
$25 Cheap flight deals from Chicago (CHI) to Fire Island (NYC)
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This Weekend's Flight Deals from Chicago to Fire Island
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Airfares from $25 One Way, $56 Round Trip from Chicago to Fire Island
Prices starting at $56 for return flights and $25 for one-way flights to Fire Island were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Fire Island economy flight packages

The Inn At Fox Hollow Hotel
Mar 8 - Mar 10
Chicago (CHI) to New York (JFK)
New York (JFK) to Chicago (CHI)
Reviewed on Jan 21, 2025

1 Hotel Brooklyn Bridge
Mar 25 - Mar 30
Chicago (CHI) to New York (JFK)
Reviewed on Feb 21, 2023

Hotel St. James
Mar 6 - Mar 8
Chicago (CHI) to New York (JFK)
Reviewed on Jan 19, 2026
Fire Island packages with premium economy flights

Hotel Riu Plaza Manhattan Times Square
Mar 20 - Mar 22
Chicago (CHI) to New York (JFK)
New York (JFK) to Chicago (CHI)
Reviewed on Jan 13, 2026

Hotel Riu Plaza New York Times Square
Mar 20 - Mar 22
Chicago (CHI) to New York (JFK)
New York (JFK) to Chicago (CHI)
Reviewed on Dec 28, 2025

Walker Hotel Greenwich Village
Mar 20 - Mar 22
Chicago (CHI) to New York (JFK)
New York (JFK) to Chicago (CHI)
Reviewed on Oct 29, 2025
Fire Island first class flight packages

Hotel St. James
Mar 13 - Mar 15
Chicago (CHI) to New York (JFK)
New York (JFK) to Chicago (CHI)
Reviewed on Jan 19, 2026

Sheraton New York Times Square Hotel
Mar 13 - Mar 15
Chicago (CHI) to New York (JFK)
New York (JFK) to Chicago (CHI)
Reviewed on Jan 25, 2026

Park Lane New York
Mar 13 - Mar 15
Chicago (CHI) to New York (JFK)
New York (JFK) to Chicago (CHI)
Reviewed on Aug 24, 2025
More About Flying To Fire Island from Chicago
Route Information for Flights from Chicago to Fire Island
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | NYC |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Fire Island
The best fares for Chicago to Fire Island flights are always found on Orbitz. With superior discounts and the latest innovations in mobile access, your ideal trip starts with Orbitz.
The Easy Way to Plan Travel Cheaply
We provide access to many low-cost vacation packages and travelers can mix and match airlines when scheduling their flights for the best prices and flight times. Finding cheap tickets on flights from Chicago to Fire Island is easy when you make Orbitz your #1 travel planner.
Book Chicago to Fire Island Flights With Mobile Apps
Our iPhone and Android mobile apps can be used to compare and book flights from Chicago to Fire Island. These apps are perfect for checking the status of flights, gate and baggage claims details, car rental rates, and for receiving alerts on special savings that are exclusive to mobile users. Mobile app users can even score great rates when booking hotel rooms. You can compare hotels, virtually view photo galleries, and check out user reviews using the app, as well as find out which ones are closest to you.
Orbitz also offers free travel updates that are sent to your email or mobile phone that notifies you of booking changes, disruptions in service, or delayed flights.
Increase Your Rewards While Enjoying Super Low Rates
Boost your points or miles for your frequent flyer program on certain Chicago to Fire Island flights. Simply provide your frequent flyer information when booking flights from Chicago to Fire Island with Orbitz and get both a low fare and travel rewards. You can enter this information in your Orbitz account profile for easy remembering in future bookings.
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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.

