- Must visit
The Discovery Museum and Planetarium
Major regional museum with American art, natural history, and a planetarium. Its varied collections make it Bridgeport’s essential museum stop.
The best way to find a cheap bus ticket from Chicago, IL to Bridgeport, CT is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Chicago, IL to Bridgeport, CT will cost around $212 if you buy it on the day, but the cheapest tickets can be found for only $212.
On Tue, Nov 03, we found 1 buses from Chicago, IL to Bridgeport, CT, including 1 direct services.
On Tue, Nov 03 the direct buses cover the 1204 km distance in an average of 1 d 1 h 45 m but if you time it right, some buses will get you there in just 1 d 1 h 45 m .
On Tue, Nov 03 the slowest buses will take 1 d 1 h 45 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.

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Buses from Chicago, IL to Bridgeport, CT run on average 2 times per day, taking around 22h 34m. Cheap bus tickets for this journey start at $77 if you book in advance.
The earliest bus runs at 06:55, the last at 23:35. The fastest bus covers the 748 miles (1204 km) distance in 18h 55m.
Plan this route
Use these quick route answers to check fares, travel time, departure options, and direct services before booking from Chicago, IL to Bridgeport, CT.
| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator Greyhound | Departure Time 04:10AM | Arrival Time 01:45PM | Duration 33h35 | Departure days Tue | Cheapest price $203 |
Operator Greyhound | Departure Time 04:35AM | Arrival Time 01:45PM | Duration 33h10 | Departure days Tue | Cheapest price $122 |
Operator Greyhound | Departure Time 01:00PM | Arrival Time 02:45PM | Duration 25h45 | Departure days Tue, Thu, Sat | Cheapest price $203 |
Operator FlixBus | Departure Time 05:25PM | Arrival Time 01:45PM | Duration 20h20 | Departure days Sun | Cheapest price $231 |
Operator Flixbus USA | Departure Time 07:15PM | Arrival Time 09:45AM | Duration 38h30 | Departure days Wed, Fri | Cheapest price $160 |
The table below shows live departures for Chicago, IL to Bridgeport, CT buses for tomorrow, Tuesday, November 3. You can also manually refresh the results below to see updated bus journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 1:00 PM Chicago, IL | 25h45 | 2:45 PM Bridgeport, CT | 0 transfersDirect | |
This is the last bus of the day. | |||||
Find all the dates and times for this journey
Buses from Chicago, IL to Bridgeport, CT with Greyhound and FlixBus. Overnight buses available on this route with Greyhound and FlixBus. Use the details below to compare onboard facilities.
Review the details behind your booking, from operators and ticket rules to luggage, onboard amenities, accessibility, and route-specific travel policies.
Discover the best of Bridgeport, CT — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Bridgeport, CT trip today.
Major regional museum with American art, natural history, and a planetarium. Its varied collections make it Bridgeport’s essential museum stop.
Showcases P. T. Barnum’s life and legacy through artifacts and local history. A strong choice for understanding Bridgeport’s most famous resident.
Contemporary gallery featuring rotating exhibitions and local artistic programming. Worth visiting for current work and a community-focused art scene.
Large waterfront park designed with Frederick Law Olmsted influences. Beaches, promenades, and skyline views make it Bridgeport’s signature outdoor area.
Compact waterfront park beside Black Rock Harbor with a lighthouse view. It is one of the city’s best spots for sunsets and shoreline photos.
Historic neighborhood by the harbor with walkable streets, shops, and coastal character. It is popular for local atmosphere and independent businesses.
Thin-crust pizza from nearby New Haven, often coal-fired with a charred edge. It is the region’s signature food and a must-try across Fairfield County.
A hot dog topped with bacon, mustard, relish, onion, and peppers. Created in Connecticut, it is a beloved local fast-food specialty.
Warm lobster meat tossed with butter in a split-top roll. A Connecticut shoreline classic, popular in coastal towns near Bridgeport.
Beloved old-school pizzeria known for thin-crust pies and a casual neighborhood feel. A local institution for classic Bridgeport pizza.
Popular steakhouse and seafood restaurant with a polished but approachable atmosphere. Known for generous portions and dependable service.
Long-running casual Mexican restaurant praised for tacos, enchiladas, and lively service. A well-known local favorite in downtown Bridgeport.
Moderate for a U.S. city. Hotels and dining are usually cheaper than New York City, while local transit is limited so visitors may spend more on rideshares or parking.
Tip 18-20% at restaurants; 15-20% for taxis. Cafes often have tip jars or card prompts, with $1-2 or 10-15% common.
Get destination-focused answers for the end of your trip, including what to do, when to go, practical entry details, and tips for making the most of your time in Bridgeport, CT.
Find answers to the most common questions about traveling from Chicago, IL to Bridgeport, CT by bus. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest bus, the cheapest option, or tips for making the most of your visit at Bridgeport, CT, this guide helps you travel smarter and with confidence.

Most Chicago, IL to Bridgeport, CT buses use the Chicago, Union Station (Amtrak) to Bridgeport, Transportation Center station pair. Use this guide to compare Chicago, IL and Bridgeport, CT bus stations on this route, check city-centre transport, alongside checking practicalities like bus station facilities and services.
Chicago, Greyhound Bus Station is 2 km from Chicago city centre. Public transport options include:
Chicago, Greyhound Bus Station has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Snack shop and vending machines available
Free Wi-Fi in waiting area. ATMs are located near entrance.
Ticket office support is available at Chicago, Greyhound Bus Station.
Available at Chicago, Greyhound Bus Station: Parking, Taxis, WC.
Accessibility facilities are available at Chicago, Greyhound Bus Station: Wheelchair accessible entrances and seating.
Chicago, Union Station (Amtrak) is 3 km from Chicago city centre. Public transport options include:
Chicago, Union Station (Amtrak) has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Multiple dining options are available inside the station.
Free Wi-Fi is available in waiting areas. ATMs are aTMs are located near the main entrance.
Ticket office support is available at Chicago, Union Station (Amtrak).
Available at Chicago, Union Station (Amtrak): Parking, Taxis, WC.
Accessibility facilities are available at Chicago, Union Station (Amtrak): Station is accessible with elevators and ramps.
Bridgeport, Transportation Center is 2 km from Bridgeport city centre. Public transport options include:
Bridgeport, Transportation Center has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Restaurants located within the station premises.
Free public Wi-Fi available. ATMs are aTMs available near the main entrance.
Ticket office support is available at Bridgeport, Transportation Center.
Available at Bridgeport, Transportation Center: Parking, Taxis, WC.
Accessibility facilities are available at Bridgeport, Transportation Center: Wheelchair access throughout the station.
Check bus stations information for Chicago, IL and Bridgeport, CT, including where buses depart and arrive on this route.