There are 6 ways to get from Chicago, IL to Portland by plane, bus (Greyhound, Flixbus), 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)plane ORD - PDX
7h 12m$166–808Bus
- Take the bus from Chicago Bus Station to Minneapolis Bus Stationbus
- Take the bus from Minneapolis to Dickinsonbus
- Take the bus from Dickinson to Billingsbus
- Take the bus from Billings to Spokanebus
- Take the bus from Spokane Station to Portland Curbside Bus Stopbus
45h 40m$231–737Train (Amtrak)
- Take the train from Chicago Union Station to Portlandtrain Empire Builder
46h 21m$550–1,300Drive 2,076.5 mi
- Drive from Chicago, IL to Portlandcar 2,076.5 mi
33h 43m$379–548Fly from Chicago Midway International Airport
- Fly from Chicago Midway International Airport (MDW) to Portland International Airport (PDX)plane MDW - PDX
7h 7m$246–1,208Train to General Mitchell International Airport, fly
- Take the train from Chicago Union Station to Milwaukeetrain
- Fly from General Mitchell International Airport (MKE) to Portland International Airport (PDX)plane MKE - PDX
10h 16m$367–1,664
Chicago, IL to Portland by bus
Questions & Answers
The cheapest way to get from Chicago, IL to Portland is to fly which costs $160 - $850 and takes 7h 12m.
The fastest way to get from Chicago, IL to Portland is to fly which takes 7h 7m and costs $240 - $1,300.
No, there is no direct bus from Chicago, IL station to Portland. However, there are services departing from Chicago Bus Station and arriving at Portland Curbside Bus Stop via Minneapolis, Dickinson, Billings and Spokane Station. The journey, including transfers, takes approximately 45h 40m.
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, IL and Portland is 1776 miles. The road distance is 2088.6 miles.
The best way to get from Chicago, IL to Portland without a car is to bus which takes 45h 40m and costs $230 - $750.
It takes approximately 7h 12m to get from Chicago, IL to Portland, including transfers.
Chicago, IL to Portland bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Chicago, IL to Portland train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago, IL to Portland is to fly which takes 7h 12m and costs $160 - $850. Alternatively, you can bus, which costs $230 - $750 and takes 45h 40m, you could also train, which costs $550 - $1,300 and takes 46h 21m.
What companies run services between Chicago, IL, USA and Portland, OR, USA?
American Airlines, Alaska Airlines, Inc., and United Airlines fly from Chicago O'Hare International Airport (ORD) to Portland International Airport (PDX) every 2 hours. Alternatively, you can take a bus from Chicago Bus Station to Portland Curbside Bus Stop via Minneapolis, Dickinson, Billings, and Spokane Station in around 45h 40m.
- Website
- united.com
Flights from Chicago O'Hare International Airport to Portland International Airport
- Ave. Duration
- 4h 34m
- When
- Every day
- Estimated price
- $160–800
Flights from General Mitchell International Airport to Portland International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 7h 13m
- When
- Every day
- Estimated price
- $350–1,700
Flights from General Mitchell International Airport to Portland International Airport via Denver
- Ave. Duration
- 6h 55m
- When
- Every day
- Estimated price
- $370–1,700
- Website
- southwest.com
Flights from Chicago Midway International Airport to Portland International Airport
- Ave. Duration
- 4h 25m
- When
- Every day
- Estimated price
- $240–1,200
Flights from Chicago Midway International Airport to Portland International Airport via Denver
- Ave. Duration
- 6h 51m
- When
- Every day
- Estimated price
- $260–1,200
Flights from General Mitchell International Airport to Portland International Airport via Denver
- Ave. Duration
- 7h 55m
- When
- Tuesday, Wednesday, Saturday, and Sunday
- Estimated price
- $370–1,700
Flights from General Mitchell International Airport to Portland International Airport via Chicago Midway International Airport
- Ave. Duration
- 8h 30m
- When
- Every day
- Estimated price
- $360–1,700
- Website
- alaskaair.com
Flights from Chicago O'Hare International Airport to Portland International Airport
- Ave. Duration
- 4h 41m
- When
- Every day
- Estimated price
- $160–800
Flights from Chicago O'Hare International Airport to Portland International Airport via Spokane
- Ave. Duration
- 7h 33m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $170–800
Flights from Chicago O'Hare International Airport to Portland International Airport via Bozeman
- Ave. Duration
- 6h 31m
- When
- Every day
- Estimated price
- $160–800
Flights from General Mitchell International Airport to Portland International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 6h 39m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $350–1,700
Flights from General Mitchell International Airport to Portland International Airport via Seattle
- Ave. Duration
- 7h 15m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $360–1,700
- Website
- delta.com
Flights from Chicago Midway International Airport to Portland International Airport via Minneapolis
- Ave. Duration
- 8h 20m
- When
- Every day
- Estimated price
- $240–1,200
Flights from General Mitchell International Airport to Portland International Airport via Minneapolis
- Ave. Duration
- 7h 22m
- When
- Every day
- Estimated price
- $340–1,600
Flights from General Mitchell International Airport to Portland International Airport via Salt Lake City
- Ave. Duration
- 6h 58m
- When
- Every day
- Estimated price
- $370–1,700
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Portland International Airport
- Ave. Duration
- 4h 32m
- When
- Every day
- Estimated price
- $160–800
Flights from General Mitchell International Airport to Portland International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 8h 8m
- When
- Every day
- Estimated price
- $350–1,700
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
- $550–1,300
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $21–50
- Website
- https://www.amtrak.com/home.html
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Chicago Bus Station to Minneapolis Bus Station
- Ave. Duration
- 8h 30m
- Frequency
- 3 times a day
- Estimated price
- $70–140
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Chicago Bus Station to Minneapolis Bus Station
- Ave. Duration
- 9h 20m
- Frequency
- Twice daily
- Estimated price
- $50–90
- Schedules at
- flixbus.com
Bus from Spokane Station to Portland Curbside Bus Stop
- Ave. Duration
- 9h 10m
- Frequency
- Once daily
- Estimated price
- $55–95
- Schedules at
- flixbus.com
- Phone
- +1-858-800-8898
- Website
- jeffersonlines.com
Bus from Minneapolis to Dickinson
- Ave. Duration
- 9h 50m
- Frequency
- Once daily
- Estimated price
- $45–190
- Book at
- https://www.jeffersonlines.com
Bus from Dickinson to Billings
- Ave. Duration
- 4h 55m
- Frequency
- Once daily
- Estimated price
- $29–130
- Book at
- https://www.jeffersonlines.com
Bus from Billings to Spokane
- Ave. Duration
- 9h 15m
- Frequency
- 4 times a week
- Estimated price
- $50–190
- Book at
- https://www.jeffersonlines.com
Want to know more about travelling around United States
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More Questions & Answers
Chicago, IL to Portland bus services, operated by Greyhound USA, arrive at Minneapolis Bus Station.
Portland is 1h behind Chicago, IL. It is currently 2:52 AM in Chicago, IL and 1:52 AM in Portland.
Chicago, IL to Portland train services, operated by Amtrak, arrive at Portland station.
Yes, the driving distance between Chicago, IL to Portland is 2089 miles. It takes approximately 33h 43m to drive from Chicago, IL to Portland.
Book your Chicago, IL to Portland train tickets online with Omio.
There are 807+ hotels available in Portland.










