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- This trip is recommended because it is the: Cheapest + FastestDeparture time: May 4 atDeparture city: PortlandDeparture location: Portland Union StationArrival time: May 6 atDestination city: ChicagoDestination location: Chicago 95Th & Dan RyanOperated by: Greyhound Lines, Inc.
Vehicle: BusDuration: - Departure time: May 4 atDeparture city: PortlandDeparture location: Portland Union StationArrival time: May 7 atDestination city: ChicagoDestination location: 537-517 W. Jackson BlvdOperated by: Greyhound Lines, Inc.Vehicle: BusDuration:
Last refresh of the prices: Yesterday at 11:40 PM PDT.
Prices and availability are subject to change.
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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
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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 much does a bus ticket from Portland to Chicago cost?
The bus ticket price from Portland to Chicago starts at US$148. The best way to find cheap bus tickets from Portland to Chicago is to book your tickets as early as possible. Prices tend to rise as your travel date approaches, so book in advance to secure the best prices!
How long is the bus ride from Portland to Chicago?
The average travel time between Portland and Chicago is around 3d 9h, although the fastest bus will take about 2d 15h.This is the time it takes to travel the 2827 km that separates the two cities.
How many daily bus connections are there between Portland and Chicago?
The number of buses from Portland to Chicago can differ depending on the day of the week. On average, there are 3 on this route. Some buses run direct routes, while others have layovers. Simplify your bus trip from Portland to Chicago by comparing and selecting the bus that fits you travel style and budget on Busbud.
What are the departure and arrival stations when taking the bus from Portland to Chicago?
Buses travelling between Portland and Chicago leave from Portland Union Station or Portland Airport and arrive at Downtown Greyhound Station, Chicago O'Hare International Airport, Polk St & Canal St.
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 5, 2025 with a price of US$187To 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$187 to US$412 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$187 which is on 2025-05-05.
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
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Popular Buses Connecting Portland
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