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How to get fromChicago to Southby plane, taxi, train, bus or car

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There are 8 ways to get from Chicago to South by plane, taxi, train, bus, 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 Chicago Midway International Airport to Gulfport-Biloxi Regional Airport, taxi

    best
    1. Fly from Chicago Midway International Airport (MDW) to Gulfport-Biloxi Regional Airport (GPT)plane plane MDW - GPT
    2. Take the taxi from Gulfport-Biloxi Regional Airport (GPT) to Southtaxi taxi
    6h 30m
    $242–845
  2. Fly Chicago Midway International Airport to Mobile Regional Airport, drive

    cheapest
    1. Fly from Chicago Midway International Airport (MDW) to Mobile Regional Airport (MOB)plane plane MDW - MOB
    2. Drive from Mobile-Airport-MOB to Southcar car
    7h 20m
    $112–577
  3. Train, bus, taxi

    1. Take the train from Chicago Union Station to Jacksontrain train
    2. Take the bus from Jackson to Hattiesburgbus bus
    3. Take the taxi from Hattiesburg to Southtaxi taxi
    18h 15m
    $295–569
  4. Bus, taxi

    1. Take the bus from Chicago Bus Station to St Louis Bus Stationbus bus
    2. Take the bus from St Louis Bus Station to Hattiesburgbus bus
    3. Take the taxi from Hattiesburg to Southtaxi taxi
    21h 58m
    $207–351
  5. Drive 848.3 mi

    1. Drive from Chicago to Southcar car 848.3 mi
    13h 58m
    $155–224
  6. Fly Chicago O'Hare International Airport to Gulfport-Biloxi Regional Airport, taxi

    1. Fly from Chicago O'Hare International Airport (ORD) to Gulfport-Biloxi Regional Airport (GPT)plane plane ORD - GPT
    2. Take the taxi from Gulfport-Biloxi Regional Airport (GPT) to Southtaxi taxi
    6h 58m
    $202–635
  7. Fly Chicago Midway International Airport to Birmingham–Shuttlesworth International Airport, drive

    1. Fly from Chicago Midway International Airport (MDW) to Birmingham–Shuttlesworth International Airport (BHM)plane plane MDW - BHM
    2. Drive from Birmingham-Airport-BHM to Southcar car
    7h 31m
    $188–925
  8. Fly Chicago O'Hare International Airport to Birmingham–Shuttlesworth International Airport, drive

    1. Fly from Chicago O'Hare International Airport (ORD) to Birmingham–Shuttlesworth International Airport (BHM)plane plane ORD - BHM
    2. Drive from Birmingham-Airport-BHM to Southcar car
    8h 8m
    $142–675

Chicago Midway International Airport (MDW) to Gulfport-Biloxi Regional Airport (GPT) flights

Calendar35Weekly Planes
Duration5h 31mAverage Duration
Ticket$136Cheapest Price
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Questions & Answers

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

There is no direct connection from Chicago to South. However, you can take the subway to Midway, walk to Chicago-Midway-Airport-MDW airport, fly to Gulfport-Biloxi Regional Airport (GPT), then take the taxi to South. Alternatively, you can take the train to Jackson, walk to Jackson, take the bus to Hattiesburg, then take the taxi to South.

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