Previously seen trips
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Price and booking link |
|---|---|---|---|---|---|---|---|
 | Train | Chicago (Union Station), IL | South Shore-South Portsmouth, KY | ||||
| Train | Chicago (Union Station), IL | South Shore-South Portsmouth, KY | ||||
| Train | Chicago (Union Station), IL | South Shore-South Portsmouth, KY | ||||
| Train | Chicago (Union Station), IL | South Shore-South Portsmouth, KY | ||||
| Train | Chicago (Union Station), IL | South Shore-South Portsmouth, KY |
Get from Chicago to South Shore
The journey takes about 11 hours and with fares starting at just SGD 103, it presents an excellent value for a comfortable ride.
Train Companies
Based on 5809 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 SGD 103
Frequently asked questions about traveling from Chicago to South Shore by train
Please note that schedules, routes, or operator details shown here may be updated or vary at the time of your trip.
How much is the train ticket from Chicago to South Shore?
The cheapest train tickets from Chicago to South Shore start from SGD 103. The average price for this train route is around SGD 126. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.
How long is the train journey from Chicago to South Shore?
The average train ride duration from Chicago to South Shore is 11h, covering a distance of 329 miles (530 km). The quickest train can get you there in 11h and is operated by Amtrak.
Which train operators service the Chicago to South Shore route?
Several major train operators operate on this route with 1 trains available per day.
What is the earliest and latest departure time for the train from Chicago to South Shore?
The earliest train departs from Chicago to South Shore at 5:55pm. And the latest train departs at 5:55pm.
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 Jun 2, 2026 with a price of SGD 98To 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 SGD 98 to SGD 469 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 SGD 98 which is on 2026-06-02.
