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

The average train ticket price from Bridgeport to Chicago is $382. The best way to find 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 train 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 748 miles 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 have layovers. 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.

What are the best sights and things to do in Chicago?

Once in Chicago, you can explore the city. The top sights and things to do are Museum of Contemporary Art, Willis Tower (Sears Tower), Chicago Shakespeare Theater on Navy Pier, Navy Pier, Lincoln Park Zoo.

Train Bridgeport to Chicago from $219 | Refundable Tickets

Next train departures

Next departures for Bridgeport to Chicago on November 15
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	9:27pm	Bridgeport Station	1d 13h	10:00am	Chicago (Union Station), IL	Cheapest
Train	12:28pm	Bridgeport Station	22h 44m	10:12am	Chicago (Union Station), IL	Fastest
Train	9:28am	Bridgeport Station	1d	8:45am	Chicago (Union Station), IL	No tags
Train	9:28am	Bridgeport Station	1d	8:45am	Chicago (Union Station), IL	No tags
Train	9:28am	Bridgeport Station	1d	8:45am	Chicago (Union Station), IL	No tags

Next departures for Bridgeport to Chicago on November 17
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	6:32am	Bridgeport Station	1d 3h	8:45am	Chicago (Union Station), IL	No tags

Last refresh of the prices: Yesterday at 2:14 PM 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 the good way to reach Chicago. The journey takes about 1 day, 2 hours 15 minutes and with fares starting at just $99, it presents an excellent value for a comfortable ride.

3bus per day

1d 2hAverage Duration

747 milesDistance

30kgCO₂ emissions

	Average Price	Average Duration	CO₂ emissions	Actions
Bus	Average Price$99 - $362	Average Duration1d 2h	CO₂ emissions 30kg CO₂e
Train	Average Price$161 - $2,109	Average Duration1d	CO₂ emissions 110kg CO₂e

Train Companies

Amtrak

4/55,585 reviews

Staff4.7

Timeliness3.8

Cleanliness4.6

Wifi3.6

Based on 5585 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 $161

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

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

How much does a train ticket from Bridgeport to Chicago cost?
How long is the train trip from Bridgeport to Chicago?
How many daily trains are there between Bridgeport and Chicago?
Which train companies travel from Bridgeport to Chicago?
What are the best sights and things to do in Chicago?

Find cheapest prices for trains

Price is for a one-way ticket for one passenger and based on past searches.

Best price found

11/13

$285

11/14

No data

Today

$219

11/16

No data

11/17

$222

11/18

No data

11/19

No data

11/20

No data

The cheapest trip from Bridgeport, CT to Chicago was searched and found on Nov 15, 2025 with a price of $219

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 $219 to $2,068 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 $222 which is on 2025-11-17.