How much does a cheap train ticket from Bridgeport to Chicago cost?

The average train ticket price from Bridgeport to Chicago is $525. The best way to find cheap train tickets from Bridgeport to Chicago 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 Bridgeport to Chicago?

A train trip between Bridgeport and Chicago is around 1d , although the fastest train will take about 22h 44m. This is the time it takes to travel the 1206 km that separates the two cities.

How many daily trains are there between Bridgeport and Chicago?

The number of trains from Bridgeport to Chicago can differ depending on the day of the week. On average, there are 2. Some trains are direct while others include transferring trains. Simplify your train trip from Bridgeport to Chicago by comparing and selecting the train that fits your travel style and budget on Busbud.

Which train companies travel from Bridgeport to Chicago?

When taking the train from Bridgeport to Chicago, you can travel comfortably and safely with Amtrak.

Train Bridgeport to Chicago from $251 | Refundable Tickets

Next train departures

Next departures for Bridgeport to Chicago on November 19
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	6:32am	Bridgeport Station	1d 3h	8:45am	Chicago (Union Station), IL	Cheapest
Train	12:22pm	Bridgeport Station	22h 50m	10:12am	Chicago (Union Station), IL	Fastest
Train	6:32am	Bridgeport Station	1d 3h	8:45am	Chicago (Union Station), IL	No tags
Train	6:32am	Bridgeport Station	1d 3h	8:45am	Chicago (Union Station), IL	No tags
Train	12:22pm	Bridgeport Station	22h 50m	10:12am	Chicago (Union Station), IL	No tags

Last refresh of the prices: Today at 10:49 AM EST.

Compare 2 ways to go from Bridgeport to Chicago

We recommend taking the bus

Among the sustainable travel choices, the bus stands out as a good way to reach Chicago. The journey takes about 1 day, 2 hours 15 minutes, and with fares starting at just $147, it presents an excellent value for a comfortable ride.

3bus per day

1d 2hAverage Duration

1205 kmDistance

30kgCO₂ emissions

	Average Price	Average Duration	CO₂ emissions	Actions
Bus	Average Price$147 - $520	Average Duration1d 2h	CO₂ emissions 30kg CO₂e
Train	Average Price$264 - $1,760	Average Duration1d	CO₂ emissions 110kg CO₂e

Train companies

Amtrak

4/55,593 reviews

Staff4.7

Timeliness3.8

Cleanliness4.6

Wifi3.6

Based on 5593 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 $264

US train and bus companies:Amtrak, Trenitalia, Renfe, VIA Rail Canada, Amtrak Acela, NS Nederlandse Spoorwegen, Iryo

Frequently asked questions about travelling from Bridgeport, CT to Chicago by train

How much does a cheap train ticket from Bridgeport to Chicago cost?
The average train ticket price from Bridgeport to Chicago is $525. The best way to find cheap train tickets from Bridgeport to Chicago 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 Bridgeport to Chicago?
A train trip between Bridgeport and Chicago is around 1d , although the fastest train will take about 22h 44m. This is the time it takes to travel the 1206 km that separates the two cities.
How many daily trains are there between Bridgeport and Chicago?
The number of trains from Bridgeport to Chicago can differ depending on the day of the week. On average, there are 2. Some trains are direct while others include transferring trains. Simplify your train trip from Bridgeport to Chicago by comparing and selecting the train that fits your travel style and budget on Busbud.
Which train companies travel from Bridgeport to Chicago?
When taking the train from Bridgeport to Chicago, 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.

Best price found

11-16

$655

11-17

$320

Today

$373

11-19

$280

11-20

No data

11-21

No data

11-22

No data

11-23

No data

The cheapest trip from Bridgeport, CT to Chicago was searched and found on Nov 19, 2025 with a price of $280

To 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 $280 to $2,975 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 $280 which is on 2025-11-19.