Next departures from Chicago to Portland on 30 November
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
CheapestFastest
Next departures from Chicago to Portland on 2 December
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
Bus
Downtown Greyhound Station
Portland Curbside Bus Stop
Fastest
Bus
537-517 W. Jackson Blvd
Portland Curbside Bus Stop
No tags
Next departures from Chicago to Portland on 3 December
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
Bus
Downtown Greyhound Station
Portland Curbside Bus Stop
Fastest
Bus
537-517 W. Jackson Blvd
Portland Curbside Bus Stop
No tags
Next departures from Chicago to Portland on 4 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
Downtown Greyhound Station
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
FlixBus + Greyhound Lines, Inc.
Bus
Chicago 95Th & Dan Ryan
Portland Curbside Bus Stop
No tags
Next departures from Chicago to Portland on 5 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
Downtown Greyhound Station
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
FlixBus + Greyhound Lines, Inc.
Bus
Chicago 95Th & Dan Ryan
Portland Curbside Bus Stop
No tags
Next departures from Chicago to Portland on 6 December
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
Bus
Downtown Greyhound Station
Portland Curbside Bus Stop
Fastest
Bus
537-517 W. Jackson Blvd
Portland Curbside Bus Stop
No tags
Last refresh of the prices: Today at 10:42 CST.
Compare 2 ways to travel 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 £103, it presents an excellent value for a comfortable ride.
Based on 87407 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 Wi-Fi. Greyhound ticket prices on this trip start at £84
Greyhound Chicago Portland recent customer reviews
Based on 11473 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 Wi-Fi. FlixBus ticket prices on this trip start at £162
Frequently asked questions about travelling by bus from Chicago to Portland, OR
Please note that timetables, routes, or operator details shown here may be updated or vary at the time of your journey.
How much is the bus ticket from Chicago to Portland?
The cheapest coach tickets from Chicago to Portland start from £84. The average price for this route is around £174. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.
How long is the bus journey from Chicago to Portland?
The average bus journey time from Chicago to Portland is 2d 23h, covering a distance of 1751 miles. The fastest bus can take you there in 2d 11h and is operated by Greyhound.
Which bus companies service the Chicago to Portland route?
Several major bus companies operate on this route with 4 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 05:25. And the latest bus departs at 23:50.
What are the CO₂ emissions for the bus trip from Chicago to Portland?
A bus journey from Chicago to Portland produces an estimated 71 kg of CO₂, making it a highly eco-friendly choice and a mode of travel recommended by Busbud.
Which 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 87387 reviews.
Which company has the best Wi-Fi from Chicago to Portland?
Based on Busbud reviews, the bus company FlixBus has the best Wi-Fi rating with a score of 2.7.
Which bus company offers the most punctual service from Chicago to Portland?
According to Busbud traveller reviews, the most punctual 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
27/11
£353
28/11
£363
Today
£371
30/11
£565
01/12
£124
02/12
£206
03/12
£206
04/12
£129
The cheapest trip from Chicago to Portland, OR was searched and found on 1 Dec 2025 with a price of £124
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 £124 to £565 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 £124, which is on 2025-12-01.
What's the cheapest way to go from Chicago to Portland, OR?
The bus is the cheapest travel choice for this destination