Next train departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Train | Chicago (Union Station), IL | Bridgeport Station | Cheapest | ||||
| Train | Chicago (Union Station), IL | Bridgeport Station | Fastest | ||||
| Train | Chicago (Union Station), IL | Bridgeport Station | No tags | ||||
| Train | Chicago (Union Station), IL | Bridgeport Station | No tags | ||||
| Train | Chicago (Union Station), IL | Bridgeport Station | No tags |
Last refresh of the prices: Today at 4:36 PM CST.
Compare 2 ways to go from Chicago to Bridgeport
Among the sustainable travel choices, the bus stands out as the good way to reach Bridgeport. The journey takes about 1 day, 3 hours and with fares starting at just $111, it presents an excellent value for a comfortable ride.
Train Companies
Based on 5607 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 $252
Frequently asked questions about traveling from Chicago to Bridgeport, CT 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 Bridgeport?
The cheapest train tickets from Chicago to Bridgeport start from $252. The average price for this train route is around $371. 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 Bridgeport?
The average train ride duration from Chicago to Bridgeport is 1d 1h, covering a distance of 747 miles (1205 km). The quickest train can get you there in 1d and is operated by Amtrak.
Which train operators service the Chicago to Bridgeport 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 Bridgeport?
The earliest train departs from Chicago to Bridgeport at 6:40pm. And the latest train departs at 6:40pm.
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 Bridgeport, CT was searched and found on Nov 27, 2025 with a price of $348To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Chicago to Bridgeport, CT, as early as possible.
You can expect to pay from $348 to $1,614 for a train ticket from Chicago to Bridgeport, CT based on the last 2 days. You can expect to find the cheapest price for the trip at $348 which is on 2025-11-27.
