Trains leaving tomorrow
One passenger / one way
- This trip is recommended because it is: CheapestDeparture time: August 7 atDeparture city: BridgeportDeparture location: Bridgeport StationArrival time: August 8 atDestination city: ChicagoDestination location: Chicago (Union Station), ILOperated by: Amtrak
Vehicle: TrainDuration: - This trip is recommended because it is: FastestDeparture time: August 7 atDeparture city: BridgeportDeparture location: Bridgeport StationArrival time: August 8 atDestination city: ChicagoDestination location: Chicago (Union Station), ILOperated by: AmtrakVehicle: TrainDuration:
- Departure time: August 7 atDeparture city: BridgeportDeparture location: Bridgeport StationArrival time: August 8 atDestination city: ChicagoDestination location: Chicago (Union Station), ILOperated by: AmtrakVehicle: TrainDuration:
- Departure time: August 7 atDeparture city: BridgeportDeparture location: Bridgeport StationArrival time: August 8 atDestination city: ChicagoDestination location: Chicago (Union Station), ILOperated by: AmtrakVehicle: TrainDuration:
- Departure time: August 7 atDeparture city: BridgeportDeparture location: Bridgeport StationArrival time: August 8 atDestination city: ChicagoDestination location: Chicago (Union Station), ILOperated by: AmtrakVehicle: TrainDuration:
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Compare 2 ways to go from Bridgeport to Chicago.
Busbud recommends taking the bus from Bridgeport to ChicagoAmong the sustainable travel choices, the bus stands out as the good way to reach Chicago. The journey takes about 1 day, 2 hours 40 minutes and with fares starting at just $91, it presents an excellent value for a comfortable ride.
Train Bridgeport, CT to Chicago: Trip Overview
Please note, this information is subject to change.
Train Companies
Based on 5371 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 $211
Bridgeport to Chicago Train
Busbud shows you the best train ticket fares and train schedules so you can easily plan and book a trip by train from Bridgeport to Chicago.
We make sure you can find a train service from Bridgeport to Chicago from the most reliable train companies operating this trip.
Whether it is train tickets or first class train tickets going to Chicago from Bridgeport, we help you find what you're looking for based on how much of a budget you have.
Frequently asked questions for your trip Bridgeport, CT - Chicago
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Bridgeport, CT to Chicago was searched and found on Aug 6, 2025 with a price of $213To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Bridgeport, CT to Chicago, as early as possible.
You can expect to pay from $213 to $2,025 for a train ticket from Bridgeport, CT to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $248 which is on 2025-08-07.
About Train Travel
Train Travel Tips
Do you like to go fast? With high-speed trains going faster than 300 km/h on certain routes, the time will fly by. Taking a train between Bridgeport and Chicago is also a great way to travel to arrive in the city centre and save more time for your stay in Chicago.
Regional train? High-speed train? Whichever train to Chicago you take, you’ll help reduce the environmental impact and carbon footprint of your trip. As you watch the landscapes unfold before your eyes, you can tell yourself that with this choice, you are making sure they remain protected.
By choosing the train between Bridgeport and Chicago, you emit up to 30 times less CO2 than for the same journey made by plane or car!
Make a music playlist for your train ride from Bridgeport to Chicago, and enjoy the scenery to tunes from your own personal soundtrack.
Did you know?
The first high-speed train line was inaugurated in 1964, in Japan, to connect Tokyo with Osaka. It was during the Olympics that the first passengers traveled aboard the Shinkansen at a speed of 210 km / h.
The longest train journey in the world is between Europe and Asia. This long journey starts from Porto in Portugal and crosses the whole European continent to reach Hanoi in Vietnam in 12 days while traveling more than 17,000 km.
You can find dogs as passengers on the trains of Moscow, where there is a large number of stray dogs. Over time, the dogs have learned the inner workings of the rail system and it is not uncommon to find one traveling between the city and the suburbs.
Top Traveled Train Routes
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