$28 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 $28 One Way, $56 Round Trip from Chicago to Shelter Island
Prices starting at $56 for return flights and $28 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
Night Hotel Broadway
May 8 - May 11
Chicago (CHI) to Newark Liberty Intl. Airport (EWR)
Newark Liberty Intl. Airport (EWR) to Chicago (CHI)
Reviewed on Nov 28, 2025
Holiday Inn Express New York City Times Square by IHG
Apr 30 - May 4
Chicago (CHI) to Newark Liberty Intl. Airport (EWR)
Reviewed on Jan 7, 2026
1 Hotel Brooklyn Bridge
May 15 - May 18
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Reviewed on Feb 21, 2023
Shelter Island packages with premium economy flights
Comfort Inn JFK Airport
Apr 30 - May 2
Chicago (ORD) to New York (JFK)
Reviewed on Jan 23, 2026
The Inn At Fox Hollow Hotel
Apr 30 - May 2
Chicago (ORD) to New York (JFK)
Reviewed on Jan 21, 2025
Hilton Garden Inn Long Island City New York
Apr 30 - May 2
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
Reviewed on Aug 29, 2025
Shelter Island first class flight packages
Hotel St. James
May 7 - May 10
Chicago (CHI) to Newark Liberty Intl. Airport (EWR)
Reviewed on Mar 28, 2026
1 Hotel Brooklyn Bridge
May 15 - May 17
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
Reviewed on Feb 21, 2023
The St. Regis New York
May 7 - May 10
Chicago (CHI) to Newark Liberty Intl. Airport (EWR)
Reviewed on May 27, 2024
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 | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Shelter Island
Trip-Planning Made Easy
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Discount Chicago to Shelter Island Flights
Orbitz’s low price guarantee means you get the best fares around. Find the lowest prices for international and domestic tickets and for flights from Chicago to Shelter Island when you use Orbitz. It’s easy to add activities to your booking, so you can take advantage of all that Shelter Island has to offer.
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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.