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 1 day, 5 hours 32 minutes and with fares starting at just $311, it presents an excellent value for a comfortable ride.
Bus Portland to Chicago: Trip Overview
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Portland to Chicago Bus
Busbud helps you find a bus from Portland to Chicago. Get the best fare and schedule, book a round trip ticket or find buses with WiFi and electrical outlets.
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 May 8, 2025 with a price of $210To 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.
About Bus Travel
Bus Travel Tips
Make friends with the driver. They usually know a lot about your destination and may even recommend which side of the bus to sit on to get the best views on the road between Portland and Chicago!
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.
Make a music playlist for your bus ride from Portland to Chicago, and enjoy the scenery to tunes from your own personal soundtrack.
Did you know?
Did you know there are on average 4,400 intercity bus departures every day in the US only? This number has been growing for 9 years in a row, yay!
It takes 27 hours to go by bus from Lima to Cusco, one of the craziest bus trips on the world. This route is used daily by locals and backpackers.
One of the longest bus route in the world goes all the way from Ontario to Alberta in Canada (with the same bus). This trip is 3,435 km or 2,135 miles long and the price is a bit under $100.
What's the cheapest way to go from Portland to Chicago?
The bus is the cheapest travel choice for this destinationTop traveled bus routes
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Busbud helps you easily search, compare and book intercity bus tickets on a worldwide scale with our comprehensive list of bus routes and schedules. With Busbud, wherever you go, you have a worldwide bus station within reach and available in your own language and currency. 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.