There are 6 ways to get from Chicago to Oregon by plane, train (Amtrak), or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Chicago O'Hare International Airport to Portland International Airport
best- Fly from Chicago O'Hare International Airport (ORD) to Portland International Airport (PDX)ORD - PDX
7h$246–498Fly Chicago Midway International Airport to Portland International Airport
cheapest- Fly from Chicago Midway International Airport (MDW) to Portland International Airport (PDX)MDW - PDX
6h 46m$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$380–548Fly Chicago O'Hare International Airport to Mahlon Sweet Field Airport
- Fly from Chicago O'Hare International Airport (ORD) to Mahlon Sweet Field Airport (EUG)ORD - EUG
6h 46m$232–945Fly Chicago Midway International Airport to Mahlon Sweet Field Airport
- Fly from Chicago Midway International Airport (MDW) to Mahlon Sweet Field Airport (EUG)MDW - EUG
8h 55m$292–1,145
Chicago to Oregon by train (Amtrak)
Questions & Answers
The cheapest way to get from Chicago to Oregon is to fly which costs $240 - $500 and takes 7h.
The fastest way to get from Chicago to Oregon is to fly which takes 6h 46m 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 Oregon is 1774 miles. The road distance is 2089.2 miles.
The best way to get from Chicago to Oregon without a car is to train which takes 46h 12m and costs $210 - $1,900.
It takes approximately 7h to get from Chicago to Oregon, including transfers.
Chicago to Oregon train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Oregon is to fly which takes 7h and costs $240 - $500. Alternatively, you can train, which costs $210 - $1,900 and takes 46h 12m.
Oregon is 2h behind Chicago. It is currently 8:50 PM in Chicago and 6:50 PM in Oregon.
Chicago to Oregon train services, operated by Amtrak, arrive at Portland station.
What companies run services between Chicago, IL, USA and Oregon, 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
- 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 Chicago Midway International Airport to Mahlon Sweet Field Airport via Las Vegas
- Ave. Duration
- 7h 10m
- When
- Saturday and Sunday
- Estimated price
- $290–1,300
Flights from Chicago Midway International Airport to Mahlon Sweet Field Airport via Oakland
- Ave. Duration
- 7h 10m
- When
- Saturday
- Estimated price
- $300–1,300
Flights from Chicago Midway International Airport to Mahlon Sweet Field Airport via Denver
- Ave. Duration
- 8h 15m
- When
- Wednesday, Thursday, Saturday, and Sunday
- Estimated price
- $260–1,100
Flights from Chicago Midway International Airport to Mahlon Sweet Field Airport via San Jose
- Ave. Duration
- 10h 30m
- When
- Saturday
- Estimated price
- $300–1,300
Flights from Chicago Midway International Airport to Mahlon Sweet Field Airport via Sacramento
- Ave. Duration
- 11h 45m
- When
- Monday, Tuesday, Friday, Saturday, and Sunday
- Estimated price
- $290–1,200
- 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 Chicago O'Hare International Airport to Mahlon Sweet Field Airport
- Ave. Duration
- 4h 43m
- When
- Every day
- Estimated price
- $200–900
Flights from Chicago O'Hare International Airport to Mahlon Sweet Field Airport via Denver
- Ave. Duration
- 7h 45m
- When
- Every day
- Estimated price
- $210–900
- 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 Chicago O'Hare International Airport to Mahlon Sweet Field Airport via Portland International Airport
- Ave. Duration
- 7h 23m
- When
- Monday, Tuesday, Wednesday, Friday, Saturday, and Sunday
- Estimated price
- $210–900
Flights from Chicago O'Hare International Airport to Mahlon Sweet Field Airport via Seattle
- Ave. Duration
- 7h 50m
- When
- Every day
- Estimated price
- $220–950
- 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 Chicago O'Hare International Airport to Mahlon Sweet Field Airport via Seattle
- Ave. Duration
- 8h 57m
- When
- Every day
- Estimated price
- $220–950
- 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
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
Want to know more about travelling around United States
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More Questions & Answers
Yes, the driving distance between Chicago to Oregon is 2089 miles. It takes approximately 33h 25m to drive from Chicago to Oregon.
Book your Chicago to Oregon train tickets online with Omio.
There are 874+ hotels available in Oregon.