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Flights from White Plains to Chicago
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Flights from White Plains to Chicago Starting at NZD 183

We've found these cheap flights for you. You can book one-way or return flight tickets.

  • One way
  • Round-trip
      • HPN07:24
        2h 30m
        Direct
        ORD08:54
        Wed, Oct 16|White Plains - Chicago|American Airlines
        NZD 183NZD 269
        32% OFF
        32% OFF
        NZD 269NZD 183
      • HPN07:15
        2h 33m
        Direct
        ORD08:48
        Fri, Dec 13|White Plains - Chicago|American Airlines
        NZD 186NZD 269
        31% OFF
        31% OFF
        NZD 269NZD 186
      • HPN07:30
        14h 38m
        1 stop
        ORD21:08
        Tue, Nov 12|White Plains - Chicago|Jetblue Airways
        NZD 195NZD 269
        27% OFF
        27% OFF
        NZD 269NZD 195
      • HPN06:30
        15h 16m
        1 stop
        ORD20:46
        Sat, Oct 26|White Plains - Chicago|Jetblue Airways
        NZD 208
        NZD 208
      • HPN06:30
        15h 16m
        1 stop
        ORD20:46
        Tue, Oct 22|White Plains - Chicago|Jetblue Airways
        NZD 208
        NZD 208
      • HPN12:00
        2h 34m
        Direct
        ORD13:34
        Sat, Nov 9|White Plains - Chicago|American Airlines
        NZD 217
        NZD 217
      • HPN12:50
        7h 38m
        1 stop
        ORD19:28
        Tue, Nov 5|White Plains - Chicago|Delta Air Lines
        NZD 220
        NZD 220
      • HPN06:00
        4h 59m
        1 stop
        MDW09:59
        Sat, Nov 9|White Plains - Chicago|Delta Air Lines
        NZD 220
        NZD 220
      • HPN16:29
        6h 9m
        1 stop
        MDW21:38
        Mon, Nov 4|White Plains - Chicago|Delta Air Lines
        NZD 222
        NZD 222
      • HPN06:04
        5h 48m
        1 stop
        ORD10:52
        Thu, Oct 31|White Plains - Chicago|American Airlines
        NZD 226
        NZD 226
      • HPN13:00
        3h 5m
        Direct
        CHI14:00
        Sat, Oct 19|White Plains - Chicago|American Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Find the best time to fly from White Plains to Chicago

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Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Airlines Flying from White Plains to Chicago

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

American Airlines
From NZD 183
Jetblue Airways
From NZD 195
Delta Air Lines
From NZD 220
Cape Air
From NZD 636
ANA airlines

Find more flights and airlines

Alternative Routes from White Plains to Chicago

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from White Plains to Chicago.

  • Cheapest
    American Airlines
    HPN
    07:24
    2h 30m
    Direct
    ORD
    08:54
    Westchester County Airport - O'Hare International Airport
    Wed, Oct 16American Airlines
    NZD 183
  • Delta Air Lines
    HPN
    06:00
    4h 59m
    1 transfer
    MDW
    09:59
    Westchester County Airport - Midway International Airport
    Sat, Nov 9Delta Air Lines
    NZD 220
  • Delta Air Lines
    HPN
    06:00
    4h 59m
    1 transfer
    MDW
    09:59
    Westchester County Airport - Midway International Airport
    Sat, Nov 9Delta Air Lines
    NZD 220
    Find More Flights

FAQ

  • When are flight tickets from White Plains (HPN) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from White Plains to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from White Plains (HPN) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around NZD 617.

  • How long does it take to fly from White Plains (HPN) to Chicago (CHI) and what is the distance?

    It takes around 2 hours 36 minutes to fly from White Plains (HPN) to Chicago (CHI).

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25 km. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.

  • What are the most popular airlines that fly from White Plains (HPN) to Chicago (CHI)?

    Airlines with flights from White Plains (HPN) to Chicago (CHI): Qatar Airways, American Airlines and Alaska Airlines.

How to find a cheap flight from White Plains to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from White Plains to Chicago. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Information from White Plains to Chicago

Cheapest nonstop flight price

NZD 182

Cheapest round-trip ticket price

NZD 348

Off-season for travel

October

Peak season for travel

January

Flight distance

1,162.96 km

Average flight time

2 hours 36 minutes

Popular airline

American Airlines

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