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 16:36 CST.
Compare 2 ways to travel from Chicago to Bridgeport
Among the sustainable travel choices, the bus stands out as a good way to reach Bridgeport. The journey takes about 1 day, 3 hours and with fares starting at just £86, it presents an excellent value for a comfortable ride.
Train Companies
Based on 5607 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 £195
Frequently asked questions about travelling from Chicago to Bridgeport, CT 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 Chicago to Bridgeport?
The cheapest train tickets from Chicago to Bridgeport start from £195. The average price for this train route is around £288. Busbud recommends booking your tickets in advance for the best chance of getting the lowest possible price.
How long is the train journey from Chicago to Bridgeport?
The average train journey time from Chicago to Bridgeport is 1d 1h, covering a distance of 747 miles. The fastest train gets you there in 1d and is operated by Amtrak.
Which train operators serve the Chicago to Bridgeport route?
Several major train operators run on this route with 1 trains available per day.
What are the earliest and latest departure times for the train from Chicago to Bridgeport?
The earliest train from Chicago to Bridgeport departs at 18:40. And the latest train departs at 18:40.
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 27 Nov 2025 with a price of £270To 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 £270 to £1,251 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 £270, which is on 2025-11-27.
