$102 Cheap flight deals from Chicago (CHI) to Scarborough (PWM)
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
This Weekend's Flight Deals from Chicago to Scarborough
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 $102 One Way, $209 Round Trip from Chicago to Scarborough
Prices starting at $209 for return flights and $102 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
The Revolution Hotel
Dec 22 - Dec 28
Chicago (MDW) to Boston (BOS)
Reviewed on Oct 30, 2025
Club Quarters Hotel Faneuil Hall, Boston
Dec 22 - Dec 28
Chicago (MDW) to Boston (BOS)
Reviewed on Oct 13, 2025
Revere Hotel Boston Common
Dec 22 - Dec 28
Chicago (MDW) to Boston (BOS)
Reviewed on Jul 1, 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 On-the-Go is your one-stop shop for discount vacation air travel. Our cutting-edge mobile tools leave you time to pack for the trip. Shop our sales on domestic flights from Chicago to Scarborough.
Best Bargains Anywhere
Cheap vacations start at Orbitz On-the-Go. Find the best deals on international flights from Chicago to Scarborough.
Complete Travel Planning
Your phone becomes a full-service vacation travel agency with Orbitz mobile phone apps. From reservations to arrivals, every detail is in the palm of your hand. Book budget flights from Chicago to Scarborough; add a car and hotel, share your itinerary and keep up with changes. Orbitz apps cover all the bases for you.
Totally Stress-Free
Free Alerts from Orbitz On-the-Go keep your vacation free from worry. Free Alerts updates you the moment any changes occur. You’ll always have the most current flight, gate and baggage claim details. So sit back and enjoy your low fare on Chicago to Scarborough flights.
More Miles Faster = Maximum Value
Orbitz On-the-Go securely stores your frequent flier and loyalty program information. Watch your miles add up when you book discount Chicago to Scarborough flights with Orbitz. Make your vacation mileage-friendly with low cost air tickets on Chicago to Scarborough flights. Orbitz is your destination for vacation value.
Flights from Chicago
- Chicago to Orlando
- Chicago to Houston
- Chicago to New York
- Chicago to Phoenix
- Chicago to Dallas
- Chicago to Los Angeles
- Chicago to London
- Chicago to New Orleans
- Chicago to Washington
- Chicago to Rome
- Chicago to Paris
- Chicago to Toronto
- Chicago to San Francisco
- Chicago to Cleveland
- Chicago to Detroit
- Chicago to Montreal
- Chicago to Sacramento
- Chicago to Kansas City
- Chicago to Hartford
- Chicago to Atlantic City
More Destinations
- Flights from Los Angeles to Falmouth
- Flights from Missoula to Falmouth
- Flights from Austin to Kennebunkport
- Flights from Las Vegas to Kennebunkport
- Flights from Nashville to Kennebunkport
- Flights from Salt Lake City to Kennebunkport
- Flights from Montego Bay to Kennebunkport
- Flights from Palm Springs to Kennebunkport
- Flights from St. George to Kennebunkport
- Flights from Richmond to Kennebunkport
- Flights from Milwaukee to Kennebunkport
- Flights from Reno to Kennebunkport
- Flights from Springfield to Kennebunkport
- Flights from Tucson to Kennebunkport
- Flights from Grand Rapids to Kennebunkport
- Flights from Savannah to Kennebunkport
- Flights from Asheville to Kennebunkport
- Flights from Salisbury to Kennebunkport
- Flights from El Paso to South Portland
- Flights from Wilmington to South Portland
- Flights from Atlanta to South Portland
- Flights from Los Angeles to South Portland
- Flights from Fort Lauderdale to South Portland
- Flights from Bentonville - Fayetteville to South Portland
- Flights from Springfield to South Portland
- Flights from Rochester to South Portland
- Flights from Asheville to South Portland
- Flights from Bismarck to South Portland
- Flights from Atlanta to Old Orchard Beach
- Flights from Boston to Old Orchard Beach
- Flights from Charlotte to Old Orchard Beach
- Flights from Chicago to Old Orchard Beach
- Flights from Detroit to Old Orchard Beach
- Flights from Los Angeles to Old Orchard Beach
- Flights from Miami to Old Orchard Beach
- Flights from Minneapolis - St. Paul to Old Orchard Beach
- Flights from Nashville to Old Orchard Beach
- Flights from New York to Old Orchard Beach
- Flights from Raleigh to Old Orchard Beach
- Flights from San Francisco to Old Orchard Beach
- Flights from St. Louis to Old Orchard Beach
- Flights from Sao Paulo to Old Orchard Beach
- Flights from New Haven to Old Orchard Beach
- Flights from Sacramento to Old Orchard Beach
- Flights from Albuquerque to Old Orchard Beach
- Flights from Bellingham to Old Orchard Beach
- Flights from Akron to Old Orchard Beach
- Flights from Mobile to Old Orchard Beach
- Flights from Louisville to Old Orchard Beach
- Flights from Asheville to Old Orchard Beach
- Flights from Rapid City to Old Orchard Beach
- Flights from Columbus to Saco
- Flights from San Francisco to Saco
- Flights from Springfield to Saco
- Flights from Atlanta (ATL) to Portland (PWM)
- Flights from Appleton (ATW) to Portland (PWM)
- Flights from Boston (BOS) to Portland (PWM)
- Flights from Baltimore (BWI) to Portland (PWM)
- Flights from Dallas (DFW) to Portland (PWM)
- Flights from Newark Liberty Intl. Airport (EWR) to Portland (PWM)
- Flights from Washington (IAD) to Portland (PWM)
- Flights from New York (JFK) to Portland (PWM)
- Flights from Los Angeles (LAX) to Portland (PWM)
- Flights from New York (LGA) to Portland (PWM)
- Flights from Orlando (MCO) to Portland (PWM)
- Flights from Milwaukee (MKE) to Portland (PWM)
- Flights from Minneapolis (MSP) to Portland (PWM)
- Flights from Chicago (ORD) to Portland (PWM)
- Flights from Philadelphia (PHL) to Portland (PWM)
- Flights from Raleigh (RDU) to Portland (PWM)
- Flights from San Francisco (SFO) to Portland (PWM)
- Flights from St. Louis (STL) to Portland (PWM)
- Flights from Tampa (TPA) to Portland (PWM)
- Flights from St. Augustine (UST) to Portland (PWM)
- Flights from Charlotte to Portland
- Flights from Chicago to Portland
- Flights from Denver to Portland
- Flights from Mexico City to Portland
- Flights from New York to Portland
- Flights from Seoul to Portland
- Flights from Newark to Portland
- Flights from Flint to Cape Elizabeth
- Flights from Charlotte to Cape Elizabeth
- Flights from Denver to Cape Elizabeth
- Flights from Minneapolis - St. Paul to Cape Elizabeth
- Flights from New Orleans to Cape Elizabeth
- Flights from New York to Cape Elizabeth
- Flights from Phoenix to Cape Elizabeth
- Flights from Portland to Cape Elizabeth
- Flights from Fort Lauderdale to Cape Elizabeth
- Flights from Newark to Cape Elizabeth
- Flights from Burlington to Cape Elizabeth
- Flights from Buffalo to Cape Elizabeth
- Flights from Medford to Cape Elizabeth
- Flights from Harrisburg - Hershey to Cape Elizabeth
- Flights from Mobile to Cape Elizabeth
- Flights from Huntsville to Cape Elizabeth
- Flights from Tallahassee to Cape Elizabeth
- Flights from Charlottesville to Cape Elizabeth
- Flights from Lubbock to Cape Elizabeth
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.