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How to Travel from

Chicago to Annapolis

by Plane, Rideshare, Route or Car

Chicago
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Annapolis
Transport search to Annapolis
Chicago
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Annapolis
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Twelve ways to Travel from Chicago to Annapolis

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Transport providers

Airlines

American Airlines

Website:
aa.com/
Plane from Chicago O'Hare International Airport to Ronald
Ave. Duration:
1h 53m
Frequency:
Every day
Estimated price:
$121.02–$331.20
Plane from Chicago O'Hare International Airport to Baltimore-Washington
Ave. Duration:
1h 52m
Frequency:
Every day
Estimated price:
$165.60–$445.85
Plane from General Mitchell International Airport to Baltimore-Washington
Ave. Duration:
3h 56m
Frequency:
Every day
Estimated price:
$127.39–$560.50

Delta

Website:
delta.com/
Plane from General Mitchell International Airport to Baltimore-Washington
Ave. Duration:
4h 36m
Frequency:
Every day
Estimated price:
$108.28–$318.46

United Airlines

Website:
united.com/
Plane from Chicago O'Hare International Airport to Ronald
Ave. Duration:
1h 55m
Frequency:
Every day
Estimated price:
$216.56–$394.90
Plane from Chicago O'Hare International Airport to Baltimore-Washington
Ave. Duration:
1h 53m
Frequency:
Every day
Estimated price:
$152.86–$509.54
Plane from Chicago O'Hare International Airport to Washington
Ave. Duration:
1h 54m
Frequency:
Every day
Estimated price:
$152.86–$509.54
Plane from General Mitchell International Airport to Baltimore-Washington
Ave. Duration:
4h 18m
Frequency:
Every day
Estimated price:
$165.60–$560.50

Frontier Airlines

Website:
flyfrontier.com/
Plane from Midway International Airport to Baltimore-Washington
Ave. Duration:
1h 55m
Frequency:
Monday, Wednesday, and Friday
Estimated price:
$56.05–$254.77

Southwest Airlines

Website:
southwest.com/
Plane from Midway International Airport to Ronald
Ave. Duration:
1h 46m
Frequency:
Every day
Estimated price:
$203.82–$433.11
Plane from Midway International Airport to Baltimore-Washington
Ave. Duration:
1h 45m
Frequency:
Every day
Estimated price:
$127.39–$407.64
Plane from Chicago O'Hare International Airport to Baltimore-Washington
Ave. Duration:
1h 52m
Frequency:
Every day
Estimated price:
$121.02–$369.42
Plane from General Mitchell International Airport to Baltimore-Washington
Ave. Duration:
1h 53m
Frequency:
Every day
Estimated price:
$127.39–$407.64

Train operators

Amtrak

Phone:
+1 800-872-7245
Website:
amtrak.com/home.html
Train from Chicago Union Station to Rockville
Ave. Duration:
16h 36m
Frequency:
Once daily
Estimated price:
$76.43–$280.25
Train from Chicago Union Station to Milwaukee
Ave. Duration:
1h 29m
Frequency:
Every 4 hours
Estimated price:
$12.74–$89.17
Train from Chicago Union Station to Baltimore
Ave. Duration:
24h 46m
Frequency:
3 times a week
Estimated price:
$95.54–$331.20

Maryland Transit

Phone:
1-866-743-3682
Website:
mta.maryland.gov
Bus from Cromwell Light Rail Station Bay 2 to COLLEGE
Ave. Duration:
1h 4m
Frequency:
Hourly
Estimated price:
$2.31
Bus from Patapsco Light Rail Station Bay 3 to West
Ave. Duration:
1h 26m
Frequency:
Hourly
Estimated price:
$2.31

Washington Metropolitan Area Transit Authority

Phone:
+1 202 466 3876
Website:
wmata.com
Train from Washington Dulles International Airport Metrorail Station, Silver Line Center Platform to Metro
Ave. Duration:
53 min
Frequency:
Every 15 minutes
Estimated price:
$4.59–$7.01

Bus operators

Greyhound USA

Phone:
+1 214-849-8100
Website:
greyhound.com/
Bus from Chicago Bus Station to Baltimore
Ave. Duration:
17h 25m
Frequency:
Twice daily
Estimated price:
$59.87–$369.42
Bus from Harrisburg Bus Station to Baltimore
Ave. Duration:
1h 45m
Frequency:
Twice daily
Estimated price:
$6.11–$82.80

Flixbus USA

Phone:
+1 (855) 626-8585
Website:
flixbus.com
Bus from Washington Union Station to Annapolis
Ave. Duration:
45 min
Frequency:
Once daily
Estimated price:
$6.24–$38.22
Bus from Chicago Bus Station to Harrisburg
Ave. Duration:
16h
Frequency:
Once daily
Estimated price:
$70.06–$216.56

Questions and Answers

What is the cheapest way to get from Chicago to Annapolis?

The cheapest way to get from Chicago to Annapolis is to bus via Harrisburg which costs $70.65 - $260.87 and takes 21h 41m.

What is the fastest way to get from Chicago to Annapolis?

The fastest way to get from Chicago to Annapolis is to fly and bus which takes 5h 23m and costs $119.57 - $467.39 .

Is there a direct bus between Chicago and Annapolis?

No, there is no direct bus from Chicago station to Annapolis. However, there are services departing from Chicago Bus Station and arriving at Church Cir & School St via HAINES ST & WARNER ST eb and GREENE ST & LOMBARD ST sb fs. The journey, including transfers, takes approximately 19h 45m.

How far is it from Chicago to Annapolis?

The distance between Chicago and Annapolis is 1039 km. The road distance is 1160.3 km.

How do I travel from Chicago to Annapolis without a car?

The best way to get from Chicago to Annapolis without a car is to train and bus via Rockville which takes 19h and costs $76.09 - $271.74 .

How long does it take to get from Chicago to Annapolis?

It takes approximately 5h 23m to get from Chicago to Annapolis, including transfers.

Where do I catch the Chicago to Annapolis bus from?

Chicago to Annapolis bus services, operated by Greyhound USA, depart from Chicago Bus Station.

Where does the Chicago to Annapolis bus arrive?

Chicago to Annapolis bus services, operated by Greyhound USA, arrive at Baltimore Downtown Bus Station.

What is the time difference between Chicago and Annapolis?

Annapolis is 1h ahead of Chicago. It is currently 00:17 in Chicago and 01:17 in Annapolis.

Can I drive from Chicago to Annapolis?

Yes, the driving distance between Chicago to Annapolis is 1160 km. It takes approximately 11h 59m to drive from Chicago to Annapolis.

Where can I stay near Annapolis?

There are 177+ hotels available in Annapolis. Prices start at $51.09 per night.
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