66 days in advance, depart on a Thursday or Tuesday and return on a Saturday

Cheap flight deals from White Plains to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from White Plains (HPN) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated junio 13, 2024.

Popular in

June

Cheapest in

February

Round-trip from

$222

One-way from

$159
High demand for flights, 10% potential price rise
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Best time to find cheap flights, 13% potential price drop
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From White Plains Westchester County to Chicago (CHI)
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One-way flight from White Plains Westchester County to Chicago (CHI)
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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 56 days in advance to save up to 98% 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 56 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 $273, or $423 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 $254. Cheapflights users have found deals in the month of January for as cheap as $86. The most expensive prices can be found in the month of July.

What is the cheapest time of day to fly from HPN to CHI?

It’s optimal to fly from White Plains to Chicago in the afternoon. By choosing this option you can save up to 47% on the cost of your flight, compared to a flight at noon.

Cheap White Plains to Chicago flights in June & July 2024

Find cheap flight options from White Plains to Chicago specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,214,720 searches. Prices were last updated on junio 13, 2024.
Listed are some of the best fares we've found on flights departing from White Plains to Chicago in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
mié. 7/108:00 amHPN - ORD
2 stops26h 14mMultiple Airlines
mié. 7/177:26 amORD - HPN
1 stop12h 33mMultiple Airlines
Deal found 6/12$235
mié. 7/1012:10 pmHPN - ORD
1 stop9h 15mMultiple Airlines
mié. 7/177:26 amORD - HPN
1 stop12h 33mMultiple Airlines
Deal found 6/12$239
mié. 7/108:00 amHPN - ORD
3 stops36h 34mMultiple Airlines
mié. 7/177:26 amORD - HPN
1 stop12h 33mMultiple Airlines
Deal found 6/12$243
mié. 7/1012:10 pmHPN - ORD
1 stop9h 15mMultiple Airlines
vie. 7/129:33 pmORD - HPN
2 stops20h 35mMultiple Airlines
Deal found 6/12$250
mié. 7/108:00 amHPN - ORD
2 stops26h 14mMultiple Airlines
vie. 7/129:33 pmORD - HPN
2 stops20h 35mMultiple Airlines
Deal found 6/12$251
mié. 7/108:00 amHPN - ORD
3 stops36h 34mMultiple Airlines
mié. 7/1710:14 pmORD - HPN
2 stops20h 05mMultiple Airlines
Deal found 6/12$254
lun. 7/297:49 pmHPN - ORD
2 stops27h 16mMultiple Airlines
jue. 8/17:18 amORD - HPN
1 stop12h 41mMultiple Airlines
Deal found 6/12$257
mié. 7/108:00 amHPN - ORD
3 stops32h 10mMultiple Airlines
vie. 7/129:33 pmORD - HPN
2 stops20h 35mMultiple Airlines
Deal found 6/12$259
vie. 7/127:49 pmHPN - ORD
2 stops24h 40mMultiple Airlines
mié. 7/1710:14 pmORD - HPN
2 stops21h 45mMultiple Airlines
Deal found 6/11$260

White Plains to Chicago 2024 flight deals

Discover exclusive flight deals for travel between White Plains and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,214,720 searches. Data last updated junio 13, 2024.
Listed are some of the best fares we've found on flights departing from White Plains to Chicago in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
lun. 8/512:10 pmHPN - ORD
2 stops22h 04mMultiple Airlines
mié. 8/77:26 amORD - HPN
1 stop12h 33mMultiple Airlines
Deal found 6/11$234
mié. 7/108:00 amHPN - ORD
2 stops26h 14mMultiple Airlines
mié. 7/177:26 amORD - HPN
1 stop12h 33mMultiple Airlines
Deal found 6/12$235
mié. 7/1012:10 pmHPN - ORD
1 stop9h 15mMultiple Airlines
mié. 7/177:26 amORD - HPN
1 stop12h 33mMultiple Airlines
Deal found 6/12$239
mié. 7/108:00 amHPN - ORD
3 stops36h 34mMultiple Airlines
mié. 7/177:26 amORD - HPN
1 stop12h 33mMultiple Airlines
Deal found 6/12$243
vie. 8/237:25 amHPN - ORD
Nonstop2h 35mAmerican Airlines
vie. 8/2312:05 pmORD - HPN
2 stops10h 15mAmerican Airlines
Deal found 6/13$248
mié. 7/1012:10 pmHPN - ORD
1 stop9h 15mMultiple Airlines
vie. 7/129:33 pmORD - HPN
2 stops20h 35mMultiple Airlines
Deal found 6/12$250
mié. 7/108:00 amHPN - ORD
2 stops26h 14mMultiple Airlines
vie. 7/129:33 pmORD - HPN
2 stops20h 35mMultiple Airlines
Deal found 6/12$251
mié. 7/108:00 amHPN - ORD
3 stops36h 34mMultiple Airlines
mié. 7/1710:14 pmORD - HPN
2 stops20h 05mMultiple Airlines
Deal found 6/12$254
lun. 8/512:10 pmHPN - ORD
2 stops22h 04mMultiple Airlines
mié. 8/710:14 pmORD - HPN
2 stops20h 05mMultiple Airlines
Deal found 6/11$255

White Plains to Chicago flights leaving soon

Find last-minute flight options from White Plains to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,214,720 searches. Data last updated junio 13, 2024.
Users seeking a last-minute flight from White Plains to Chicago should consider booking one of these fares. Users should examine the flight details to ensure there are no surprises.
vie. 6/2112:10 pmHPN - ORD
2 stops13h 45mMultiple Airlines
lun. 6/249:10 pmORD - HPN
2 stops20h 50mMultiple Airlines
Deal found 6/11$377
vie. 6/217:49 pmHPN - ORD
3 stops28h 04mMultiple Airlines
lun. 6/249:10 pmORD - HPN
2 stops20h 50mMultiple Airlines
Deal found 6/11$379
mié. 6/197:49 pmHPN - ORD
2 stops22h 51mMultiple Airlines
lun. 6/245:18 pmORD - HPN
2 stops24h 42mMultiple Airlines
Deal found 6/11$380
vie. 6/215:25 pmHPN - ORD
1 stop4h 33mDelta
sáb. 6/227:10 amORD - HPN
1 stop3h 32mDelta
Deal found 6/13$390
mié. 6/197:20 amHPN - ORD
Nonstop2h 33mAmerican Airlines
lun. 8/56:35 pmORD - HPN
Nonstop2h 24mAmerican Airlines
Deal found 6/12$398
mié. 6/197:49 pmHPN - ORD
3 stops24h 25mMultiple Airlines
lun. 6/249:10 pmORD - HPN
2 stops20h 50mMultiple Airlines
Deal found 6/11$418
vie. 6/217:49 pmHPN - ORD
2 stops22h 51mMultiple Airlines
dom. 6/237:18 amORD - HPN
1 stop12h 41mMultiple Airlines
Deal found 6/13$420
jue. 6/2011:29 amHPN - ORD
1 stop5h 13mAmerican Airlines
lun. 6/248:09 amORD - HPN
Nonstop2h 18mAmerican Airlines
Deal found 6/12$423
mié. 6/197:49 pmHPN - ORD
3 stops22h 51mMultiple Airlines
lun. 8/55:00 amORD - HPN
2 stops14h 59mMultiple Airlines
Deal found 6/12$425

One-way flights to Chicago from White Plains

Search for one-way flight options from White Plains to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,214,720 searches. Data last updated junio 13, 2024.
Users traveling one-way from White Plains to Chicago can select one of these great deals. For those needing a return trip from White Plains, there is a search form available above.
mié. 8/1412:10 pmHPN - ORD
1 stop5h 19mMultiple Airlines
Deal found 6/11$112
jue. 7/1112:00 pmHPN - ORD
1 stop7h 30mMultiple Airlines
Deal found 6/13$114
mar. 7/167:40 pmHPN - ORD
2 stops23h 39mMultiple Airlines
Deal found 6/12$123
mar. 7/97:40 pmHPN - ORD
2 stops23h 39mMultiple Airlines
Deal found 6/12$129
vie. 7/197:49 pmHPN - ORD
2 stops24h 40mMultiple Airlines
Deal found 6/12$130
lun. 7/1512:10 pmHPN - ORD
2 stops22h 04mMultiple Airlines
Deal found 6/12$132
mié. 6/2612:10 pmHPN - ORD
1 stop8h 02mMultiple Airlines
Deal found 6/12$139
mar. 7/167:40 pmHPN - ORD
3 stops26h 58mMultiple Airlines
Deal found 6/12$140
mié. 6/268:00 amHPN - ORD
2 stops27h 01mMultiple Airlines
Deal found 6/12$142

Find flights from White Plains to Chicago within your budget

Customize your flight search to find flights from White Plains to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 3,214,720 searches. Data last updated junio 13, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$234 - $329

Route

Depart

Return

Price

White Plains Westchester CountyChicago O'Hare Intl

HPN - ORD

HPNORD

White Plains Westchester County

lun. 8/5

2 stops22h 04m

Chicago O'Hare Intl

mié. 8/7

1 stop12h 33m

$234

White Plains Westchester CountyChicago O'Hare Intl

HPN - ORD

HPNORD

White Plains Westchester County

mié. 7/10

2 stops26h 14m

Chicago O'Hare Intl

mié. 7/17

1 stop12h 33m

$235

White Plains Westchester CountyChicago O'Hare Intl

HPN - ORD

HPNORD

White Plains Westchester County

mié. 7/10

1 stop9h 15m

Chicago O'Hare Intl

mié. 7/17

1 stop12h 33m

$239

White Plains Westchester CountyChicago O'Hare Intl

HPN - ORD

HPNORD

White Plains Westchester County

mié. 7/10

3 stops36h 34m

Chicago O'Hare Intl

mié. 7/17

1 stop12h 33m

$243

White Plains Westchester CountyChicago O'Hare Intl

HPN - ORD

HPNORD

White Plains Westchester County

vie. 8/23

Nonstop2h 35m

Chicago O'Hare Intl

vie. 8/23

2 stops10h 15m

$248

White Plains Westchester CountyChicago O'Hare Intl

HPN - ORD

HPNORD

White Plains Westchester County

mar. 7/2

1 stop10h 33m

Chicago O'Hare Intl

vie. 7/5

1 stop11h 53m

$285

White Plains Westchester CountyChicago O'Hare Intl

HPN - ORD

HPNORD

White Plains Westchester County

lun. 7/15

2 stops15h 22m

Chicago O'Hare Intl

mar. 7/16

Nonstop2h 11m

$288

White Plains Westchester CountyChicago O'Hare Intl

HPN - ORD

HPNORD

White Plains Westchester County

mar. 7/2

1 stop4h 38m

Chicago O'Hare Intl

jue. 7/4

1 stop6h 46m

$318

White Plains Westchester CountyChicago O'Hare Intl

HPN - ORD

HPNORD

White Plains Westchester County

jue. 7/4

1 stop9h 58m

Chicago O'Hare Intl

mié. 7/10

1 stop11h 00m

$329

Flights are sorted by cheapest first

Deals found on 6/11

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

Use this chart to determine the optimal time to book a round-trip flight from White Plains to Chicago. Price data was last updated on June 12, 2024.
The best time to book flights from White Plains to Chicago is 66 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Search Deals

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

Use this chart to determine the cheapest time to fly round-trip from White Plains to Chicago. Price data was last updated on June 9, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their White Plains to Chicago flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Saturday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Best time to book a flight from White Plains to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from White Plains with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Temperature and rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.

CHI

Temperature

23 - 73.4 °F

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated junio 13, 2024.
Read reviews from past customers who have flown Delta and American Airlines from White Plains to Chicago. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
10,000 reviews

Crew

8.6

Boarding

8.2

Food

7.4

Overall

8.0

Entertainment

8.0

Comfort

7.9

Reviews

1 / 10

In the boarding area at La Guardia, there are charging stations for electronics but the electric outlets do not work on many of the stations.

Delta
8.0
Very good
10,000 reviews
Delta
8.0
Very good
10,000 reviews

Crew

8.6

Boarding

8.2

Food

7.4

Overall

8.0

Entertainment

8.0

Comfort

7.9

Reviews

1 / 10

In the boarding area at La Guardia, there are charging stations for electronics but the electric outlets do not work on many of the stations.

American Airlines
7.3
Good
10,000 reviews
Delta
8.0
Very good
10,000 reviews

Crew

8.6

Boarding

8.2

Food

7.4

Overall

8.0

Entertainment

8.0

Comfort

7.9

Reviews

1 / 10

In the boarding area at La Guardia, there are charging stations for electronics but the electric outlets do not work on many of the stations.

Related info for your journey

Find useful and relevant information for your journey from White Plains to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • 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 11 outbound flights to Chicago per day from 3 airlines. White Plains Westchester County is conveniently located just 3.7 mi from White Plains’s city center.

  • Can I find flights from White Plains to Chicago for under $300 on Cheapflights?

    Yes, there are multiple flights from White Plains to Chicago for under $300. The cheapest flight booked recently is on Multiple Airlines for just $234, but on average you can expect to pay $260.

  • Are there nonstop flights from White Plains to Chicago for under $300 on Cheapflights?

    Cheapflights has at least 20 direct flights from White Plains to Chicago under $300. A good price for a nonstop flight from White Plains to Chicago is less than $393.

  • Are there last-minute flights available from White Plains to Chicago for under $400?

    There are currently 20+ open flights from White Plains to Chicago within the next 7 days for less than $400.

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

    Flying on American Airlines is currently your cheapest option to Chicago, with prices starting at $248. Users have found that American Airlines is 46% cheaper than the other options available to this destination.

  • 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: Alaska Airlines (88%), American Airlines (82%), Envoy Air( 82%).

  • What are the cheapest flights from White Plains to Chicago?

    The cheapest flight price from White Plains to Chicago is $132. On average you can expect to pay $702. The most popular route, (White Plains Westchester County - Chicago O'Hare Intl), can usually be booked for $234.

  • What does HPN to ORD mean?

    HPN and ORD are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. HPN to ORD refers to a flight route from White Plains Westchester County Airport to Chicago O'Hare Intl Airport. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are other airports near this flight route and their unique identifiers/IATA codes.

  • Can I find deals for flights from White Plains to Chicago that include extra baggage allowance?

    The amount of baggage you can bring on your White Plains to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from White Plains to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter White Plains to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from White Plains to Chicago that include hotel bookings?

    Yes. In addition to deals on White Plains to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from White Plains to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from White Plains to Chicago.

  • Can I find deals for business class flights from White Plains to Chicago?

    Yes. Cheapflights offers flight deals from White Plains to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from White Plains to Chicago that allow pets onboard?

    Many airlines flying from White Plains to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from White Plains to Chicago?

    Yes, you can often find last-minute deals on White Plains to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the White Plains to Chicago flight deals updated?

    The White Plains to Chicago flight deals you see on this page were last updated on 6/13.

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

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

  • What is the cheapest month to book a flight from White Plains to Chicago?

    Currently, February is the cheapest month in which you can book a flight from White Plains to Chicago (average of $244). Flying from White Plains to Chicago in July is currently the most expensive (average of $320). 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.

See more FAQs

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Alternative routes for White Plains to Chicago
See prices for flight routes from nearby airports that may be better suited for you.

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Buffalo to Midway flights
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Rochester to St. Louis flights
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LaGuardia to Moline flights
Newark to Peoria flights
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Binghamton to O'Hare Intl flights
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Binghamton to Midway flights
John F Kennedy Intl to Peoria flights
Newark to Rockford flights
Stewart to Midway flights
Elmira to Midway flights
Newark to Bloomington flights
Albany to St. Louis flights
John F Kennedy Intl to Bloomington flights
Ithaca to O'Hare Intl flights
John F Kennedy Intl to Evansville flights
LaGuardia to Bloomington flights
Islip to St. Louis flights
Buffalo to St. Louis flights
Plattsburgh to O'Hare Intl flights
Newark to Champaign flights
White Plains to Evansville flights
John F Kennedy Intl to Springfield flights
Newark to Evansville flights

Top 3 airlines flying from White Plains to Chicago

Discover the top 3 airlines that operate flights from White Plains to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 3,214,720 searches. Data last updated junio 13, 2024.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$159Average$375FlexibilityNo cancel feeOn-time69%
DeltaCheapest$177Average$358FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$256Average$496FlexibilityNo cancel feeOn-time71%
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Search flights from White Plains to Chicago by cabin class

Find flights from White Plains to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Hourly flight availability from White Plains to Chicago

Find hourly flight availability from White Plains to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated junio 13, 2024.
0%of flight departuresEarly morningMidnight to 6 am
50%of flight departuresMorning6 am to noon
50%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

Explore weekly flight availability from White Plains to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated junio 13, 2024.
Sunday13daily flights
Monday12daily flights
Tuesday9daily flights
Wednesday11daily flights
Thursday9daily flights
Friday14daily flights
Saturday10daily flights

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