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

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There are 5 ways to get from Brandon to Chicago by plane, bus (Greyhound, Flixbus), train (Amtrak), or car

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 Jackson/Vicksburg (JAN) to Chicago Midway International Airport (MDW)plane plane JAN - MDW
    5h 8m
    $102–411

  2. Bus

    1. Take the bus from Jackson to Memphis Bus Stationbus bus Greyhound US1173
    2. Take the bus from Memphis Bus Station to Chicago Bus Stationbus bus Greyhound US0125
    14h 21m
    $178–303

  3. Train (Amtrak)

    1. Take the train from Jackson to Chicago Union Stationtrain train City of New Orleans
    15h 51m
    $298–558

  4. Drive 744 mi

    1. Drive from Brandon to Chicagocar car 744 mi
    12h 17m
    $136–197

  5. Fly to Chicago O'Hare International Airport

    1. Fly from Jackson/Vicksburg (JAN) to Chicago O'Hare International Airport (ORD)plane plane JAN - ORD
    5h 42m
    $107–391

Jackson/Vicksburg (JAN) to Chicago Midway International Airport (MDW) flights

Calendar35Weekly Planes
Duration4h 57mAverage Duration
Ticket$74Cheapest Price
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Questions & Answers

Map of how to get from Brandon to Chicago.ExpandLaunch map view
  • Distance: 685.3 mi
  • Duration: 5h 8m

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

Southwest Airlines and Delta fly from Jackson/Vicksburg (JAN) to Chicago Midway International Airport (MDW) 5 times a day. Alternatively, you can take a vehicle from Brandon to Chicago Bus Station via Jackson and Memphis Bus Station in around 14h 21m.

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