$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, Aug 2 - Sun, Aug 17
MDW
Midway Intl.
JFK
John F. Kennedy Intl.
$241 Roundtrip, found 16 hours ago
$241
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Sat, Aug 2 from Midway Intl. to John F. Kennedy Intl., returning Sun, Aug 17, priced at $241 found 16 hours ago
Sat, Aug 2 - Tue, Aug 5
ORD
O'Hare Intl.
EWR
Newark Liberty Intl. Airport
$282 Roundtrip, just found
$282
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Aug 2 from O'Hare Intl. to Newark Liberty Intl. Airport, returning Tue, Aug 5, priced at $282 just found
Fri, Aug 1 - Tue, Aug 5
ORD
O'Hare Intl.
LGA
LaGuardia
$292 Roundtrip, just found
$292
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, Aug 1 from O'Hare Intl. to LaGuardia, returning Tue, Aug 5, priced at $292 just found
Fri, Aug 1 - Sat, Aug 2
MDW
Midway Intl.
EWR
Newark Liberty Intl. Airport
$307 Roundtrip, found 3 days ago
$307
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, Aug 1 from Midway Intl. to Newark Liberty Intl. Airport, returning Sat, Aug 2, priced at $307 found 3 days ago

Airfares from $44 One Way, $91 Round Trip from Chicago to White Plains

Prices starting at $91 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.

Sat, Sep 6 - Sat, Sep 13
ORD
Chicago
LGA
New York
$91 Roundtrip, just found
$91
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Sep 6 from Chicago to New York, returning Sat, Sep 13, priced at $91 just found
Sat, Jan 24 - Sat, Jan 31
ORD
Chicago
EWR
New York
$100 Roundtrip, found 4 days ago
$100
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Sat, Jan 24 from Chicago to New York, returning Sat, Jan 31, priced at $100 found 4 days ago
Wed, Oct 8 - Wed, Oct 15
ORD
Chicago
JFK
New York
$109 Roundtrip, found 2 hours ago
$109
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, Oct 8 from Chicago to New York, returning Wed, Oct 15, priced at $109 found 2 hours ago
Thu, Nov 6 - Mon, Nov 10
MDW
Chicago
LGA
New York
$117 Roundtrip, found 4 days ago
$117
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Thu, Nov 6 from Chicago to New York, returning Mon, Nov 10, priced at $117 found 4 days ago
Thu, Dec 25 - Mon, Dec 29
RFD
Rockford
LGA
New York
$208 Roundtrip, found 2 days ago
$208
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Dec 25 from Rockford to New York, returning Mon, Dec 29, priced at $208 found 2 days ago

White Plains economy flight packages

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

Hilltop Inn & Suites

7/10 Good! (268 reviews)

Sep 11 - Sep 15

4 night stay

Chicago (CHI) to White Plains (HPN)

Spirit Airlines • Roundtrip • Coach
per person
found 1 day ago
Hilton Stamford Hotel & Executive Meeting Center
3.5-star property

Hilton Stamford Hotel & Executive Meeting Center

7.4/10 Good! (1,001 reviews)

Sep 24 - Sep 27

3 night stay

Chicago (CHI) to White Plains (HPN)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
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

Hyatt Regency Greenwich
4.0-star property

Hyatt Regency Greenwich

8.2/10 Very Good! (964 reviews)

Sep 24 - Sep 27

3 night stay

Chicago (CHI) to White Plains (HPN)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day 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

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White Plains packages with premium economy flights

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)

Sep 1 - Sep 6

5 night stay

Chicago (ORD) to White Plains (HPN)

Delta • Roundtrip • PremiumEconomy
per person
found 1 day ago
My overall stay was delightful.

Reviewed on Jun 18, 2024

Hyatt Place New York/Yonkers
3.0-star property

Hyatt Place New York/Yonkers

9/10 Wonderful! (1,173 reviews)

Sep 1 - Sep 6

5 night stay

Chicago (ORD) to White Plains (HPN)

Delta • Roundtrip • PremiumEconomy
per person
found 1 day ago
Everything was great

Reviewed on Jun 3, 2025

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White Plains first class flight packages

Price found within the past 48 hours. Click for updated prices.
Hilton Stamford Hotel & Executive Meeting Center
3.5-star property

Hilton Stamford Hotel & Executive Meeting Center

7.4/10 Good! (1,001 reviews)

Sep 5 - Sep 8

3 night stay

Chicago (CHI) to White Plains (HPN)

Delta • FirstClass

White Plains (HPN) to Chicago (CHI)

American Airlines • FirstClass
per person
found 21 hours 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

Courtyard by Marriott Tarrytown Westchester County
3.0-star property

Courtyard by Marriott Tarrytown Westchester County

9/10 Wonderful! (1,005 reviews)

Sep 1 - Sep 6

5 night stay

Chicago (ORD) to White Plains (HPN)

American Airlines • Non-stop roundtrip • FirstClass
per person
found 1 day ago
This property/hotel was a complete surprise. It sits on a hill so parking is at various levels but there are covered walkways. The lobby is fresh and inviting, with the dining area being clean and not at all stuffy, i.e. seating was nicely distanced with some booths also. We ate here twice, once for dinner and once for breakfast. Both meals were quite good, with a variety. It was a bit pricey given that we were in a hotel lobby. Our room was on the floor that was rather below ground, not the basement but since the hotel is on a hill, we were below the first floor. There were only 15 rooms on this floor. But our room seemed newly renovated, was relaxing, quiet and we had parking very nearby. I would definitely stay at this hotel again and I recommend it.

Reviewed on Sep 21, 2024

Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
2.5-star property

Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

9.2/10 Wonderful! (1,003 reviews)

Sep 1 - Sep 6

5 night stay

Chicago (ORD) to White Plains (HPN)

American Airlines • Non-stop roundtrip • FirstClass
per person
found 1 day ago
Close to the jackolatern blaze and the water

Reviewed on Oct 23, 2024

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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
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to White Plains

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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.