$123 Cheap flight deals from Chicago (CHI) to Harpswell (PWM)
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This Weekend's Flight Deals from Chicago to Harpswell
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 $123 One Way, $240 Round Trip from Chicago to Harpswell
Prices starting at $240 for return flights and $123 for one-way flights to Harpswell were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Harpswell economy flight packages
Blind Tiger Portland - Danforth Street.
Nov 25 - Nov 29
Chicago (CHI) to Portland (PWM)
Portland (PWM) to Chicago (CHI)
Reviewed on Oct 11, 2026
The Docent's Collection at 121 Middle Street
Nov 25 - Nov 29
Chicago (CHI) to Portland (PWM)
Portland (PWM) to Chicago (CHI)
Reviewed on Oct 11, 2026
More About Flying To Harpswell from Chicago
Route Information for Flights from Chicago to Harpswell
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | PWM |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Harpswell
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Keep More Money in Your Pocket With Discount Flights
Orbitz looks for the best deals on Chicago to Harpswell flights for you. Mix and match airlines for your departing and return flights to fit your travel schedule and budget.
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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.