There are 10 ways to get from Chicago to Jessup by plane, train (Amtrak), bus (Greyhound), car, subway, train, or bus (Flixbus)
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
best- Fly from Chicago Midway International Airport (MDW) to Baltimore-Washington International Airport (BWI)plane MDW - BWI
5h 16m$94–512Fly Chicago O'Hare International Airport to Baltimore-Washington International Airport
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Baltimore-Washington International Airport (BWI)plane ORD - BWI
5h 47m$90–352Train (Amtrak)
- Take the train from Chicago Union Station to Washington Union Stationtrain Floridian / ...
19h 2m$172–392Bus (Greyhound)
- Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus Greyhound US0164
19h 52m$130–250Drive 690 mi
- Drive from Chicago to Jessupcar 690 mi
11h 49m$126–182Subway to Chicago Midway International Airport, fly to Ronald Reagan Washington National Airport, train
- Take the subway from Roosevelt to Midwaysubway
- Fly from Chicago Midway International Airport (MDW) to Ronald Reagan Washington National Airport (DCA)plane MDW - DCA
- Take the train from GREENBELT MARC nb to JESSUP MARC nbtrain
5h 22m$208–1,223Fly Chicago O'Hare International Airport to Ronald Reagan Washington National Airport, train
- Fly from Chicago O'Hare International Airport (ORD) to Ronald Reagan Washington National Airport (DCA)plane ORD - DCA
- Take the train from GREENBELT MARC nb to JESSUP MARC nbtrain
5h 45m$138–823Fly Chicago O'Hare International Airport to Washington Dulles International Airport, subway
- 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
6h 13m$118–575Train to General Mitchell International Airport, fly to Baltimore-Washington International Airport
- Take the train from Chicago Union Station to Milwaukeetrain
- Fly from General Mitchell International Airport (MKE) to Baltimore-Washington International Airport (BWI)plane MKE - BWI
6h 48m$178–563Bus via Harrisburg
- Take the bus from Chicago Bus Station to Harrisburg Bus Stationbus
- Take the bus from Market St. at 5th St. to York Transfer Centerbus 83N
- Take the bus from York Transfer Center to Timonium stationbus 83S
22h 58m$96–173
Chicago to Jessup by train (Amtrak)
Questions & Answers
The cheapest way to get from Chicago to Jessup is to bus via Harrisburg which costs $95 - $180 and takes 22h 58m.
The fastest way to get from Chicago to Jessup is to fly which takes 5h 16m and costs $90 - $550.
No, there is no direct bus from Chicago station to Jessup. However, there are services departing from Chicago Bus Station and arriving at OCEANO AVE & ASSATEAGUE DR wb via HAINES ST & WARNER ST eb and HOPKINS PL & BALTIMORE ARENA mb sb. The journey, including transfers, takes approximately 19h 52m.
No, there is no direct train from Chicago station to Jessup. However, there are services departing from Chicago Union Station and arriving at JESSUP MARC nb via Washington Union Station. The journey, including transfers, takes approximately 19h 2m.
The distance between Chicago and Jessup is 638 miles. The road distance is 694 miles.
The best way to get from Chicago to Jessup without a car is to train which takes 19h 2m and costs $170 - $400.
It takes approximately 5h 16m to get from Chicago to Jessup, including transfers.
Chicago to Jessup bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Chicago to Jessup train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Jessup is to fly which takes 5h 16m and costs $90 - $550. Alternatively, you can train, which costs $170 - $400 and takes 19h 2m, you could also bus, which costs $130 - $250 and takes 19h 52m.
What companies run services between Chicago, IL, USA and Jessup, MD, USA?
Southwest Airlines and Delta fly from Chicago Midway International Airport (MDW) to Baltimore-Washington International Airport (BWI) every 4 hours. Alternatively, Amtrak operates a train from Chicago Union Station to Washington Union Station once daily. Tickets cost $170–390 and the journey takes 17h 25m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Baltimore-Washington International Airport
- Ave. Duration
- 1h 50m
- When
- Every day
- Estimated price
- $85–500
Flights from Chicago Midway International Airport to Baltimore-Washington International Airport via Pittsburgh
- Ave. Duration
- 3h 20m
- When
- Thursday, Friday, and Sunday
- Estimated price
- $85–500
Flights from Chicago Midway International Airport to Baltimore-Washington International Airport via Columbus
- Ave. Duration
- 3h 25m
- When
- Monday to Wednesday
- Estimated price
- $85–500
Flights from Chicago Midway International Airport to Ronald Reagan Washington National Airport
- Ave. Duration
- 1h 47m
- When
- Every day
- Estimated price
- $200–1,200
Flights from Chicago Midway International Airport to Ronald Reagan Washington National Airport via Columbus
- Ave. Duration
- 4h
- When
- Monday to Friday
- Estimated price
- $200–1,200
Flights from General Mitchell International Airport to Baltimore-Washington International Airport
- Ave. Duration
- 1h 52m
- When
- Every day
- Estimated price
- $100–650
Flights from General Mitchell International Airport to Baltimore-Washington International Airport via Chicago Midway International Airport
- Ave. Duration
- 4h
- When
- Monday, Thursday, and Friday
- Estimated price
- $110–650
Flights from General Mitchell International Airport to Baltimore-Washington International Airport via Nashville
- Ave. Duration
- 4h 10m
- When
- Tuesday and Wednesday
- Estimated price
- $140–750
Flights from General Mitchell International Airport to Baltimore-Washington International Airport via St. Louis
- Ave. Duration
- 4h 20m
- When
- Monday, Thursday, and Friday
- Estimated price
- $140–750
- Website
- united.com
Flights from Chicago O'Hare International Airport to Ronald Reagan Washington National Airport
- Ave. Duration
- 2h
- When
- Every day
- Estimated price
- $130–800
Flights from Chicago O'Hare International Airport to Baltimore-Washington International Airport
- Ave. Duration
- 2h 1m
- When
- Every day
- Estimated price
- $55–340
Flights from Chicago O'Hare International Airport to Washington Dulles International Airport
- Ave. Duration
- 1h 57m
- 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 57m
- When
- Every day
- Estimated price
- $65–390
Flights from Chicago O'Hare International Airport to Washington Dulles International Airport via Cleveland
- Ave. Duration
- 4h 5m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $60–370
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Ronald Reagan Washington National Airport
- Ave. Duration
- 1h 58m
- When
- Every day
- Estimated price
- $130–800
Flights from Chicago O'Hare International Airport to Ronald Reagan Washington National Airport via Indianapolis
- Ave. Duration
- 3h 45m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $140–850
Flights from Chicago O'Hare International Airport to Baltimore-Washington International Airport
- Ave. Duration
- 2h
- When
- Every day
- Estimated price
- $55–340
Flights from General Mitchell International Airport to Baltimore-Washington International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 12m
- When
- Every day
- Estimated price
- $110–650
- Website
- delta.com
Flights from Chicago Midway International Airport to Baltimore-Washington International Airport via Detroit
- Ave. Duration
- 3h 42m
- When
- Saturday
- Estimated price
- $85–500
Flights from Chicago Midway International Airport to Ronald Reagan Washington National Airport via Detroit
- Ave. Duration
- 3h 37m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $210–1,200
- Website
- flyfrontier.com
Flights from Chicago O'Hare International Airport to Baltimore-Washington International Airport
- Ave. Duration
- 2h 9m
- When
- 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 Chicago Union Station to Washington Union Station
- Ave. Duration
- 17h 25m
- Frequency
- Once daily
- Estimated price
- $170–390
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $18–45
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 888-968-7282
- Website
- transitchicago.com
Subway from Roosevelt to Midway
- Ave. Duration
- 20 min
- Frequency
- Every 10 minutes
- Estimated price
- $2–5
- Website
- https://www.transitchicago.com
- Schedules at
- https://www.transitchicago.com/schedules/
- Adult
- $2–5
- Phone
- 1-866-743-3682
- Website
- mta.maryland.gov
Train from GREENBELT MARC nb to JESSUP MARC nb
- Ave. Duration
- 20 min
- Frequency
- 5 times a week
- Estimated price
- $2–7
- Website
- https://www.mta.maryland.gov
- Standard Fare
- $2–7
- 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
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
- $120–230
- 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
- $90–160
- Schedules at
- flixbus.com
- Phone
- +1 800-632-9063
- info@rabbittransit.org
- Website
- rabbittransit.org
Bus from Market St. at 5th St. to York Transfer Center
- Ave. Duration
- 1h 20m
- Frequency
- Twice daily
- Estimated price
- $1–4
- Schedules at
- rabbittransit.org
- Seniors 65+, Medicare, disabled
- $1–4
Bus from York Transfer Center to Timonium station
- Ave. Duration
- 1h 32m
- Frequency
- Once daily
- Schedules at
- rabbittransit.org
- Seniors 65+, Medicare, disabled
- $0–2
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More Questions & Answers
Chicago to Jessup bus services, operated by Greyhound USA, arrive at Baltimore Downtown Bus Station.
Jessup is 1h ahead of Chicago. It is currently 11:07 PM in Chicago and 12:07 AM in Jessup.
Chicago to Jessup train services, operated by Amtrak, arrive at Washington Union Station.
Yes, the driving distance between Chicago to Jessup is 694 miles. It takes approximately 11h 49m to drive from Chicago to Jessup.
There are 433+ hotels available in Jessup.


















