Next departures for Chicago to Portland on January 6
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
Chicago 95Th & Dan Ryan
Portland Curbside Bus Stop
CheapestFastest
Next departures for Chicago to Portland on January 7
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
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 January 8
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc. + FlixBus
Bus
Chicago 95Th & Dan Ryan
Portland Curbside Bus Stop
CheapestFastest
Bus
537-517 W. Jackson Blvd
Portland Curbside Bus Stop
No tags
Bus
Chicago 95Th & Dan Ryan
Portland Curbside Bus Stop
No tags
Next departures for Chicago to Portland on January 9
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
537-517 W. Jackson Blvd
Portland Curbside Bus Stop
Cheapest
FlixBus + Greyhound Lines, Inc. + FlixBus
Bus
Chicago 95Th & Dan Ryan
Portland Curbside Bus Stop
Fastest
FlixBus + Greyhound Lines, Inc.
Bus
Chicago 95Th & Dan Ryan
Portland Curbside Bus Stop
No tags
Next departures for Chicago to Portland on January 10
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc. + FlixBus
Bus
Chicago 95Th & Dan Ryan
Portland Curbside Bus Stop
CheapestFastest
Bus
537-517 W. Jackson Blvd
Portland Curbside Bus Stop
No tags
FlixBus + Greyhound Lines, Inc.
Bus
Chicago 95Th & Dan Ryan
Portland Curbside Bus Stop
No tags
Next departures for Chicago to Portland on January 11
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
537-517 W. Jackson Blvd
Portland Curbside Bus Stop
Cheapest
FlixBus + Greyhound Lines, Inc. + FlixBus
Bus
Chicago 95Th & Dan Ryan
Portland Curbside Bus Stop
Fastest
FlixBus + Greyhound Lines, Inc.
Bus
Chicago 95Th & Dan Ryan
Portland Curbside Bus Stop
No tags
Next departures for Chicago to Portland on January 12
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
Cheapest
FlixBus + Greyhound Lines, Inc. + FlixBus
Bus
Chicago 95Th & Dan Ryan
Portland Curbside Bus Stop
Fastest
Bus
537-517 W. Jackson Blvd
Portland Curbside Bus Stop
No tags
Next departures for Chicago to Portland on January 13
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
Chicago 95Th & Dan Ryan
Portland Curbside Bus Stop
Cheapest
FlixBus + Greyhound Lines, Inc. + FlixBus
Bus
Chicago 95Th & Dan Ryan
Portland Curbside Bus Stop
Fastest
Bus
537-517 W. Jackson Blvd
Portland Curbside Bus Stop
No tags
Last refresh of the prices: Yesterday at 9:15 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 the good way to reach Portland. The journey takes about 2 days, 4 hours 40 minutes and with fares starting at just $133, it presents an excellent value for a comfortable ride.
Greyhound Lines offers the most comprehensive intercity bus services in the United States. They operate a modern, environmentally friendly fleet that serves more than 2400 destinations and carries nearly 16 million passengers annually. When traveling with them, you can expect free WiFi, onboard entertainment, bathrooms, power outlets and decent legroom. One of the great perks of Greyhound is that they connect big cities and smaller towns in the US, where you usually can't get to by train or plane. If you're looking for safe and affordable transportation, Greyhound is a great choice.
Greyhound Chicago Portland recent customer reviews
Flixbus is a European bus operator that offers intercity and bus travel in over 38 countries. Known for their easy-to-spot lime green buses and for offering affordable transportation between cities in Europe and the Americas, Flixbus is a good option for those looking for an affordable, reliable bus company. In their buses, you'll find free WiFi, bathrooms, and power outlets. You can also pay extra to choose your seat and get extra legroom, or even buy a snack or drink onboard directly from the driver. You can reschedule your ticket for a small fee, which varies from $1 to $5, depending on how close you are to the departure date.
Frequently asked questions about traveling from Chicago to Portland, OR by bus
Please note that schedules, routes, or operator details shown here may be updated or vary at the time of your trip.
How much is the bus ticket from Chicago to Portland?
The cheapest bus tickets from Chicago to Portland start from $123. The average price for this route is around $232. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.
How long is the bus ride from Chicago to Portland?
The average bus trip duration from Chicago to Portland is 3d 5h, covering a distance of 1755 miles (2831 km). The quickest bus can get you there in 2d 23h and is operated by Greyhound.
Which bus companies service the Chicago to Portland route?
Several major bus companies operate on this route with 5 buses available per day, including services from Greyhound, FlixBus.
What is the earliest and latest departure time for the bus from Chicago to Portland?
The earliest bus departs from Chicago to Portland at 12:15am. And the latest bus departs at 11:40pm.
What are the CO₂ emissions for the bus trip from Chicago to Portland?
A bus trip from Chicago to Portland generates an estimated 71 kg of CO₂, making it a highly eco-friendly travel option and recommended mode of travel by Busbud.
What is the best bus company from Chicago to Portland?
According to Busbud customers, the highest-rated bus company on this route is Greyhound, with an average rating of 3.5 out of 5 stars based on 87463 reviews.
Which bus company has the best Wi-Fi from Chicago to Portland?
Based on reviews on Busbud, the bus company FlixBus has the best Wi-Fi rating with a score of 2.7.
Which bus company has the most timely service from Chicago to Portland?
According to Busbud traveller reviews, the most timely bus company on this route is FlixBus, with a punctuality rating of 3.9 out of 5 stars.
Which bus company has the cleanest buses from Chicago to Portland?
According to Busbud traveller reviews, the bus company with the cleanest buses on this route is FlixBus, with a cleanliness rating of 4.1 out of 5 stars.
Find cheapest prices for buses
Price is for a one-way ticket for one passenger and based on past searches.
Best price found
01/04
$436
01/05
$437
Today
$447
01/07
$298
01/08
$254
01/09
$216
01/10
$381
01/11
$199
The cheapest trip from Chicago to Portland, OR was searched and found on Jan 11, 2026 with a price of $199
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 $199 to $843 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 $199 which is on 2026-01-11.
What's the cheapest way to go from Chicago to Portland, OR?
The bus is the cheapest travel choice for this destination