
$35 Cheap flight deals from Chicago (CHI) to Southold (LGA)
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This Weekend's Flight Deals from Chicago to Southold
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 $35 One Way, $70 Round Trip from Chicago to Southold
Prices starting at $70 for return flights and $35 for one-way flights to Southold were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Southold economy flight packages

JW Marriott Essex House New York
May 23 - May 26
Chicago (CHI) to New York (JFK)
New York (JFK) to Chicago (CHI)
Reviewed on Mar 26, 2025


The Carlyle, A Rosewood Hotel
May 23 - May 26
Chicago (CHI) to New York (JFK)
Reviewed on Mar 2, 2025
Southold packages with premium economy flights

PUBLIC, an Ian Schrager hotel
May 19 - May 23
Chicago (CHI) to New York (JFK)
Reviewed on Mar 23, 2025

1 Hotel Central Park
May 19 - May 23
Chicago (CHI) to New York (JFK)
Reviewed on Mar 21, 2025

Southold first class flight packages

PUBLIC, an Ian Schrager hotel
May 16 - May 19
Chicago (CHI) to New York (JFK)
Reviewed on Mar 23, 2025


The Luxury Collection Hotel Manhattan Midtown
May 16 - May 19
Chicago (CHI) to New York (JFK)
Reviewed on Mar 18, 2025
More About Flying To Southold from Chicago
Route Information for Flights from Chicago to Southold
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, KLM, Qatar Airways, Air Europa, Air France, Kenya Airways, China Airlines, Alaska Airlines, Royal Air Maroc, Etihad Airways, JetBlue, LATAM Airlines, Finnair, Royal Jordanian, ITA Airways, TAP Air Portugal, Virgin Atlantic, British Airways |
Earliest Flight Arrival | 2:52PM UTC |
Latest Flight Arrival | 1:56AM UTC |
Chicago to Southold
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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.