Cheap flight deals from Chicago (CHI) to Pawling (SWF)
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Pawling economy flight packages
Hotel Riu Plaza Manhattan Times Square
Nov 20 - Nov 24
Chicago (CHI) to New York (JFK)
New York (JFK) to Chicago (CHI)
Reviewed on Jun 28, 2025
1 Hotel Brooklyn Bridge
Oct 30 - Nov 1
Chicago (ORD) to New York (JFK)
Reviewed on Feb 21, 2023
The Fifty Sonesta Hotel New York
Nov 13 - Nov 19
Chicago (CHI) to New York (JFK)
Reviewed on Jul 21, 2025
Pawling packages with premium economy flights
INNSiDE by Meliá New York Nomad
Nov 14 - Nov 17
Chicago (ORD) to New York (JFK)
New York (JFK) to Chicago (ORD)
Reviewed on May 12, 2025
Hotel Riu Plaza Manhattan Times Square
Nov 23 - Nov 26
Chicago (CHI) to New York (JFK)
Reviewed on Jun 28, 2025
Le Meridien New York, Central Park by Marriott
Nov 14 - Nov 17
Chicago (ORD) to New York (JFK)
New York (JFK) to Chicago (ORD)
Reviewed on Feb 3, 2025
Pawling first class flight packages
Staypineapple, An Artful Hotel, Midtown
Oct 31 - Nov 2
Chicago (ORD) to New York (JFK)
Reviewed on Mar 20, 2025
Hyatt Centric Times Square New York
Oct 31 - Nov 2
Chicago (ORD) to New York (JFK)
Reviewed on Jul 7, 2025
PUBLIC, an Ian Schrager hotel
Oct 31 - Nov 2
Chicago (ORD) to New York (JFK)
Reviewed on Jun 15, 2025
More About Flying To Pawling from Chicago
Route Information for Flights from Chicago to Pawling
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | SWF |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Pawling
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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.