Next train departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Train | Portland Transportation Center | Chicago (Union Station), IL | Cheapest | ||||
| Train | Portland Transportation Center | Chicago (Union Station), IL | Fastest |
Last refresh of the prices: Yesterday at 23:44 EST.
Compare 2 ways to travel from Portland to Chicago
Among the sustainable travel choices, the Bus stands out as a good way to reach Chicago. The journey takes about 1 day, 10 hours 50 minutes and with fares starting at just €118, it presents an excellent value for a comfortable ride.
Train Companies
Based on 5749 reviews, the company was rated 4.1 stars on Busbud. Travellers were especially satisfied with the seats and the ticket access but often complained with the Wi-Fi. Amtrak ticket prices on this trip start at €214
Frequently asked questions about travelling from Portland, ME to Chicago by train
Please note that timetables, routes, or operator details shown here may be updated or vary at the time of your journey.
How much does a train ticket cost from Portland to Chicago?
The cheapest train tickets from Portland to Chicago start from €214. The average price for this train route is around €293. Busbud recommends booking your tickets in advance for the best chance of getting the lowest possible price.
How long is the train journey from Portland to Chicago?
The average train journey time from Portland to Chicago is 1d 5h, covering a distance of 1428 km. The fastest train gets you there in 1d 3h and is operated by Amtrak.
Which train operators serve the Portland to Chicago route?
Several major train operators run on this route with 2 trains available per day.
What are the earliest and latest departure times for the train from Portland to Chicago?
The earliest train from Portland to Chicago departs at 05:18. And the latest train departs at 07:18.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Portland, ME to Chicago was searched and found on 21 Jan 2026 with a price of €189To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Portland, ME to Chicago as early as possible.
You can expect to pay from €189 to €730 for a train ticket from Portland, ME to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at €596, which is on 2026-01-23.