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

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There are 9 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 14m
    $142–610

  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 40m
    $118–460

  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
    $292–472

  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 Destintaxi taxi
    26h 24m
    $431–800

  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 49m
    $222–705

  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 3m
    $232–765

  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 31m
    $198–555

  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 29m
    $262–715

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

Calendar15Weekly Planes
Duration3h 56mAverage Duration
Ticket$107Cheapest 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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