There are 5 ways to get from Chicago to Portland by plane, train (Amtrak), car, or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly from Chicago O'Hare International Airport
best- Fly from Chicago O'Hare International Airport (ORD) to Portland International Airport (PDX)ORD - PDX
6h 54m$246–498Fly from Chicago Midway International Airport
cheapest- Fly from Chicago Midway International Airport (MDW) to Portland International Airport (PDX)MDW - PDX
6h 40m$206–908Train (Amtrak)
- Take the train from Chicago Union Station to PortlandEmpire Builder
46h 12m$210–1,900Drive 2,077 mi
- Drive from Chicago to Portland2,077 mi
33h 25m$380–548Train to General Mitchell International Airport, fly
- Take the train from Chicago Union Station to Milwaukee
- Fly from General Mitchell International Airport (MKE) to Portland International Airport (PDX)MKE - PDX
9h 51m$318–1,424
Chicago to Portland by train (Amtrak)
Questions & Answers
The cheapest way to get from Chicago to Portland is to fly which costs $240 - $500 and takes 6h 54m.
The fastest way to get from Chicago to Portland is to fly which takes 6h 40m and costs $200 - $950.
Yes, there is a direct train departing from Chicago Union Station station and arriving at Portland. Services depart twice daily, and operate every day. The journey takes approximately 46h 12m.
The distance between Chicago and Portland is 1773 miles. The road distance is 2089.2 miles.
The best way to get from Chicago to Portland without a car is to train which takes 46h 12m and costs $210 - $1,900.
It takes approximately 6h 54m to get from Chicago to Portland, including transfers.
Chicago to Portland train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Portland is to fly which takes 6h 54m and costs $240 - $500. Alternatively, you can train, which costs $210 - $1,900 and takes 46h 12m.
Portland is 2h behind Chicago. It is currently 10:08 PM in Chicago and 8:08 PM in Portland.
Chicago to Portland train services, operated by Amtrak, arrive at Portland station.
What companies run services between Chicago, IL, USA and Portland, OR, USA?
American Airlines, Alaska Airlines, Inc., and two other airlines fly from Chicago O'Hare International Airport (ORD) to Portland International Airport (PDX) every 4 hours. Alternatively, Amtrak operates a train from Chicago Union Station to Portland twice daily. Tickets cost $210–1,900 and the journey takes 46h 12m.
- Website
- united.com
Flights from Chicago O'Hare International Airport to Portland International Airport
- Ave. Duration
- 4h 44m
- When
- Every day
- Estimated price
- $160–700
Flights from General Mitchell International Airport to Portland International Airport via Denver
- Ave. Duration
- 7h 1m
- When
- Every day
- Estimated price
- $310–1,300
Flights from General Mitchell International Airport to Portland International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 7h 46m
- When
- Every day
- Estimated price
- $300–1,300
- Website
- southwest.com
Flights from Chicago Midway International Airport to Portland International Airport
- Ave. Duration
- 4h 30m
- When
- Every day
- Estimated price
- $200–900
Flights from Chicago Midway International Airport to Portland International Airport via Kansas City
- Ave. Duration
- 9h
- When
- Saturday
- Estimated price
- $210–900
Flights from General Mitchell International Airport to Portland International Airport via Denver
- Ave. Duration
- 6h 38m
- When
- Every day
- Estimated price
- $310–1,300
- Website
- alaskaair.com
Flights from Chicago O'Hare International Airport to Portland International Airport
- Ave. Duration
- 4h 44m
- When
- Every day
- Estimated price
- $160–700
Flights from General Mitchell International Airport to Portland International Airport via Seattle
- Ave. Duration
- 7h 26m
- When
- Every day
- Estimated price
- $300–1,300
Flights from General Mitchell International Airport to Portland International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 7h 25m
- When
- Saturday
- Estimated price
- $300–1,300
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Portland International Airport via Minneapolis
- Ave. Duration
- 6h 31m
- When
- Every day
- Estimated price
- $160–750
Flights from General Mitchell International Airport to Portland International Airport via Minneapolis
- Ave. Duration
- 6h 35m
- When
- Every day
- Estimated price
- $290–1,300
Flights from General Mitchell International Airport to Portland International Airport via Salt Lake City
- Ave. Duration
- 7h 24m
- When
- Every day
- Estimated price
- $300–1,300
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Portland International Airport
- Ave. Duration
- 4h 28m
- When
- Every day
- Estimated price
- $160–700
Flights from General Mitchell International Airport to Portland International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 8h 27m
- When
- Every day
- Estimated price
- $300–1,300
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Portland
- Ave. Duration
- 46h 12m
- Frequency
- Twice daily
- Estimated price
- $210–1,900
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $22–45
- Website
- https://www.amtrak.com/home.html
Want to know more about travelling around United States
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More Questions & Answers
Yes, the driving distance between Chicago to Portland is 2089 miles. It takes approximately 33h 25m to drive from Chicago to Portland.
Book your Chicago to Portland train tickets online with Omio.
There are 888+ hotels available in Portland.