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How to get fromChicago to Santa Rosa Beachby plane, taxi, bus, train or car

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There are 10 ways to get from Chicago to Santa Rosa Beach 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 Destin–Fort Walton Beach Airport, taxi

    best
    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 Santa Rosa Beachtaxi taxi
    4h 23m
    $162–575

  2. Fly Chicago Midway International Airport to Pensacola International Airport, drive

    cheapest
    1. Fly from Chicago Midway International Airport (MDW) to Pensacola International Airport (PNS)plane plane MDW - PNS
    2. Drive from Pensacola-Airport-PNS to Santa Rosa Beachcar car
    5h 31m
    $124–623

  3. Bus, taxi via Atlanta

    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 Santa Rosa Beachtaxi taxi
    24h 18m
    $293–470

  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 Santa Rosa Beachtaxi taxi
    27h 46m
    $304–527

  5. Drive 869.7 mi

    1. Drive from Chicago to Santa Rosa Beachcar car 869.7 mi
    16h 43m
    $159–230

  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 Santa Rosa Beachtaxi taxi
    4h 36m
    $188–605

  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 Santa Rosa Beachtaxi taxi
    5h 3m
    $162–485

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

    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 Santa Rosa Beachtaxi taxi
    5h 4m
    $138–455

  9. Fly Chicago O'Hare International Airport to Pensacola International Airport, drive

    1. Fly from Chicago O'Hare International Airport (ORD) to Pensacola International Airport (PNS)plane plane ORD - PNS
    2. Drive from Pensacola-Airport-PNS to Santa Rosa Beachcar car
    5h 56m
    $184–333

  10. Bus, taxi

    1. Take the bus from Chicago Train Station to Nashville Bus Stationbus bus
    2. Take the bus from Nashville Bus Station to Tallahasseebus bus
    3. Take the bus from Flying J Travel Cntr - Tallahassee, FL to Whataburger - Defuniak Springsbus bus
    4. Take the taxi from Whataburger - Defuniak Springs to Santa Rosa Beachtaxi taxi
    25h 24m
    $240–504

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

Calendar19Weekly Planes
Duration3h 45mAverage Duration
Ticket$89Cheapest Price
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Questions & Answers

What companies run services between Chicago, IL, USA and Santa Rosa Beach, FL, USA?

There is no direct connection from Chicago to Santa Rosa Beach. However, you can take the subway to Midway, walk to Chicago-Midway-Airport-MDW airport, fly to Destin–Fort Walton Beach Airport (VPS), then take the taxi to Santa Rosa Beach. Alternatively, you can take the bus to Atlanta Bus Station, walk to Garnett Station, take the subway to Doraville Station, walk to Atlanta, take the bus to Mobile, take the bus to Crestview, then take the taxi to Santa Rosa Beach.

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