
$25 Cheap flight deals from Chicago (CHI) to Shelter Island (LGA)
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This Weekend's Flight Deals from Chicago to Shelter 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, $49 Round Trip from Chicago to Shelter Island
Prices starting at $49 for return flights and $25 for one-way flights to Shelter 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.
Shelter Island economy flight packages

Holiday Inn Express New York City Times Square by IHG
Nov 12 - Nov 18
Chicago (CHI) to New York (JFK)
Reviewed on Aug 27, 2025

1 Hotel Brooklyn Bridge
Nov 6 - Nov 8
Chicago (CHI) to New York (JFK)
Reviewed on Feb 21, 2023

Distrikt Hotel New York City, Tapestry Collection by Hilton
Oct 28 - Nov 4
Chicago (CHI) to New York (JFK)
Reviewed on Jun 17, 2025
Shelter Island packages with premium economy flights

Hotel 1080 Brooklyn
Oct 31 - Nov 2
Chicago (CHI) to New York (JFK)
Reviewed on May 28, 2025

1 Hotel Brooklyn Bridge
Nov 8 - Nov 10
Chicago (ORD) to New York (JFK)
Reviewed on Feb 21, 2023

Hyatt Centric Times Square New York
Nov 8 - Nov 10
Chicago (ORD) to New York (JFK)
Reviewed on Jul 7, 2025
More About Flying To Shelter Island from Chicago
Route Information for Flights from Chicago to Shelter Island
Origin Airport IATA Code | CHI |
---|---|
Destination Airport IATA Code | LGA |
Distance | 737 mi |
Direct Flight Airlines | Delta Air Lines, Gol, El Al, SAS, Iberia, Korean Air, WestJet, Singapore Airlines, Gulf Air, American Airlines, Qatar Airways, KLM, Air Europa, Air France, Kenya Airways, China Airlines, Alaska Airlines, Royal Air Maroc, Etihad Airways, JetBlue, LATAM Airlines, Finnair, TAP Air Portugal, Virgin Atlantic, British Airways |
Earliest Flight Arrival | 1:59PM UTC |
Latest Flight Arrival | 2:08AM UTC |
Chicago to Shelter Island
Great Deals on Flights From Chicago to Shelter Island
Spend more of your time and money at Shelter Island instead of sitting at your computer, searching for discount Chicago to Shelter Island flights. This is why Orbitz makes it easy for you to check out destinations, plan your trip, and book your air fare, hotel, car rental, and more in just one place. Our low price guarantee means that you get great deals on flights from Chicago to Shelter Island.
Flights That Fit Your Budget
Traveling on a budget? Not to worry if you are using Orbitz. We monitor thousands of fares to make sure we show you the best air ticket prices available for your travel dates. Besides amazing prices on Chicago to Shelter Island flights, we offer you great deals on hotels, vacation packages, and last-minute getaways for the perfect trip.
Orbitz customers can receive credit for frequent flyer miles and points. Simply provide your frequent flyer details when you book qualifying Chicago to Shelter Island flights with Orbitz.
Search for Flights from Chicago to Shelter Island on the Go
Orbitz offers free mobile apps for iPad, iPhone, and Android-based devices, so even the busiest trip-planner can research and book flights from Chicago to Shelter Island. Find cheap Chicago to Shelter Island flights, research local festivities and attractions, and book reservations while sitting in the salon. Orbitz will also update you on flight delays with free alerts sent to your mobile phone or email address, so you’re never left in the dark.
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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.