Rome2Rio

How to get fromIndianola to Chicagoby car, plane, taxi, train, or bus

Find Transport to Chicago

See all options

There are 6 ways to get from Indianola to Chicago by car, plane, taxi, train, or bus

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Drive to Bill And Hillary Clinton National Airport, fly to Chicago O'Hare International Airport

    best
    1. Drive from Indianola to Bill And Hillary Clinton National Airport (LIT)car car
    2. Fly from Bill And Hillary Clinton National Airport (LIT) to Chicago O'Hare International Airport (ORD)plane plane LIT - ORD
    5h 51m
    $108–479

  2. Taxi, train (Amtrak)

    1. Take the taxi from Indianola to Greenwood Amtrak Stationtaxi taxi
    2. Take the train from Greenwood Amtrak Station to Chicago Union Stationtrain train City of New Orleans
    14h 13m
    $330–572

  3. Taxi, train, bus

    1. Take the taxi from Indianola to Yazoo City Amtrak Stationtaxi taxi
    2. Take the train from Yazoo City Amtrak Station to Jacksontrain train
    3. Take the bus from Jackson to Memphis Bus Stationbus bus
    4. Take the bus from Memphis Bus Station to Chicago Bus Stationbus bus
    17h 9m
    $319–484

  4. Drive 664.1 mi

    1. Drive from Indianola to Chicagocar car 664.1 mi
    11h 24m
    $122–176

  5. Taxi to Greenville International Airport, fly to Chicago Midway International Airport

    1. Take the taxi from Indianola to Greenville International Airport (GLH)taxi taxi
    2. Fly from Greenville International Airport (GLH) to Chicago Midway International Airport (MDW)plane plane GLH - MDW
    5h 52m
    $190–546

  6. Taxi to Greenville International Airport, fly to Chicago O'Hare International Airport

    1. Take the taxi from Indianola to Greenville International Airport (GLH)taxi taxi
    2. Fly from Greenville International Airport (GLH) to Chicago O'Hare International Airport (ORD)plane plane GLH - ORD
    7h 5m
    $180–486

Bill And Hillary Clinton National Airport (LIT) to Chicago O'Hare International Airport (ORD) flights

Calendar62Weekly Planes
Duration2h 27mAverage Duration
Ticket$77Cheapest Price
See schedules

Questions & Answers

Map of how to get from Indianola to Chicago.ExpandLaunch map view
  • Distance: 739.1 mi
  • Duration: 5h 51m

What companies run services between Indianola, MS, USA and Chicago, IL, USA?

There is no direct connection from Indianola to Chicago. However, you can drive to Bill And Hillary Clinton National Airport (LIT) airport, fly to Chicago O'Hare International Airport (ORD), walk to O'Hare, then take the subway to Jackson-Blue. Alternatively, you can take the taxi to Greenwood Amtrak Station then take the train to Chicago Union Station.

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