Bus Tickets from Chicago to Annapolis

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TodayJun 19
from US$234
TomorrowJun 20
SatJun 21
SunJun 22
MonJun 23
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ThuJun 26

Cheap buses leaving today

One passenger / one way

  • This trip is recommended because it is the: Cheapest + Fastest
    Departure time: June 19 at
    Departure city: Chicago
    Departure location: Downtown Greyhound Station
    Arrival time: June 21 at
    Destination city: Annapolis
    Destination location: 80 West St
    Operated by: FlixBusFlixBus
    Vehicle: BusDuration:
  • Departure time: June 19 at
    Departure city: Chicago
    Departure location: 537-517 W. Jackson Blvd
    Arrival time: June 21 at
    Destination city: Annapolis
    Destination location: 80 West St
    Operated by: Greyhound Lines, Inc. + FlixBus
    Greyhound Lines, Inc. + FlixBus
    Vehicle: BusDuration:
  • Departure time: June 19 at
    Departure city: Chicago
    Departure location: Chicago 95Th & Dan Ryan
    Arrival time: June 21 at
    Destination city: Annapolis
    Destination location: 80 West St
    Operated by: Greyhound Lines, Inc. + FlixBus
    Greyhound Lines, Inc. + FlixBus
    Vehicle: BusDuration:

Last refresh of the prices: Yesterday at 5:58 AM CDT.

Prices and availability are subject to change.

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Bus Chicago to Annapolis: Trip Overview

Average Ticket PriceUS$234
Average Bus Trip Duration1d 10h
Number of daily buses5.666666666666667
Earliest bus departure5:45am
Distance996 km
Latest bus departure11:59pm

Chicago to Annapolis Bus

With Busbud, comparing and booking tickets for a bus from Chicago to Annapolis is a breeze. Browse through an extensive selection of bus fares and bus schedules to find the best deals.

We make it our job to connect you with the most dependable bus companies that cover bus service from Chicago to Annapolis.

From cheap bus tickets to more luxurious buses travelling from Chicago to Annapolis, we offer a wide range of bus services to best suit your needs depending on how much your budget is.

Frequently asked questions on the trip Chicago - Annapolis

  1. How far is Chicago from Annapolis?

    The distance between Chicago and Annapolis is around 993 km (616 miles).

  2. What are the departure and arrival locations for buses traveling from Chicago to Annapolis?

    Buses traveling this route start their trip at Downtown Greyhound Station, in Chicago, and end it at Harry S. Truman Pkwy, in Annapolis.

Find cheapest prices for buses

Price is for a one-way ticket for one passenger and based on past searches.

Best price found
06-17
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06-18
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Today
US$226
06-20
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06-21
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06-22
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06-23
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06-24
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busbud logoThe cheapest trip from Chicago to Annapolis was searched and found on Jun 19, 2025 with a price of US$226

To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Chicago to Annapolis, as early as possible.

About Bus Travel

Bus Travel Tips

Meet and talk to locals at the bus stations while travelling from Chicago to Annapolis.There is no better way to get inside travel information while exploring a new city than to go straight to its people.

From miles long of beauteous natural landscapes to impressive man-crafted sights, you’re bound to be in for a visual treat on your bus trip from Chicago to Annapolis.

Taking the bus creates the smallest carbon footprint compared to other modes of transport. Not to mention that buses will allow you to discover scenic gems from Chicago to Annapolis that are otherwise impossible to come by with a plane.

Make a music playlist for your bus ride from Chicago to Annapolis, and enjoy the scenery to tunes from your own personal soundtrack.

Did you know?

The bus driver with the longest career in the world drove more than 2,000,000 miles and is a happy World Record holder.

The Superbus, created by a Dutch engineer is the world's fastest bus with 250 km/h. Too bad it's only a prototype for now.

One of the longest bus route in the world goes all the way from Ontario to Alberta in Canada (with the same bus). This trip is 3,435 km or 2,135 miles long and the price is a bit under $100.

Will you be returning to Chicago by bus?

Bus from Chicago to Annapolis

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