$31 Cheap flight deals from White Plains (NYC) to Chicago (CHI)

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This Weekend's Flight Deals from White Plains to Chicago

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, Jun 15 - Wed, Jun 19
LGA
LaGuardia
MDW
Midway Intl.
$208 Roundtrip, found 5 hours ago
$208
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Sat, Jun 15 from LaGuardia to Midway Intl., returning Wed, Jun 19, priced at $208 found 5 hours ago
Sun, Jun 16 - Wed, Jun 19
LGA
LaGuardia
ORD
O'Hare Intl.
$218 Roundtrip, just found
$218
Roundtrip
just found
Select Spirit Airlines flight, departing Sun, Jun 16 from LaGuardia to O'Hare Intl., returning Wed, Jun 19, priced at $218 just found
Sat, Jun 15 - Tue, Jun 18
EWR
Liberty Intl.
ORD
O'Hare Intl.
$257 Roundtrip, just found
$257
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Jun 15 from Liberty Intl. to O'Hare Intl., returning Tue, Jun 18, priced at $257 just found
Sat, Jun 15 - Tue, Jun 18
JFK
John F. Kennedy Intl.
MDW
Midway Intl.
$311 Roundtrip, found 4 days ago
$311
Roundtrip
found 4 days ago
Select Delta flight, departing Sat, Jun 15 from John F. Kennedy Intl. to Midway Intl., returning Tue, Jun 18, priced at $311 found 4 days ago

Airfares from $31 One Way, $61 Round Trip from White Plains to Chicago

Prices starting at $61 for return flights and $31 for one-way flights to Chicago 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, Sep 10 - Wed, Sep 11
LGA
New York
ORD
Chicago
$61 Roundtrip, just found
$61
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Sep 10 from New York to Chicago, returning Wed, Sep 11, priced at $61 just found
Tue, Sep 10 - Wed, Sep 11
EWR
Newark
ORD
Chicago
$89 Roundtrip, just found
$89
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Sep 10 from Newark to Chicago, returning Wed, Sep 11, priced at $89 just found
Tue, Sep 10 - Wed, Sep 11
LGA
New York
MDW
Chicago
$110 Roundtrip, found 1 hour ago
$110
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Sep 10 from New York to Chicago, returning Wed, Sep 11, priced at $110 found 1 hour ago
Tue, Sep 3 - Sat, Sep 7
LGA
New York
ORD
Chicago
$110 Roundtrip, found 1 day ago
$110
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Sep 3 from New York to Chicago, returning Sat, Sep 7, priced at $110 found 1 day ago
Wed, Nov 13 - Mon, Nov 18
JFK
New York
MDW
Chicago
$294 Roundtrip, found 1 day ago
$294
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Nov 13 from New York to Chicago, returning Mon, Nov 18, priced at $294 found 1 day ago

Chicago economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop
4.0-star property

The Allegro Royal Sonesta Hotel Chicago Loop

8.6/10 Excellent! (1,150 reviews)

Jul 19 - Jul 23

4 night stay

White Plains (HPN) to Chicago (ORD)

Delta • Non-stop roundtrip • Coach
per person
found 1 day ago
Came to the city for my birthday and reserved a room at the Allegro and the staff was so friendly, they went above and beyond to make my night special, love the aesthetic of the hotel as well

Reviewed on Apr 12, 2024

LondonHouse Chicago, Curio Collection by Hilton
4.5-star property

LondonHouse Chicago, Curio Collection by Hilton

9.2/10 Wonderful! (3,522 reviews)

Jul 19 - Jul 23

4 night stay

White Plains (HPN) to Chicago (ORD)

Delta • Non-stop roundtrip • Coach
per person
found 1 day ago
We loved that we could have an early check-in.

Reviewed on Mar 31, 2024

Fairmont Chicago at Millennium Park Gold Experience
4.5-star property

Fairmont Chicago at Millennium Park Gold Experience

9.2/10 Wonderful! (97 reviews)

Jul 19 - Jul 23

4 night stay

White Plains (HPN) to Chicago (ORD)

Delta • Non-stop roundtrip • Coach
per person
found 1 day ago
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More About Flying To Chicago from White Plains

Route Information for Flights from White Plains to Chicago

Origin Airport IATA Code
NYC
Destination Airport IATA Code
CHI
Distance
737 mi
Direct Flight Airlines
American Airlines, KLM, Qatar Airways, Air France, China Airlines, Kenya Airways, Delta Air Lines, Gol, El Al, Alaska Airlines, Royal Air Maroc, Etihad Airways, JetBlue, LATAM Airlines, Iberia, Hawaiian Airlines, ITA Airways, Korean Air, Malaysia Airlines, WestJet, Virgin Atlantic, Singapore Airlines, Gulf Air, British Airways
Earliest Flight Arrival
1:50PM UTC
Latest Flight Arrival
12:26AM UTC

White Plains to Chicago

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Frequently asked questions

Are there non-stop flights from White Plains to Chicago?
Yep, your unforgettable vacation is just a simple flight away. Great news, isn’t it? Travel in comfort aboard one of the 3 carriers that fly directly from LaGuardia Airport (LGA) to O’Hare Intl. Airport (ORD). Popular choices include:

  • Delta
  • American Airlines
  • United Airlines

What is the shortest flight from White Plains to Chicago?
Leave that movie marathon for another day, because the journey from LaGuardia Airport (LGA) to O’Hare Airport can take as little as 2 hours and 22 minutes.
What airlines fly from White Plains to Chicago most frequently?
Check out Delta (DL). This airline offers some of the most frequent flights from LGA to O’Hare Intl. Airport (ORD). It operates 269 services on this route each month and is popular with passengers. If you can’t find the right flight there, look up American Airlines (AA). This airline is a terrific alternative and has 230 flights from White Plains to Chicago each month.
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.