There are 5 ways to get from Chicago to Oregon City 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 Midway International Airport
best- Fly from Chicago Midway International Airport (MDW) to Portland International Airport (PDX)plane MDW - PDX
7h 45m$292–1,314Fly from Chicago O'Hare International Airport
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Portland International Airport (PDX)plane ORD - PDX
8h 7m$192–864Train (Amtrak)
- Take the train from Chicago Union Station to Portlandtrain Empire Builder
47h 31m$506–1,145Drive 2,084 mi
- Drive from Chicago to Oregon Citycar 2,084 mi
33h 51m$381–550Train to South Bend, fly
- Take the train from Van Buren St. to South Bend Airporttrain
- Fly from South Bend (SBN) to Portland International Airport (PDX)plane SBN - PDX
11h 40m$332–1,523
Chicago to Oregon City by train and bus (Amtrak)
Questions & Answers
The cheapest way to get from Chicago to Oregon City is to fly which costs $190 - $900 and takes 8h 7m.
The fastest way to get from Chicago to Oregon City is to fly which takes 7h 45m and costs $290 - $1,400.
The distance between Chicago and Oregon City is 1787 miles. The road distance is 2096.2 miles.
The best way to get from Chicago to Oregon City without a car is to train which takes 47h 31m and costs $500 - $1,200.
It takes approximately 7h 45m to get from Chicago to Oregon City, including transfers.
The best way to get from Chicago to Oregon City is to fly which takes 7h 45m and costs $290 - $1,400. Alternatively, you can train, which costs $500 - $1,200 and takes 47h 31m.
Oregon City is 2h behind Chicago. It is currently 5:40 PM in Chicago and 3:40 PM in Oregon City.
Yes, the driving distance between Chicago to Oregon City is 2096 miles. It takes approximately 33h 51m to drive from Chicago to Oregon City.
There are 714+ hotels available in Oregon City.
What companies run services between Chicago, IL, USA and Oregon City, OR, USA?
Southwest Airlines and Delta fly from Chicago Midway International Airport (MDW) to Portland International Airport (PDX) 5 times a day. Alternatively, Amtrak operates a train from Chicago Union Station to Portland twice daily. Tickets cost $500–1,200 and the journey takes 46h 12m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Portland International Airport
- Ave. Duration
- 4h 27m
- When
- Every day
- Estimated price
- $280–1,300
Flights from Chicago Midway International Airport to Portland International Airport via Denver
- Ave. Duration
- 6h 57m
- When
- Every day
- Estimated price
- $290–1,400
- Website
- united.com
Flights from Chicago O'Hare International Airport to Portland International Airport
- Ave. Duration
- 4h 39m
- When
- Every day
- Estimated price
- $180–850
Flights from South Bend to Portland International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 7h 45m
- When
- Every day
- Estimated price
- $310–1,500
- Website
- delta.com
Flights from Chicago Midway International Airport to Portland International Airport via Minneapolis
- Ave. Duration
- 8h 20m
- When
- Every day
- Estimated price
- $280–1,300
Flights from South Bend to Portland International Airport via Atlanta
- Ave. Duration
- 9h 11m
- When
- Every day
- Estimated price
- $440–1,900
Flights from South Bend to Portland International Airport via Minneapolis
- Ave. Duration
- 8h 39m
- When
- Every day
- Estimated price
- $320–1,500
Flights from South Bend to Portland International Airport via Detroit
- Ave. Duration
- 10h 37m
- When
- Monday, Wednesday, Friday, and Sunday
- Estimated price
- $350–1,600
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Portland International Airport
- Ave. Duration
- 4h 31m
- When
- Every day
- Estimated price
- $180–850
Flights from South Bend to Portland International Airport via Dallas/Ft.Worth
- Ave. Duration
- 8h 23m
- When
- Every day
- Estimated price
- $400–1,700
- Website
- alaskaair.com
Flights from Chicago O'Hare International Airport to Portland International Airport
- Ave. Duration
- 4h 43m
- When
- Every day
- Estimated price
- $180–850
Flights from Chicago O'Hare International Airport to Portland International Airport via Spokane
- Ave. Duration
- 6h 14m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $180–850
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
- $500–1,200
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from Van Buren St. to South Bend Airport
- Ave. Duration
- 2h 4m
- Frequency
- Hourly
- Estimated price
- $13–15
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $13–15
Want to know more about travelling around United States
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