Previously seen trips
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Train | Chicago (Union Station), IL | South Shore-South Portsmouth, KY | No tags | ||||
| Train | Chicago (Union Station), IL | South Shore-South Portsmouth, KY | No tags | ||||
| Train | Chicago (Union Station), IL | South Shore-South Portsmouth, KY | No tags | ||||
| Train | Chicago (Union Station), IL | South Shore-South Portsmouth, KY | No tags | ||||
| Train | Chicago (Union Station), IL | South Shore-South Portsmouth, KY | No tags |
Get from Chicago to South Shore
The journey takes about 11 hours, and with fares starting at just $84, it presents an excellent value for a comfortable ride.
Train companies
Based on 5610 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 WiFi. Amtrak ticket prices on this trip start at $84
Frequently asked questions about travelling from Chicago to South Shore by train
How much does a cheap train ticket from Chicago to South Shore cost?
The average train ticket price from Chicago to South Shore is $109. The best way to find cheap train tickets from Chicago to South Shore 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 trip from Chicago to South Shore?
A train trip between Chicago and South Shore is around 11h, although the fastest train will take about 11h. This is the time it takes to travel the 530 km that separates the two cities.
How many daily trains are there between Chicago and South Shore?
The number of trains from Chicago to South Shore can differ depending on the day of the week. On average, there is 1. Some trains are direct while others have layovers. Simplify your train trip from Chicago to South Shore by comparing and selecting the train that fits your travel style and budget on Busbud.
Which train companies travel from Chicago to South Shore?
When taking the train from Chicago to South Shore, you can travel comfortably and safely with Amtrak.
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 South Shore was searched and found on Dec 2, 2025 with a price of $79To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Chicago to South Shore, as early as possible.
You can expect to pay from $79 to $508 for a train ticket from Chicago to South Shore based on the last 2 days. You can expect to find the cheapest price for the trip at $79 which is on 2025-12-02.
