Rome2Rio

How to get fromJessup to Chicagoby plane, train (Amtrak), bus (Greyhound), car, train, subway or bus (Greyhound, Flixbus)

Find Transport to Chicago

See all options

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.

  1. Fly Baltimore-Washington International Airport to Chicago Midway International Airport

    best
    1. Fly from Baltimore-Washington International Airport (BWI) to Chicago Midway International Airport (MDW)plane plane BWI - MDW
    4h 44m
    $94–502
  2. Train (Amtrak)

    1. Take the train from Washington Union Station to Chicago Union Stationtrain train Floridian / ...
    19h 31m
    $202–458
  3. Bus (Greyhound)

    1. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus bus Greyhound US0164
    20h 42m
    $136–270
  4. Drive 689.5 mi

    1. Drive from Jessup to Chicagocar car 689.5 mi
    11h 47m
    $126–182
  5. Train to Ronald Reagan Washington National Airport, fly to Chicago Midway International Airport

    1. Take the train from JESSUP MARC sb to GREENBELT MARC sbtrain train
    2. Fly from Ronald Reagan Washington National Airport (DCA) to Chicago Midway International Airport (MDW)plane plane DCA - MDW
    4h 46m
    $157–923
  6. Fly Baltimore-Washington International Airport to Chicago O'Hare International Airport

    1. Fly from Baltimore-Washington International Airport (BWI) to Chicago O'Hare International Airport (ORD)plane plane BWI - ORD
    5h 2m
    $109–302
  7. Train to Ronald Reagan Washington National Airport, fly to Chicago O'Hare International Airport

    1. Take the train from JESSUP MARC sb to GREENBELT MARC sbtrain train
    2. Fly from Ronald Reagan Washington National Airport (DCA) to Chicago O'Hare International Airport (ORD)plane plane DCA - ORD
    5h 6m
    $97–573
  8. Subway to Washington Dulles International Airport, fly to Chicago O'Hare International Airport

    1. Take the subway from L'Enfant Plaza, Blue/Orange/Silver Line Center Platform to Washington Dulles International Airport, Silver Line Center Platformsubway subway
    2. Fly from Washington Dulles International Airport (IAD) to Chicago O'Hare International Airport (ORD)plane plane IAD - ORD
    5h 48m
    $378–677
  9. Fly Baltimore-Washington International Airport to General Mitchell International Airport, train

    1. Fly from Baltimore-Washington International Airport (BWI) to General Mitchell International Airport (MKE)plane plane BWI - MKE
    2. Take the train from Milwaukee to Chicago Union Stationtrain train
    7h 7m
    $172–921
  10. Bus via Harrisburg

    1. Take the bus from Baltimore Downtown Bus Station to Harrisburg Bus Stationbus bus Greyhound US0430
    2. Take the bus from Harrisburg Bus Station to Chicago Bus Stationbus bus FlixBus N2640
    21h 31m
    $112–204

Jessup to Chicago by train (Amtrak)

Calendar5Weekly Trains
Duration19h 31mAverage Duration
Ticket$202Cheapest Price
See schedules

Questions & Answers

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.

Airlines
Train operators
Bus operators

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

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

More Questions & Answers