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Journey Information
There are 6 intercity buses per day from Chicago to Annapolis. Traveling by bus from Chicago to Annapolis usually takes around 30 hours and 18 minutes, but the fastest Greyhound bus can make the trip in 23 hours and 25 minutes.
| Distance | 619 mi (995 km) |
| Shortest duration | 23h 25m |
| Cheapest price | $129.56 |
| Most frequent service | Greyhound |
| Bus lines | 1 |
What bus companies travel from Chicago to Annapolis?
There is one intercity bus company available to search and book on Wanderu that operates from Chicago to Annapolis. Greyhound connects the two cities by bus, it offers multiple scheduled buses per day for you to choose from.
| Bus | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Greyhound | 6 | 1d 6h 19m | $146.40 |
Greyhound is the largest nationwide bus carrier in the United States, offering cheap, safe and reliable service across the country. Greyhound has become a household name, serving over 16 million passengers per year with daily trips to over 2,400 destinations. Greyhound performs about 6 bus trips from Chicago to Annapolis every day, with the average journey taking around 30 hours and 19 minutes to complete. Bus tickets for Greyhound trips to Annapolis usually start from $130.
Frequently Asked Questions
The bus takes an average of 30 hours and 18 minutes to cover the 619 miles from Chicago to Annapolis. However, the fastest bus only takes 23 hours and 25 minutes. It’s definitely on the longer side, so plan to get comfortable for a long road trip. Keep in mind that your actual bus may arrive earlier or later than scheduled, depending on whether there is more or less traffic than usual.
The first bus leaves at 4:00am and the last bus leaves at 10:00pm. To see the times for all buses from Chicago to Annapolis, enter your specific travel dates in the search bar.
City Information
Chicago
Known for its innovative architecture, cultural contributions to jazz and house music, and of course that irresistible deep-dish pizza, the many sights and experiences in Chicago make it one of the best urban vacation destinations for millennials and a top destination in Illinois.
You can't beat the views of the city and Lake Michigan from the SkyDeck in the Willis Tower; at over 1,300 feet, this is the highest observation deck in the U.S. Snap that classic selfie with the Bean in Millennium Park, then wander the many museums in nearby Grant Park. Navy Pier is a popular tourist hotspot for its parks, restaurants, and attractions right on Lake Michigan, and baseball fans will find paradise in Wrigleyville, home to the Chicago Cubs' Wrigley Field and sports bars galore.
Chicago's enormous parks offer plentiful opportunities for outdoor activities in gorgeous urban settings. Many companies offer kayak rentals or boat tours on the Chicago River, with special tours running on Saint Patrick's Day, when the entire river is dyed green. When you’re ready to buy some souvenirs from your epic trip, hit the big brand stores on the Magnificent Mile, or shop local in neighborhoods like Andersonville and Wicker Park. And don't miss the chance to laugh until you cry at The Second City comedy theater, famous for launching the careers of comedians like Tina Fey and Stephen Colbert.
Chicago is one of the biggest transportation hubs in the Midwest, and provides easy access to nearby destinations ideal for day trips, as well as international travel from two airports. Thanks to plenty of bus and train stations throughout the city, getting to the Windy City is a breeze.
Station Information
Where does the bus leave from in Chicago?
Image credit: Jeramey Jannene
Link to image attributionMain departure station: Bus Station - 630 W Harrison St
Buses to Annapolis leave from 3 stations in Chicago.
All bus stations in Chicago:
Bus Station - 630 W Harrison St
Dan Ryan Bus Station
Chicago Train Station Bus Stop
Where does the bus arrive in Annapolis?
Main arrival station: 80 West Street
All buses from Chicago arrive at one main station in Annapolis.
All bus stations in Annapolis:
80 West Street
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