There are 10 ways to get from Jessup to Chicago by plane, train (Amtrak), bus (Greyhound), car, train, subway, or bus (Greyhound, 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 Baltimore-Washington International Airport to Chicago Midway International Airport
best- Fly from Baltimore-Washington International Airport (BWI) to Chicago Midway International Airport (MDW)plane BWI - MDW
4h 44m$94–502Train (Amtrak)
- Take the train from Washington Union Station to Chicago Union Stationtrain Floridian / ...
19h 31m$202–458Bus (Greyhound)
- Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus Greyhound US0164
20h 42m$136–270Drive 689.5 mi
- Drive from Jessup to Chicagocar 689.5 mi
11h 47m$126–182Train to Ronald Reagan Washington National Airport, fly to Chicago Midway International Airport
- Take the train from JESSUP MARC sb to GREENBELT MARC sbtrain
- Fly from Ronald Reagan Washington National Airport (DCA) to Chicago Midway International Airport (MDW)plane DCA - MDW
4h 46m$157–923Fly Baltimore-Washington International Airport to Chicago O'Hare International Airport
- Fly from Baltimore-Washington International Airport (BWI) to Chicago O'Hare International Airport (ORD)plane BWI - ORD
5h 2m$109–302Train to Ronald Reagan Washington National Airport, fly to Chicago O'Hare International Airport
- Take the train from JESSUP MARC sb to GREENBELT MARC sbtrain
- Fly from Ronald Reagan Washington National Airport (DCA) to Chicago O'Hare International Airport (ORD)plane DCA - ORD
5h 6m$97–573Subway to Washington Dulles International Airport, fly to Chicago O'Hare International Airport
- Take the subway from L'Enfant Plaza, Blue/Orange/Silver Line Center Platform to Washington Dulles International Airport, Silver Line Center Platformsubway
- Fly from Washington Dulles International Airport (IAD) to Chicago O'Hare International Airport (ORD)plane IAD - ORD
5h 48m$378–677Fly Baltimore-Washington International Airport to General Mitchell International Airport, train
- Fly from Baltimore-Washington International Airport (BWI) to General Mitchell International Airport (MKE)plane BWI - MKE
- Take the train from Milwaukee to Chicago Union Stationtrain
7h 7m$172–921Bus via Harrisburg
- Take the bus from Baltimore Downtown Bus Station to Harrisburg Bus Stationbus Greyhound US0430
- Take the bus from Harrisburg Bus Station to Chicago Bus Stationbus FlixBus N2640
21h 31m$112–204
Jessup to Chicago by train (Amtrak)
Questions & Answers
The cheapest way to get from Jessup to Chicago is to bus via Harrisburg which costs $110 - $210 and takes 21h 31m.
The fastest way to get from Jessup to Chicago is to fly which takes 4h 44m and costs $90 - $500.
No, there is no direct bus from Jessup to Chicago station. However, there are services departing from OCEANO AVE & ASSATEAGUE DR wb and arriving at Chicago Bus Station via GREENE ST & LOMBARD ST ns sb and Baltimore Downtown Bus Station. The journey, including transfers, takes approximately 20h 42m.
No, there is no direct train from Jessup to Chicago station. However, there are services departing from JESSUP MARC sb and arriving at Chicago Union Station via Washington Union Station. The journey, including transfers, takes approximately 19h 31m.
The distance between Jessup and Chicago is 637 miles. The road distance is 693.5 miles.
The best way to get from Jessup to Chicago without a car is to train which takes 19h 31m and costs $200 - $460.
It takes approximately 4h 44m to get from Jessup to Chicago, including transfers.
Jessup to Chicago bus services, operated by Greyhound USA, depart from Baltimore Downtown Bus Station.
Jessup to Chicago train services, operated by Amtrak, depart from Washington Union Station.
The best way to get from Jessup to Chicago is to fly which takes 4h 44m and costs $90 - $500. Alternatively, you can train, which costs $200 - $460 and takes 19h 31m, you could also bus, which costs $130 - $270 and takes 20h 42m.
What companies run services between Jessup, MD, USA and Chicago, IL, USA?
Southwest Airlines flies from Baltimore-Washington International Airport (BWI) to Chicago Midway International Airport (MDW) every 4 hours. Alternatively, Amtrak operates a train from Washington Union Station to Chicago Union Station once daily. Tickets cost $200–450 and the journey takes 17h 40m.
- Website
- southwest.com
Flights from Baltimore-Washington International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 8m
- When
- Every day
- Estimated price
- $85–490
Flights from Baltimore-Washington International Airport to Chicago Midway International Airport via Pittsburgh
- Ave. Duration
- 3h 25m
- When
- Monday to Friday
- Estimated price
- $85–490
Flights from Baltimore-Washington International Airport to Chicago Midway International Airport via Columbus
- Ave. Duration
- 3h 43m
- When
- Tuesday, Wednesday, and Saturday
- Estimated price
- $85–500
Flights from Baltimore-Washington International Airport to Chicago Midway International Airport via Cleveland
- Ave. Duration
- 3h 50m
- When
- Tuesday and Wednesday
- Estimated price
- $85–500
Flights from Baltimore-Washington International Airport to Chicago Midway International Airport via Indianapolis
- Ave. Duration
- 4h 5m
- When
- Monday and Tuesday
- Estimated price
- $90–550
Flights from Ronald Reagan Washington National Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 7m
- When
- Every day
- Estimated price
- $150–900
Flights from Baltimore-Washington International Airport to General Mitchell International Airport
- Ave. Duration
- 2h 8m
- When
- Every day
- Estimated price
- $140–850
Flights from Baltimore-Washington International Airport to General Mitchell International Airport via Chicago Midway International Airport
- Ave. Duration
- 4h 11m
- When
- Every day
- Estimated price
- $150–850
Flights from Baltimore-Washington International Airport to General Mitchell International Airport via St. Louis
- Ave. Duration
- 4h 30m
- When
- Tuesday
- Estimated price
- $200–1,100
- Website
- united.com
Flights from Baltimore-Washington International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 18m
- When
- Every day
- Estimated price
- $50–290
Flights from Ronald Reagan Washington National Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $90–550
Flights from Washington Dulles International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 15m
- When
- Every day
- Estimated price
- $45–260
Flights from Washington Dulles International Airport to Chicago O'Hare International Airport via Clarksburg
- Ave. Duration
- 3h 36m
- When
- Tuesday
- Estimated price
- $45–270
Flights from Washington Dulles International Airport to Chicago O'Hare International Airport via Johnstown
- Ave. Duration
- 3h 37m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $45–270
Flights from Washington Dulles International Airport to Chicago O'Hare International Airport via Columbus
- Ave. Duration
- 4h 30m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $45–270
Flights from Washington Dulles International Airport to Chicago O'Hare International Airport via Cleveland
- Ave. Duration
- 4h 32m
- When
- Every day
- Estimated price
- $45–270
Flights from Washington Dulles International Airport to Chicago O'Hare International Airport via Pittsburgh
- Ave. Duration
- 4h 20m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $45–270
Flights from Baltimore-Washington International Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 35m
- When
- Every day
- Estimated price
- $150–850
- Website
- aa.com
Flights from Baltimore-Washington International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 29m
- When
- Every day
- Estimated price
- $50–290
Flights from Ronald Reagan Washington National Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 27m
- When
- Every day
- Estimated price
- $90–550
Flights from Baltimore-Washington International Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 23m
- When
- Every day
- Estimated price
- $150–850
- Website
- delta.com
Flights from Ronald Reagan Washington National Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 3h 51m
- When
- Every day
- Estimated price
- $150–900
Flights from Baltimore-Washington International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 5h 1m
- When
- Every day
- Estimated price
- $50–300
Flights from Baltimore-Washington International Airport to General Mitchell International Airport via Detroit
- Ave. Duration
- 4h 5m
- When
- Every day
- Estimated price
- $140–850
- Website
- flyfrontier.com
Flights from Baltimore-Washington International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 23m
- When
- Monday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $50–290
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Washington Union Station to Chicago Union Station
- Ave. Duration
- 17h 40m
- Frequency
- Once daily
- Estimated price
- $200–450
- Website
- https://www.amtrak.com/home.html
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $23–50
- Website
- https://www.amtrak.com/home.html
- Phone
- 1-866-743-3682
- Website
- mta.maryland.gov
Train from JESSUP MARC sb to GREENBELT MARC sb
- Ave. Duration
- 18 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 L'Enfant Plaza, Blue/Orange/Silver Line Center Platform to Washington Dulles International Airport, Silver Line Center Platform
- Ave. Duration
- 54 min
- Frequency
- Every 15 minutes
- Estimated price
- $2–9
- Website
- https://www.wmata.com
- standard fare after 9:30 p.m
- $2–3
- standard fare 5 a.m - 9:30 p.m.
- $6–9
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Baltimore Downtown Bus Station to Chicago Bus Station
- Ave. Duration
- 18h 40m
- Frequency
- Twice daily
- Estimated price
- $130–250
- Website
- https://www.greyhound.com/
Bus from Baltimore Downtown Bus Station to Harrisburg 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 Harrisburg Bus Station to Chicago Bus Station
- Ave. Duration
- 16h 30m
- Frequency
- Once daily
- Estimated price
- $95–170
- Schedules at
- flixbus.com
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More Questions & Answers
Jessup to Chicago bus services, operated by Greyhound USA, arrive at Chicago Bus Station.
Chicago is 1h behind Jessup. It is currently 1:37 AM in Jessup and 12:37 AM in Chicago.
Jessup to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Jessup to Chicago is 693 miles. It takes approximately 11h 47m to drive from Jessup to Chicago.
There are 2065+ hotels available in Chicago.













