$98 Cheap Flights from White Plains (HPN) to Chicago (ORD)

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Cheap Flights from Westchester County to O'Hare Intl.

Prices were available within the past 7 days and starts at $98 for one-way flights and $175 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

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Flight from White Plains to Chicago route information
Origin AirportWestchester County
Destination AirportO'Hare Intl.
Airlines ServingAmerican Airlines, Delta, JetBlue Airways, United
Flight Price$175
Distance736 mi

White Plains to Chicago Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from White Plains to Chicago offer the perfect respite. Not only does exploring Chicago provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from White Plains to Chicago may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from HPN to ORD today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of Chicago are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Chicago more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Chicago is $98 now!

Frequently asked questions

How much is a flight from White Plains Airport to O'Hare Airport?
The lowest price advertised for a round-trip journey between White Plains Airport and ORD is $175. But you better get moving. This price is taken from fares offered within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from White Plains Airport to O'Hare Intl. Airport (ORD)?
The majority of flights can be canceled online, but whether you are charged a fee differs between airlines. If you do have to cancel your escape, follow the easy instructions in the Customer Service Portal.
How do I find cheap flights from Westchester County Airport (HPN) to O'Hare Intl. Airport (ORD) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for Westchester County Airport (HPN) to O’Hare Intl. Airport (ORD) flights, you’ll see a “no change fees” filter for you to select.
How many hours is the flight from Westchester County Airport (HPN) to O'Hare Airport?
It only takes around 2 hours and 36 minutes to fly from White Plains Airport to O’Hare Airport — perfect for a quick snooze. You’ll be landing in Chicago by the time you wake up.
How far is the flight from HPN to ORD?
The flight distance from Westchester County Airport (HPN) (HPN) to O’Hare Intl. Airport (ORD) (ORD) is just 746 mi (1,200 km). You’ll be walking down the air bridge and grabbing your bags from the carousel in no time at all.
Which airlines fly direct from Westchester County Airport (HPN) to O'Hare Airport?
American Airlines (AA) is one of the preferred choices for many travelers flying between Westchester County Airport (HPN) and O’Hare Intl. Airport (ORD). Select from the 91 flights it offers on this route each month. For more options, have a look at the ticket prices from United Airlines (UA). This airline offers 86 flights monthly between these airports.
Are White Plains Airport to ORD flight tickets cheaper when they're purchased at the last minute?
Booking your trip from Westchester County Airport (HPN) to O’Hare Intl. Airport (ORD) last minute could be your ticket to a great deal. However, it could end up costing a great deal more! If you’d prefer not to take the risk, book well ahead of your departure date. In fact, Expedia has some of the biggest bargains as far ahead as 12 months in advance. If your preferred air carrier hasn’t released tickets yet, check back frequently as deals are updated all the time on Expedia.
Can I fly from HPN to O'Hare Airport right now?
To see what travel restrictions and quarantine requirements are in place for different citizens flying from HPN to O’Hare Intl. Airport (ORD) please visit our COVID 19 travel advisor portal link
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