Search Cheap Flights to
City Island

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

City Island Flights as Low as $127

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Thu, Aug 13 - Sun, Aug 16
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$127 Roundtrip, just found
$127
Roundtrip
just found
Select Breeze Airways flight, departing Thu, Aug 13 from Raleigh - Durham Intl. to Westchester County, returning Sun, Aug 16, priced at $127 just found
Breeze Airways
Thu, Aug 13 - Sun, Aug 16
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$132 Roundtrip, just found
$132
Roundtrip
just found
Select Breeze Airways flight, departing Thu, Aug 13 from Raleigh - Durham Intl. to Westchester County, returning Sun, Aug 16, priced at $132 just found
Breeze Airways
Thu, Aug 13 - Sun, Aug 16
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$137 Roundtrip, just found
$137
Roundtrip
just found
Select Breeze Airways flight, departing Thu, Aug 13 from Raleigh - Durham Intl. to Westchester County, returning Sun, Aug 16, priced at $137 just found
Breeze Airways
Wed, Aug 12 - Wed, Aug 19
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$142 Roundtrip, found 1 day ago
$142
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Aug 12 from Raleigh - Durham Intl. to Westchester County, returning Wed, Aug 19, priced at $142 found 1 day ago
Bargain Flight
Wed, Sep 2 - Sat, Sep 12
RDU
Raleigh - Durham Intl.
EWR
Newark Liberty Intl. Airport
$172 Roundtrip, found 6 days ago
$172
Roundtrip
found 6 days ago
Select Bargain Flight flight, departing Wed, Sep 2 from Raleigh - Durham Intl. to Newark Liberty Intl. Airport, returning Sat, Sep 12, priced at $172 found 6 days ago
Bargain Flight
Mon, Aug 31 - Thu, Sep 10
RDU
Raleigh - Durham Intl.
EWR
Newark Liberty Intl. Airport
$172 Roundtrip, found 6 days ago
$172
Roundtrip
found 6 days ago
Select Bargain Flight flight, departing Mon, Aug 31 from Raleigh - Durham Intl. to Newark Liberty Intl. Airport, returning Thu, Sep 10, priced at $172 found 6 days ago
Breeze Airways
Sat, Jun 20 - Wed, Jun 24
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$185 Roundtrip, found 3 days ago
$185
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sat, Jun 20 from Raleigh - Durham Intl. to Stewart Intl., returning Wed, Jun 24, priced at $185 found 3 days ago
Frontier Airlines
Thu, May 14 - Tue, May 19
RDU
Raleigh - Durham Intl.
LGA
LaGuardia
$186 Roundtrip, found 6 days ago
$186
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, May 14 from Raleigh - Durham Intl. to LaGuardia, returning Tue, May 19, priced at $186 found 6 days ago
JetBlue Airways
Sun, May 24 - Thu, Jun 4
RDU
Raleigh - Durham Intl.
JFK
John F. Kennedy Intl.
$195 Roundtrip, found 6 days ago
$195
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Sun, May 24 from Raleigh - Durham Intl. to John F. Kennedy Intl., returning Thu, Jun 4, priced at $195 found 6 days ago
Delta
Tue, Sep 1 - Tue, Sep 8
RDU
Raleigh - Durham Intl.
EWR
Newark Liberty Intl. Airport
$197 Roundtrip, found 6 days ago
$197
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Sep 1 from Raleigh - Durham Intl. to Newark Liberty Intl. Airport, returning Tue, Sep 8, priced at $197 found 6 days ago
Spirit Airlines
Fri, Aug 28 - Fri, Sep 11
RDU
Raleigh - Durham Intl.
EWR
Newark Liberty Intl. Airport
$199 Roundtrip, found 6 days ago
$199
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Fri, Aug 28 from Raleigh - Durham Intl. to Newark Liberty Intl. Airport, returning Fri, Sep 11, priced at $199 found 6 days ago
American Airlines
Thu, Jul 16 - Tue, Jul 21
RDU
Raleigh - Durham Intl.
LGA
LaGuardia
$207 Roundtrip, found 5 days ago
$207
Roundtrip
found 5 days ago
Select American Airlines flight, departing Thu, Jul 16 from Raleigh - Durham Intl. to LaGuardia, returning Tue, Jul 21, priced at $207 found 5 days ago
Delta
Tue, Aug 4 - Tue, Aug 11
PNS
Pensacola Intl.
HPN
Westchester County
$259 Roundtrip, found 13 hours ago
$259
Roundtrip
found 13 hours ago
Select Delta flight, departing Tue, Aug 4 from Pensacola Intl. to Westchester County, returning Tue, Aug 11, priced at $259 found 13 hours ago
Delta
Sat, Sep 5 - Tue, Sep 8
PNS
Pensacola Intl.
LGA
LaGuardia
$299 Roundtrip, found 1 day ago
$299
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Sep 5 from Pensacola Intl. to LaGuardia, returning Tue, Sep 8, priced at $299 found 1 day ago
Delta
Sat, Oct 17 - Sat, Oct 24
PNS
Pensacola Intl.
JFK
John F. Kennedy Intl.
$319 Roundtrip, found 7 hours ago
$319
Roundtrip
found 7 hours ago
Select Delta flight, departing Sat, Oct 17 from Pensacola Intl. to John F. Kennedy Intl., returning Sat, Oct 24, priced at $319 found 7 hours ago
Delta
Tue, May 19 - Wed, May 27
PNS
Pensacola Intl.
EWR
Newark Liberty Intl. Airport
$408 Roundtrip, found 2 days ago
$408
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, May 19 from Pensacola Intl. to Newark Liberty Intl. Airport, returning Wed, May 27, priced at $408 found 2 days ago

Cheap Flights to City Island

Fall in love at first flight with your vacation to City Island by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to City Island on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in City Island, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to City Island

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to City Island with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the NYC airport.

What is the cheapest month to fly to City Island?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to City Island are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to City Island?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 14 to choose from for your flight to City Island.

What airport is best to fly into City Island?

When you’re planning your trip to City Island, convenience is the name of the game. Luckily, City Island LaGuardia Airport is nearby so you can deplane and get going on checking off everything on your City Island must-do list.

How much are flights to City Island?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to City Island on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $127, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to City Island?

The trick to saving a stack of cash on your flight to City Island? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $127 right now, why wait?

City Island Flight Information
Destination airport
LaGuardia
Destination airport IATA code
LGA
Roundtrip price
$77

Last Minute Hotel Deals in City Island

Hyatt Grand Central New York

Hyatt Grand Central New York

4 out of 5
109 East 42nd Street New York NY
Book a stay at this business-friendly hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
8.4/10 Very Good! (6,921 reviews)
Rooms were not clean. Dusty floors, showers and fixtures like lamps and table ( I had a suite) . The couch in the suite was horrible. The shower was broken so I had to rig it to use it. They don’t have smart tvs! That is a must in 2026. For the money I expected better with cleanliness. Otherwise ...

Reviewed on May 12, 2026

Get rates
Hyatt Grand Central New York
NEW YORKER BY LOTTE HOTELS

NEW YORKER BY LOTTE HOTELS

4 out of 5
481 Eighth Ave. New York NY
Book a stay at this business-friendly hotel in New York. Enjoy 3 restaurants, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and ...
8.2/10 Very Good! (6,754 reviews)
The staff was fantastic! I am visually impaired and the staff were extremely attentive, making certain I was safe and able to get a taxi when needed. I will definitely return for my next trip to NY.

Reviewed on May 12, 2026

Get rates
NEW YORKER BY LOTTE HOTELS
Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
811 7th Ave New York NY
Book a stay at this business-friendly hotel in New York. Enjoy breakfast (surcharge), a 24-hour fitness center, and parking (surcharge). Our guests praise the ...
7.4/10 Good! (7,908 reviews)
Clean room elevators not really working

Reviewed on May 12, 2026

Get rates
Sheraton New York Times Square Hotel
PUBLIC, an Ian Schrager hotel

PUBLIC, an Ian Schrager hotel

4 out of 5
215 Chrystie St New York NY
Book a stay at this business-friendly hotel in New York. Enjoy 2 restaurants, 6 bars/lounges, and a nightclub. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (3,663 reviews)
I liked it all, it's gorgeous with every detail taken care of. The outdoor garden was such a beautiful retreat from the city. The rooftop was such a pleasure.

Reviewed on May 11, 2026

Get rates
PUBLIC, an Ian Schrager hotel
Hampton Inn New York Times Square

Hampton Inn New York Times Square

2.5 out of 5
150 W 48th Street New York NY
Stay at this hotel in New York. Enjoy free breakfast, free WiFi, and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our ...
8.2/10 Very Good! (5,512 reviews)
clean room. great location. nice staff. This is an affordable hotel in the middle of it all. You can walk to all the shows. A trek to Dumbo is about 30 min by train. You can walk (1 mi or so—20 min at my pace) to both bus terminals. The rooms were clean. I didn’t hear noise or construction on the ...

Reviewed on May 11, 2026

Get rates
Hampton Inn New York Times Square
Pod Times Square

Pod Times Square

3 out of 5
400 W 42nd Street New York NY
Stay at this hotel in New York. Enjoy breakfast (surcharge), a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (5,563 reviews)
Me & my cousin stayed for 2 days and it was perfect for our stay we was close to everything the staff was nice the bar was nice overall I would stay again definitely will be my go to.

Reviewed on May 11, 2026

Get rates
Pod Times Square
Hotel Edison Times Square

Hotel Edison Times Square

4 out of 5
228 W 47th St New York NY
Book a stay at this business-friendly hotel in New York. Enjoy free WiFi, 2 restaurants, and room service. Our guests praise the breakfast and the restaurant ...
8.6/10 Excellent! (5,549 reviews)
I stayed with my friends

Reviewed on May 12, 2026

Get rates
Hotel Edison Times Square
Arlo Midtown

Arlo Midtown

4 out of 5
351 West 38th Street New York NY
Book a stay at this business-friendly hotel in New York. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the breakfast and the ...
9.2/10 Wonderful! (5,989 reviews)
I had purchased 2 breakfasts for my stay for my mother. The morning of checkout, the hostess had me write my name and room number on the breakfast vouchers. It was scrutinized several times by our waiter at breakfast. Why? It was so bizarre. I paid for these myself. I have stayed once a month for ...

Reviewed on May 12, 2026

Get rates
Arlo Midtown
See all 12,222 properties in City Island
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.