Bus Chicago to Portland, OR - Compare all Companies

Compare all timetables for the bus from Chicago to Portland, OR

Here is a selection of the cheapest bus trips from the schedule from Chicago to Portland, OR from various bus operators like Greyhound US or FlixBus for the next days.

today

tomorrow

Monday

$154

Tuesday

Wednesday

$124

Thursday

$118

Friday

$173

Cheapest bus trips Monday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	69h 25m	11:10 PM	Chicago	Canal & Van Buren	6:35 PM	Portland, OR	Greyhound Bus Station	Economy	$154	A Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 6/22/2026 11:10:00 PM to Greyhound Bus Station, Portland, OR (USA) arriving at 6/25/2026 6:35:00 PM. 50 Economy ticket for $154 per person are available. Travel duration is 69h 25m
FlixBus	51h 20m	5:15 PM	Chicago	Downtown Bus Station	6:35 PM	Portland, OR	Greyhound Bus Station	Economy	$154	A Bus from FlixBus goes from Downtown Bus Station, Chicago (USA) at 6/22/2026 5:15:00 PM to Greyhound Bus Station, Portland, OR (USA) arriving at 6/24/2026 6:35:00 PM. 50 Economy ticket for $154 per person are available. Travel duration is 51h 20m
Greyhound US	58h 20m	10:15 AM	Chicago	Canal & Van Buren	6:35 PM	Portland, OR	Greyhound Bus Station	Economy	$163	A Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 6/22/2026 10:15:00 AM to Greyhound Bus Station, Portland, OR (USA) arriving at 6/24/2026 6:35:00 PM. 50 Economy ticket for $163 per person are available. Travel duration is 58h 20m
Greyhound US	68h 50m	11:45 PM	Chicago	95th Red Line Station	6:35 PM	Portland, OR	Greyhound Bus Station	Economy	$219	A Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 6/22/2026 11:45:00 PM to Greyhound Bus Station, Portland, OR (USA) arriving at 6/25/2026 6:35:00 PM. 50 Economy ticket for $219 per person are available. Travel duration is 68h 50m

Cheapest bus trips Wednesday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
FlixBus	51h 20m	5:15 PM	Chicago	Downtown Bus Station	6:35 PM	Portland, OR	Greyhound Bus Station	Economy	$124	A Bus from FlixBus goes from Downtown Bus Station, Chicago (USA) at 6/24/2026 5:15:00 PM to Greyhound Bus Station, Portland, OR (USA) arriving at 6/26/2026 6:35:00 PM. 50 Economy ticket for $124 per person are available. Travel duration is 51h 20m
Greyhound US	58h 20m	10:15 AM	Chicago	Canal & Van Buren	6:35 PM	Portland, OR	Greyhound Bus Station	Economy	$127	A Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 6/24/2026 10:15:00 AM to Greyhound Bus Station, Portland, OR (USA) arriving at 6/26/2026 6:35:00 PM. 50 Economy ticket for $127 per person are available. Travel duration is 58h 20m
Greyhound US	69h 25m	11:10 PM	Chicago	Canal & Van Buren	6:35 PM	Portland, OR	Greyhound Bus Station	Economy	$140	A Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 6/24/2026 11:10:00 PM to Greyhound Bus Station, Portland, OR (USA) arriving at 6/27/2026 6:35:00 PM. 50 Economy ticket for $140 per person are available. Travel duration is 69h 25m
Greyhound US	55h 15m	1:20 PM	Chicago	95th Red Line Station	6:35 PM	Portland, OR	Greyhound Bus Station	Economy	$221	A Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 6/24/2026 1:20:00 PM to Greyhound Bus Station, Portland, OR (USA) arriving at 6/26/2026 6:35:00 PM. 50 Economy ticket for $221 per person are available. Travel duration is 55h 15m

Cheapest bus trips Thursday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
FlixBus	51h 20m	5:15 PM	Chicago	Downtown Bus Station	6:35 PM	Portland, OR	Greyhound Bus Station	Economy	$118	A Bus from FlixBus goes from Downtown Bus Station, Chicago (USA) at 6/25/2026 5:15:00 PM to Greyhound Bus Station, Portland, OR (USA) arriving at 6/27/2026 6:35:00 PM. 50 Economy ticket for $118 per person are available. Travel duration is 51h 20m
Greyhound US	58h 20m	10:15 AM	Chicago	Canal & Van Buren	6:35 PM	Portland, OR	Greyhound Bus Station	Economy	$123	A Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 6/25/2026 10:15:00 AM to Greyhound Bus Station, Portland, OR (USA) arriving at 6/27/2026 6:35:00 PM. 50 Economy ticket for $123 per person are available. Travel duration is 58h 20m
Greyhound US	69h 25m	11:10 PM	Chicago	Canal & Van Buren	6:35 PM	Portland, OR	Greyhound Bus Station	Economy	$134	A Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 6/25/2026 11:10:00 PM to Greyhound Bus Station, Portland, OR (USA) arriving at 6/28/2026 6:35:00 PM. 50 Economy ticket for $134 per person are available. Travel duration is 69h 25m
Greyhound US	55h 15m	1:20 PM	Chicago	95th Red Line Station	6:35 PM	Portland, OR	Greyhound Bus Station	Economy	$221	A Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 6/25/2026 1:20:00 PM to Greyhound Bus Station, Portland, OR (USA) arriving at 6/27/2026 6:35:00 PM. 50 Economy ticket for $221 per person are available. Travel duration is 55h 15m

Cheapest bus trips Friday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
FlixBus	51h 20m	5:15 PM	Chicago	Downtown Bus Station	6:35 PM	Portland, OR	Union Bus Station	Economy	$173	A Bus from FlixBus goes from Downtown Bus Station, Chicago (USA) at 6/26/2026 5:15:00 PM to Union Bus Station, Portland, OR (USA) arriving at 6/28/2026 6:35:00 PM. 50 Economy ticket for $173 per person are available. Travel duration is 51h 20m
Greyhound US	58h 20m	10:15 AM	Chicago	Union Station	6:35 PM	Portland, OR	Union Bus Station	Economy	$176	A Bus from Greyhound US goes from Union Station, Chicago (USA) at 6/26/2026 10:15:00 AM to Union Bus Station, Portland, OR (USA) arriving at 6/28/2026 6:35:00 PM. 50 Economy ticket for $176 per person are available. Travel duration is 58h 20m
Greyhound US	69h 25m	11:10 PM	Chicago	Union Station	6:35 PM	Portland, OR	Union Bus Station	Economy	$187	A Bus from Greyhound US goes from Union Station, Chicago (USA) at 6/26/2026 11:10:00 PM to Union Bus Station, Portland, OR (USA) arriving at 6/29/2026 6:35:00 PM. 50 Economy ticket for $187 per person are available. Travel duration is 69h 25m

Best Price Offer: The price for the cheapest bus from Chicago to Portland, OR is $116 on 6/17/2026. Flexible travelers save on ticket prices.

Frequency of bus connections between Chicago and Portland, OR

See here how frequent the connections between Chicago and Portland, OR are, during different times and days of the week.

Wednesday is the busiest day, with more than 8 daily buses from Chicago to Portland, OR. Friday has instead the fewest connections, with only 3 daily coaches between Chicago and Portland, OR.

The busiest time of the day is the Afternoon, with 9 buses from Chicago to Portland, OR, while Morning sees the fewest connections between Chicago and Portland, OR, with 6 offers.

Facts about the bus from Chicago to Portland, OR

Compare all providers like Greyhound US and FlixBus that travel 6 times every day by bus from Chicago to Portland, OR in one click! Book your bus ticket from Chicago to Portland, OR starting from $116!

Cheapest Bus	$116
Fastest Bus	49h 20m
Earliest Bus	10:15 AM
Latest Bus	11:10 PM
Daily Bus Routes	6 Ø
Distance	1,754.6 miles
Bus Companies	Greyhound US and FlixBus

Cheapest bus connections from Chicago to Portland, OR

Every day, 6 buses from 2 bus companies leave Chicago for Portland, OR: in the table below, you will find the cheapest prices for a bus ticket for this route, starting from 06/20/2026 and for the following days.

Sunday

Monday

Tuesday

Wednesday

Thursday

Friday

Saturday

Sunday 06/14

Monday 06/15

Tuesday 06/16

Wednesday 06/17

Thursday 06/18

Friday 06/19

Saturday 06/20

Sunday 06/21

Monday 06/22

$154

Tuesday 06/23

Wednesday 06/24

$124

Thursday 06/25

$118

Friday 06/26

$173

Saturday 06/27

$177

Sunday 06/28

Monday 06/29

Tuesday 06/30

Wednesday 07/01

Thursday 07/02

Friday 07/03

Saturday 07/04

Sunday 07/05

Monday 07/06

Tuesday 07/07

Wednesday 07/08

Thursday 07/09

Friday 07/10

$178

Saturday 07/11

The cheapest time to travel from Chicago to Portland, OR

See here on which day and which time of the day you can find the cheapest bus ticket from Chicago to Portland, OR, for the next 30 days.

With a price starting from $115, Wednesday is the cheapest day for a bus from Chicago to Portland, OR. Friday instead is the most expensive day with prices starting from $173.

Afternoon is the cheapest day time for bus tickets from Chicago to Portland, OR, with $118. Evening is the most expensive time of the day with prices starting from $134.

How to save money travelling from Chicago to Portland, OR

Travel can be expensive, but it doesn't need to be! Do you want to avoid paying a terrible price for your trip? Then follow these quick steps to save money:

Book the ticket from Chicago to Portland, OR in advance! The earlier you book, the cheaper usually the price is. Also, you will be sure to have a place on the bus from Chicago to Portland, OR, compared instead if you buy it at the last moment, or directly at the station.

If you can, avoid travelling at peak times. Instead of weekend, try travelling during the week. Travelling in the evening or at night it’s also cheaper, and later buses from Chicago to Portland, OR are also emptier.

All bus stations and stops in Chicago and Portland, OR

In the map below, you can see where to find all bus stations in Chicago and Portland, OR.

95th Red Line Station

W. 95th St 14

Downtown Bus Station

West Harrison Street 630-670

Union Station

S Canal St 225

Cumberland CTA

N Cumberland Ave 5800

Canal & Van Buren

S Canal St 310-320

Union Bus Station

NW 6th Ave 800

Greyhound Bus Station

NW Station Way 1090

NW Station Way

NW Station Way 1090

Portland Bolt Lloyd Center

NE 13th Ave 1060

SE 102nd & Washington Bus Stop

Service and Comfort on the bus from Chicago to Portland, OR

Want to know which seat classes are available on the buses from Chicago to Portland, OR? Or which bus companies serve the route Chicago to Portland, OR? Below you will find answers to your questions.

FAQs about the Chicago to Portland, OR bus

How much does a Chicago Portland, OR bus trip cost?

This depends on, among other things, the day and time of travel. The cheapest trip is available from $116 and takes 49h 20m to reach Portland, OR. Compare offers to save money!

How much could I save by comparing buses from Chicago to Portland, OR?

This route is offered by 2 companies with a range of ticket prices between $116 and $231. Thus, we recommend booking your ticket as early as possible to make sure you get the cheapest bus ticket to Portland, OR.

On average, how many connections are available from Chicago to Portland, OR each day?

Every day, the Chicago to Portland, OR bus route is served by approximately 6 connections. With our search, you can compare bus times to find the perfect trip.

How long does a bus journey from Chicago to Portland, OR take?

The fastest bus from Chicago to Portland, OR is offered by FlixBus and takes 49h 20m. Bus tickets for this connection cost $154. In this context, bear in mind that the journey can take longer due to traffic.

What time is the first bus from Chicago to Portland, OR?

The earliest bus arriving in Portland, OR from Chicago starts at 10:15 AM. However, information regarding departure times may differ on weekends and holidays. Simply use our search to find exact times for your planned travel date.

What time is the last bus from Chicago to Portland, OR?

The latest bus trip departing from Chicago for Portland, OR starts at 11:10 PM. Please note that departure times may differ on weekends and holidays. So just use our search to find the exact times for your planned travel date.

Which bus companies operate the Chicago Portland, OR route?

When traveling by bus from Chicago to Portland, OR, passengers can travel with Greyhound US and FlixBus. With our search, you can compare all available bus tickets to book the one that works for you.

Is there a direct bus between Chicago and Portland, OR?

You can check all the direct connections between Chicago and Portland, OR by using our search and looking at the Changes section in our filters. These are some of the companies which offer a direct bus: Greyhound US and FlixBus.

What can I take with me on the Chicago to Portland, OR bus route?

Depending on which provider you travel with, what you're allowed to bring with you can vary. Generally, you can take a suitcase and hand luggage with you on the Chicago Portland, OR bus route free of charge. Simply use our search to find a bus that is best suited to your needs for your planned travel date.

What equipment is available for the Chicago Portland, OR bus route?

The equipment on board differs depending on the provider. However, many long-distance buses have WiFi so you can tell your friends your exact location during the journey. To make traveling even more pleasant, air conditioning systems provide ventilation. It is best to use our search to get precise information about the equipment of the bus from Chicago to Portland, OR on your planned travel date.

How does CheckMyBus find the best bus deals from Chicago to Portland, OR?

CheckMyBus collaborates directly with companies around the world to provide you with the best options when searching for a trip. We retrieve their first-hand data to show you real-time prices, schedules, and seat availability for 6 daily trips between Chicago and Portland, OR. With the most up-to-date information from verified sources, you can fairly compare all available options and choose the trip that suits you best.

How does CheckMyBus technology work for trips from Chicago to Portland, OR?

Prices and availability for 6 trips between Chicago and Portland, OR change constantly. To provide you with the most up-to-date information, we connect directly with bus operators, Online Travel Agencies (OTAs), and Global Distribution Systems (GDS) via real-time interfaces (APIs). The data collected from these sources undergoes strict quality checks, is processed within our infrastructure, and is then presented to you on our search results pages. Visit our About Us page to learn more.

Available seat classes which are offered on the bus route Chicago to Portland, OR

Economy

The cheapest option available for your ticket, it usually comes with reclinable seats and AC.

More bus routes to Chicago and to Portland, OR

Here’s an overview of the most popular bus routes to Chicago and to Portland, OR. Simply click on the connection of your choice, and you will find all the details about your bus route!