Cheap flights To City Island (NYC) from $35

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Cheap Flights to City Island from $35 One Way, $70 Round Trip

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

Sat, Oct 18 - Sat, Oct 25
CHS
Charleston Intl.
EWR
Newark Liberty Intl. Airport
$70 Roundtrip, just found
$70
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Oct 18 from Charleston Intl. to Newark Liberty Intl. Airport, returning Sat, Oct 25, priced at $70 just found
Fri, Oct 24 - Tue, Oct 28
CHS
Charleston Intl.
EWR
Newark Liberty Intl. Airport
$80 Roundtrip, found 1 hour ago
$80
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Fri, Oct 24 from Charleston Intl. to Newark Liberty Intl. Airport, returning Tue, Oct 28, priced at $80 found 1 hour ago
Thu, Oct 23 - Sun, Oct 26
CHS
Charleston Intl.
EWR
Newark Liberty Intl. Airport
$85 Roundtrip, found 3 days ago
$85
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Thu, Oct 23 from Charleston Intl. to Newark Liberty Intl. Airport, returning Sun, Oct 26, priced at $85 found 3 days ago
Sat, Sep 6 - Tue, Sep 9
MCO
Orlando Intl.
LGA
LaGuardia
$87 Roundtrip, just found
$87
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Sep 6 from Orlando Intl. to LaGuardia, returning Tue, Sep 9, priced at $87 just found
Wed, Aug 20 - Wed, Aug 27
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$87 Roundtrip, just found
$87
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, Aug 20 from Orlando Intl. to Newark Liberty Intl. Airport, returning Wed, Aug 27, priced at $87 just found
Fri, Aug 29 - Sat, Aug 30
CHS
Charleston Intl.
EWR
Newark Liberty Intl. Airport
$88 Roundtrip, found 3 hours ago
$88
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Fri, Aug 29 from Charleston Intl. to Newark Liberty Intl. Airport, returning Sat, Aug 30, priced at $88 found 3 hours ago
Sat, Oct 18 - Sat, Oct 25
CHS
Charleston Intl.
EWR
Newark Liberty Intl. Airport
$89 Roundtrip, just found
$89
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Oct 18 from Charleston Intl. to Newark Liberty Intl. Airport, returning Sat, Oct 25, priced at $89 just found
Fri, Aug 8 - Tue, Aug 19
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$89 Roundtrip, found 6 days ago
$89
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Fri, Aug 8 from Orlando Intl. to John F. Kennedy Intl., returning Tue, Aug 19, priced at $89 found 6 days ago
Fri, Sep 12 - Mon, Sep 15
MCO
Orlando Intl.
HPN
Westchester County
$101 Roundtrip, found 21 hours ago
$101
Roundtrip
found 21 hours ago
Select Breeze Airways flight, departing Fri, Sep 12 from Orlando Intl. to Westchester County, returning Mon, Sep 15, priced at $101 found 21 hours ago
Fri, Sep 5 - Fri, Sep 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$108 Roundtrip, found 21 hours ago
$108
Roundtrip
found 21 hours ago
Select Breeze Airways flight, departing Fri, Sep 5 from Orlando Intl. to Stewart Intl., returning Fri, Sep 5, priced at $108 found 21 hours ago

City Island Flight Information

Traveling To
City Island
Destination Airport IATA Code
NYC
Number of Airlines Serving
Airlines
Spirit Airlines, Breeze Airways, Frontier Airlines
Flight Price
$70
Earliest Departing Flight
Latest Departing Flight

Flights Review

Oct 14, 2019

Newark airport is a pain...but it's not United's fault. The actual flight was just fine.

A verified traveler
Philadelphia to Newark · United

Book Your Flight & Hotel Together & Save

City Island economy flight packages

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

The George

Sep 7 - Sep 12

5 night stay

Dallas (DFW) to Newark Liberty Intl. Airport (EWR)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 21 hours ago
1 Hotel Brooklyn Bridge
5.0-star property

1 Hotel Brooklyn Bridge

Sep 9 - Sep 14

5 night stay

Dallas (DFW) to New York (JFK)

Spirit Airlines • Non-stop roundtrip • Coach
per person
found 1 day ago
Hotel Riu Plaza Manhattan Times Square
4.0-star property

Hotel Riu Plaza Manhattan Times Square

Sep 17 - Sep 20

3 night stay

Dallas (DFW) to New York (JFK)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Dallas to City Island
View all trips

City Island premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Lexington Hotel, Autograph Collection
4.0-star property

The Lexington Hotel, Autograph Collection

8.2/10 Very Good! (1,310 reviews)

Sep 2 - Sep 8

6 night stay

Los Angeles (LAX) to New York (JFK)

Delta • Non-stop roundtrip • PremiumEconomy
per person
found 20 hours ago
The hotel was lovely. The room was clean & well appointed. I didn’t like the odd toilet flush but the shower was great. The happy hour cocktail offerings were bad. Yet the appetizers were great.

Reviewed on Jul 15, 2025

NobleDEN Hotel
4.0-star property

NobleDEN Hotel

9.8/10 Exceptional! (1,232 reviews)

Sep 2 - Sep 8

6 night stay

Los Angeles (LAX) to New York (JFK)

Delta • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
per person
found 20 hours ago
The place was awesome close to everything clean. Staff is very helpful.

Reviewed on Jul 1, 2025

Hotel Beacon
4.0-star property

Hotel Beacon

9.4/10 Exceptional! (1,226 reviews)

Sep 2 - Sep 8

6 night stay

Los Angeles (LAX) to New York (JFK)

Delta • Non-stop roundtrip • PremiumEconomy
per person
found 20 hours ago
The staff upon arrival ere friendly and very funny. I had a great time during my stay.

Reviewed on Apr 13, 2025

Don't see what you're looking for?
See all available trips from Los Angeles to City Island
View all trips

City Island first class flight packages

Price found within the past 48 hours. Click for updated prices.
Night Hotel Broadway
2.5-star property

Night Hotel Broadway

7/10 Good! (2,169 reviews)

Sep 6 - Sep 9

3 night stay

Chicago (ORD) to New York (JFK)

Delta • Roundtrip • FirstClass
per person
found 1 day ago
Staff was friendly and helpful. Rooms and facility overall are a bit worn and old, but it's safe, pretty clean and in a great neighborhood. Super convenient to the subway and lots of dining options nearby.

Reviewed on Jul 30, 2025

1 Hotel Brooklyn Bridge
5.0-star property

1 Hotel Brooklyn Bridge

8.8/10 Excellent! (1,006 reviews)

Sep 6 - Sep 9

3 night stay

Chicago (ORD) to New York (JFK)

Delta • Roundtrip • FirstClass
Save 100% on your flight
per person
found 1 day ago
The hotel is beautiful looking forward to visiting again.

Reviewed on Feb 21, 2023

The Plaza - A Fairmont Managed Hotel
5.0-star property

The Plaza - A Fairmont Managed Hotel

9/10 Wonderful! (1,000 reviews)

Sep 6 - Sep 9

3 night stay

Chicago (ORD) to New York (JFK)

Delta • Roundtrip • FirstClass
Save 100% on your flight
per person
found 1 day ago
My wife and I had a great time at the Plaza. The only thing we noticed that would make a big difference is the bedding (sheets & covers) and mattress should be better quality, softer and much less crinkly. The staff was great, called you by last name and was attentive to our needs/wants.

Reviewed on Jan 13, 2025

Don't see what you're looking for?
See all available trips from Chicago to City Island
View all trips

City Island

If you are looking for discount prices on flights to City Island then look no further than Orbitz. With some of the best deals available, cutting-edge technology, and great customer service, Orbitz makes booking City Island flights easy and affordable.

Booking Made Easy

With Orbitz’s Display Matrix, booking flights to City Island is simple. Just one glance gives you all the pricing information you need, including your discounts and savings. View all your options before selecting and booking your perfect City Island flights.

Manage Travel Plans on the Move

By using Orbitz’s free apps for iPhone and Android, and an easy-to-use mobile browser at m.orbitz.com, booking flights to City Island has never been so convenient. Check for updates and alerts wherever you are, or manage your booking quickly. And we also offer mobile exclusive deals on hotels, so don’t delay—book right away.

The Complete Package

Orbitz makes it stress-free to book City Island flights, and we can also help you figure out the rest of your trip just as easily. If you need great deals on hotels and car rentals following your flights to City Island, just add the details to your booking and search for the cheapest deals out there. And why waste time lining up for admission to attractions and events? With Orbitz, you can book tickets in advance and waltz straight in.

Low Price Guarantee

Booking your City Island flights with Orbitz guarantees low prices every day, all day—no matter when and where you book. You will always find the best deals available, coupled with extra great savings and discounts for all around great value.

Frequently asked questions

How much is a flight to City Island?
Prices for return flights to City Island this week ranged between $70 and $108. If you were flying one-way from Charleston (CHS), you could have snapped up ticket prices from just $35.
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.

Nearby

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.