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

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

    best
    1. Fly from Memphis (MEM) to Chicago Midway International Airport (MDW)plane plane MEM - MDW
    2h 34m
    $115–480

  2. Drive 550.2 mi

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

  3. Bus

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

  4. Fly to Chicago O'Hare International Airport

    1. Fly from Memphis (MEM) to Chicago O'Hare International Airport (ORD)plane plane MEM - ORD
    3h 5m
    $105–420

  5. Taxi, bus

    1. Take the taxi from Olive Branch to Tornado Bus Co - West Memphistaxi taxi
    2. Take the bus from Tornado Bus Co - West Memphis to Chicagobus bus Querétaro / ...
    10h 45m
    $172–303

  6. Bus, train

    1. Take the bus from Memphis Bus Station to St Louis Bus Stationbus bus FlixBus 2510
    2. Take the train from St. Louis to Chicago Union Stationtrain train Lincoln Service / ...
    10h 57m
    $175–322

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

Calendar14Weekly Planes
Duration1h 35mAverage Duration
Ticket$76Cheapest 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 once daily.

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