Cheap Flight Deals From Chicago (CHI) to Portland (PWM) Starting at $79

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 $79 One Way, $166 Round Trip from Chicago to Portland

Prices starting at $166 for return flights and $79 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

The Kennebunk Inn
Hampton Inn Portland Airport
121 MIDDLE an urban inn
Don't see what you're looking for?
See all available trips from Chicago to Portland
View all trips

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 897 mi
Direct Flight Airlines Air New Zealand, United Airlines
Earliest Flight Arrival 7:45PM UTC
Latest Flight Arrival 2:35AM UTC
May 5, 2018

No. Just very happy

A verified traveler
Chicago to Portland · United

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

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.