
$102 Cheap flight deals from Chicago (CHI) to Portland (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 Portland
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, $183 Round Trip from Chicago to Portland
Prices starting at $183 for return flights and $102 for one-way flights to Portland were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Portland economy flight packages

USA Inn
Jun 5 - Jun 8
Chicago (ORD) to Portland (PWM)
Portland (PWM) to Chicago (ORD)
Reviewed on Oct 2, 2022

River View Resort
Jun 5 - Jun 8
Chicago (ORD) to Portland (PWM)
Portland (PWM) to Chicago (ORD)
Reviewed on Oct 18, 2022

Comfort Inn & Suites Scarborough - Portland
Jun 5 - Jun 8
Chicago (ORD) to Portland (PWM)
Portland (PWM) to Chicago (ORD)
Reviewed on Sep 23, 2024
More About Flying To Portland from Chicago
Route Information for Flights from Chicago to Portland
Origin Airport IATA Code | CHI |
---|---|
Destination Airport IATA Code | PWM |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Flights from Chicago to Portland
Airports in Chicago
The city of Chicago is primarily served by two international airports. Travelers looking for low-fare flights from Chicago can use Orbitz.com to find flights from both O'Hare and Midway. O'Hare International Airport is located approximately 17 miles northwest of downtown Chicago. Midway International Airport is located on the city's southwest side, approximately eight miles from Chicago's Loop. O'Hare serves as a hub for American Airlines and United Airlines, and Midway is a hub for Southwest Airlines.
Chicago Airport Parking
Daily, hourly, and valet parking are available at O'Hare. Rates vary from $2.00 to $10.00 per hour. An economy parking lot is also available at a rate of $2.00 per hour. Similar parking options and rates apply at Midway.
Chicago Airport Transportation
There are numerous transportation options for getting to and from both O'Hare and Midway. O'Hare can be accessed via regional trains, buses, and local mass transit lines. The CTA Blue Line offers a fast and convenient transportation option to and from this airport. Midway is served by the CTA Orange Line. Car rental services are available at both airports, and travelers can quickly book car rental services at either airport using Orbitz.com.
Chicago Airport Restaurants
Both O'Hare and Midway offer a variety of restaurant options for travelers. Restaurants located in both airports include Starbuck's Coffee, Chicago Style Hot Dogs, McDonald's, Auntie Anne's, Chili's, Cinnabon, and Dunkin Donuts, making it easy for visitors to grab a quick breakfast, snack, or meal. By using Orbitz.com, travelers can quickly and easily find low-fare flights from Chicago.
Vacation in Portland
Whether you are on a business trip or taking a vacation to "The City of Roses," Orbitz.com can help you find cheap flights to Portland by comparing most of the airlines that provide service to the airport. For those on a budget, this is a great way to compare and save money when traveling by air.
Portland Airport
The Portland International Airport provides air service to the Portland area. Airlines providing service to Portland include Southwest, Delta, Alaska, American, Jet Blue, Frontier, Hawaiian, Air Canada, Sea Port, United, Spirit, US Airways, and Virgin America. The airport is located about nine miles from downtown Portland.
Transportation From the Airport
Transportation from the airport is provided by taxis, shuttle buses, hotel vans, and car rentals. Most of these services can be prearranged at Orbitz.com when you're booking your flight. The cost of a taxi from the airport to downtown is about $32, and you can expect to find even lower fares to nearby hotels.
Portland Weather
The average high temperature in Portland is 80 degrees in the summer and 48 degrees in the winter. Portland is known for receiving abundant rainfall, so having an umbrella handy is always a good idea.
Portland Attractions
Portland offers a wide variety of activities for individuals and families, including museums, parks, breweries, and plenty of rainy day activities. Orbitz.com offers several ideas on activities to do in Portland, while providing the best discounts available, all at the same time you are searching for cheap flights to Portland. Everyone will find Orbitz.com to be a great tool for locating discounts and staying within your budget.
Frequently asked questions
Flights from Chicago
- Chicago to New York
- Chicago to Orlando
- Chicago to Houston
- Chicago to Phoenix
- Chicago to Los Angeles
- Chicago to London
- Chicago to Dallas
- Chicago to Washington
- Chicago to Toronto
- Chicago to Paris
- Chicago to New Orleans
- Chicago to Rome
- Chicago to San Francisco
- Chicago to Cleveland
- Chicago to Detroit
- Chicago to Montreal
- Chicago to Kansas City
- Chicago to Sacramento
- Chicago to Hartford
- Chicago to Atlantic City
Portland Airports
Top Trending
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.