Next departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Chicago (Union Station), IL | Union Station | CheapestFastest | |||||
| Chicago (Union Station), IL | Union Station | No tags | |||||
| Chicago (Union Station), IL | Union Station | No tags | |||||
| Chicago (Union Station), IL | Union Station | No tags | |||||
| Chicago (Union Station), IL | Union Station | No tags |
Last refresh of the prices: Yesterday at 8:07 PM CDT.
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Compare 2 ways to go from Chicago to Portland
We recommend taking the busAmong the sustainable travel choices, the bus stands out as the good way to reach Portland. The journey takes about 2 days, 14 hours and with fares starting at just $102, it presents an excellent value for a comfortable ride.
Train Chicago to Portland, OR: Trip Overview
Please note, this information is subject to change.
Train Companies
Based on 5542 reviews, the company was rated 4.1 stars on Busbud. Travelers were especially satisfied with the seats and the ticket access but often complained with the wifi. Amtrak ticket prices on this trip start at $129
Chicago to Portland Train
Busbud shows you the best train ticket fares and train schedules so you can easily plan and book a trip by train from Chicago to Portland.
We make it our job to connect you with the most dependable companies that offer train service from Chicago to Portland.
Whether it is train tickets or first class train tickets going to Portland from Chicago, we help you find what you're looking for based on how much of a budget you have.
Frequently asked questions for your trip Chicago - Portland, OR
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Chicago to Portland, OR was searched and found on Oct 27, 2025 with a price of $280To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Chicago to Portland, OR, as early as possible.
You can expect to pay from $280 to $2,771 for a train ticket from Chicago to Portland, OR based on the last 2 days. You can expect to find the cheapest price for the trip at $280 which is on 2025-10-27.
About Train Travel
Train Travel Tips
Do you like to go fast? With high-speed trains going faster than 300 km/h on certain routes, the time will fly by. Taking a train between Chicago and Portland is also a great way to travel to arrive in the city centre and save more time for your stay in Portland.
Whether you take a regional or high-speed train to Portland, you’ll help reduce the environmental impact and carbon footprint of your trip. As you watch the landscapes unfold before your eyes, you can tell yourself that with this choice, you are making sure they remain protected.
By choosing the train between Chicago and Portland, you emit up to 30 times less CO2 than for the same journey made by plane or car!
Tune out to the fine sounds of your best music playlist on your train trip from Chicago to Portland while indulging in miles on end of beautiful scenic views.
Did you know?
The first high-speed train line was inaugurated in 1964, in Japan, to connect Tokyo with Osaka. It was during the Olympics that the first passengers traveled aboard the Shinkansen at a speed of 210 km / h.
You can find the straightest railway in the world in Australia. This railway line is 478 kilometres long and is also considered the longest and straightest railway line in the world.
Railway companies played a major role as early as 1883 in the use of time zones as we know them today.
Top Traveled Train Routes
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