Rome2Rio

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

Find Transport to Santa Rosa Beach

See all options

There are 9 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 31m
    $168–595

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

    cheapest
    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 59m
    $60–283

  3. 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 Santa Rosa Beachtaxi taxi
    26h 8m
    $332–478

  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 Santa Rosa Beachtaxi taxi
    26h 39m
    $706–1,057

  5. Drive  868.8 mi

    1. Drive from Chicago to Santa Rosa Beachcar car 868.8 mi
    16h 39m
    $159–229

  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 34m
    $198–685

  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 7m
    $168–495

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

    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 34m
    $80–393

  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 Santa Rosa Beachtaxi taxi
    27h 11m
    $356–496

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

Calendar26Weekly Planes
Duration3h 53mAverage Duration
Ticket$95Cheapest Price
See schedules

Comparing Your Travel Options

Map of how to get from Chicago to Santa Rosa Beach.ExpandLaunch map view
  • Distance: 823.3 mi
  • Duration: 4h 31m

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, take the bus to La Grange Bus Station, take the bus to Mobile, take the bus to Crestview, then take the taxi to Santa Rosa Beach.

Airlines
Train operators
Bus operators
Other operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound