$27 Cheap flight deals from Chicago (CHI) to Westfield (NYC)

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This Weekend's Flight Deals from Chicago to Westfield

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, Jan 31 - Sat, Feb 14
ORD
O'Hare Intl.
EWR
Newark Liberty Intl. Airport
$71 Roundtrip, found 1 hour ago
$71
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sat, Jan 31 from O'Hare Intl. to Newark Liberty Intl. Airport, returning Sat, Feb 14, priced at $71 found 1 hour ago
Fri, Jan 30 - Mon, Feb 2
ORD
O'Hare Intl.
JFK
John F. Kennedy Intl.
$72 Roundtrip, found 1 hour ago
$72
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, Jan 30 from O'Hare Intl. to John F. Kennedy Intl., returning Mon, Feb 2, priced at $72 found 1 hour ago
Sat, Jan 31 - Sun, Feb 1
ORD
O'Hare Intl.
LGA
LaGuardia
$105 Roundtrip, just found
$105
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Jan 31 from O'Hare Intl. to LaGuardia, returning Sun, Feb 1, priced at $105 just found
Fri, Jan 30 - Mon, Feb 9
RFD
Greater Rockford
LGA
LaGuardia
$172 Roundtrip, found 3 days ago
$172
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Jan 30 from Greater Rockford to LaGuardia, returning Mon, Feb 9, priced at $172 found 3 days ago

Airfares from $27 One Way, $54 Round Trip from Chicago to Westfield

Prices starting at $54 for return flights and $27 for one-way flights to Westfield were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Feb 18 - Sat, Feb 28
ORD
Chicago
EWR
New York
$54 Roundtrip, found 2 hours ago
$54
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Wed, Feb 18 from Chicago to New York, returning Sat, Feb 28, priced at $54 found 2 hours ago
Sun, Feb 8 - Mon, Feb 9
ORD
Chicago
JFK
New York
$56 Roundtrip, found 14 hours ago
$56
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Sun, Feb 8 from Chicago to New York, returning Mon, Feb 9, priced at $56 found 14 hours ago
Tue, Feb 24 - Tue, Mar 3
ORD
Chicago
LGA
New York
$67 Roundtrip, found 1 hour ago
$67
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Tue, Feb 24 from Chicago to New York, returning Tue, Mar 3, priced at $67 found 1 hour ago
Sat, Apr 25 - Sat, May 2
MDW
Chicago
EWR
New York
$74 Roundtrip, found 14 hours ago
$74
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Sat, Apr 25 from Chicago to New York, returning Sat, May 2, priced at $74 found 14 hours ago
Thu, Feb 26 - Sun, Mar 8
ORD
Chicago
EWR
New York
$117 Roundtrip, found 2 days ago
$117
Roundtrip
found 2 days ago
Select United flight, departing Thu, Feb 26 from Chicago to New York, returning Sun, Mar 8, priced at $117 found 2 days ago

Westfield economy flight packages

Price found within the past 48 hours. Click for updated prices.
Mountain Springs Lake Resort
3.5-star property

Mountain Springs Lake Resort

9.6/10 Exceptional! (234 reviews)

Mar 2 - Mar 4

2 night stay

Chicago (CHI) to Newark Liberty Intl. Airport (EWR)

Frontier Airlines • Coach

Newark Liberty Intl. Airport (EWR) to Chicago (CHI)

Spirit Airlines • Coach
Price was $412, price is now $263 per person
$263
per person
found 1 day ago
Even though every cabin was occupied it was very peaceful and quiet

Reviewed on Aug 1, 2021

Madison Hotel
4.0-star property

Madison Hotel

9/10 Wonderful! (1,000 reviews)

Mar 8 - Mar 14

6 night stay

Chicago (CHI) to Newark Liberty Intl. Airport (EWR)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $960, price is now $630 per person
$630
per person
found 18 hours ago
The room was spotless. The lobby was designed well, with tasteful furniture, a beautiful fireplace and well decorated for the Christmas holidays. One note, when making a reservation, always ask for a room at the front of the hotel as the back of the hotel, the one facing the parking lot, has a train in the distance that you can hear during the day and night

Reviewed on Dec 29, 2025

Canopy by Hilton Jersey City Arts District
4.0-star property

Canopy by Hilton Jersey City Arts District

9.2/10 Wonderful! (954 reviews)

Mar 8 - Mar 14

6 night stay

Chicago (CHI) to Newark Liberty Intl. Airport (EWR)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,159, price is now $790 per person
$790
per person
found 18 hours ago
Clean room, close to dining and very walkable.

Reviewed on Dec 24, 2025

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Westfield first class flight packages

Price found within the past 48 hours. Click for updated prices.
Pendry Natirar
5.0-star property

Pendry Natirar

9.8/10 Exceptional! (7 reviews)

Mar 6 - Mar 8

2 night stay

Chicago (CHI) to Newark Liberty Intl. Airport (EWR)

American Airlines • FirstClass

Newark Liberty Intl. Airport (EWR) to Chicago (CHI)

Delta • FirstClass
Price was $1,656, price is now $1,442 per person
$1,442
per person
found 1 day ago
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More About Flying To Westfield from Chicago

Route Information for Flights from Chicago to Westfield

Origin Airport IATA Code
CHI
Destination Airport IATA Code
NYC
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Westfield

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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.