Portland to Chicago Flight Tickets
Compare the best flight deals from Portland to Chicago
About Portland - Chicago Flights
Find the best prices for flights between Portland (United States) and Chicago (United States) on Tripuck. We compare prices from hundreds of airlines to offer you the best options.
Portland has 1 airports, while Chicago has 6 airports. Compare flights between all airports to find the best deal.
Cheapest Months for Portland - Chicago Flights
Popular Portland - Chicago Flights
Airlines on Portland - Chicago Route
Portland Airports
Chicago Airports
Alternative Routes
Portland - Chicago Flight Summary
Cheaper tickets are usually available on weekdays and with early bookings.
Portland and Chicago - Airport Transportation
Portland International Airport (PDX)
How to Get to the Airport
Metro/Train: You can reach the airport in about 40 minutes by taking the MAX Light Rail Red Line from Pioneer Square or other MAX stations in the city center. Services run every 15 minutes and operate between 04:50-00:30 on weekdays and 05:00-00:30 on weekends.
Bus: You can reach the airport from around SW 5th Ave with the TriMet line 5 bus. The journey takes approximately 45-50 minutes. Buses depart every 30 minutes and generally operate between 05:00-00:00.
Taxi: You can call a taxi from street stands or in front of hotels in downtown Portland to reach the airport. The journey time varies between 25-40 minutes depending on traffic, and taxis operate 24/7.
Uber/Lyft: You can call a vehicle via the Uber or Lyft app from the city center to reach the airport. The journey takes 25-40 minutes depending on traffic, and the service is always available.
Car Rental: It is also possible to go from the city center to the airport with a car rental service. You can reach the vehicle return points on the ground floor of the terminal with your rented car.
O'Hare International Airport (ORD)
From Airport to City Center
Metro/Train: The CTA Blue Line Train is the most convenient option for transportation from O'Hare International Airport to downtown Chicago. The airport station is directly connected to Terminals 1, 2, and 3. Access from Terminal 5 is possible via a free shuttle train. The journey takes approximately 40-45 minutes. Services operate 24 hours a day, with trains running every 5-10 minutes during peak hours.
Bus (CTA and Private Shuttles): Buses connecting O'Hare Terminals 1, 2, 3, and 5 operate routes to downtown. The journey time varies between 45-60 minutes depending on traffic conditions. Services run every 15-30 minutes and generally operate from 5:00 AM to 11:45 PM.
Taxi: Official taxi stands at O'Hare are located at each terminal exit and provide direct transportation to downtown. The journey time varies between 30-60 minutes depending on traffic. Taxi services are available 24 hours a day.
Airport App-Based Rides (Uber/Lyft): Apps like Uber and Lyft operate in designated pickup areas at O'Hare. Journey time and cost can vary based on traffic and demand.
Car Rental: Various car rental companies are available at the airport. Car rental options can be arranged at offices located at terminal exits or at rental centers accessible via shuttle services.