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

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There are 10 ways to get from Santa Rosa Beach to Chicago by taxi, plane, bus, car, or train

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 46m
    $181–566
  2. Drive to Pensacola International Airport, fly to Chicago Midway International Airport

    cheapest
    1. Drive from Santa Rosa Beach to Pensacola-Airport-PNScar car
    2. Fly from Pensacola International Airport (PNS) to Chicago Midway International Airport (MDW)plane plane PNS - MDW
    4h 41m
    $94–443
  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
    $286–485
  4. Drive, taxi, bus, train

    1. Drive from Santa Rosa Beach to ECAT Transfer Stationcar car
    2. Take the taxi from Palafox Street & Ivanhoe Ave to Mobiletaxi taxi
    3. Take the bus from Mobile to Pascagoulabus bus
    4. Take the train from Pascagoula, MS to New Orleans, LA - Union Passenger Terminaltrain train
    5. Take the train from New Orleans Union Passenger Terminal to Chicago Union Stationtrain train
    28h 43m
    $437–850
  5. Drive 868.5 mi

    1. Drive from Santa Rosa Beach to Chicagocar car 868.5 mi
    16h 39m
    $159–229
  6. Taxi to Destin–Fort Walton Beach Airport, fly to Chicago Midway International Airport

    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 Midway International Airport (MDW)plane plane VPS - MDW
    3h 50m
    $160–532
  7. 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 19m
    $156–436
  8. Taxi to Destin–Fort Walton Beach Airport, fly to Chicago O'Hare International Airport

    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 14m
    $135–412
  9. Drive to Pensacola International Airport, fly to Chicago O'Hare International Airport

    1. Drive from Santa Rosa Beach to Pensacola-Airport-PNScar car
    2. Fly from Pensacola International Airport (PNS) to Chicago O'Hare International Airport (ORD)plane plane PNS - ORD
    5h 13m
    $154–423
  10. 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
    27h 57m
    $281–490

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

Calendar38Weekly Planes
Duration3h 59mAverage Duration
Ticket$88Cheapest Price
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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.

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