$44 Cheap flight deals from Chicago (CHI) to White Plains (NYC)

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This Weekend's Flight Deals from Chicago to White Plains

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Jul 19 - Wed, Jul 23
ORD
O'Hare Intl.
EWR
Newark Liberty Intl. Airport
$263 Roundtrip, just found
$263
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Jul 19 from O'Hare Intl. to Newark Liberty Intl. Airport, returning Wed, Jul 23, priced at $263 just found
Sun, Jul 20 - Sat, Jul 26
ORD
O'Hare Intl.
LGA
LaGuardia
$264 Roundtrip, found 1 hour ago
$264
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sun, Jul 20 from O'Hare Intl. to LaGuardia, returning Sat, Jul 26, priced at $264 found 1 hour ago
Fri, Jul 18 - Mon, Jul 21
MDW
Midway Intl.
LGA
LaGuardia
$283 Roundtrip, found 2 days ago
$283
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Fri, Jul 18 from Midway Intl. to LaGuardia, returning Mon, Jul 21, priced at $283 found 2 days ago
Sat, Jul 19 - Sat, Jul 26
ORD
O'Hare Intl.
JFK
John F. Kennedy Intl.
$288 Roundtrip, just found
$288
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Jul 19 from O'Hare Intl. to John F. Kennedy Intl., returning Sat, Jul 26, priced at $288 just found

Airfares from $44 One Way, $89 Round Trip from Chicago to White Plains

Prices starting at $89 for return flights and $44 for one-way flights to White Plains were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Jul 29 - Wed, Sep 17
ORD
Chicago
LGA
New York
$89 Roundtrip, found 3 hours ago
$89
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Tue, Jul 29 from Chicago to New York, returning Wed, Sep 17, priced at $89 found 3 hours ago
Wed, Sep 17 - Wed, Oct 1
MDW
Chicago
LGA
New York
$91 Roundtrip, found 3 days ago
$91
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, Sep 17 from Chicago to New York, returning Wed, Oct 1, priced at $91 found 3 days ago
Sat, Oct 11 - Tue, Oct 14
ORD
Chicago
LGA
New York
$91 Roundtrip, found 1 day ago
$91
Roundtrip
found 1 day ago
Select United flight, departing Sat, Oct 11 from Chicago to New York, returning Tue, Oct 14, priced at $91 found 1 day ago
Sat, Nov 1 - Tue, Nov 4
ORD
Chicago
EWR
New York
$100 Roundtrip, just found
$100
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Nov 1 from Chicago to New York, returning Tue, Nov 4, priced at $100 just found
Sat, Oct 11 - Tue, Oct 14
ORD
Chicago
JFK
New York
$133 Roundtrip, found 1 day ago
$133
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Oct 11 from Chicago to New York, returning Tue, Oct 14, priced at $133 found 1 day ago

White Plains economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Yonkers - Westchester
2.5-star property

Hampton Inn & Suites Yonkers - Westchester

8.8/10 Excellent! (1,000 reviews)

Aug 20 - Aug 23

3 night stay

Chicago (ORD) to White Plains (HPN)

American Airlines • Coach

White Plains (HPN) to Chicago (ORD)

Spirit Airlines • Coach
per person
found 1 day ago
My overall stay was delightful.

Reviewed on Jun 18, 2024

Hyatt Regency Greenwich
4.0-star property

Hyatt Regency Greenwich

8.2/10 Very Good! (964 reviews)

Aug 29 - Sep 1

3 night stay

Chicago (ORD) to White Plains (HPN)

American Airlines • Non-stop • Coach

White Plains (HPN) to Chicago (ORD)

Spirit Airlines • Non-stop • Coach
per person
found 11 hours ago
This is our 8th or 9th stay with you as we have family in Old Greenwich. The renovations are welcomed and it's nice to have dining once again at the hotel. There is not enough staff at the restaurant/bar area though. We had to add our drinks at the reception desk because no one came to bring us our check on the evening of 6/27/25. Also the back entrance from the parking area needs to be kept swept and clean.

Reviewed on Jul 1, 2025

Hilton Stamford Hotel & Executive Meeting Center
3.5-star property

Hilton Stamford Hotel & Executive Meeting Center

7.4/10 Good! (1,001 reviews)

Aug 29 - Aug 31

2 night stay

Chicago (ORD) to White Plains (HPN)

American Airlines • Non-stop • Coach

White Plains (HPN) to Chicago (ORD)

Spirit Airlines • Non-stop • Coach
per person
found 1 day ago
Really disappointing stay, poor value for the money. Room had peeling wallpaper, water stains, weird shape so one couldn't see the tv comfortable from sofa or bed, Featured large tub/walk-in shower were beautiful but mold and mildew stained. Could hear every use of bathroom from the room next door, expect better from this chain at this cost.

Reviewed on Jun 27, 2023

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More About Flying To White Plains from Chicago

Route Information for Flights from Chicago to White Plains

Origin Airport IATA Code
CHI
Destination Airport IATA Code
NYC
Distance
737 mi
Direct Flight Airlines
Delta Air Lines, Gol, El Al, SAS, Iberia, Korean Air, WestJet, Singapore Airlines, Gulf Air, American Airlines, KLM, Qatar Airways, Air Europa, Air France, China Airlines, Kenya Airways, Alaska Airlines, Royal Air Maroc, Etihad Airways, JetBlue, LATAM Airlines, Finnair, ITA Airways, TAP Air Portugal, Virgin Atlantic, British Airways
Earliest Flight Arrival
1:29PM UTC
Latest Flight Arrival
2:07AM UTC

Chicago to White Plains

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Find Cheap Chicago to White Plains Flights

Orbitz offers free mobile apps for iPhone and Android devices—a great way to find fantastic deals on flights from Chicago to White Plains. Not only that, but you can check the status of your flight or even book low cost hotel rooms with the apps or on m.orbitz.com.

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Discount Travel Planning Made Simple

You will have no problems finding budget flights from Chicago to White Plains on Orbitz.com. If your travel plans are flexible, you can search for fares three days before and after a specific date to find the best price.

Frequently asked questions

Are there non-stop flights from Chicago to White Plains?
You'll find 3 airlines that fly straight from O'Hare Airport to LaGuardia Airport, so get ready to click that beautiful "book" button. One of these top carriers will have the flight you're after:

  • Delta
  • American Airlines
  • United Airlines

What is the shortest flight from Chicago to White Plains?
Keep that binge-watch you had planned for your hotel room, because the trip from Chicago, IL (ORD-O'Hare Intl.) to New York, NY (LGA-LaGuardia) can take as little as 2 hours and 3 minutes.
What airlines fly from Chicago to White Plains most frequently?
Take a look at Delta (DL). This airline offers some of the most frequent flights from ORD to LaGuardia Airport (LGA). It operates 269 services on this route every month and is a favorite with travelers. Also investigate the great deals from American Airlines (AA). Offering 234 monthly flights between Chicago and White Plains, they make the journey just as delightful as the destination.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won't keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.