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

Find Transport to Freeport

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There are 8 ways to get from Chicago to Freeport by plane, taxi, bus, train, 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 Northwest Florida Beaches International Airport, taxi

    best
    1. Fly from Chicago Midway International Airport (MDW) to Northwest Florida Beaches International Airport (ECP)plane plane MDW - ECP
    2. Take the taxi from Northwest Florida Beaches International Airport (ECP) to Freeporttaxi taxi
    4h 24m
    $192–665

  2. Fly Chicago O'Hare International Airport to Destin–Fort Walton Beach Airport, taxi

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Destin–Fort Walton Beach Airport (VPS)plane plane ORD - VPS
    2. Take the taxi from Destin–Fort Walton Beach Airport (VPS) to Freeporttaxi taxi
    4h 50m
    $132–430

  3. Bus, taxi

    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 Mobilebus bus
    4. Take the bus from Loxley to Crestviewbus bus
    5. Take the taxi from Crestview to Freeporttaxi taxi
    25h 54m
    $336–490

  4. Train, bus, taxi

    1. Take the train from Chicago Union Station to New Orleans Union Passenger Terminaltrain train
    2. Take the train from New Orleans Union Passenger Terminal to Gulfport Amtrak Statrain train
    3. Take the bus from Gulfport to Crestviewbus bus
    4. Take the taxi from Crestview to Freeporttaxi taxi
    26h 25m
    $706–1,056

  5. Drive  854.3 mi

    1. Drive from Chicago to Freeportcar car 854.3 mi
    16h 21m
    $146–211

  6. Fly Chicago Midway International Airport to Destin–Fort Walton Beach Airport, taxi

    1. Fly from Chicago Midway International Airport (MDW) to Destin–Fort Walton Beach Airport (VPS)plane plane MDW - VPS
    2. Take the taxi from Destin–Fort Walton Beach Airport (VPS) to Freeporttaxi taxi
    4h 25m
    $172–640

  7. Fly Chicago O'Hare International Airport to Northwest Florida Beaches International Airport, taxi

    1. Fly from Chicago O'Hare International Airport (ORD) to Northwest Florida Beaches International Airport (ECP)plane plane ORD - ECP
    2. Take the taxi from Northwest Florida Beaches International Airport (ECP) to Freeporttaxi taxi
    4h 50m
    $158–455

  8. Bus, taxi via Opelika

    1. Take the bus from Chicago Train Station to Atlanta Bus Stationbus bus
    2. Take the bus from Atlanta Bus Station to Opelika 4th Street Stationbus bus
    3. Take the bus from Opelika 4th Street Station to Mobilebus bus
    4. Take the bus from Loxley to Crestviewbus bus
    5. Take the taxi from Crestview to Freeporttaxi taxi
    26h 57m
    $364–507

Chicago Midway International Airport (MDW) to Northwest Florida Beaches International Airport (ECP) flights

Calendar31Weekly Planes
Duration4h 12mAverage Duration
Ticket$105Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to Freeport.ExpandLaunch map view
  • Distance: 840.1 mi
  • Duration: 4h 24m

What companies run services between Chicago, IL, USA and Freeport, FL, USA?

There is no direct connection from Chicago to Freeport. However, you can take the subway to Midway, walk to Chicago-Midway-Airport-MDW airport, fly to Northwest Florida Beaches International Airport (ECP), then take the taxi to Freeport. Alternatively, you can take the bus to Atlanta Bus Station, take the bus to La Grange Bus Station, take the bus to Mobile, take the bus to Crestview, then take the taxi to Freeport.

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