Next departures for Chicago to Portland on November 20
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Bus
Chicago 95Th & Dan Ryan
Portland Curbside Bus Stop
CheapestFastest
Bus
537-517 W. Jackson Blvd
Portland Curbside Bus Stop
No tags
Next departures for Chicago to Portland on November 21
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Bus
Chicago 95Th & Dan Ryan
Portland Curbside Bus Stop
CheapestFastest
Bus
537-517 W. Jackson Blvd
Portland Curbside Bus Stop
No tags
Next departures for Chicago to Portland on November 22
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Bus
Chicago 95Th & Dan Ryan
Portland Curbside Bus Stop
CheapestFastest
Bus
537-517 W. Jackson Blvd
Portland Curbside Bus Stop
No tags
Next departures for Chicago to Portland on November 23
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Bus
Chicago 95Th & Dan Ryan
Portland Curbside Bus Stop
CheapestFastest
Bus
537-517 W. Jackson Blvd
Portland Curbside Bus Stop
No tags
Next departures for Chicago to Portland on November 24
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Bus
Chicago 95Th & Dan Ryan
Portland Curbside Bus Stop
CheapestFastest
Bus
537-517 W. Jackson Blvd
Portland Curbside Bus Stop
No tags
Next departures for Chicago to Portland on November 25
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Bus
Chicago 95Th & Dan Ryan
Portland Curbside Bus Stop
CheapestFastest
Bus
537-517 W. Jackson Blvd
Portland Curbside Bus Stop
No tags
Next departures for Chicago to Portland on November 26
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Bus
Chicago 95Th & Dan Ryan
Portland Curbside Bus Stop
CheapestFastest
Bus
537-517 W. Jackson Blvd
Portland Curbside Bus Stop
No tags
Last refresh of the prices: Today at 10:25 AM CST.
Compare 2 ways to go from Chicago to Portland
We recommend taking the train
Among the sustainable travel choices, the train stands out as a good way to reach Portland. The journey takes about 2 days, 4 hours 40 minutes, and with fares starting at just $191, it presents an excellent value for a comfortable ride.
Based on 87382 reviews, the company was rated 3.5 stars on Busbud. Travellers were especially satisfied with the ticket access and the temperature but often complained with the WiFi. Greyhound ticket prices on this trip start at $186
Greyhound Chicago Portland recent customer reviews
Based on 11378 reviews, the company was rated 3.5 stars on Busbud. Travellers were especially satisfied with the ticket access and the staff but often complained with the WiFi. FlixBus ticket prices on this trip start at $301
7418 NW Station Way (across street), Portland, OR 97209, USA
Frequently asked questions about travelling from Chicago to Portland, OR by bus
What is the distance between Chicago and Portland?
Chicago and Portland are 2827 km (1753 miles) apart.
What are the departure and arrival locations for buses traveling from Chicago to Portland?
Buses departing from Downtown Greyhound Station in Chicago will take you to Portland Union Station in Portland.
Find cheapest prices for buses
Price is for a one-way ticket for one passenger and based on past searches.
Best price found
11-17
$763
11-18
$690
Today
$808
11-20
$744
11-21
$590
11-22
$452
11-23
$524
11-24
$633
The cheapest trip from Chicago to Portland, OR was searched and found on Nov 22, 2025 with a price of $452
To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Chicago to Portland, OR, as early as possible.
You can expect to pay from $452 to $808 for a bus ticket from Chicago to Portland, OR based on the last 2 days. You can expect to find the cheapest price for the trip at $452 which is on 2025-11-22.
What's the cheapest way to go from Chicago to Portland, OR?
The bus is the cheapest travel choice for this destination
The cheapest trip from Chicago to Portland, OR was searched and found on Nov 22, 2025 with a price of $452
The bus is the cheapest travel choice for this destination
