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

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There are 6 ways to get from Gulfport to Chicago by plane, train (Amtrak), bus (Greyhound, Flixbus), car, 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 Gulfport-Biloxi Regional Airport to Chicago Midway International Airport

    best
    1. Fly from Gulfport-Biloxi Regional Airport (GPT) to Chicago Midway International Airport (MDW)plane plane GPT - MDW
    5h 25m
    $118–573

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

    cheapest
    1. Fly from Gulfport-Biloxi Regional Airport (GPT) to Chicago O'Hare International Airport (ORD)plane plane GPT - ORD
    5h 54m
    $108–463

  3. Train (Amtrak)

    1. Take the train from Gulfport, MS to New Orleans, LA - Union Passenger Terminaltrain train Mobile / ...
    2. Take the train from New Orleans Union Passenger Terminal to Chicago Union Stationtrain train City of New Orleans
    22h 18m
    $322–693

  4. Bus

    1. Take the bus from Gulfport to La Grange Bus Stationbus bus
    2. Take the bus from La Grange Bus Station to Atlanta Bus Stationbus bus
    3. Take the bus from Atlanta Bus Station to Chicago Bus Stationbus bus
    24h 27m
    $196–323

  5. Drive 894.9 mi

    1. Drive from Gulfport to Chicagocar car 894.9 mi
    14h 50m
    $164–236

  6. Train to Louis Armstrong New Orleans International Airport, fly to Chicago Midway International Airport

    1. Take the train from Gulfport, MS to New Orleans, LA - Union Passenger Terminaltrain train
    2. Fly from Louis Armstrong New Orleans International Airport (MSY) to Chicago Midway International Airport (MDW)plane plane MSY - MDW
    7h 6m
    $121–533

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

Calendar24Weekly Planes
Duration5h 53mAverage Duration
Ticket$106Cheapest Price
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Questions & Answers

Map of how to get from Gulfport to Chicago.ExpandLaunch map view
  • Distance: 805.4 mi
  • Duration: 5h 25m

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

Delta, Sun Country Airlines, and two other airlines fly from Gulfport-Biloxi Regional Airport (GPT) to Chicago Midway International Airport (MDW) 3 times a day. Alternatively, you can take a train from Gulfport, MS to Chicago Union Station via New Orleans Union Passenger Terminal in around 22h 18m.

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