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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 4m
    $132–540

  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 45m
    $108–420

  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
    24h 3m
    $272–440

  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 32m
    $284–497

  5. Drive 882.3 mi

    1. Drive from Chicago to Destincar car 882.3 mi
    16h 18m
    $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 56m
    $212–635

  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
    $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 23m
    $188–515

  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
    $292–475

  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
    26h 51m
    $289–498

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

Calendar18Weekly Planes
Duration3h 45mAverage Duration
Ticket$89Cheapest 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) 3 times a day.

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