Rome2Rio

How to get fromSanta Rosa Beach to Chicagoby taxi, plane, bus, train or car

Find Transport to Chicago

See all options

There are 7 ways to get from Santa Rosa Beach to Chicago by taxi, plane, 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. Taxi to Northwest Florida Beaches International Airport, fly to Chicago Midway International Airport

    best
    1. Take the taxi from Santa Rosa Beach to Northwest Florida Beaches International Airport (ECP)taxi taxi
    2. Fly from Northwest Florida Beaches International Airport (ECP) to Chicago Midway International Airport (MDW)plane plane ECP - MDW
    3h 51m
    $181–576

  2. Taxi to Destin–Fort Walton Beach Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the taxi from Santa Rosa Beach to Destin–Fort Walton Beach Airport (VPS)taxi taxi
    2. Fly from Destin–Fort Walton Beach Airport (VPS) to Chicago O'Hare International Airport (ORD)plane plane VPS - ORD
    4h 15m
    $135–412

  3. Taxi, bus

    1. Take the taxi from Santa Rosa Beach to Crestviewtaxi taxi
    2. Take the bus from Crestview to Tallahasseebus bus
    3. Take the bus from Tallahassee to Nashville Bus Stationbus bus
    4. Take the bus from Nashville Bus Station to Chicago Bus Stationbus bus
    25h 37m
    $266–495

  4. Taxi, bus, train

    1. Take the taxi from Santa Rosa Beach to Whataburger - Defuniak Springstaxi taxi
    2. Take the bus from Whataburger - Defuniak Springs to Love's Travel Stop - Biloxibus bus
    3. Take the bus from Biloxi Transit Center to New Orleans Bus Stationbus bus
    4. Take the train from New Orleans Union Passenger Terminal to Chicago Union Stationtrain train
    27h 37m
    $275–608

  5. Drive 869.3 mi

    1. Drive from Santa Rosa Beach to Chicagocar car 869.3 mi
    16h 43m
    $159–230

  6. Taxi to Northwest Florida Beaches International Airport, fly to Chicago O'Hare International Airport

    1. Take the taxi from Santa Rosa Beach to Northwest Florida Beaches International Airport (ECP)taxi taxi
    2. Fly from Northwest Florida Beaches International Airport (ECP) to Chicago O'Hare International Airport (ORD)plane plane ECP - ORD
    4h 12m
    $156–436

  7. Taxi, bus via Atlanta

    1. Take the taxi from Santa Rosa Beach to Crestviewtaxi taxi
    2. Take the bus from Crestview to Tallahasseebus bus
    3. Take the bus from Tallahassee to Atlanta Bus Stationbus bus
    4. Take the bus from Atlanta Bus Station to Chicago Bus Stationbus bus
    26h 22m
    $266–465

Northwest Florida Beaches International Airport (ECP) to Chicago Midway International Airport (MDW) flights

Calendar23Weekly Planes
Duration4h 26mAverage Duration
Ticket$86Cheapest Price
See schedules

Questions & Answers

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

There is no direct connection from Santa Rosa Beach to Chicago. However, you can take the taxi to Northwest Florida Beaches International Airport (ECP) airport, fly to Chicago Midway International Airport (MDW), walk to Midway, then take the subway to Harold Washington Library. Alternatively, you can take the taxi to Crestview, take the bus to Tallahassee, walk to N Monroe Street and Silver Slipper Lane, take the bus to C.K. Steele Plaza Gate 22, take the bus to Nashville Bus Station, then take the bus to Chicago Bus Station.

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

Where to next?

Trips from Santa Rosa Beach

Trips to Chicago

Popular routes