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 $193 | Refundable Tickets

Next bus departures

Next departures for Portland to Chicago on November 13
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
	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 14
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
	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 15
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
	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 16
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
	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 17
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
	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
FlixBus + Greyhound Lines, Inc. + FlixBus	Bus	7:50pm	Portland Curbside Bus Stop	3d 7h	5:20am	Chicago 95Th & Dan Ryan	No tags

Next departures for Portland to Chicago on November 18
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
	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
FlixBus + Greyhound Lines, Inc. + FlixBus	Bus	7:50pm	Portland Curbside Bus Stop	3d 7h	5:20am	Chicago 95Th & Dan Ryan	No tags

Next departures for Portland to Chicago on November 19
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
	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
FlixBus + Greyhound Lines, Inc. + FlixBus	Bus	7:50pm	Portland Curbside Bus Stop	3d 7h	5:20am	Chicago 95Th & Dan Ryan	No tags

Last refresh of the prices: Yesterday at 7:35 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 $191, 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$161 - $984	Average Duration3d 6h	CO₂ emissions 71kg CO₂e
Train	Average Price$191 - $2,408	Average Duration2d 4h	CO₂ emissions 257kg CO₂e

Compare bus companies

Greyhound

3.5/587,370 reviews

Staff3.6

Timeliness2.9

Cleanliness3.3

Wifi2.4

Amtrak

4/55,582 reviews

Staff4.7

Timeliness3.8

Cleanliness4.6

Wifi3.6

FlixBus

3.5/511,290 reviews

Staff4.1

Timeliness3.9

Cleanliness4.1

Wifi2.7

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

Where are the popular stops in Portland and Chicago?

Stops in Portland

A - Portland Union Station

B - Portland Airport

C - NW Everett & NW 8th Ave

D - Lloyd Center

E - Pearl District

Stops in Chicago

A - Downtown Greyhound Station

B - Chicago O'Hare International Airport

C - Polk St & Canal St

D - Tornado Bus S Kedzie Ave

E - Cumberland CTA

F - Turimex California Ave

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

11-10

$550

11-11

$475

Today

$506

11-13

$614

11-14

$340

11-15

$262

11-16

$375

11-17

$368

The cheapest trip from Portland, OR to Chicago was searched and found on Nov 15, 2025 with a price of $262

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 $262 to $711 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 $262 which is on 2025-11-15.