- Chicago to Annapolis buses
Next bus departures
| 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 | 80 West St | Cheapest | ||||
Greyhound Lines, Inc. + FlixBus | Bus | Downtown Greyhound Station | 80 West St | Fastest | ||||
FlixBus + Greyhound Lines, Inc. | Bus | Downtown Greyhound Station | 80 West St | No tags | ||||
Greyhound Lines, Inc. + FlixBus | Bus | Downtown Greyhound Station | 80 West St | No tags | ||||
Greyhound Lines, Inc. + FlixBus | Bus | 537-517 W. Jackson Blvd | 80 West St | No tags |
Last refresh of the prices: Today at 3:17 AM CST.
Get from Chicago to Annapolis
The journey takes about 1 day, 55 minutes, and with fares starting at just R 1 807, it presents an excellent value for a comfortable ride.
Where are the popular stops in Chicago and Annapolis?
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
Stops in Annapolis
- A
Harry S. Truman Pkwy
275 Harry S. Truman Pkwy, Annapolis, MD 21401, USA - B
Harry S Truman Park and Ride
200 Harry S Truman Parkway, Parole, MD 21401, USA
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Frequently asked questions about travelling from Chicago to Annapolis 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 Chicago to Annapolis?
The cheapest bus tickets from Chicago to Annapolis start at R 1 807. The average price for this route is around R 1 833. Busbud recommends booking your tickets in advance for the best chance of getting the lowest possible price.
How long is the bus journey from Chicago to Annapolis?
The average bus journey time from Chicago to Annapolis is 1d , covering a distance of 997 km. The fastest bus gets you there in 1d 2h and is operated by Greyhound.
Which bus companies service the Chicago to Annapolis route?
What is the earliest and latest departure time for the bus from Chicago to Annapolis?
The earliest bus departs from Chicago to Annapolis at 08:25. And the latest bus departs at 23:50.
What are the CO₂ emissions for the bus trip from Chicago to Annapolis?
A bus trip from Chicago to Annapolis produces an estimated 25 kg of CO₂, making it a highly eco-friendly travel option and Busbud’s recommended way to travel.
What is the best bus company from Chicago to Annapolis?
According to Busbud customers, the highest-rated bus company on this route is FlixBus, with an average rating of 3.5 out of 5 stars based on 11648 reviews.
Which bus company has the best Wi-Fi from Chicago to Annapolis?
Based on reviews on Busbud, the bus company FlixBus has the best Wi-Fi rating with a score of 2.7.
Which bus company offers the most punctual service from Chicago to Annapolis?
According to Busbud traveller reviews, the most punctual bus company on this route is FlixBus, with a punctuality rating of 3.9 out of 5 stars.
Which bus company has the cleanest buses from Chicago to Annapolis?
According to Busbud traveller reviews, the bus company with the cleanest buses on this route is FlixBus, with a cleanliness rating of 4.1 out of 5 stars.







