Cheap flights To City Island (NYC) from $68

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Cheap Flights to City Island from $68 One Way, $134 Round Trip

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

Thu, Aug 14 - Sat, Aug 30
LAX
Los Angeles Intl.
EWR
Newark Liberty Intl. Airport
$134 Roundtrip, found 9 hours ago
$134
Roundtrip
found 9 hours ago
Select Spirit Airlines flight, departing Thu, Aug 14 from Los Angeles Intl. to Newark Liberty Intl. Airport, returning Sat, Aug 30, priced at $134 found 9 hours ago
Fri, Aug 15 - Sat, Aug 30
LAX
Los Angeles Intl.
EWR
Newark Liberty Intl. Airport
$135 Roundtrip, found 6 hours ago
$135
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Fri, Aug 15 from Los Angeles Intl. to Newark Liberty Intl. Airport, returning Sat, Aug 30, priced at $135 found 6 hours ago
Sat, Sep 6 - Wed, Sep 10
LAX
Los Angeles Intl.
EWR
Newark Liberty Intl. Airport
$137 Roundtrip, just found
$137
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Sep 6 from Los Angeles Intl. to Newark Liberty Intl. Airport, returning Wed, Sep 10, priced at $137 just found
Sat, Sep 6 - Wed, Sep 10
LAX
Los Angeles Intl.
EWR
Newark Liberty Intl. Airport
$146 Roundtrip, just found
$146
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Sep 6 from Los Angeles Intl. to Newark Liberty Intl. Airport, returning Wed, Sep 10, priced at $146 just found
Mon, Sep 8 - Wed, Sep 10
LAX
Los Angeles Intl.
LGA
LaGuardia
$169 Roundtrip, found 2 days ago
$169
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Mon, Sep 8 from Los Angeles Intl. to LaGuardia, returning Wed, Sep 10, priced at $169 found 2 days ago
Wed, Oct 1 - Wed, Oct 22
LAX
Los Angeles Intl.
JFK
John F. Kennedy Intl.
$172 Roundtrip, found 6 days ago
$172
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Oct 1 from Los Angeles Intl. to John F. Kennedy Intl., returning Wed, Oct 22, priced at $172 found 6 days ago
Wed, Sep 3 - Tue, Sep 9
LAX
Los Angeles Intl.
LGA
LaGuardia
$198 Roundtrip, found 11 hours ago
$198
Roundtrip
found 11 hours ago
Select Southwest Airlines flight, departing Wed, Sep 3 from Los Angeles Intl. to LaGuardia, returning Tue, Sep 9, priced at $198 found 11 hours ago
Thu, Sep 4 - Sat, Sep 6
LAX
Los Angeles Intl.
EWR
Newark Liberty Intl. Airport
$223 Roundtrip, found 7 hours ago
$223
Roundtrip
found 7 hours ago
Select United flight, departing Thu, Sep 4 from Los Angeles Intl. to Newark Liberty Intl. Airport, returning Sat, Sep 6, priced at $223 found 7 hours ago
Wed, Sep 3 - Tue, Sep 9
LAX
Los Angeles Intl.
EWR
Newark Liberty Intl. Airport
$223 Roundtrip, found 11 hours ago
$223
Roundtrip
found 11 hours ago
Select JetBlue Airways flight, departing Wed, Sep 3 from Los Angeles Intl. to Newark Liberty Intl. Airport, returning Tue, Sep 9, priced at $223 found 11 hours ago
Tue, Oct 28 - Tue, Oct 28
LAX
Los Angeles Intl.
EWR
Newark Liberty Intl. Airport
$231 Roundtrip, found 2 days ago
$231
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Tue, Oct 28 from Los Angeles Intl. to Newark Liberty Intl. Airport, returning Tue, Oct 28, priced at $231 found 2 days ago

City Island JFK Flight Information

Traveling To
City Island
Destination Airport IATA Code
NYC
Number of Airlines Serving
18
Airlines
Spirit Airlines, Southwest Airlines, Frontier Airlines, United, JetBlue Airways, Alaska Airlines
Flight Price
$134
Earliest Departing Flight
DL 5795 9:00AM EDT
Latest Departing Flight
LY 4495 Aug 11 8:58PM EDT

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.
Outsite Chelsea
2.0-star property

Outsite Chelsea

Sep 19 - Sep 22

3 night stay

Dallas (DFW) to New York (JFK)

Spirit Airlines • Coach

New York (JFK) to Dallas (DFW)

Frontier Airlines • Coach
Save 100% on your flight
per person
found 1 day ago
1 Hotel Central Park
5.0-star property

1 Hotel Central Park

Sep 10 - Sep 15

5 night stay

Los Angeles (LAX) to New York (JFK)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Night Hotel Broadway
2.5-star property

Night Hotel Broadway

Sep 12 - Sep 16

4 night stay

Dallas (DFW) to New York (JFK)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
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City Island premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel 57
4.0-star property

Hotel 57

8.2/10 Very Good! (1,227 reviews)

Sep 5 - Sep 8

3 night stay

Chicago (ORD) to New York (JFK)

Delta • Roundtrip • PremiumEconomy
per person
found 9 hours ago
The staff were amazing, the hotel itself was clean and roomy. I would definitely stay here again

Reviewed on Jul 23, 2025

Outsite Chelsea
2.0-star property

Outsite Chelsea

9.6/10 Exceptional! (8 reviews)

Sep 5 - Sep 8

3 night stay

Chicago (ORD) to New York (JFK)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
per person
found 9 hours ago
The Lexington Hotel, Autograph Collection
4.0-star property

The Lexington Hotel, Autograph Collection

8.4/10 Very Good! (1,397 reviews)

Sep 5 - Sep 8

3 night stay

Chicago (ORD) to New York (JFK)

Delta • Roundtrip • PremiumEconomy
per person
found 9 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

Don't see what you're looking for?
See all available trips from Chicago to City Island
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City Island first class flight packages

Price found within the past 48 hours. Click for updated prices.
Outsite Chelsea
2.0-star property

Outsite Chelsea

9.6/10 Exceptional! (8 reviews)

Sep 17 - Sep 23

6 night stay

Chicago (ORD) to New York (JFK)

Delta • Roundtrip • FirstClass
Save 100% on your flight
per person
found 8 hours ago
Hyatt Regency Times Square
3.5-star property

Hyatt Regency Times Square

8.2/10 Very Good! (3,260 reviews)

Sep 17 - Sep 23

6 night stay

Chicago (ORD) to New York (JFK)

Delta • Roundtrip • FirstClass
Save 100% on your flight
per person
found 8 hours ago
This hotel seems brand new but was not ready to be opened. Check in took over 1 hour, no smoke alarm in the room, and toilet was not properly installed as it did not flush half the time.

Reviewed on Jul 21, 2025

The Manhattan Club
4.0-star property

The Manhattan Club

9/10 Wonderful! (1,535 reviews)

Sep 17 - Sep 23

6 night stay

Chicago (ORD) to New York (JFK)

Delta • Roundtrip • FirstClass
Save 100% on your flight
per person
found 8 hours ago
Stayed here for 3 weeks and had a great experience. Very professional and friendly staff. Clean and comfortable for the price. Excellent location to lots of tourist attractions.

Reviewed on Aug 1, 2025

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

Get the absolute lowest prices on flights to City Island by shopping with Orbitz. Orbitz is the most efficient travel planner around, allowing you to search, compare and book discount domestic and international flights fast. With cutting-edge mobile tools and access to frequent flier rewards programs, we have everything you need for both your routine and holiday excursions.

Book Your Flight To City Island Using Your Mobile Device

New mobile app tools enable those with hand-held devices to scout out the best bargains and to secure tickets from any location. If you have an iPhone, iPad or Android device, you may take advantage of special discounts, only available to mobile device customers, when you book hotel rooms or car rentals on the same day as booking City Island flights.

Avoid Check-In Hassles When Traveling On Flights to City Island

Orbitz also provides an array of resources that can help you eliminate most check-in hassles. Detailed baggage information is continually available for City Island flights. Mobile apps can also be used to share travel itineraries with family members or business associates.

Keeping Everyone Up To Date

When you download the free Orbitz mobile phone app, you can get regular and free flight updates. These will keep you informed of important scheduling changes. Updates can even be sent to several contacts, helping to keep everyone current on anticipated arrival times and all other relevant flight details.

Orbitz makes traveling on a budget very easy to do. We provide everything you need to plan your ideal trip from start to finish. Getting there and back again is a snap when you book your City Island flight using Orbitz.

Frequently asked questions

How much is a flight to City Island?
Prices for return flights to City Island this week ranged between $134 and $231. If you were flying one-way from Los Angeles (LAX), you could have snapped up ticket prices from just $68.
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.

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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.