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Sat, Apr 18 - Wed, Apr 22
ORD
O'Hare Intl.
LGA
LaGuardia
$199 Roundtrip, found 1 hour ago
$199
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sat, Apr 18 from O'Hare Intl. to LaGuardia, returning Wed, Apr 22, priced at $199 found 1 hour ago
Sat, Apr 18 - Thu, Apr 23
ORD
O'Hare Intl.
EWR
Newark Liberty Intl. Airport
$247 Roundtrip, just found
$247
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Apr 18 from O'Hare Intl. to Newark Liberty Intl. Airport, returning Thu, Apr 23, priced at $247 just found
Sat, Apr 18 - Mon, Apr 20
ORD
O'Hare Intl.
JFK
John F. Kennedy Intl.
$322 Roundtrip, found 2 hours ago
$322
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Sat, Apr 18 from O'Hare Intl. to John F. Kennedy Intl., returning Mon, Apr 20, priced at $322 found 2 hours ago
Sun, Apr 19 - Wed, Apr 22
RFD
Greater Rockford
LGA
LaGuardia
$330 Roundtrip, found 3 days ago
$330
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sun, Apr 19 from Greater Rockford to LaGuardia, returning Wed, Apr 22, priced at $330 found 3 days ago
Thu, Apr 30 - Sat, May 2
MDW
Chicago
EWR
New York
$72 Roundtrip, found 1 day ago
$72
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Apr 30 from Chicago to New York, returning Sat, May 2, priced at $72 found 1 day ago
Wed, Apr 29 - Thu, Apr 30
ORD
Chicago
LGA
New York
$99 Roundtrip, found 12 hours ago
$99
Roundtrip
found 12 hours ago
Select Spirit Airlines flight, departing Wed, Apr 29 from Chicago to New York, returning Thu, Apr 30, priced at $99 found 12 hours ago
Fri, May 1 - Sun, May 3
ORD
Chicago
EWR
New York
$109 Roundtrip, just found
$109
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, May 1 from Chicago to New York, returning Sun, May 3, priced at $109 just found
Thu, Apr 30 - Sat, May 2
MDW
Chicago
LGA
New York
$142 Roundtrip, found 4 days ago
$142
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Apr 30 from Chicago to New York, returning Sat, May 2, priced at $142 found 4 days ago
Sat, May 2 - Tue, May 5
ORD
Chicago
JFK
New York
$166 Roundtrip, found 1 day ago
$166
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, May 2 from Chicago to New York, returning Tue, May 5, priced at $166 found 1 day ago
Price found within the past 48 hours. Click for updated prices.
Margaritaville Resort Times Square
4.0-star property

Margaritaville Resort Times Square

9/10 Wonderful! (4,133 reviews)

May 29 - May 31

2 night stay

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

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $928, price is now $515 per person
$515
per person
found 1 day ago
Everything was great except for check in front desk person. She was borderline rude. Still got us a room that we had reserved but was short and not friendly. Everyone else at the front desk was awesome and very friendly.

Reviewed on Mar 30, 2026

1 Hotel Brooklyn Bridge
5.0-star property

1 Hotel Brooklyn Bridge

9/10 Wonderful! (1,003 reviews)

May 30 - Jun 4

5 night stay

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

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $3,744, price is now $2,277 per person
$2,277
per person
found 1 day ago
The hotel is beautiful looking forward to visiting again.

Reviewed on Feb 21, 2023

Hotel Riu Plaza Manhattan Times Square
4.0-star property

Hotel Riu Plaza Manhattan Times Square

9/10 Wonderful! (3,411 reviews)

Jun 2 - Jun 4

2 night stay

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

Spirit Airlines • Coach

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

American Airlines • Coach
Save 100% on your flight
Price was $891, price is now $559 per person
$559
per person
found 1 day ago
Got in early, Checked in early, left the bags and went to visit World Trade One . room was available at 2 PM. It was a short 24 hour trip to New York , so essentially room was needed just ro sleep in it, It was great, the view from the second highest floor in hotel was nice .

Reviewed on Feb 5, 2026

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Price found within the past 48 hours. Click for updated prices.
Hotel St. James
3.0-star property

Hotel St. James

8.8/10 Excellent! (7,108 reviews)

May 27 - May 31

4 night stay

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

United • Roundtrip • FirstClass
Price was $1,349, price is now $1,024 per person
$1,024
per person
found 1 day ago
Solid mid town hotel

Reviewed on Apr 7, 2026

Hotel Riu Plaza New York Times Square
4.0-star property

Hotel Riu Plaza New York Times Square

9/10 Wonderful! (2,951 reviews)

May 27 - May 31

4 night stay

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

United • Roundtrip • FirstClass
Price was $1,732, price is now $1,313 per person
$1,313
per person
found 1 day ago
Beautiful room and great customer service

Reviewed on Feb 7, 2026

Night Hotel Broadway
3.0-star property

Night Hotel Broadway

7.2/10 Good! (2,893 reviews)

May 27 - May 31

4 night stay

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

United • Roundtrip • FirstClass
Price was $1,352, price is now $1,044 per person
$1,044
per person
found 1 day ago
EVERYONE VERY NICE AND HELPFUL AND CARING! WOULD STAY HERE AGAIN! CLEAN ROOM AND VERY NICE AREA

Reviewed on Nov 28, 2025

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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.