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How to get fromChicago to Tupeloby plane, car, bus (Greyhound, Flixbus), bus, train or bus (Flixbus, Greyhound)

Find Transport to Tupelo

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There are 9 ways to get from Chicago to Tupelo by plane, car, bus (Greyhound, Flixbus), bus, train, or bus (Flixbus, Greyhound)

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

    best
    1. Fly from Chicago Midway International Airport (MDW) to Birmingham–Shuttlesworth International Airport (BHM)planeMDW - BHM
    2. Drive from Birmingham-Airport-BHM to Tupelocar
    5h 31m
    $136–695

  2. Fly Chicago O'Hare International Airport to Huntsville International Airport-Carl T Jones Field, drive

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Huntsville International Airport-Carl T Jones Field (HSV)planeORD - HSV
    2. Drive from Huntsville International Airport-Carl T Jones Field (HSV) to Tupelocar
    6h 8m
    $96–450

  3. Bus

    1. Take the bus from Chicago Bus Station to Memphis Bus StationbusGreyhound US0125
    2. Take the bus from Memphis Bus Station to TupelobusGreyhound US0610
    12h 14m
    $101–293

  4. Drive 583 mi

    1. Drive from Chicago to Tupelocar583 mi
    10h 29m
    $107–154

  5. Fly Chicago O'Hare International Airport to Memphis, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Memphis (MEM)planeORD - MEM
    2. Take the bus from Memphis Bus Station to Tupelobus
    7h 41m
    $184–568

  6. Fly Chicago Midway International Airport to Memphis, bus

    1. Fly from Chicago Midway International Airport (MDW) to Memphis (MEM)planeMDW - MEM
    2. Take the bus from Memphis Bus Station to Tupelobus
    7h 19m
    $128–628

  7. Fly Chicago Midway International Airport to Tupelo Regional Airport

    1. Fly from Chicago Midway International Airport (MDW) to Tupelo Regional Airport (TUP)planeMDW - TUP
    5h 9m
    $118–625

  8. Train, bus

    1. Take the train from Chicago Union Station to St. Louistrain
    2. Take the bus from St Louis Bus Station to Memphis Bus Stationbus
    3. Take the bus from Memphis Bus Station to Tupelobus
    14h
    $122–460

  9. Bus via Champaign

    1. Take the bus from Chicago to Champaign Intermodal Trans Ctrbus
    2. Take the bus from Champaign Intermodal Trans Ctr to Memphis Bus Stationbus
    3. Take the bus from Memphis Bus Station to Tupelobus
    15h 53m
    $112–242

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

Calendar23Weekly Planes
Duration2h 30mAverage Duration
Ticket$118Cheapest Price
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Questions & Answers

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

You can take a bus from Chicago Bus Station to Tupelo via Memphis Bus Station and Tupelo in around 12h 14m. Alternatively, Southwest Airlines, Corporate Flight Management Inc, and Frontier Airlines fly from Chicago Midway International Airport (MDW) to Tupelo Regional Airport (TUP) 4 times a week.

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