Cheap buses leaving Wednesday
One passenger / one way
- This trip is recommended because it is: CheapestDeparture time: April 30 atDeparture city: PortlandDeparture location: Portland Union StationArrival time: May 3 atDestination city: ChicagoDestination location: 537-517 W. Jackson BlvdOperated by: Greyhound Lines, Inc.
Vehicle: BusDuration: - This trip is recommended because it is: FastestDeparture time: April 30 atDeparture city: PortlandDeparture location: Portland Union StationArrival time: May 2 atDestination city: ChicagoDestination location: Chicago 95Th & Dan RyanOperated by: Greyhound Lines, Inc.Vehicle: BusDuration:
- Departure time: April 30 atDeparture city: PortlandDeparture location: Portland Union StationArrival time: May 2 atDestination city: ChicagoDestination location: Chicago 95Th & Dan RyanOperated by: Greyhound Lines, Inc.Vehicle: BusDuration:
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 the good way to reach Chicago. The journey takes about 2 days, 4 hours 5 minutes and with fares starting at just $129, 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 for your trip Portland - Chicago
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 Apr 30, 2025 with a price of $214To 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 $214 to $495 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 $214 which is on 2025-04-30.
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 travelers 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 traveled 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 worldwide 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.