Cheap flight deals from Chicago (CHI) to Pawling (SWF)
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Pawling economy flight packages
NobleDEN Hotel
Oct 11 - Oct 15
Chicago (CHI) to New York (JFK)
New York (JFK) to Chicago (CHI)
Reviewed on Aug 16, 2026
Hotel Riu Plaza New York Times Square
Sep 16 - Sep 19
Chicago (CHI) to New York (JFK)
New York (JFK) to Chicago (CHI)
Pawling packages with premium economy flights
Courtyard by Marriott New York Manhattan/Times Square
Oct 2 - Oct 5
Chicago (ORD) to New York (JFK)
Reviewed on Aug 14, 2026
Pawling first class flight packages
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
For the best available deals on flights from Chicago to Pawling, look no further than Orbitz. Offering the perfect packages with cutting-edge mobile tools, Orbitz is your ideal destination.
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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.