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

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There are 8 ways to get from Chicago to Gulfport by plane, train (Amtrak), bus (Greyhound, Flixbus), car, train, or bus (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 Gulfport-Biloxi Regional Airport

    best
    1. Fly from Chicago Midway International Airport (MDW) to Gulfport-Biloxi Regional Airport (GPT)plane plane MDW - GPT
    5h 58m
    $160–726

  2. Fly Chicago O'Hare International Airport to Gulfport-Biloxi Regional Airport

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Gulfport-Biloxi Regional Airport (GPT)plane plane ORD - GPT
    6h 10m
    $120–576

  3. Train (Amtrak)

    1. Take the train from Chicago Union Station to New Orleans Union Passenger Terminaltrain train City of New Orleans
    2. Take the train from New Orleans Union Passenger Terminal to Gulfport Amtrak Statrain train Amtrak Mardi Gras Service / ...
    21h 41m
    $267–589

  4. Bus via LaGrange

    1. Take the bus from Chicago Bus Station to Atlanta Bus Stationbus bus
    2. Take the bus from Atlanta Bus Station to La Grange Bus Stationbus bus
    3. Take the bus from La Grange Bus Station to Gulfportbus bus
    23h 56m
    $184–304

  5. Drive  895 mi

    1. Drive from Chicago to Gulfportcar car 895 mi
    14h 50m
    $164–236

  6. Fly Chicago Midway International Airport to Louis Armstrong New Orleans International Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Louis Armstrong New Orleans International Airport (MSY)plane plane MDW - MSY
    2. Take the train from New Orleans Union Passenger Terminal to Gulfport Amtrak Statrain train
    7h 9m
    $152–750

  7. Fly Chicago O'Hare International Airport to Louis Armstrong New Orleans International Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Louis Armstrong New Orleans International Airport (MSY)plane plane ORD - MSY
    2. Take the train from New Orleans Union Passenger Terminal to Gulfport Amtrak Statrain train
    7h 33m
    $352–750

  8. Bus (Greyhound)

    1. Take the bus from Chicago Train Station to Atlanta Bus Stationbus bus Greyhound US0100
    2. Take the bus from Atlanta Bus Station to Biloxi Transit Centerbus bus Greyhound US0602
    27h 39m
    $164–313

Chicago to Gulfport by train (Amtrak)

Calendar7Weekly Trains
Duration21h 41mAverage Duration
Ticket$267Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Gulfport.ExpandLaunch map view
  • Distance: 806.2 mi
  • Duration: 5h 58m

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

Delta, Southwest Airlines, and Sun Country Airlines fly from Chicago Midway International Airport (MDW) to Gulfport-Biloxi Regional Airport (GPT) 4 times a day. Alternatively, you can take a train from Chicago Union Station to Gulfport Amtrak Sta via New Orleans Union Passenger Terminal in around 21h 41m.

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