There are 10 ways to get from Chicago to Princess Anne by plane, bus, train, bus (Greyhound), car, or bus (Flixbus, Greyhound)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Chicago Midway International Airport to Baltimore-Washington International Airport, bus
best- Fly from Chicago Midway International Airport (MDW) to Baltimore-Washington International Airport (BWI)plane MDW - BWI
- Take the bus from BWI-Thurgood Marshall Airport to Salisbury, MDbus
6h 45m$228–670Fly Chicago Midway International Airport to Philadelphia International Airport, train, bus
cheapest- Fly from Chicago Midway International Airport (MDW) to Philadelphia International Airport (PHL)plane MDW - PHL
- Take the train from 30th Street Station to Wilmingtontrain
- Take the bus from Wilmington Bus Station to Princess Annebus
8h 54m$126–613Train, bus via Rockville
- Take the train from Chicago Union Station to Rockville Amtraktrain
- Take the train from Washington Union Station to BWI Thurgood Marshalltrain
- Take the bus from BWI Amtrak Station to Salisbury, MDbus
20h 58m$296–1,122Bus (Greyhound)
- Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus
- Take the bus from Baltimore Downtown Bus Station to Wilmington Bus Stationbus
- Take the bus from Wilmington Bus Station to Princess Annebus
24h 15m$165–306Drive 805.8 mi
- Drive from Chicago to Princess Annecar 805.8 mi
14h 17m$148–213Fly Chicago O'Hare International Airport to Baltimore-Washington International Airport, bus
- Fly from Chicago O'Hare International Airport (ORD) to Baltimore-Washington International Airport (BWI)plane ORD - BWI
- Take the bus from BWI-Thurgood Marshall Airport to Salisbury, MDbus
7h 11m$248–480Fly Chicago Midway International Airport to Ronald Reagan Washington National Airport, train, bus
- Fly from Chicago Midway International Airport (MDW) to Ronald Reagan Washington National Airport (DCA)plane MDW - DCA
- Take the train from Washington Union Station to Wilmingtontrain
- Take the bus from Wilmington Bus Station to Princess Annebus
9h 42m$236–1,217Fly Chicago O'Hare International Airport to Ronald Reagan Washington National Airport, train, bus
- Fly from Chicago O'Hare International Airport (ORD) to Ronald Reagan Washington National Airport (DCA)plane ORD - DCA
- Take the train from Washington Union Station to Wilmingtontrain
- Take the bus from Wilmington Bus Station to Princess Annebus
10h 4m$176–867Bus via Harrisburg
- Take the bus from Chicago Bus Station to Harrisburg Bus Stationbus
- Take the bus from Harrisburg Bus Station to Baltimore Downtown Bus Stationbus
- Take the bus from Baltimore, MD - Greyhound Bus Terminal Downtown to Salisbury, MDbus
25h 57m$199–304Train, bus
- Take the train from Chicago Union Station to Wilmingtontrain Cardinal
- Take the bus from Wilmington Bus Station to Princess Annebus Greyhound US0355
29h 45m$294–632
Chicago to Princess Anne by bus (Greyhound)
Questions & Answers
The cheapest way to get from Chicago to Princess Anne is to drive which costs $140 - $220 and takes 14h 17m.
The fastest way to get from Chicago to Princess Anne is to fly and bus which takes 6h 45m and costs $220 - $700.
No, there is no direct bus from Chicago station to Princess Anne. However, there are services departing from Chicago Bus Station and arriving at Princess Anne via Baltimore Downtown Bus Station and Wilmington Bus Station. The journey, including transfers, takes approximately 24h 15m.
The distance between Chicago and Princess Anne is 743 miles. The road distance is 810.5 miles.
The best way to get from Chicago to Princess Anne without a car is to train and bus via Rockville which takes 20h 58m and costs $290 - $1,200.
It takes approximately 6h 45m to get from Chicago to Princess Anne, including transfers.
Chicago to Princess Anne bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Chicago to Princess Anne bus services, operated by Greyhound USA, arrive at Baltimore Downtown Bus Station.
Princess Anne is 1h ahead of Chicago. It is currently 3:24 PM in Chicago and 4:24 PM in Princess Anne.
Yes, the driving distance between Chicago to Princess Anne is 810 miles. It takes approximately 14h 17m to drive from Chicago to Princess Anne.
What companies run services between Chicago, IL, USA and Princess Anne, MD, USA?
You can take a bus from Chicago Bus Station to Princess Anne via Baltimore Downtown Bus Station and Wilmington Bus Station in around 24h 15m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Baltimore-Washington International Airport
- Ave. Duration
- 1h 47m
- When
- Every day
- Estimated price
- $80–480
Flights from Chicago Midway International Airport to Baltimore-Washington International Airport via Cleveland
- Ave. Duration
- 3h 45m
- When
- Tuesday, Wednesday, and Sunday
- Estimated price
- $85–480
Flights from Chicago Midway International Airport to Baltimore-Washington International Airport via Covington
- Ave. Duration
- 3h 25m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $85–500
Flights from Chicago Midway International Airport to Baltimore-Washington International Airport via Indianapolis
- Ave. Duration
- 3h 55m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $85–500
Flights from Chicago Midway International Airport to Baltimore-Washington International Airport via Milwaukee
- Ave. Duration
- 3h 45m
- When
- Saturday
- Estimated price
- $90–550
Flights from Chicago Midway International Airport to Baltimore-Washington International Airport via Columbus
- Ave. Duration
- 4h 5m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $80–480
Flights from Chicago Midway International Airport to Baltimore-Washington International Airport via Pittsburgh
- Ave. Duration
- 4h 15m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $80–480
Flights from Chicago Midway International Airport to Philadelphia International Airport
- Ave. Duration
- 1h 55m
- When
- Every day
- Estimated price
- $95–550
Flights from Chicago Midway International Airport to Ronald Reagan Washington National Airport
- Ave. Duration
- 1h 46m
- When
- Every day
- Estimated price
- $180–1,100
- Website
- united.com
Flights from Chicago O'Hare International Airport to Baltimore-Washington International Airport
- Ave. Duration
- 2h 1m
- When
- Every day
- Estimated price
- $55–330
Flights from Chicago O'Hare International Airport to Ronald Reagan Washington National Airport
- Ave. Duration
- 2h 3m
- When
- Every day
- Estimated price
- $120–750
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Baltimore-Washington International Airport
- Ave. Duration
- 2h 2m
- When
- Every day
- Estimated price
- $55–330
Flights from Chicago O'Hare International Airport to Ronald Reagan Washington National Airport
- Ave. Duration
- 1h 58m
- When
- Every day
- Estimated price
- $120–750
- Website
- flyfrontier.com
Flights from Chicago O'Hare International Airport to Baltimore-Washington International Airport
- Ave. Duration
- 2h 6m
- When
- Monday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $55–330
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Rockville Amtrak
- Ave. Duration
- 16h 36m
- Frequency
- Once daily
- Estimated price
- $200–440
- Website
- https://www.amtrak.com/home.html
Train from Washington Union Station to BWI Thurgood Marshall
- Ave. Duration
- 38 min
- Frequency
- Hourly
- Estimated price
- $7–18
- Website
- https://www.amtrak.com/home.html
Train from 30th Street Station to Wilmington
- Ave. Duration
- 25 min
- Frequency
- 5 times a day
- Estimated price
- $6–15
- Website
- https://www.amtrak.com/home.html
Train from Washington Union Station to Wilmington
- Ave. Duration
- 1h 21m
- Frequency
- 4 times a day
- Estimated price
- $29–65
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Wilmington
- Ave. Duration
- 25h 35m
- Frequency
- 3 times a week
- Estimated price
- $270–600
- Website
- https://www.amtrak.com/home.html
Rome2Rio's guide to Amtrak Northeast Regional
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Washington Union Station to BWI Thurgood Marshall
- Ave. Duration
- 24 min
- Frequency
- Hourly
- Estimated price
- $4–200
- Website
- https://www.amtrak.com/home
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $4–200
- Business Class
- $45–230
Train from 30th Street Station to Wilmington
- Ave. Duration
- 21 min
- Frequency
- Hourly
- Estimated price
- $3–200
- Website
- https://www.amtrak.com/home
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $3–200
- Business Class
- $40–230
Train from Washington Union Station to Wilmington
- Ave. Duration
- 1h 31m
- Frequency
- Hourly
- Estimated price
- $15–240
- Website
- https://www.amtrak.com/home
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $15–240
- Business Class
- $65–280
- Phone
- 1-866-743-3682
- Website
- mta.maryland.gov
Train from Washington Union Station to BWI Thurgood Marshall
- Ave. Duration
- 35 min
- Frequency
- Hourly
- Estimated price
- $2–9
- Website
- https://www.mta.maryland.gov
- Standard Fare
- $2–9
Rome2Rio's guide to Amtrak Acela
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Washington Union Station to BWI Thurgood Marshall
- Ave. Duration
- 20 min
- Frequency
- 5 times a day
- Estimated price
- $6–550
- Schedules at
- https://www.amtrak.com/acela-train
- Website
- https://www.amtrak.com/home.html
- Business Class
- $6–440
- First Class
- $100–550
Train from 30th Street Station to Wilmington
- Ave. Duration
- 23 min
- Frequency
- Every 3 hours
- Estimated price
- $5–550
- Schedules at
- https://www.amtrak.com/acela-train
- Website
- https://www.amtrak.com/home.html
- Business Class
- $5–440
- First Class
- $100–550
Train from Washington Union Station to Wilmington
- Ave. Duration
- 1h 11m
- Frequency
- Every 3 hours
- Estimated price
- $25–650
- Schedules at
- https://www.amtrak.com/acela-train
- Website
- https://www.amtrak.com/home.html
- Business Class
- $25–460
- First Class
- $140–650
- Phone
- +1 410-912-6000
- reservations@bayrunnershuttle.com
- Website
- bayrunnershuttle.com
Bus from BWI-Thurgood Marshall Airport to Salisbury, MD
- Ave. Duration
- 2h 10m
- Frequency
- Every 4 hours
- Estimated price
- $85–110
- Schedules at
- bayrunnershuttle.com
Bus from BWI Amtrak Station to Salisbury, MD
- Ave. Duration
- 2h
- Frequency
- Every 4 hours
- Estimated price
- $85–110
- Schedules at
- bayrunnershuttle.com
Bus from Baltimore, MD - Greyhound Bus Terminal Downtown to Salisbury, MD
- Ave. Duration
- 2h 30m
- Frequency
- 4 times a day
- Estimated price
- $85–110
- Schedules at
- bayrunnershuttle.com
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Bus from BWI Amtrak Station to Salisbury, MD
- Ave. Duration
- 2h 5m
- Frequency
- Every 4 hours
- Estimated price
- $30–55
- Website
- https://www.amtrak.com/home.html
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Chicago Bus Station to Baltimore Downtown Bus Station
- Ave. Duration
- 17h 45m
- Frequency
- Twice daily
- Estimated price
- $130–250
- Website
- https://www.greyhound.com/
Bus from Baltimore Downtown Bus Station to Wilmington Bus Station
- Ave. Duration
- 1h 20m
- Frequency
- 3 times a day
- Estimated price
- $12–23
- Website
- https://www.greyhound.com/
Bus from Wilmington Bus Station to Princess Anne
- Ave. Duration
- 3h 10m
- Frequency
- Once daily
- Estimated price
- $20–40
- Website
- https://www.greyhound.com/
Bus from Harrisburg Bus Station to Baltimore Downtown Bus Station
- Ave. Duration
- 1h 45m
- Frequency
- Once daily
- Estimated price
- $13–25
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Chicago Bus Station to Harrisburg Bus Station
- Ave. Duration
- 15h 55m
- Frequency
- Once daily
- Estimated price
- $95–170
- Schedules at
- flixbus.com
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