
Cheap flight deals from Portland (PWM) to Pawling (SWF)
Earn rewards on top of your airline miles with Orbitz Rewards
Many airlines offer flexible change policies
Sign up to receive text alerts about your trip
Pawling economy flight packages

INNSiDE by Meliá New York Nomad
Jul 16 - Jul 19
Portland (PWM) to New York (JFK)
Reviewed on Dec 25, 2025

New York Marriott Marquis
Jul 16 - Jul 19
Portland (PWM) to Newark Liberty Intl. Airport (EWR)
Reviewed on May 24, 2026

Hotel Riu Plaza Manhattan Times Square
Jul 16 - Jul 19
Portland (PWM) to New York (JFK)
Reviewed on May 12, 2026
More About Flying To Pawling from Portland
Route Information for Flights from Portland to Pawling
Origin Airport IATA Code | PWM |
|---|---|
Destination Airport IATA Code | SWF |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Portland to Pawling
If you are looking to find the best deals on Portland to Pawling flights, look no further than Orbitz. Orbitz offers guaranteed low prices as well as cutting-edge mobile tools to help you book cheap flights from Portland to Pawling.
Mobile Apps Make Life Easier
Our mobile apps for Android and iPhone phones as well as tablets and iPads let you find the cheapest flights from Portland to Pawling—whether you are at home or running errands. Use the apps to also keep track of delays to your Portland to Pawling flights and baggage claim information.
Get Miles for Your Flights From Portland to Pawling
It’s easy to earn points or miles for your frequent flyer or airline loyalty program on qualifying Portland to Pawling flights with Orbitz. You can add your frequent flyer number to your online flight booking, and even store your numbers in your Orbitz account profile so they automatically get added the next time you book a flight.
Stay Informed While You Travel
Orbitz keeps you updated on information that’s relevant to your flights from Portland to Pawling. We can send you and six of your personal contacts free travel alerts via SMS text, voicemail, or email, so you instantly know about flight delays or changes.
Keep More Money in Your Pocket With Discount Flights
Orbitz looks for the best deals on Portland to Pawling flights for you. Mix and match airlines for your departing and return flights to fit your travel schedule and budget.
More Destinations
- Flights from Atlanta to Poughkeepsie
- Flights from New York to Poughkeepsie
- Flights from Orlando to Poughkeepsie
- Flights from Portland to Poughkeepsie
- Flights from Raleigh to Poughkeepsie
- Flights from Washington to Poughkeepsie
- Flights from Buffalo to Poughkeepsie
- Flights from Tampa to Poughkeepsie
- Flights from Wilmington to Newburgh
- Flights from Baltimore to Newburgh
- Flights from Cincinnati to Newburgh
- Flights from Cleveland to Newburgh
- Flights from Columbus to Newburgh
- Flights from Dallas to Newburgh
- Flights from Indianapolis to Newburgh
- Flights from Kansas City to Newburgh
- Flights from Memphis to Newburgh
- Flights from Minneapolis - St. Paul to Newburgh
- Flights from New Orleans to Newburgh
- Flights from New York to Newburgh
- Flights from Phoenix to Newburgh
- Flights from Portland to Newburgh
- Flights from Salt Lake City to Newburgh
- Flights from San Antonio to Newburgh
- Flights from San Francisco to Newburgh
- Flights from Seattle to Newburgh
- Flights from St. Louis to Newburgh
- Flights from Hartford to Newburgh
- Flights from Providence to Newburgh
- Flights from Sacramento to Newburgh
- Flights from Melbourne to Newburgh
- Flights from Omaha to Newburgh
- Flights from Richmond to Newburgh
- Flights from Oakland to Newburgh
- Flights from Nassau to Newburgh
- Flights from Tulsa to Newburgh
- Flights from Milwaukee to Newburgh
- Flights from Norfolk - Virginia Beach to Newburgh
- Flights from Greensboro to Newburgh
- Flights from Knoxville to Newburgh
- Flights from Birmingham to Newburgh
- Flights from Colorado Springs to Newburgh
- Flights from Lexington to Newburgh
- Flights from Grand Rapids to Newburgh
- Flights from Lansing to Newburgh
- Flights from San José to Newburgh
- Flights from Savannah to Newburgh
- Flights from Asheville to Newburgh
- Flights from Greenville - Spartanburg to Newburgh
- Flights from Fayetteville to Newburgh
- Flights from Tallahassee to Newburgh
- Flights from Columbia to Newburgh
- Flights from Palm Beach to Newburgh
- Flights from Erie to Rhinebeck
- Flights from Charlotte to Rhinebeck
- Flights from Chicago to Rhinebeck
- Flights from Columbus to Rhinebeck
- Flights from Dallas to Rhinebeck
- Flights from Denver to Rhinebeck
- Flights from Miami to Rhinebeck
- Flights from Minneapolis - St. Paul to Rhinebeck
- Flights from Montreal to Rhinebeck
- Flights from Phoenix to Rhinebeck
- Flights from Raleigh to Rhinebeck
- Flights from Salt Lake City to Rhinebeck
- Flights from Seattle to Rhinebeck
- Flights from Toronto to Rhinebeck
- Flights from Missoula to Rhinebeck
- Flights from Myrtle Beach to Rhinebeck
- Flights from Fort Lauderdale to Rhinebeck
- Flights from Daytona Beach to Rhinebeck
- Flights from Milwaukee to Rhinebeck
- Flights from Madison to Rhinebeck
- Flights from Fort Myers to Rhinebeck
- Flights from Tampa to Rhinebeck
- Flights from San José to Rhinebeck
- Flights from Asheville to Rhinebeck
- Flights from Wichita to Rhinebeck
- Flights from Wilmington to Fishkill
- Flights from Houston to Fishkill
- Flights from Indianapolis to Fishkill
- Flights from Las Vegas to Fishkill
- Flights from New York to Fishkill
- Flights from Orlando to Fishkill
- Flights from Raleigh to Fishkill
- Flights from Fort Lauderdale to Fishkill
- Flights from Richmond to Fishkill
- Flights from Milwaukee to Fishkill
- Flights from Tampa to Fishkill
- Flights from Jacksonville to Fishkill
- Flights from Portsmouth to Fishkill
- Flights from Atlanta to Millbrook
- Flights from Baltimore to Millbrook
- Flights from Charlotte to Millbrook
- Flights from Cleveland to Millbrook
- Flights from Denver to Millbrook
- Flights from Miami to Millbrook
- Flights from San Francisco to Millbrook
- Flights from Pittsburgh to Millbrook
- Flights from Atlanta to New York
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.