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

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There are 8 ways to get from Tupelo to Chicago by car, plane, bus (Greyhound, Flixbus), bus, or train

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 Birmingham–Shuttlesworth International Airport, fly to Chicago Midway International Airport

    best
    1. Drive from Tupelo to Birmingham-Airport-BHMcar car
    2. Fly from Birmingham–Shuttlesworth International Airport (BHM) to Chicago Midway International Airport (MDW)plane plane BHM - MDW
    4h 49m
    $96–440

  2. Bus to Memphis, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the bus from Tupelo to Memphis Bus Stationbus bus
    2. Fly from Memphis (MEM) to Chicago O'Hare International Airport (ORD)plane plane MEM - ORD
    6h 49m
    $89–405

  3. Bus

    1. Take the bus from Tupelo to Memphis Bus Stationbus bus Greyhound US0610
    2. Take the bus from Memphis Bus Station to Chicago Bus Stationbus bus Greyhound US0125
    12h 34m
    $106–179

  4. Drive  583.5 mi

    1. Drive from Tupelo to Chicagocar car 583.5 mi
    10h 21m
    $107–154

  5. Drive to Huntsville International Airport-Carl T Jones Field, fly to Chicago O'Hare International Airport

    1. Drive from Tupelo to Huntsville International Airport-Carl T Jones Field (HSV)car car
    2. Fly from Huntsville International Airport-Carl T Jones Field (HSV) to Chicago O'Hare International Airport (ORD)plane plane HSV - ORD
    5h 24m
    $90–418

  6. Bus to Memphis, fly to Chicago Midway International Airport

    1. Take the bus from Tupelo to Memphis Bus Stationbus bus
    2. Fly from Memphis (MEM) to Chicago Midway International Airport (MDW)plane plane MEM - MDW
    6h 18m
    $99–475

  7. Bus, train

    1. Take the bus from Tupelo to Memphis Bus Stationbus bus
    2. Take the bus from Memphis Bus Station to St Louis Bus Stationbus bus
    3. Take the train from St. Louis to Chicago Union Stationtrain train
    14h 4m
    $136–274

  8. Bus via Champaign

    1. Take the bus from Tupelo to Memphis Bus Stationbus bus
    2. Take the bus from Memphis Bus Station to Champaign Intermodal Trans Ctrbus bus
    3. Take the bus from Champaign Intermodal Trans Ctr to Chicago Bus Stationbus bus
    14h 49m
    $141–209

Birmingham–Shuttlesworth International Airport (BHM) to Chicago Midway International Airport (MDW) flights

Calendar32Weekly Planes
Duration2h 59mAverage Duration
Ticket$71Cheapest Price
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Comparing Your Travel Options

Map of how to get from Tupelo to Chicago.ExpandLaunch map view
  • Distance: 716 mi
  • Duration: 4h 49m

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

You can take a vehicle from Tupelo to Chicago Bus Station via Tupelo and Memphis Bus Station in around 12h 34m.

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