Bus from Portland, OR to Chicago from $130

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

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

today
$145
tomorrow
Saturday
Sunday
$133
Monday
$141
Tuesday
$138
Wednesday

Cheapest bus trips today

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 61h 50m 12:35 AM Portland, OR Greyhound Bus Station 4:25 PM Chicago Downtown Bus Station  Economy $145
FlixBus 68h 35m 9:25 AM Portland, OR Greyhound Bus Station 8:00 AM Chicago Canal & Van Buren  Economy $150
Greyhound US 83h 10m 6:50 PM Portland, OR Greyhound Bus Station 8:00 AM Chicago Canal & Van Buren  Economy $190
Greyhound US 63h 50m 12:35 AM Portland, OR Greyhound Bus Station 6:25 PM Chicago 95th Red Line Station  Economy $220

Cheapest bus trips Sunday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 61h 50m 12:35 AM Portland, OR Greyhound Bus Station 4:25 PM Chicago Downtown Bus Station  Economy $133
FlixBus 68h 35m 9:25 AM Portland, OR Greyhound Bus Station 8:00 AM Chicago Canal & Van Buren  Economy $139
Greyhound US 83h 10m 6:50 PM Portland, OR Greyhound Bus Station 8:00 AM Chicago Canal & Van Buren  Economy $151
Greyhound US 63h 50m 12:35 AM Portland, OR Greyhound Bus Station 6:25 PM Chicago 95th Red Line Station  Economy $225

Cheapest bus trips Monday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 61h 50m 12:35 AM Portland, OR Greyhound Bus Station 4:25 PM Chicago Downtown Bus Station  Economy $141
FlixBus 68h 35m 9:25 AM Portland, OR Greyhound Bus Station 8:00 AM Chicago Canal & Van Buren  Economy $141
Greyhound US 83h 10m 6:50 PM Portland, OR Greyhound Bus Station 8:00 AM Chicago Canal & Van Buren  Economy $163
Greyhound US 70h 50m 6:50 PM Portland, OR Greyhound Bus Station 7:40 PM Chicago 95th Red Line Station  Economy $215

Cheapest bus trips Tuesday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 61h 50m 12:35 AM Portland, OR Union Bus Station 4:25 PM Chicago Downtown Bus Station  Economy $138
FlixBus 68h 35m 9:25 AM Portland, OR Union Bus Station 8:00 AM Chicago Union Station  Economy $146
Greyhound US 83h 10m 6:50 PM Portland, OR Union Bus Station 8:00 AM Chicago Union Station  Economy $178

Best Price Offer: The price for the cheapest bus from Portland, OR to Chicago is $130 on 8/14/2026. Flexible travelers save on ticket prices.


Frequency of bus connections between Portland, OR and Chicago

See here how frequent the connections between Portland, OR and Chicago are, during different times and days of the week.
Sunday is the busiest day, with more than 7 daily buses from Portland, OR to Chicago. Tuesday has instead the fewest connections, with only 3 daily coaches between Portland, OR and Chicago.
The busiest time of the day is the Evening, with 8 buses from Portland, OR to Chicago, while Morning sees the fewest connections between Portland, OR and Chicago, with 4 offers.

Facts about the bus from Portland, OR to Chicago

Compare all providers like Greyhound US and FlixBus that travel 5 times every day by bus from Portland, OR to Chicago in one click! Book your bus ticket from Portland, OR to Chicago starting from $130!

Cheapest Bus $130
Fastest Bus 63h 50m
Earliest Bus 12:35 AM
Latest Bus 6:50 PM
Daily Bus Routes 5 Ø
Distance 1,754.6 miles
Bus Companies Greyhound US and FlixBus

Cheapest bus connections from Portland, OR to Chicago

Every day, 5 buses from 2 bus companies leave Portland, OR for Chicago: in the table below, you will find the cheapest prices for a bus ticket for this route, starting from 08/06/2026 and for the following days.

Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday
Sunday 08/02
Monday 08/03
Tuesday 08/04
Wednesday 08/05
Thursday 08/06
$145
Friday 08/07
Saturday 08/08
Sunday 08/09
$133
Monday 08/10
$141
Tuesday 08/11
$138
Wednesday 08/12
Thursday 08/13
Friday 08/14
$130
Saturday 08/15
$141
Sunday 08/16
$237
Monday 08/17
$220
Tuesday 08/18
$214
Wednesday 08/19
$220
Thursday 08/20
$213
Friday 08/21
Saturday 08/22
$214
Sunday 08/23
$163
Monday 08/24
Tuesday 08/25
$221
Wednesday 08/26
$219
Thursday 08/27
$215
Friday 08/28
$134
Saturday 08/29

The cheapest time to travel from Portland, OR to Chicago

See here on which day and which time of the day you can find the cheapest bus ticket from Portland, OR to Chicago, for the next 30 days.
With a price starting from $133, Sunday is the cheapest day for a bus from Portland, OR to Chicago. Thursday instead is the most expensive day with prices starting from $145.
Night is the cheapest day time for bus tickets from Portland, OR to Chicago, with $130. Evening is the most expensive time of the day with prices starting from $151.

How to save money travelling from Portland, OR to Chicago

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 Portland, OR to Chicago 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 Portland, OR to Chicago, 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 Portland, OR to Chicago are also emptier.

All bus stations and stops in Portland, OR and Chicago

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

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

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

FAQs about the Portland, OR to Chicago bus

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

This depends on, among other things, the day and time of travel. The cheapest trip is available from $130 and takes 63h 50m to reach Chicago. Compare offers to save money!

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

This route is offered by 2 companies with a range of ticket prices between $130 and $242. Thus, we recommend booking your ticket as early as possible to make sure you get the cheapest bus ticket to Chicago.

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

Every day, the Portland, OR to Chicago bus route is served by approximately 5 connections. With our search, you can compare bus times to find the perfect trip.

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

The fastest bus from Portland, OR to Chicago is offered by Greyhound US and takes 63h 50m. Bus tickets for this connection cost $145. In this context, bear in mind that the journey can take longer due to traffic.

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

The earliest bus arriving in Chicago from Portland, OR starts at 12:35 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 Portland, OR to Chicago?

The latest bus trip departing from Portland, OR for Chicago starts at 6:50 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 Portland, OR Chicago route?

When traveling by bus from Portland, OR to Chicago, 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 Portland, OR and Chicago?

You can check all the direct connections between Portland, OR and Chicago 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 Portland, OR to Chicago 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 Portland, OR Chicago 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 Portland, OR Chicago 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 Portland, OR to Chicago on your planned travel date.

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

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 5 daily trips between Portland, OR and Chicago. 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 Portland, OR to Chicago?

Prices and availability for 5 trips between Portland, OR and Chicago 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 Portland, OR to Chicago

Economy
Economy

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

More bus routes to Portland, OR and to Chicago

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