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
- Departure time: 22 May atDeparture city: PortlandDeparture location: Portland Union StationArrival time: 25 May atDestination city: ChicagoDestination location: 537-517 W. Jackson BlvdOperated by: Greyhound Lines, Inc.
Vehicle: BusDuration:
Accepted payments
Compare 2 ways to travel 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 (OR) - Chicago
What is the affordable way to go from Portland to Chicago?
For coach travel from Portland to Chicago, ticket prices typically start at US$143 and can reach a maximum of US$514. These prices can change depending on factors like the date, the class and the coach company you choose. Compare the prices and amenities offered by each company on Busbud and find the best deals and offers.
How long does it take to travel from Portland to Chicago by bus?
The average duration for a trip from Portland to Chicago by coach is around 3d 9h. The fastest coach journey typically takes 2d 15h. However, please keep in mind that your specific travel time may vary due to the prevailing traffic conditions along the route.
When is the first coach from Portland to Chicago?
The first coach to Chicago from Portland departs at 02:20. Keep in mind that departure times might change on weekends and holidays.
How far is Chicago from Portland by coach?
The distance between Portland and Chicago by coach is approximately 1753 miles (2827 km).
Is there a way to reach Chicago from Portland without flying?
You can choose the coach to travel this route. Choosing the coach guarantees a comfortable and sustainable travel experience, allowing you to admire the views on your way to your destination. You also have the option of utilising carpooling services.
Is there am overnight coach from Portland to Chicago?
Yes, you can find coaches leaving until 20:00 and arriving the next day. Remember to bring along some essentials like a snuggly blanket and a few treats for a comfortable trip.
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 19 May 2025 with a price of US$239To 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$239 to US$347 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$274, which is on 2025-05-24.
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 the smallest carbon footprint of all motorized transport modes. A bus going from Portland to Chicago will emit half the CO2 emitted by a train, and radically less 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.