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
Best month to fly
June 2026 - 6,532 ₺
June 2026
6,532 ₺
Direct
Cheapest| Ay | Flight Type | Price |
|---|---|---|
| June 2026Cheapest | Direct | 6,532 ₺ |
Prices may change. Based on recent searches.
Popular Portland - Chicago Flights
Portland - Chicago
Airlines on Portland - Chicago Route
| Havayolu | Uçuş Tipi | Fiyat |
|---|---|---|
 American Airlines | Direct | 6,532 ₺ |
Portland Airports
Chicago Airports
Alternative Routes
Alternative Routes from Portland
Portland - Chicago Flight Summary
Cheaper tickets are usually available on weekdays and with early bookings.
Portland and Chicago - Airport Transportation
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.