
$67 Cheap flight deals from Chicago (CHI) to Portland (PDX)
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 $67 One Way, $160 Round Trip from Chicago to Portland
Prices starting at $160 for return flights and $67 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

Mark Spencer Hotel
Nov 4 - Nov 9
Chicago (CHI) to Portland (PDX)
Reviewed on Aug 26, 2025

Kimpton Hotel Vintage Portland by IHG
Nov 4 - Nov 9
Chicago (CHI) to Portland (PDX)
Reviewed on Apr 11, 2025

Hyatt Centric Downtown Portland
Nov 4 - Nov 9
Chicago (CHI) to Portland (PDX)
Reviewed on Sep 5, 2025
Portland packages with premium economy flights

Hotel Grand Stark
Nov 6 - Nov 9
Chicago (ORD) to Portland (PDX)
Reviewed on May 29, 2024

Jupiter NEXT
Nov 6 - Nov 9
Chicago (ORD) to Portland (PDX)
Reviewed on Sep 17, 2024

DoubleTree by Hilton Hotel Portland
Nov 6 - Nov 9
Chicago (ORD) to Portland (PDX)
Reviewed on Aug 15, 2025
More About Flying To Portland from Chicago
Route Information for Flights from Chicago to Portland
Origin Airport IATA Code | CHI |
---|---|
Destination Airport IATA Code | PDX |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Fly 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
Trying to find discount airfare on domestic and international flights can be a time-consuming task for travelers. When searching for flights to Portland, check out Orbitz.com, which will compare the rates of several airlines at once, so you get the best deal available.
Portland Airport Information
The Port of Portland Airport provides the majority of air service to Portland. Several airlines service the airport, including Air Canada, Alaska, American, Delta, Frontier, Hawaiian, JetBlue, Sea Port, Southwest, Spirit, United, US Airways, and Virgin America. On Orbitz.com, you can search the fares of most of these airlines to ensure you receive the best discount available.
Transportation From the Airport
Getting to your hotel or destination from the airport is simple when you take a taxi, rental car, bus, or shuttle. Some hotels offer a free shuttle service if you have a room booked with them. The taxi fare from the airport to downtown Portland is around $30. Car rentals can be purchased at the same time you book your airline tickets on Orbitz.com, and it's another way to save money.
Portland Weather Information
The weather in Portland is typically very pleasant. The average high temperature during the summer is 80 degrees, and in the winter, it's in the upper 30s. Portland receives an abundant amount of precipitation, sometimes unexpected; however, it rarely falls below freezing. Having an umbrella handy is recommended.
Portland Attraction Information
Portland offers many activities and attractions for families to enjoy all year long. The Oregon Zoo, Museum of Science and Industry, and city tours are among a long list of things to do while in Portland. When you search for flights to Portland on Orbitz.com, check out the offers on the many attractions to explore.
Frequently asked questions
- Flights to Portland
- Flights from Chicago
- Chicago Airports
- Portland Airports
- Airlines Operating
- Flights To
Flights to Portland
- Los Angeles to Portland
- Phoenix to Portland
- Las Vegas to Portland
- Chicago to Portland
- Dallas to Portland
- New York to Portland
- Houston to Portland
- Toronto to Portland
- Orlando to Portland
- Detroit to Portland
- Philadelphia to Portland
- Kansas City to Portland
- New Orleans to Portland
- Rome to Portland
- Bangkok to Portland
- Amsterdam to Portland
- Eureka to Portland
- London to Portland
- Moscow to Portland
- Bucharest to Portland
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
Portland Airports
- Flights to Pasco
- Flights to Redmond
- Flights to Yakima
- Flights to Bellevue
- Flights to Grants Pass
- Flights to Oregon City
- Flights to SeaTac
- Flights to Portland
- Flights to Seattle
- Flights to Medford
- Flights to Eugene
- Flights to Bellingham
- Flights to Spokane
- Flights to Salem
- Flights to Tacoma
- Flights to Tri Cities
- Flights to Bend
- Flights to Klamath Falls
- Flights to Everett
- Flights to Olympia
- Flights to Walla Walla
Top Trending
- Cheap Los Angeles to Cabo San Lucas flights
- Cheap New York to Orlando flights
- Cheap Toronto to Orlando flights
- Cheap Toronto to Miami flights
- Cheap Los Angeles to New York flights
- Cheap Chicago to Las Vegas flights
- Cheap New York to Los Angeles flights
- Cheap Atlanta to Las Vegas flights
- Cheap Orlando to Miami flights
- Cheap New York to Las Vegas flights
- Cheap Seattle to Las Vegas flights
- Cheap Boston to Orlando flights
- Cheap Chicago to Phoenix flights
- Cheap Vancouver to Las Vegas flights
- Cheap Portland to Las Vegas flights
- Cheap Toronto to Las Vegas flights
- Cheap Houston to Las Vegas flights
- Cheap Denver to Las Vegas flights
- Cheap New York to Miami flights
- Cheap Los Angeles to Las Vegas flights
- Cheap Minneapolis - St. Paul to Las Vegas flights
- Cheap Toronto to Los Angeles flights
- Cheap Chicago to New York flights
- Cheap New York to Atlanta flights
- Cheap Atlanta to New York flights
- Cheap Atlanta to Miami flights
- Cheap New York to London flights
- Cheap Toronto to New York flights
- Cheap Dallas to Las Vegas flights
- Cheap Detroit to Las Vegas flights
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.