How much does a bus ticket from Portland to Chicago cost?

The bus ticket price from Portland to Chicago starts at R 1 962. The best way to find cheap bus tickets from Portland to Chicago is to book your tickets as early as possible. Prices tend to rise as your travel date approaches, so book in advance to secure the best prices!

How long is the bus ride from Portland to Chicago?

The average travel time between Portland and Chicago is around 3d 6h, although the fastest bus will take about 2d 13h. This is the time it takes to travel the 2827 km that separates the two cities.

How many daily bus connections are there between Portland and Chicago?

The number of buses from Portland to Chicago can differ depending on the day of the week. On average, there are 7 on this route. Some buses run direct routes, while others have layovers. Simplify your bus trip from Portland to Chicago by comparing and selecting the bus that fits your travel style and budget on Busbud.

Which bus companies travel from Portland to Chicago?

When taking the bus from Portland to Chicago, you can travel comfortably and safely with Greyhound, Amtrak, FlixBus.

What are the departure and arrival stations when taking the bus from Portland to Chicago?

Buses travelling between Portland and Chicago leave from Portland Union Station or Portland Airport and arrive at Downtown Greyhound Station, Chicago O'Hare International Airport, Polk St & Canal St.

Bus Portland to Chicago from R 2 364 | Refundable Tickets

Next bus departures

Next departures from Portland to Chicago on 12 November
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Greyhound Lines, Inc. + FlixBus	Bus	02:00	Portland Curbside Bus Stop	2d 14h	18:35	Chicago 95Th & Dan Ryan	Cheapest
	Bus	02:00	Portland Curbside Bus Stop	2d 13h	17:15	Downtown Greyhound Station	Fastest
	Bus	02:00	Portland Curbside Bus Stop	3d 3h	07:50	537-517 W. Jackson Blvd	No tags
FlixBus + Greyhound Lines, Inc.	Bus	19:50	Portland Curbside Bus Stop	3d 10h	07:50	537-517 W. Jackson Blvd	No tags

Next departures from Portland to Chicago on 13 November
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Greyhound Lines, Inc. + FlixBus	Bus	02:00	Portland Curbside Bus Stop	2d 14h	18:35	Chicago 95Th & Dan Ryan	Cheapest
	Bus	02:00	Portland Curbside Bus Stop	2d 13h	17:15	Downtown Greyhound Station	Fastest
	Bus	02:00	Portland Curbside Bus Stop	3d 3h	07:50	537-517 W. Jackson Blvd	No tags
FlixBus + Greyhound Lines, Inc.	Bus	19:50	Portland Curbside Bus Stop	3d 10h	07:50	537-517 W. Jackson Blvd	No tags

Next departures from Portland to Chicago on 14 November
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Greyhound Lines, Inc. + FlixBus	Bus	02:00	Portland Curbside Bus Stop	2d 14h	18:35	Chicago 95Th & Dan Ryan	Cheapest
	Bus	02:00	Portland Curbside Bus Stop	2d 13h	17:15	Downtown Greyhound Station	Fastest
	Bus	02:00	Portland Curbside Bus Stop	3d 3h	07:50	537-517 W. Jackson Blvd	No tags
FlixBus + Greyhound Lines, Inc.	Bus	19:50	Portland Curbside Bus Stop	3d 10h	07:50	537-517 W. Jackson Blvd	No tags

Next departures from Portland to Chicago on 15 November
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
	Bus	02:00	Portland Curbside Bus Stop	2d 13h	17:15	Downtown Greyhound Station	CheapestFastest
	Bus	02:00	Portland Curbside Bus Stop	3d 3h	07:50	537-517 W. Jackson Blvd	No tags
FlixBus + Greyhound Lines, Inc.	Bus	19:50	Portland Curbside Bus Stop	3d 10h	07:50	537-517 W. Jackson Blvd	No tags
Greyhound Lines, Inc. + FlixBus	Bus	02:00	Portland Curbside Bus Stop	2d 14h	18:35	Chicago 95Th & Dan Ryan	No tags

Next departures from Portland to Chicago on 16 November
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Greyhound Lines, Inc. + FlixBus	Bus	02:00	Portland Curbside Bus Stop	2d 14h	18:35	Chicago 95Th & Dan Ryan	Cheapest
	Bus	02:00	Portland Curbside Bus Stop	2d 13h	17:15	Downtown Greyhound Station	Fastest
	Bus	02:00	Portland Curbside Bus Stop	3d 3h	07:50	537-517 W. Jackson Blvd	No tags
FlixBus + Greyhound Lines, Inc.	Bus	19:50	Portland Curbside Bus Stop	3d 10h	07:50	537-517 W. Jackson Blvd	No tags

Next departures from Portland to Chicago on 17 November
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Greyhound Lines, Inc. + FlixBus	Bus	02:00	Portland Curbside Bus Stop	2d 14h	18:35	Chicago 95Th & Dan Ryan	Cheapest
	Bus	02:00	Portland Curbside Bus Stop	2d 13h	17:15	Downtown Greyhound Station	Fastest
	Bus	02:00	Portland Curbside Bus Stop	3d 3h	07:50	537-517 W. Jackson Blvd	No tags
FlixBus + Greyhound Lines, Inc.	Bus	19:50	Portland Curbside Bus Stop	3d 10h	07:50	537-517 W. Jackson Blvd	No tags
FlixBus + Greyhound Lines, Inc. + FlixBus	Bus	19:50	Portland Curbside Bus Stop	3d 7h	05:20	Chicago 95Th & Dan Ryan	No tags

Next departures from Portland to Chicago on 18 November
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
	Bus	02:00	Portland Curbside Bus Stop	2d 13h	17:15	Downtown Greyhound Station	CheapestFastest
	Bus	02:00	Portland Curbside Bus Stop	3d 3h	07:50	537-517 W. Jackson Blvd	No tags
FlixBus + Greyhound Lines, Inc.	Bus	19:50	Portland Curbside Bus Stop	3d 10h	07:50	537-517 W. Jackson Blvd	No tags
Greyhound Lines, Inc. + FlixBus	Bus	02:00	Portland Curbside Bus Stop	2d 14h	18:35	Chicago 95Th & Dan Ryan	No tags
FlixBus + Greyhound Lines, Inc. + FlixBus	Bus	19:50	Portland Curbside Bus Stop	3d 7h	05:20	Chicago 95Th & Dan Ryan	No tags

Last refresh of the prices: Today at 7:59 AM PST.

Compare 2 ways to travel 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 R 2 332, 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 priceR 1 962 - R 12 041	Average duration3d 6h	CO₂ emissions 71kg CO₂e
Train	Average priceR 2 332 - R 29 490	Average duration2d 4h	CO₂ emissions 257kg CO₂e

Compare bus companies

Greyhound

3.5/587 367 reviews

Staff3.6

Timeliness2.9

Cleanliness3.3

WiFi2.4

Amtrak

4/55 578 reviews

Staff4.7

Timeliness3.8

Cleanliness4.6

WiFi3.6

FlixBus

3.5/511 282 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

How much does a bus ticket from Portland to Chicago cost?
The bus ticket price from Portland to Chicago starts at R 1 962. The best way to find cheap bus tickets from Portland to Chicago is to book your tickets as early as possible. Prices tend to rise as your travel date approaches, so book in advance to secure the best prices!
How long is the bus ride from Portland to Chicago?
The average travel time between Portland and Chicago is around 3d 6h, although the fastest bus will take about 2d 13h. This is the time it takes to travel the 2827 km that separates the two cities.
How many daily bus connections are there between Portland and Chicago?
The number of buses from Portland to Chicago can differ depending on the day of the week. On average, there are 7 on this route. Some buses run direct routes, while others have layovers. Simplify your bus trip from Portland to Chicago by comparing and selecting the bus that fits your travel style and budget on Busbud.
Which bus companies travel from Portland to Chicago?
When taking the bus from Portland to Chicago, you can travel comfortably and safely with Greyhound, Amtrak, FlixBus.
What are the departure and arrival stations when taking the bus from Portland to Chicago?
Buses travelling between Portland and Chicago leave from Portland Union Station or Portland Airport and arrive at Downtown Greyhound Station, Chicago O'Hare International Airport, Polk St & Canal St.

Find cheapest prices for buses

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

Best price found

09/11

R 5 272

10/11

R 6 731

Today

R 5 817

12/11

R 6 195

13/11

R 4 341

14/11

R 3 928

15/11

R 3 269

16/11

R 4 420

The cheapest trip from Portland, OR to Chicago was searched and found on 15 Nov 2025 with a price of R 3 269

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 R 3 269 to R 7 873 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 R 3 269, which is on 2025-11-15.