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How to get fromChicago Union Station to Destinby plane, bus, taxi, train, or car

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There are 9 ways to get from Chicago Union Station to Destin by plane, bus, taxi, 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 Destin–Fort Walton Beach Airport

    best
    1. Fly from Chicago Midway International Airport (MDW) to Destin–Fort Walton Beach Airport (VPS)plane plane MDW - VPS
    4h 27m
    $138–560

  2. 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 Destintaxi taxi
    26h 2m
    $312–448

  3. 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 Destintaxi taxi
    26h 24m
    $686–1,027

  4. Drive  882.4 mi

    1. Drive from Chicago Union Station to Destincar car 882.4 mi
    16h 19m
    $161–233

  5. Fly Chicago Midway International Airport to Northwest Florida Beaches International Airport, taxi

    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 Destintaxi taxi
    5h 9m
    $238–735

  6. Fly Chicago Midway International Airport to Pensacola International Airport, taxi

    1. Fly from Chicago Midway International Airport (MDW) to Pensacola International Airport (PNS)plane plane MDW - PNS
    2. Take the taxi from Pensacola-Airport-PNS to Destintaxi taxi
    5h 23m
    $188–535

  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 Destintaxi taxi
    5h 38m
    $208–545

  8. Fly Chicago O'Hare International Airport to Pensacola International Airport, taxi

    1. Fly from Chicago O'Hare International Airport (ORD) to Pensacola International Airport (PNS)plane plane ORD - PNS
    2. Take the taxi from Pensacola-Airport-PNS to Destintaxi taxi
    5h 43m
    $168–425

  9. 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 Destintaxi taxi
    26h 56m
    $336–466

Chicago Midway International Airport (MDW) to Destin–Fort Walton Beach Airport (VPS) flights

Calendar26Weekly Planes
Duration3h 53mAverage Duration
Ticket$95Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago Union Station to Destin.ExpandLaunch map view
  • Distance: 812 mi
  • Duration: 4h 27m

What companies run services between Chicago Union Station, IL, USA and Destin, FL, USA?

Allegiant Air, Southwest Airlines, and Delta fly from Chicago Midway International Airport (MDW) to Destin–Fort Walton Beach Airport (VPS) 4 times a day.

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