Rome2Rio

How to get fromJackson to Chicagoby plane, taxi, train, bus, car, or bus (Greyhound, Flixbus)

Find Transport to Chicago

See all options

There are 10 ways to get from Jackson to Chicago by plane, taxi, train, bus, car, 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 Cape Girardeau Municipal Airport to Chicago O'Hare International Airport

    best
    1. Fly from Cape Girardeau Municipal Airport (CGI) to Chicago O'Hare International Airport (ORD)plane plane CGI - ORD
    2h 49m
    $134–258

  2. Drive to Barkley Regional Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Drive from Jackson to Barkley Regional Airport (PAH)car car
    2. Fly from Barkley Regional Airport (PAH) to Chicago O'Hare International Airport (ORD)plane plane PAH - ORD
    3h 58m
    $55–274

  3. Taxi, train

    1. Take the taxi from Jackson to Carbondaletaxi taxi
    2. Take the train from Carbondale to Chicago Union Stationtrain train Saluki / ...
    6h 45m
    $225–358

  4. Taxi, bus

    1. Take the taxi from Jackson to Anna - Shelltaxi taxi
    2. Take the bus from Anna - Shell to Chicagobus bus Querétaro
    8h 15m
    $169–299

  5. Drive 381.8 mi

    1. Drive from Jackson to Chicagocar car 381.8 mi
    6h 33m
    $70–101

  6. Drive to Williamson County Regional Airport, fly to Chicago O'Hare International Airport

    1. Drive from Jackson to Williamson County Regional Airport (MWA)car car
    2. Fly from Williamson County Regional Airport (MWA) to Chicago O'Hare International Airport (ORD)plane plane MWA - ORD
    3h 52m
    $99–243

  7. Bus to Lambert–St. Louis International Airport, fly to Chicago Midway International Airport

    1. Take the bus from Cape Girardeau to St Louis Bus Stationbus bus
    2. Fly from Lambert–St. Louis International Airport (STL) to Chicago Midway International Airport (MDW)plane plane STL - MDW
    5h 33m
    $98–428

  8. Bus to Lambert–St. Louis International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Cape Girardeau to St Louis Bus Stationbus bus
    2. Fly from Lambert–St. Louis International Airport (STL) to Chicago O'Hare International Airport (ORD)plane plane STL - ORD
    5h 56m
    $313–768

  9. Bus, train

    1. Take the bus from Cape Girardeau to St Louis Bus Stationbus bus Greyhound US1173
    2. Take the train from St. Louis to Chicago Union Stationtrain train Lincoln Service / ...
    7h 58m
    $128–250

  10. Bus

    1. Take the bus from Cape Girardeau to St Louis Bus Stationbus bus Greyhound US1173
    2. Take the bus from St Louis Bus Station to Chicago Bus Stationbus bus FlixBus 2510 / ...
    9h 8m
    $88–150

Cape Girardeau Municipal Airport (CGI) to Chicago O'Hare International Airport (ORD) flights

Calendar7Weekly Planes
Duration1h 45mAverage Duration
Ticket$99Cheapest Price
See schedules

Questions & Answers

Map of how to get from Jackson to Chicago.ExpandLaunch map view
  • Distance: 371.3 mi
  • Duration: 2h 49m

What companies run services between Jackson, MO, USA and Chicago, IL, USA?

Corporate Flight Management Inc flies from Cape Girardeau Municipal Airport (CGI) to Chicago O'Hare International Airport (ORD) once daily. Alternatively, you can take a vehicle from Jackson to Chicago Bus Station via Cape Girardeau and St Louis Bus Station in around 9h 8m.

Airlines
Train operators
Bus operators
Other 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