- Must visit
Portland Art Museum
World-class collections spanning Native American, Asian, and Northwest art. A cornerstone cultural stop in the South Park Blocks.
Cheapest price on Oct 10
$214
Average ticket price on Oct 10
$222
Fastest journey on Oct 10
2 d 4 h
Average journey duration on Oct 10
2 d 12 h 15 m
Buses on Oct 10
3
Distance
2823 km
The best way to find a cheap bus ticket from Chicago, IL to Portland, OR is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Chicago, IL to Portland, OR will cost around $222 if you buy it on the day, but the cheapest tickets can be found for only $214.
It's difficult to get from Chicago, IL to Portland, OR without transferring at least 3 times.
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· · · Buses from Chicago, IL to Portland, OR run on average 3 times per day, taking around 56h 19m. Cheap bus tickets for this journey start at $118 but you can travel from only $98 by flight.
The earliest bus runs at 00:15, the last at 23:10. The fastest bus covers the 1754 miles (2823 km) distance in 49h 55m.
Distance 1754 miles (2823 km) |
Average bus duration 56h 19m |
Cheapest ticket price $118 |
Buses per day 3 |
Fastest bus 49h 55m |
First bus 12:15 AM |
Last bus 11:10 PM |
Cheapest Month May |
Cheapest Day Sun |
High Season Apr - Jun |
Low Season Oct - Dec |
Busiest Day Wed |
Least Busy Day Wed |
Best time to book 1 day |
| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator Greyhound | Departure Time 10:15AM | Arrival Time 07:05PM | Duration 58h50 | Departure days Everyday | Cheapest price $166 |
Operator Greyhound | Departure Time 02:45PM | Arrival Time 06:40PM | Duration 53h55 | Departure days Tue, Wed | Cheapest price $156 |
Operator Greyhound | Departure Time 05:05PM | Arrival Time 07:05PM | Duration 52h00 | Departure days Mon, Thu, Fri, Sat, Sun | Cheapest price $199 |
Operator Greyhound | Departure Time 11:10PM | Arrival Time 07:05PM | Duration 69h55 | Departure days Everyday | Cheapest price $178 |
The table below shows live departures for Chicago, IL to Portland, OR buses for today, Friday, October 9. You can also manually refresh the results below to see updated bus journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
· · · | 10:15 AM Chicago, Union Station (Amtrak), IL | 58h50 | 7:05 PM Portland, NW Station Way (Station Place Parking Garage), OR | 4 transfers | |
FlixBus+ · + FlixBus | 5:05 PM Chicago, Greyhound Bus Station | 52h00 | 7:05 PM Portland, NW Station Way (Station Place Parking Garage), OR | 3 transfers | |
This is the last bus of the day. | |||||
Find all the dates and times for this journey
Discover the best of Portland, OR — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Portland, OR trip today.
World-class collections spanning Native American, Asian, and Northwest art. A cornerstone cultural stop in the South Park Blocks.
Hands-on museum famed for the USS Blueback submarine, science labs, and family-friendly exhibits on technology and nature.
Eclectic museum of movie props, oddities, and outsider collections in Northwest Portland. Fun, quirky, and uniquely local.
A 165-acre woodland park with serene paths, a rose garden, and Japanese Garden access. One of Portland's signature green spaces.
Beloved downtown square known as Portland's living room. Hosts events, people-watching, and easy access to major central sights.
Large urban forest with miles of trails for hiking and running. A local favorite for quick immersion in nature near downtown.
A toasted bread ring with a malty crust and chewy center. Portland shops helped make the city's bagel scene a modern local obsession.
Traditional regional chowder from the Pacific Northwest, usually with local clams, cream, potatoes, and herbs. A staple on many Portland seafood menus.
Fresh oysters from the Oregon coast, prized for their briny, clean flavor. Portland is a major city showcase for the state's shellfish culture.
Acclaimed bagel shop serving naturally leavened bagels with classic toppings in a casual neighborhood space.
Pioneering specialty coffee roaster with expertly brewed coffee and a minimalist café atmosphere loved by locals.
Iconic Portland brewery and pub pouring house beers with hearty pub fare in a lively, long-running local setting.
Moderate for U.S. city travel: hotels and dining are mid-priced, transit is reasonable, and budget food is easy to find.
Tip 18-20% at restaurants, more for great service. Taxis: 10-15%. Cafes: round up or tip $1-2 for drinks.
Find answers to the most common questions about traveling from Chicago, IL to Portland, OR by bus. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest bus, the cheapest option, or tips for making the most of your visit at Portland, OR, this guide helps you travel smarter and with confidence.

Most Chicago, IL to Portland, OR buses use the Chicago, Union Station (Amtrak) to Portland, NW Station Way (Station Place Parking Garage) station pair. Use this guide to compare Chicago, IL and Portland, OR bus stations on this route, check city-centre transport, alongside checking practicalities like bus station facilities and services.
Chicago, Union Station (Amtrak) is 3 km from Chicago city centre. Public transport options include:
Chicago, Union Station (Amtrak) has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Multiple dining options are available inside the station.
Free Wi-Fi is available in waiting areas. ATMs are aTMs are located near the main entrance.
Ticket office support is available at Chicago, Union Station (Amtrak).
Available at Chicago, Union Station (Amtrak): Parking, Taxis, WC.
Accessibility facilities are available at Chicago, Union Station (Amtrak): Station is accessible with elevators and ramps.
Chicago, Greyhound Bus Station is 2 km from Chicago city centre. Public transport options include:
Chicago, Greyhound Bus Station has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Snack shop and vending machines available
Free Wi-Fi in waiting area. ATMs are located near entrance.
Ticket office support is available at Chicago, Greyhound Bus Station.
Available at Chicago, Greyhound Bus Station: Parking, Taxis, WC.
Accessibility facilities are available at Chicago, Greyhound Bus Station: Wheelchair accessible entrances and seating.
Portland, NW Station Way (Station Place Parking Garage) has practical services for this route, including Wifi, Parking, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Wi-Fi is available at Portland, NW Station Way (Station Place Parking Garage). ATMs are available at Portland, NW Station Way (Station Place Parking Garage).
Ticket office support is available at Portland, NW Station Way (Station Place Parking Garage).
Available at Portland, NW Station Way (Station Place Parking Garage): Parking, Taxis, WC.
Accessibility facilities are available at Portland, NW Station Way (Station Place Parking Garage): Ramp access available.
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