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

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There are 10 ways to get from Chicago 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 5m
    $138–610

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

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Destin–Fort Walton Beach Airport (VPS)plane plane ORD - VPS
    4h 49m
    $112–430

  3. Bus, taxi

    1. Take the bus from Chicago Bus Station to Atlanta Bus Stationbus bus
    2. Take the bus from Atlanta to Mobilebus bus
    3. Take the bus from Loxley to Crestviewbus bus
    4. Take the taxi from Crestview to Destintaxi taxi
    25h 41m
    $292–476

  4. Train, bus, taxi

    1. Take the train from Chicago Union Station to New Orleans Union Passenger Terminaltrain train
    2. Take the bus from New Orleans Bus Station to Biloxi Transit Centerbus bus
    3. Take the bus from Biloxi to Crestviewbus bus
    4. Take the taxi from Crestview to Destintaxi taxi
    27h 17m
    $403–756

  5. Drive 881.5 mi

    1. Drive from Chicago to Destincar car 881.5 mi
    16h 19m
    $161–233

  6. 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
    4h 51m
    $218–705

  7. 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 5m
    $218–715

  8. 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 32m
    $192–535

  9. 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 35m
    $212–605

  10. 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
    27h 6m
    $323–503

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

Calendar11Weekly Planes
Duration3h 39mAverage Duration
Ticket$98Cheapest Price
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Questions & Answers

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

Allegiant Air and Southwest Airlines fly from Chicago Midway International Airport (MDW) to Destin–Fort Walton Beach Airport (VPS) twice daily.

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