Bus from Chicago to Bridgeport, CT: Tickets & Schedules
Next bus departures
Next departures for Chicago to Bridgeport on November 27
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Bus
Chicago 95Th & Dan Ryan
Bridgeport Bus Stop
Cheapest
Bus
Downtown Greyhound Station
Bridgeport Bus Stop
Fastest
Bus
537-517 W. Jackson Blvd
Bridgeport Bus Stop
No tags
FlixBus + Greyhound Lines, Inc.
Bus
Chicago 95Th & Dan Ryan
Bridgeport Bus Stop
No tags
Last refresh of the prices: Today at 4:36 PM CST.
Compare 2 ways to go from Chicago to Bridgeport
We recommend taking the bus
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.
Greyhound Lines offers the most comprehensive intercity bus services in the United States. They operate a modern, environmentally friendly fleet that serves more than 2400 destinations and carries nearly 16 million passengers annually. When traveling with them, you can expect free WiFi, onboard entertainment, bathrooms, power outlets and decent legroom. One of the great perks of Greyhound is that they connect big cities and smaller towns in the US, where you usually can't get to by train or plane. If you're looking for safe and affordable transportation, Greyhound is a great choice.
Flixbus is a European bus operator that offers intercity and bus travel in over 38 countries. Known for their easy-to-spot lime green buses and for offering affordable transportation between cities in Europe and the Americas, Flixbus is a good option for those looking for an affordable, reliable bus company. In their buses, you'll find free WiFi, bathrooms, and power outlets. You can also pay extra to choose your seat and get extra legroom, or even buy a snack or drink onboard directly from the driver. You can reschedule your ticket for a small fee, which varies from $1 to $5, depending on how close you are to the departure date.
Frequently asked questions about traveling from Chicago to Bridgeport, CT by bus
What is the distance between Chicago and Bridgeport?
The distance separating Chicago and Bridgeport is 748 miles (1206 km).
What are the departure and arrival stations when taking the bus from Chicago to Bridgeport?
If you're headed to Bridgeport from Chicago, chances are that your bus will leave from Downtown Greyhound Station and arrive at Bridgeport Bus Station. These are the primary departure and arrival locations on this route, but you could find others that could be a better fit for your travel plans.
Find cheapest prices for buses
Price is for a one-way ticket for one passenger and based on past searches.
Best price found
11/24
No data
11/25
$363
Today
No data
11/27
$256
11/28
No data
11/29
No data
11/30
No data
12/01
No data
The cheapest trip from Chicago to Bridgeport, CT was searched and found on Nov 27, 2025 with a price of $256
To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Chicago to Bridgeport, CT, as early as possible.
You can expect to pay from $256 to $462 for a bus ticket from Chicago to Bridgeport, CT based on the last 2 days. You can expect to find the cheapest price for the trip at $256 which is on 2025-11-27.
What's the cheapest way to go from Chicago to Bridgeport, CT?
The bus is the cheapest travel choice for this destination
The cheapest trip from Chicago to Bridgeport, CT was searched and found on Nov 27, 2025 with a price of $256
The bus is the cheapest travel choice for this destination
