Cheap buses leaving tomorrow
One passenger / one way
- This trip is recommended because it is the: Cheapest
- This trip is recommended because it is the: Fastest
Last refresh of the prices: Today at 3:31 PM PDT.
Prices and availability are subject to change.
Accepted payments
Compare 2 ways to go from Portland to Chicago
Busbud recommends taking the train from Portland to ChicagoAmong 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 US$126, it presents an excellent value for a comfortable ride.
Bus Portland to Chicago: Trip Overview
Compare bus companies
Portland to Chicago Bus
Busbud shows you the best bus ticket fares and bus schedules so you can easily plan and book a trip by bus from Portland to Chicago.
We make sure you can find a bus service from Portland to Chicago from the most reliable bus companies operating this trip.
Discover how much the bus trip from Portland to Chicago will cost you. Use our filters and sorting features to find the cheapest bus tickets or luxury buses.
Where are the popular stops in Portland and Chicago?
Frequently asked questions on the trip Portland - Chicago
How long is the trip from Portland to Chicago by bus?
The trip from Portland to Chicago will take on average 3d 9h. For the shortest travel time, select the fastest bus available, which will take you to Chicago in about 2d 15h.
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.
How much does the bus ticket cost from Portland to Chicago?
Taking the bus from Portland to Chicago costs on average US$243.
Is there an overnight bus from Portland to Chicago?
Yes! Catch buses leaving from Portland until 8:00pm and reaching Chicago on the following day.
Find cheapest prices for buses
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Portland to Chicago was searched and found on May 22, 2025 with a price of US$206To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Portland to Chicago, as early as possible.
You can expect to pay from US$206 to US$430 for a bus ticket from Portland to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at US$206 which is on 2025-05-22.
About Bus Travel
Bus Travel Tips
If you're abroad, study some local language. Not only could it get you out of a pickle during your bus trip from Portland to Chicago but it'll also be endearing to native speakers who will surely appreciate your effort.
Start sightseeing the minute your bus leaves the station. If you're on the night bus from Portland to Chicago, get comfy and count the stars.
Buses have one of the smallest carbon footprints of motorized transport modes. A bus going from Portland to Chicago will emit less CO2 than a car or an airplane.
Tune out to the fine sounds of your best music playlist on your bus trip from Portland to Chicago while indulging in miles on end of beautiful scenic views.
Did you know?
Did you know some bus companies in Germany offer to their passenger low-costs snacks and regional beer based on their destination? Prosit!
Did you know that 80% of the buses in North America are equipped with WiFi and power outlets ? And 60% of bus travellers have used their electronic device on board during 2014.
The bus driver with the longest career in the world drove more than 2,000,000 miles and is a happy World Record holder.
What's the cheapest way to go from Portland to Chicago?
The bus is the cheapest travel choice for this destinationTop travelled bus routes
Why choose Busbud?
The Best Way To Book Bus and Train Tickets
Busbud helps you easily search, compare and book intercity bus tickets on a worlwide scale with our comprehensive list of bus routes and schedules. Use Busbud to book your trip online, in your own language and currency, wherever you are. Busbud prides itself on its worldwide partnerships. We make it possible for you to buy tickets with its large network of trustworthy bus partners like Greyhound, Eurolines, ALSA, OUIBUS (BlaBlaBus), National Express and many others.
People from around the world trust Busbud
Popular Buses Connecting Portland
Buses Leaving from Portland
Buses Going to Portland
Popular Buses Connecting Chicago
Buses Leaving from Chicago
Buses Going to Chicago
Popular routes in this country
- Bus from Boston to New York
- Bus Buffalo - New York
- Philadelphia - New York
- Bus from Baltimore to New York
- Bus Niagara Falls - New York
- Los Angeles - Las Vegas
- Bus from Fort Lauderdale to Miami
- Bus Albany - New York
- Los Angeles - San Francisco
- Bus from Miami to Orlando
- Bus Stamford - Boston
- New York - Baltimore