$104 Cheap flight deals from Chicago (CHI) to Scarborough (PWM)
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Airfares from $104 One Way, $228 Round Trip from Chicago to Scarborough
Prices starting at $228 for return flights and $104 for one-way flights to Scarborough were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Scarborough economy flight packages
Portland Harbor Hotel
May 11 - May 16
Chicago (CHI) to Portland (PWM)
Reviewed on Dec 8, 2025
Boston Harbor Hotel
May 15 - May 17
Chicago (CHI) to Boston (BOS)
Reviewed on Mar 24, 2024
The Docent's Collection at 121 Middle Street
May 11 - May 16
Chicago (CHI) to Portland (PWM)
Reviewed on Mar 10, 2023
Scarborough first class flight packages
Omni Parker House
Apr 28 - Apr 30
Chicago (ORD) to Boston (BOS)
Reviewed on Mar 4, 2026
Boston Harbor Hotel
Apr 28 - Apr 30
Chicago (ORD) to Boston (BOS)
Reviewed on Mar 24, 2024
Club Quarters Hotel Faneuil Hall, Boston
Apr 28 - Apr 30
Chicago (ORD) to Boston (BOS)
Reviewed on Nov 11, 2025
More About Flying To Scarborough from Chicago
Route Information for Flights from Chicago to Scarborough
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | PWM |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Scarborough
Orbitz assures that you will receive cheap air fares on flights from Chicago to Scarborough and special deals that give you guaranteed low prices on hotels, cruises, car rentals, and anything else you need on your trip.
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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.