There are 11 ways to get from Milwaukee to Annapolis by plane, bus, train, bus (Flixbus, Greyhound), car, or subway
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly General Mitchell International Airport to Ronald Reagan Washington National Airport, bus
best- Fly from General Mitchell International Airport (MKE) to Ronald Reagan Washington National Airport (DCA)plane MKE - DCA
- Take the bus from Washington Union Station to Annapolisbus
5h 26m$255–1,501Bus
cheapest- Take the bus from Milwaukee Intermodal Station to Chicago Bus Stationbus
- Take the bus from Chicago Bus Station to Washington Union Stationbus
- Take the bus from Washington Union Station to Annapolisbus
21h 30m$99–224Train, bus via Rockville
- Take the train from Milwaukee to Chicago Union Stationtrain
- Take the train from Chicago Union Station to Rockville Amtraktrain
- Take the bus from Washington Union Station to Annapolisbus
21h 26m$143–318Drive 801.5 mi
- Drive from Milwaukee to Annapoliscar 801.5 mi
13h 54m$147–212Fly General Mitchell International Airport to Baltimore-Washington International Airport, line 70 bus
- Fly from General Mitchell International Airport (MKE) to Baltimore-Washington International Airport (BWI)plane MKE - BWI
- Take the bus from Cromwell Light Rail Station Bay 2 to COLLEGE AVE & BLADEN ST ebbus
5h 43m$118–590Bus to Chicago O'Hare International Airport, fly to Ronald Reagan Washington National Airport, bus
- Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus
- Fly from Chicago O'Hare International Airport (ORD) to Ronald Reagan Washington National Airport (DCA)plane ORD - DCA
- Take the bus from Washington Union Station to Annapolisbus
6h 47m$178–859Bus to Chicago O'Hare International Airport, fly to Baltimore-Washington International Airport, line 70 bus
- Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus
- Fly from Chicago O'Hare International Airport (ORD) to Baltimore-Washington International Airport (BWI)plane ORD - BWI
- Take the bus from Cromwell Light Rail Station Bay 2 to COLLEGE AVE & BLADEN ST ebbus
7h 17m$121–408Bus to Chicago O'Hare International Airport, fly to Washington Dulles International Airport, subway, bus
- Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus
- Fly from Chicago O'Hare International Airport (ORD) to Washington Dulles International Airport (IAD)plane ORD - IAD
- Take the subway from Washington Dulles International Airport, Silver Line Center Platform to Farragut West, Blue/Orange/Silver Line Track 1 Platformsubway
- Take the bus from Washington Union Station to Annapolisbus
7h 33m$248–614Train, subway to Chicago Midway International Airport, fly to Baltimore-Washington International Airport, line 70 bus
- Take the train from Milwaukee to Chicago Union Stationtrain
- Take the subway from LaSalle/Van Buren to Midwaysubway
- Fly from Chicago Midway International Airport (MDW) to Baltimore-Washington International Airport (BWI)plane MDW - BWI
- Take the bus from Cromwell Light Rail Station Bay 2 to COLLEGE AVE & BLADEN ST ebbus
7h 44m$110–523Train to Chicago Midway International Airport, fly to Ronald Reagan Washington National Airport, bus
- Take the train from Milwaukee to Chicago Union Stationtrain
- Fly from Chicago Midway International Airport (MDW) to Ronald Reagan Washington National Airport (DCA)plane MDW - DCA
- Take the bus from Washington Union Station to Annapolisbus
7h 22m$217–1,164Train, bus
- Take the train from Milwaukee to Chicago Union Stationtrain
- Take the train from Chicago Union Station to Baltimore Penn Stationtrain
- Take the bus from Patapsco Light Rail Station Bay 3 to West St & Church Cirbus 70
29h 55m$146–356
Milwaukee to Annapolis by train, subway, and bus
Questions & Answers
The cheapest way to get from Milwaukee to Annapolis is to bus which costs $95 - $230 and takes 21h 30m.
The fastest way to get from Milwaukee to Annapolis is to fly and bus which takes 5h 26m and costs $250 - $1,500.
No, there is no direct bus from Milwaukee station to Annapolis. However, there are services departing from Milwaukee Intermodal Station and arriving at Annapolis via Chicago Bus Station and Washington Union Station. The journey, including transfers, takes approximately 21h 30m.
The distance between Milwaukee and Annapolis is 681 miles. The road distance is 806.2 miles.
The best way to get from Milwaukee to Annapolis without a car is to train and bus via Rockville which takes 21h 26m and costs $140 - $320.
It takes approximately 5h 26m to get from Milwaukee to Annapolis, including transfers.
Milwaukee to Annapolis bus services, operated by Flixbus USA, depart from Milwaukee Intermodal Station.
Milwaukee to Annapolis bus services, operated by Flixbus USA, arrive at Chicago Bus Station.
Annapolis is 1h ahead of Milwaukee. It is currently 3:30 AM in Milwaukee and 4:30 AM in Annapolis.
Yes, the driving distance between Milwaukee to Annapolis is 806 miles. It takes approximately 13h 54m to drive from Milwaukee to Annapolis.
What companies run services between Milwaukee, WI, USA and Annapolis, MD, USA?
You can take a bus from Milwaukee Intermodal Station to Annapolis via Chicago Bus Station and Washington Union Station in around 21h 30m.
- Website
- united.com
Flights from General Mitchell International Airport to Ronald Reagan Washington National Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 23m
- When
- Every day
- Estimated price
- $250–1,500
Flights from Chicago O'Hare International Airport to Ronald Reagan Washington National Airport
- Ave. Duration
- 2h 2m
- When
- Every day
- Estimated price
- $130–800
Flights from Chicago O'Hare International Airport to Baltimore-Washington International Airport
- Ave. Duration
- 2h 6m
- When
- Every day
- Estimated price
- $55–340
Flights from Chicago O'Hare International Airport to Washington Dulles International Airport
- Ave. Duration
- 1h 58m
- When
- Every day
- Estimated price
- $60–370
Flights from Chicago O'Hare International Airport to Washington Dulles International Airport via State College
- Ave. Duration
- 3h 40m
- When
- Every day
- Estimated price
- $65–390
Flights from Chicago O'Hare International Airport to Washington Dulles International Airport via Cleveland
- Ave. Duration
- 4h 13m
- When
- Every day
- Estimated price
- $65–380
Flights from Chicago O'Hare International Airport to Washington Dulles International Airport via Morgantown
- Ave. Duration
- 4h 2m
- When
- Every day
- Estimated price
- $60–370
Flights from Chicago O'Hare International Airport to Washington Dulles International Airport via Columbus
- Ave. Duration
- 4h 29m
- When
- Every day
- Estimated price
- $60–380
Flights from Chicago O'Hare International Airport to Washington Dulles International Airport via Pittsburgh
- Ave. Duration
- 4h 40m
- When
- Every day
- Estimated price
- $60–380
- Website
- southwest.com
Flights from General Mitchell International Airport to Ronald Reagan Washington National Airport
- Ave. Duration
- 1h 53m
- When
- Every day
- Estimated price
- $240–1,400
Flights from General Mitchell International Airport to Ronald Reagan Washington National Airport via Nashville
- Ave. Duration
- 4h 23m
- When
- Saturday and Sunday
- Estimated price
- $320–1,700
Flights from General Mitchell International Airport to Baltimore-Washington International Airport
- Ave. Duration
- 1h 55m
- When
- Every day
- Estimated price
- $100–600
Flights from General Mitchell International Airport to Baltimore-Washington International Airport via Nashville
- Ave. Duration
- 4h 10m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $140–750
Flights from Chicago Midway International Airport to Baltimore-Washington International Airport
- Ave. Duration
- 1h 50m
- When
- Every day
- Estimated price
- $80–470
Flights from Chicago Midway International Airport to Ronald Reagan Washington National Airport
- Ave. Duration
- 1h 49m
- When
- Every day
- Estimated price
- $180–1,100
Flights from Chicago Midway International Airport to Ronald Reagan Washington National Airport via Columbus
- Ave. Duration
- 3h 35m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $180–1,100
- Website
- aa.com
Flights from General Mitchell International Airport to Ronald Reagan Washington National Airport
- Ave. Duration
- 2h 13m
- When
- Every day
- Estimated price
- $240–1,400
Flights from General Mitchell International Airport to Ronald Reagan Washington National Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 17m
- When
- Every day
- Estimated price
- $250–1,500
Flights from Chicago O'Hare International Airport to Ronald Reagan Washington National Airport
- Ave. Duration
- 1h 57m
- When
- Every day
- Estimated price
- $130–800
Flights from Chicago O'Hare International Airport to Baltimore-Washington International Airport
- Ave. Duration
- 1h 58m
- When
- Every day
- Estimated price
- $55–340
- Website
- delta.com
Flights from General Mitchell International Airport to Ronald Reagan Washington National Airport via Detroit
- Ave. Duration
- 4h 29m
- When
- Every day
- Estimated price
- $240–1,400
Flights from General Mitchell International Airport to Baltimore-Washington International Airport via Detroit
- Ave. Duration
- 3h 43m
- When
- Every day
- Estimated price
- $100–650
Flights from Chicago Midway International Airport to Baltimore-Washington International Airport via Detroit
- Ave. Duration
- 3h 34m
- When
- Every day
- Estimated price
- $80–470
- Website
- flyfrontier.com
Flights from Chicago O'Hare International Airport to Baltimore-Washington International Airport
- Ave. Duration
- 2h
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $55–340
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $22–40
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Rockville Amtrak
- Ave. Duration
- 16h 36m
- Frequency
- Once daily
- Estimated price
- $110–260
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Baltimore Penn Station
- Ave. Duration
- 24h 46m
- Frequency
- 3 times a week
- Estimated price
- $120–310
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 202 466 3876
- Website
- wmata.com
Subway from Washington Dulles International Airport, Silver Line Center Platform to Farragut West, Blue/Orange/Silver Line Track 1 Platform
- Ave. Duration
- 47 min
- Frequency
- Every 15 minutes
- Estimated price
- $2–8
- Website
- https://www.wmata.com
- standard fare after 9:30 p.m
- $2–3
- standard fare 5 a.m - 9:30 p.m.
- $5–8
- Phone
- +1 888-968-7282
- Website
- transitchicago.com
Subway from LaSalle/Van Buren to Midway
- Ave. Duration
- 33 min
- Frequency
- Every 15 minutes
- Estimated price
- $2–5
- Website
- https://www.transitchicago.com
- Schedules at
- https://www.transitchicago.com/schedules/
- Adult
- $2–5
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Washington Union Station to Annapolis
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Estimated price
- $9–14
- Schedules at
- flixbus.com
Bus from Milwaukee Intermodal Station to Chicago Bus Station
- Ave. Duration
- 2h 15m
- Frequency
- 3 times a day
- Estimated price
- $19–35
- Schedules at
- flixbus.com
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Milwaukee Intermodal Station to Chicago Bus Station
- Ave. Duration
- 1h 45m
- Frequency
- 3 times a day
- Estimated price
- $19–50
- Website
- https://www.greyhound.com/
Bus from Chicago Bus Station to Washington Union Station
- Ave. Duration
- 16h 30m
- Frequency
- Twice daily
- Estimated price
- $70–160
- Website
- https://www.greyhound.com/
- Phone
- 1-866-743-3682
- Website
- mta.maryland.gov
Bus from Cromwell Light Rail Station Bay 2 to COLLEGE AVE & BLADEN ST eb
- Ave. Duration
- 1h 4m
- Frequency
- Hourly
- Estimated price
- $2
- Website
- https://www.mta.maryland.gov
Bus from Patapsco Light Rail Station Bay 3 to West St & Church Cir
- Ave. Duration
- 1h 26m
- Frequency
- Hourly
- Estimated price
- $2
- Website
- https://www.mta.maryland.gov
- Phone
- (866) 912 6224
- questions@coachusa.com
- Website
- coachusa.com
Bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departures
- Ave. Duration
- 1h 50m
- Frequency
- Every 2 hours
- Estimated price
- $35–38
- Schedules at
- coachusa.com
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Why you should take the train in the US
Read the travel guide
Need to know: Greyhound
Read the travel guide
More Questions & Answers
Book your Milwaukee to Annapolis bus tickets online with Omio and FlixBus.
There are 168+ hotels available in Annapolis.





















