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The average bus between Chicago and Annapolis takes 26h 23m and the fastest bus takes 21h 10m. There is at least one bus per day from Chicago to Annapolis. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.
Buses run once daily between Chicago and Annapolis. The earliest departure is at 6:30 AM in the morning, and the last departure from Chicago is at 6:00 PM which arrives into Annapolis at 4:10 PM. All services require a transfer, and take on average 26h 23m. The schedules shown below are for the next available departures.
Want to know about travelling from Chicago to Annapolis? We have put together a list of the most frequently asked questions from our users such as: What is the cheapest mode of transport? What is the quickest option? How much do tickets usually cost? and many more.
No, there is no direct bus from Chicago to Annapolis. However, there are services departing from Chicago Bus Station and arriving at Annapolis station via Washington Union Station. The journey, including transfers, takes approximately 26h 23m.
Chicago to Annapolis bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Chicago to Annapolis bus services, operated by Flixbus USA, arrive at Annapolis station.
Book your Chicago to Annapolis bus tickets online with Omio and FlixBus.
The distance between Chicago and Annapolis is 995.2 km. The road distance is 1147 km.
You can take a bus from Chicago Bus Station to Annapolis via Washington Union Station in around 18h 20m.
