What is the travel distance from Portland to Chicago?

The distance between Portland and Chicago is around 2827 km (1753 miles).

What are the departure and arrival locations for buses traveling from Portland to Chicago?

Buses traveling this route start their trip at Portland Union Station, in Portland, and end it at Downtown Greyhound Station, in Chicago.

Bus Portland to Chicago from $202 | Refundable Tickets

Next bus departures

Next departures for Portland to Chicago 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	7:50pm	Portland Curbside Bus Stop	3d 6h	4:10am	Downtown Greyhound Station	CheapestFastest
FlixBus + Greyhound Lines, Inc.	Bus	7:50pm	Portland Curbside Bus Stop	3d 10h	7:50am	537-517 W. Jackson Blvd	No tags

Next departures for Portland to Chicago on November 22
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Greyhound Lines, Inc. + FlixBus	Bus	2:00am	Portland Curbside Bus Stop	2d 14h	6:35pm	Chicago 95Th & Dan Ryan	Cheapest
	Bus	2:00am	Portland Curbside Bus Stop	2d 13h	5:15pm	Downtown Greyhound Station	Fastest
FlixBus + Greyhound Lines, Inc.	Bus	7:50pm	Portland Curbside Bus Stop	3d 6h	4:10am	Downtown Greyhound Station	No tags
	Bus	2:00am	Portland Curbside Bus Stop	3d 3h	7:50am	537-517 W. Jackson Blvd	No tags
FlixBus + Greyhound Lines, Inc.	Bus	7:50pm	Portland Curbside Bus Stop	3d 10h	7:50am	537-517 W. Jackson Blvd	No tags

Next departures for Portland to Chicago on November 23
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Greyhound Lines, Inc. + FlixBus	Bus	2:00am	Portland Curbside Bus Stop	2d 14h	6:35pm	Chicago 95Th & Dan Ryan	Cheapest
	Bus	2:00am	Portland Curbside Bus Stop	2d 13h	5:15pm	Downtown Greyhound Station	Fastest
FlixBus + Greyhound Lines, Inc.	Bus	7:50pm	Portland Curbside Bus Stop	3d 6h	4:10am	Downtown Greyhound Station	No tags
	Bus	2:00am	Portland Curbside Bus Stop	3d 3h	7:50am	537-517 W. Jackson Blvd	No tags
FlixBus + Greyhound Lines, Inc.	Bus	7:50pm	Portland Curbside Bus Stop	3d 10h	7:50am	537-517 W. Jackson Blvd	No tags

Next departures for Portland to Chicago on November 25
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
	Bus	2:00am	Portland Curbside Bus Stop	2d 13h	5:15pm	Downtown Greyhound Station	CheapestFastest
FlixBus + Greyhound Lines, Inc.	Bus	7:50pm	Portland Curbside Bus Stop	3d 6h	4:10am	Downtown Greyhound Station	No tags
	Bus	2:00am	Portland Curbside Bus Stop	3d 3h	7:50am	537-517 W. Jackson Blvd	No tags
FlixBus + Greyhound Lines, Inc.	Bus	7:50pm	Portland Curbside Bus Stop	3d 10h	7:50am	537-517 W. Jackson Blvd	No tags
Greyhound Lines, Inc. + FlixBus	Bus	2:00am	Portland Curbside Bus Stop	2d 14h	6:35pm	Chicago 95Th & Dan Ryan	No tags

Next departures for Portland to Chicago on November 26
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
	Bus	2:00am	Portland Curbside Bus Stop	2d 13h	5:15pm	Downtown Greyhound Station	CheapestFastest
FlixBus + Greyhound Lines, Inc.	Bus	7:50pm	Portland Curbside Bus Stop	3d 6h	4:10am	Downtown Greyhound Station	No tags
	Bus	2:00am	Portland Curbside Bus Stop	3d 3h	7:50am	537-517 W. Jackson Blvd	No tags
FlixBus + Greyhound Lines, Inc.	Bus	7:50pm	Portland Curbside Bus Stop	3d 10h	7:50am	537-517 W. Jackson Blvd	No tags
Greyhound Lines, Inc. + FlixBus	Bus	2:00am	Portland Curbside Bus Stop	2d 14h	6:35pm	Chicago 95Th & Dan Ryan	No tags

Next departures for Portland to Chicago on November 27
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Greyhound Lines, Inc. + FlixBus	Bus	2:00am	Portland Curbside Bus Stop	2d 14h	6:35pm	Chicago 95Th & Dan Ryan	Cheapest
	Bus	2:00am	Portland Curbside Bus Stop	2d 13h	5:15pm	Downtown Greyhound Station	Fastest
FlixBus + Greyhound Lines, Inc.	Bus	7:50pm	Portland Curbside Bus Stop	3d 6h	4:10am	Downtown Greyhound Station	No tags
	Bus	2:00am	Portland Curbside Bus Stop	3d 3h	7:50am	537-517 W. Jackson Blvd	No tags
FlixBus + Greyhound Lines, Inc.	Bus	7:50pm	Portland Curbside Bus Stop	3d 10h	7:50am	537-517 W. Jackson Blvd	No tags

Next departures for Portland to Chicago on November 28
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Greyhound Lines, Inc. + FlixBus	Bus	2:00am	Portland Curbside Bus Stop	2d 14h	6:20pm	Chicago 95Th & Dan Ryan	Cheapest
	Bus	2:00am	Portland Curbside Bus Stop	2d 13h	5:15pm	Downtown Greyhound Station	Fastest
FlixBus + Greyhound Lines, Inc.	Bus	7:50pm	Portland Curbside Bus Stop	3d 6h	4:10am	Downtown Greyhound Station	No tags
	Bus	2:00am	Portland Curbside Bus Stop	3d 3h	7:50am	537-517 W. Jackson Blvd	No tags
FlixBus + Greyhound Lines, Inc.	Bus	7:50pm	Portland Curbside Bus Stop	3d 10h	7:50am	537-517 W. Jackson Blvd	No tags

Last refresh of the prices: Today at 6:24 PM PST.

Compare 2 ways to go from Portland to Chicago

We recommend taking the train

Among the sustainable travel choices, the train stands out as a good way to reach Chicago. The journey takes about 2 days, 4 hours 5 minutes, and with fares starting at just $192, it presents an excellent value for a comfortable ride.

5train per day

2d 4hAverage Duration

2823 kmDistance

257kgCO₂ emissions

	Average Price	Average Duration	CO₂ emissions	Actions
Bus	Average Price$152 - $1,000	Average Duration3d 4h	CO₂ emissions 71kg CO₂e
Train	Average Price$192 - $2,424	Average Duration2d 4h	CO₂ emissions 257kg CO₂e

Where are the popular stops in Portland and Chicago?

Stops in Portland

A
Portland Union Station
7411 Northwest Station Way, Portland OR 97209, USA
Visit page
B
Portland Airport
Visit page
C
NW Everett & NW 8th Ave
728 NW Everett St, Portland, OR 97209, USA
D
Lloyd Center
NE 13th Ave & Holladay, Portland, OR 97232, USA
E
Pearl District
7418 NW Station Way (across street), Portland, OR 97209, USA

Stops in Chicago

A
Downtown Greyhound Station
630 W Harrison St, Chicago, IL 60607, USA
Visit page
B
Chicago O'Hare International Airport
Visit page
C
Polk St & Canal St
500-536 W Polk St, Chicago IL 60607, USA
D
Tornado Bus S Kedzie Ave
2807 S Kedzie Ave, Chicago, IL 60623, USA
E
Cumberland CTA
5800 N Cumberland Ave, Chicago, IL 60631, USA
F
Turimex California Ave
2139 S California Ave, Chicago, IL 60608, USA

Compare bus companies

Greyhound

3.5/587,386 reviews

Staff3.6

Timeliness2.9

Cleanliness3.3

Wifi2.4

Amtrak

4/55,597 reviews

Staff4.7

Timeliness3.8

Cleanliness4.6

Wifi3.6

FlixBus

3.5/511,388 reviews

Staff4.2

Timeliness3.9

Cleanliness4.1

Wifi2.7

US Bus Companies: FlixBus, BlaBlaCar Bus, ALSA, Greyhound, Intercape, Trenitalia, Sindbad

Frequently asked questions about travelling from Portland, OR to Chicago by bus

What is the travel distance from Portland to Chicago?
The distance between Portland and Chicago is around 2827 km (1753 miles).
What are the departure and arrival locations for buses traveling from Portland to Chicago?
Buses traveling this route start their trip at Portland Union Station, in Portland, and end it at Downtown Greyhound Station, in Chicago.

Find cheapest prices for buses

Price is for a one-way ticket for one passenger and based on past searches.

Best price found

11-18

$468

11-19

$623

Today

$639

11-21

$650

11-22

$948

11-23

$570

11-24

$276

11-25

$341

The cheapest trip from Portland, OR to Chicago was searched and found on Nov 24, 2025 with a price of $276

To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Portland, OR to Chicago, as early as possible.

You can expect to pay from $276 to $1,020 for a bus ticket from Portland, OR to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $276 which is on 2025-11-24.