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

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There are 6 ways to get from Olive Branch to Chicago by plane, bus (Greyhound, Flixbus), car, bus, train, or bus (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 to Chicago Midway International Airport

    best
    1. Fly from Memphis (MEM) to Chicago Midway International Airport (MDW)plane plane MEM - MDW
    2h 34m
    $115–490

  2. Fly to Chicago O'Hare International Airport

    cheapest
    1. Fly from Memphis (MEM) to Chicago O'Hare International Airport (ORD)plane plane MEM - ORD
    3h 5m
    $100–420

  3. Bus

    1. Take the bus from Memphis Bus Station to Chicago Bus Stationbus bus Greyhound US0125
    9h 57m
    $120–207

  4. Drive 550.2 mi

    1. Drive from Olive Branch to Chicagocar car 550.2 mi
    9h 2m
    $101–145

  5. Bus, train

    1. Take the bus from Memphis Bus Station to St Louis Bus Stationbus bus Greyhound US1173
    2. Take the train from St. Louis to Chicago Union Stationtrain train Lincoln Service / ...
    11h 27m
    $165–312

  6. Bus via Champaign

    1. Take the bus from Memphis Bus Station to Champaign Intermodal Trans Ctrbus bus FlixBus 2510
    2. Take the bus from Champaign Intermodal Trans Ctr to Chicago Bus Stationbus bus FlixBus N2521 / ...
    14h 21m
    $137–206

Memphis (MEM) to Chicago Midway International Airport (MDW) flights

Calendar14Weekly Planes
Duration1h 35mAverage Duration
Ticket$74Cheapest Price
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Questions & Answers

Map of how to get from Olive Branch to Chicago.ExpandLaunch map view
  • Distance: 505.1 mi
  • Duration: 2h 34m

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

Southwest Airlines flies from Memphis (MEM) to Chicago Midway International Airport (MDW) twice daily. Alternatively, Greyhound USA operates a bus from Memphis Bus Station to Chicago Bus Station once daily. Tickets cost $80–160 and the journey takes 9h 40m. Flixbus USA also services this route 5 times a week.

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