Bus Tickets from Annapolis to Chicago

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Previously seen trips

One passenger / one way

  • Departure time: October 17 at
    Departure city: Annapolis
    Departure location: 80 West St
    Arrival time: October 18 at
    Destination city: Chicago
    Destination location: 537-517 W. Jackson Blvd
    Operated by: FlixBus + Greyhound
    FlixBus + Greyhound
    Vehicle: BusDuration:
  • Departure time: October 17 at
    Departure city: Annapolis
    Departure location: 80 West St
    Arrival time: October 18 at
    Destination city: Chicago
    Destination location: Chicago 95Th & Dan Ryan
    Operated by: FlixBus + Greyhound
    FlixBus + Greyhound
    Vehicle: BusDuration:
  • Departure time: October 17 at
    Departure city: Annapolis
    Departure location: 80 West St
    Arrival time: October 18 at
    Destination city: Chicago
    Destination location: Chicago 95Th & Dan Ryan
    Operated by: FlixBus + Greyhound
    FlixBus + Greyhound
    Vehicle: BusDuration:
  • Departure time: October 17 at
    Departure city: Annapolis
    Departure location: 80 West St
    Arrival time: October 18 at
    Destination city: Chicago
    Destination location: Downtown Greyhound Station
    Operated by: FlixBus + Greyhound
    FlixBus + Greyhound
    Vehicle: BusDuration:
  • Departure time: October 17 at
    Departure city: Annapolis
    Departure location: 80 West St
    Arrival time: October 19 at
    Destination city: Chicago
    Destination location: 537-517 W. Jackson Blvd
    Operated by: Greyhound + FlixBus
    Greyhound + FlixBus
    Vehicle: BusDuration:

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Bus Annapolis to Chicago: Trip Overview

Average ticket price$196
Average bus trip duration1d 4h
Number of daily buses5
Earliest bus departure10:25am
Distance614 miles (990 km)
Latest bus departure5:00pm

Annapolis to Chicago Bus

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Frequently asked questions for your trip Annapolis - Chicago

About Bus Travel

Bus Travel Tips

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

Start sightseeing the minute your bus leaves the station. If you're on the night bus from Annapolis to Chicago, get comfy and count the stars.

Buses have one of the smallest carbon footprints of motorized transport modes. A bus going from Annapolis to Chicago will emit less CO2 than a car or an airplane.

Create your own real life musical score by curating a personalized bus travel playlist - the perfect accompaniment to your bus ride from Annapolis to Chicago.

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.

It takes 27 hours to go by bus from Lima to Cusco, one of the craziest bus trips on the world. This route is used daily by locals and backpackers.

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 Annapolis by bus?

Bus from Chicago to Annapolis

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