Cheap flights To City Island (NYC) from $144

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Cheap Flights to City Island from $144 One Way, $280 Round Trip

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

Wed, Sep 16 - Mon, Sep 21
LAX
Los Angeles Intl.
LGA
LaGuardia
$280 Roundtrip, found 3 days ago
$280
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Sep 16 from Los Angeles Intl. to LaGuardia, returning Mon, Sep 21, priced at $280 found 3 days ago
Mon, Nov 9 - Tue, Nov 10
SFO
San Francisco Intl.
JFK
John F. Kennedy Intl.
$281 Roundtrip, found 2 days ago
$281
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Mon, Nov 9 from San Francisco Intl. to John F. Kennedy Intl., returning Tue, Nov 10, priced at $281 found 2 days ago
Tue, Nov 3 - Wed, Nov 4
SFO
San Francisco Intl.
JFK
John F. Kennedy Intl.
$282 Roundtrip, found 6 hours ago
$282
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Tue, Nov 3 from San Francisco Intl. to John F. Kennedy Intl., returning Wed, Nov 4, priced at $282 found 6 hours ago
Tue, Oct 27 - Wed, Oct 28
SFO
San Francisco Intl.
JFK
John F. Kennedy Intl.
$284 Roundtrip, found 1 day ago
$284
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Oct 27 from San Francisco Intl. to John F. Kennedy Intl., returning Wed, Oct 28, priced at $284 found 1 day ago
Wed, Sep 16 - Wed, Sep 23
SFO
San Francisco Intl.
JFK
John F. Kennedy Intl.
$287 Roundtrip, found 2 hours ago
$287
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Wed, Sep 16 from San Francisco Intl. to John F. Kennedy Intl., returning Wed, Sep 23, priced at $287 found 2 hours ago
Tue, Oct 27 - Thu, Nov 5
SFO
San Francisco Intl.
JFK
John F. Kennedy Intl.
$288 Roundtrip, just found
$288
Roundtrip
just found
Select JetBlue Airways flight, departing Tue, Oct 27 from San Francisco Intl. to John F. Kennedy Intl., returning Thu, Nov 5, priced at $288 just found
Sat, Oct 24 - Sat, Oct 31
SFO
San Francisco Intl.
EWR
Newark Liberty Intl. Airport
$289 Roundtrip, found 4 days ago
$289
Roundtrip
found 4 days ago
Select United flight, departing Sat, Oct 24 from San Francisco Intl. to Newark Liberty Intl. Airport, returning Sat, Oct 31, priced at $289 found 4 days ago
Tue, Oct 27 - Thu, Nov 5
SFO
San Francisco Intl.
JFK
John F. Kennedy Intl.
$289 Roundtrip, just found
$289
Roundtrip
just found
Select Alaska Airlines flight, departing Tue, Oct 27 from San Francisco Intl. to John F. Kennedy Intl., returning Thu, Nov 5, priced at $289 just found
Mon, Nov 9 - Tue, Nov 10
SFO
San Francisco Intl.
JFK
John F. Kennedy Intl.
$291 Roundtrip, found 2 days ago
$291
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Mon, Nov 9 from San Francisco Intl. to John F. Kennedy Intl., returning Tue, Nov 10, priced at $291 found 2 days ago
Tue, Nov 3 - Wed, Nov 4
SFO
San Francisco Intl.
JFK
John F. Kennedy Intl.
$293 Roundtrip, found 6 hours ago
$293
Roundtrip
found 6 hours ago
Select Alaska Airlines flight, departing Tue, Nov 3 from San Francisco Intl. to John F. Kennedy Intl., returning Wed, Nov 4, priced at $293 found 6 hours ago

City Island Flight Information

Traveling To
City Island
Destination Airport IATA Code
NYC
Number of Airlines Serving
Airlines
JetBlue Airways, Delta, Alaska Airlines, United, Frontier Airlines, American Airlines
Flight Price
$280
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

City Island economy flight packages

Price found within the past 48 hours. Click for updated prices.
INNSiDE by Meliá New York Nomad
4.5-star property

INNSiDE by Meliá New York Nomad

Jun 26 - Jun 29

3 night stay

Dallas (DAL) to New York (JFK)

American Airlines • Coach

New York (JFK) to Dallas (DAL)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,546, price is now $1,045 per person
$1,045
per person
found 1 day ago
2 bedroom luxury Empire State VIEW
2.0-star property

2 bedroom luxury Empire State VIEW

Jun 22 - Jun 25

3 night stay

Los Angeles (LAX) to New York (JFK)

American Airlines • Coach

New York (JFK) to Los Angeles (LAX)

Southwest Airlines • Coach
Save 100% on your flight
Price was $4,303, price is now $2,410 per person
$2,410
per person
found 1 day ago
1 Hotel Brooklyn Bridge
5.0-star property

1 Hotel Brooklyn Bridge

Jun 17 - Jun 20

3 night stay

Dallas (DFW) to New York (JFK)

American Airlines • Coach

New York (JFK) to Dallas (DFW)

Frontier Airlines • Coach
Save 100% on your flight
Price was $3,004, price is now $1,942 per person
$1,942
per person
found 24 hours ago
Don't see what you're looking for?
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City Island premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
OYO Times Square
4.0-star property

OYO Times Square

7/10 Good! (1,881 reviews)

Jul 5 - Jul 12

7 night stay

Dallas (DFW) to New York (JFK)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $1,933, price is now $1,374 per person
$1,374
per person
found 10 hours ago
Staff nice. Bed ok. Lukewarm water in shower with empty body wash bottle. Air/heat so loud I turned it off. Carpet was dirty. The room/halls could use a fresh coat of paint

Reviewed on May 12, 2026

Hotel Riu Plaza New York Times Square
4.0-star property

Hotel Riu Plaza New York Times Square

9/10 Wonderful! (3,014 reviews)

Jul 5 - Jul 12

7 night stay

Dallas (DFW) to New York (JFK)

Frontier Airlines • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,776, price is now $1,696 per person
$1,696
per person
found 10 hours ago
There was unexpected extra fees

Reviewed on May 10, 2026

Hotel Riu Plaza Manhattan Times Square
4.0-star property

Hotel Riu Plaza Manhattan Times Square

9.2/10 Wonderful! (3,482 reviews)

Jul 5 - Jul 12

7 night stay

Dallas (DFW) to New York (JFK)

Frontier Airlines • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,396, price is now $1,620 per person
$1,620
per person
found 10 hours ago
Beds are comfortable

Reviewed on May 12, 2026

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See all available trips from Dallas to City Island
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City Island first class flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel 32 32
4.0-star property

Hotel 32 32

8/10 Very Good! (2,433 reviews)

Jun 27 - Jun 29

2 night stay

Chicago (ORD) to New York (JFK)

American Airlines • Roundtrip • FirstClass
Price was $1,022, price is now $874 per person
$874
per person
found 1 day ago
The room we stayed in was a good size for my two kids and me. But the single sofabed wasn't good. Quiet and clean, the staff were very helpful. good location for great Korean food and walking distance to everywhere

Reviewed on Jan 23, 2026

Hotel Riu Plaza New York Times Square
4.0-star property

Hotel Riu Plaza New York Times Square

9/10 Wonderful! (3,014 reviews)

Jul 2 - Jul 5

3 night stay

Dallas (DFW) to New York (JFK)

American Airlines • Roundtrip • FirstClass
Price was $2,000, price is now $1,603 per person
$1,603
per person
found 20 hours ago
There was unexpected extra fees

Reviewed on May 10, 2026

The Pierre, A Taj Hotel, New York
5.0-star property

The Pierre, A Taj Hotel, New York

9.2/10 Wonderful! (1,003 reviews)

Jun 27 - Jun 29

2 night stay

Chicago (ORD) to New York (JFK)

American Airlines • Roundtrip • FirstClass
Price was $2,008, price is now $1,643 per person
$1,643
per person
found 1 day ago
Location is the number one reason to stay here. Right across from Central Park. BUT you don't actually get a view of the park unless you book a room on a higher floor on the west side (5th Ave side) or corner room (called Park View). We stayed in an Exec King Suite on the 5th floor because we wanted a sitting area separate from the bedroom. No view whatsoever from the windows; just the adjacent building. Also, there isn't anywhere in the hotel - a bar, a sitting room, even a window - that you can access to see the Central Park view. If the view is important to you, you have to book the right room. There were a few small details that were less than ideal; not dealbreakers but not what I expected for a luxury hotel that cost us $1000/night: no coffee maker in the room - we had to call down and have them bring us one several electrical outlets didn't work no usb charging ports anywhere (it is an old hotel but still) we used the wine glasses from the cabinet and although housekeeping removed them the next day, they weren't replaced no room in the mini-frig for personal items took a very long time to get hot water out of the bathroom and shower faucets bathrobes were on the small side if you want to order in food from other establishments, the delivery person isn't allowed to bring it to your room; they have to leave it with concierge who then sends someone up to your room with it All in all, we wouldn't stay here again.

Reviewed on Apr 11, 2026

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City Island

Start your search for cheap flights to City Island on Orbitz. Orbitz is where you will discover guaranteed low prices on City Island flights, as well as all of the following conveniences:

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Orbitz offers cutting-edge mobile tools for your smartphone. Whether you own an iPhone or an Android phone, you can benefit from Orbitz’s flight status updates and even book your future City Island flights. You can also review and reserve hotel rooms for when your City Island flights land and see other special offers.

Low Prices Guaranteed on Flights to City Island

Orbitz offers large discounts on a wide range of City Island flights. Through our easy-to-use site, you can find, plan, and reserve your desired flights to City Island while taking advantage of the lowest fares around.

Customer Care When You Need It

Orbitz is dedicated to making your flight booking experience as stress-free as possible. If you need to cancel your reservation, you can do so at your own convenience by going to the Orbitz website. If you need to change your flights to City Island to another time or date, you can contact our customer service representatives by phone, and they help you make the flight adjustments you need.

Loyalty Program Participation Opportunities

Orbitz lets you add your loyalty or frequent flyer account numbers when you book qualifying flights to City Island. So don’t worry about missing out on earning miles or points simply because you aren’t booking with the airline directly. You can save on your flights, and rack up miles too.

Frequently asked questions

How much is a flight to City Island?
Prices for return flights to City Island this week ranged between $280 and $293. If you were flying one-way from San Francisco (SFO), you could have snapped up ticket prices from just $144.
How to book the cheapest flight to City Island?
With some of the biggest and best flight deals around, a bargain is always waiting for you with Orbitz. The following handy hints will help you pick up cheap flights to City Island — and leave you with more money to play with:

  • Depending on where you're coming from, click on the 'Nearby airports' function (located under the departure and arrival form fields). At times, other departure points will have more competitive fares.
  • If you're flexible with your travel plans, click on the 'Show flexible dates' link. It'll bring up flight deals for the days before and after your selected departure. Ticket prices often vary depending on what day it is.
  • To filter your results, hit 'Show options.' You can search based on airlines, seating class, nonstop flights and refundable flights. You can also choose whether you want to fly in the morning, afternoon or evening under 'Sort & Filter' to the left.
  • The early bird catches the most rewarding deals, so book as soon as you've worked out your travel dates. The most affordable fares get snapped up first and prices normally increase as the departure date nears.
  • Combine your hotels, flights and car rentals into an impressive package deal. Save your cash for things that really excite you, like discovering every corner of City Island.
  • Don't travel during peak seasons if you can. By steering clear of summer and school vacations, you can save plenty on your airfares.

How long is a flight to City Island?
Where you're leaving from and if you have a layover help determine your flight time. However, these busy routes to City Island will give you a better picture:

  • Los Angeles, CA (LAX-Los Angeles Intl.) to John F. Kennedy Intl. Airport (JFK) - 5 hours and 26 minutes
  • San Francisco, CA (SFO-San Francisco Intl.) to John F. Kennedy Intl. Airport (JFK) - 5 hours
  • Boston, MA (BOS-Logan Intl.) to John F. Kennedy Intl. Airport (JFK) - 1 hour and 20 minutes

What is the best time to book a flight to City Island?
Purchase your seats to City Island in January. This is the ideal time of the year for bargain fares, closely followed by February and August. Pick up cheap flights and enjoy your dream vacation with Orbitz.
What day of the week is the cheapest to book a flight to City Island?
If you're after cheap airfares to City Island, the best days to book are Tuesdays, Wednesdays and Saturdays. With Orbitz (and some good timing!), a superb flight deal will be all yours.
What is the cheapest day of the week to fly to City Island?
According to Orbitz data from 2020, you'll want to kick off your vacation on a Monday to get cheap flights to City Island. Next most affordable day? Tuesday. Saturday will set you back the most. So, leave early in the week if you'd like to score a bargain fare without paying premium prices.
What is the cheapest month to fly to City Island?
Travel sometime in August if you're sticking to a budget. Orbitz data has found that it's generally the best month for cheap flights to City Island. June is when prices hit their peak.
Which airlines allow free cancellation?
Plans change, and we think your flight should be able to do the same. That's why Orbitz makes it a breeze to search for airlines with no change fees and free cancellation. Just enter your departure and arrival destinations and then choose "Filter by flexible change policies." How's that for fuss-free?
What do I need for the flight to City Island?
From onboard activities to travel basics like noise-canceling headphones, there are a few things a regular flyer won't take off without. To make sure you're ready for your journey, have a read through this useful list:

  • For starters, you'll need to take all relevant travel documents and some identification. How much is dependent on where you're taking off from. When booking, you should always use the exact name, birth date and gender listed on your current ID.
  • A well-packed carry-on bag is the key to a comfortable flight experience. Given your flight to City Island is no quick hop, take enough snacks and things to keep you occupied. A good book or magazine will help you pass the time.
  • Plane cabins are frequently quite cold. If you decide to fly during the peak of the City Island summer, be sure to take some warm clothes just in case.

How many direct flights are there to City Island?
At the moment, there are 1,485 direct flights every month to City Island. When it comes to airlines that will take you there, you're spoiled for choice. Delta Air Lines, JetBlue Airways and American Airlines are among the most sought-after. Alaska Airlines, British Airways and Air France are a few other respected carriers that provide nonstop services.
How do I get cheap first-class/business deals to City Island?
There are ways of booking first or business-class tickets to City Island that won't burn a hole through your budget. Bag a seat in the pointy end of the plane for less with these useful tips:

  • Be flexible with your travel dates and hold out for sales or exclusive offers on business or first-class airfares.
  • Find a low-cost carrier that has business-class seats. They usually come with more legroom and a glass of Champagne — but at a more affordable price.
  • Bid for an upgrade. Some airlines hold online auctions that let you put down a price for a seat at the front of the plane. You can also try upgrading with points earned through a flight loyalty scheme.

More to Explore

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.