Previously seen journeys
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
FlixBus + Greyhound | Bus | Bridgeport Bus Stop | Downtown Greyhound Station | No tags | ||||
Greyhound + FlixBus | Bus | Bridgeport Bus Stop | Downtown Greyhound Station | No tags | ||||
 | Bus | Bridgeport Bus Stop | 537-517 W. Jackson Blvd | No tags | ||||
| Bus | Bridgeport Bus Stop | Downtown Greyhound Station | No tags | ||||
| Bus | Bridgeport Bus Stop | Chicago 95Th & Dan Ryan | No tags |
Compare 2 ways to travel from Bridgeport to Chicago
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 R 1 888, it presents an excellent value for a comfortable ride.
Where are the popular stops in Bridgeport and Chicago?
Stops in Bridgeport
- A
Bridgeport Bus Station
710 Water St, Bridgeport, CT 06604 - B
Bridgeport Ferry Dock
330 Water St, Bridgeport, CT 06604, USA
Stops in Chicago
- A630 W Harrison St, Chicago, IL 60607, USA
- B
Chicago O'Hare International Airport
- C
Polk St & Canal St
500-536 W Polk St, Chicago IL 60607, USA - D
Tornado Bus S Kedzie Ave
2807 S Kedzie Ave, Chicago, IL 60623, USA - E
Cumberland CTA
5800 N Cumberland Ave, Chicago, IL 60631, USA - F
Turimex California Ave
2139 S California Ave, Chicago, IL 60608, USA
Compare bus companies
Based on 87433 reviews, the company was rated 3.5 stars on Busbud. Travellers were especially satisfied with the ticket access and the temperature but often complained with the Wi-Fi. Greyhound ticket prices on this trip start at R 1 905
Frequently asked questions about travelling from Bridgeport, CT to Chicago by bus
Please note that timetables, routes, or operator details shown here may be updated or differ at the time of your trip.
How much is the bus ticket from Bridgeport to Chicago?
The cheapest bus tickets from Bridgeport to Chicago start at R 1 888. The average price for this route is around R 2 930. Busbud recommends booking your tickets in advance for the best chance of getting the lowest possible price.
How long is the bus journey from Bridgeport to Chicago?
The average bus journey time from Bridgeport to Chicago is 1d 2h, covering a distance of 1205 km. The fastest bus gets you there in 22h 50m and is operated by Greyhound.
Which bus companies service the Bridgeport to Chicago route?
Several major bus companies operate on this route with 3 buses available per day.
What is the earliest and latest departure time for the bus from Bridgeport to Chicago?
The earliest bus departs from Bridgeport to Chicago at 12:10. And the latest bus departs at 12:10.
What are the CO₂ emissions for the bus trip from Bridgeport to Chicago?
A bus trip from Bridgeport to Chicago produces an estimated 30 kg of CO₂, making it a highly eco-friendly travel option and Busbud’s recommended way to travel.
Find cheapest prices for buses
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 14 Dec 2025 with a price of R 2 307To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Bridgeport, CT to Chicago as early as possible.
You can expect to pay from R 2 307 to R 2 875 for a bus ticket from Bridgeport, CT to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at R 2 531, which is on 2025-12-16.
What's the cheapest way to go from Bridgeport, CT to Chicago?
The bus is the cheapest travel choice for this destination
