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How to get fromDestin to Chicagoby taxi, plane, bus, train or car

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There are 10 ways to get from Destin 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 Pensacola International Airport, fly to Chicago Midway International Airport

    best
    1. Take the taxi from Destin to Pensacola-Airport-PNStaxi
    2. Fly from Pensacola International Airport (PNS) to Chicago Midway International Airport (MDW)planePNS - MDW
    4h 14m
    $220–627

  2. Fly Destin–Fort Walton Beach Airport to Chicago O'Hare International Airport

    cheapest
    1. Fly from Destin–Fort Walton Beach Airport (VPS) to Chicago O'Hare International Airport (ORD)planeVPS - ORD
    3h 54m
    $105–375

  3. Taxi, bus

    1. Take the taxi from Destin to Crestviewtaxi
    2. Take the bus from Crestview to Tallahasseebus
    3. Take the bus from Tallahassee to Nashville Bus Stationbus
    4. Take the bus from Nashville Bus Station to Chicago Bus Stationbus
    25h 22m
    $261–492

  4. Taxi, bus, train

    1. Take the taxi from Destin to McDonald's - Crestviewtaxi
    2. Take the bus from McDonald's - Crestview to Love's Travel Stop - Biloxibus
    3. Take the bus from Biloxi Transit Center to New Orleans Bus Stationbus
    4. Take the train from New Orleans Union Passenger Terminal to Chicago Union Stationtrain
    27h 20m
    $300–847

  5. Drive 882 mi

    1. Drive from Destin to Chicagocar882 mi
    16h 12m
    $161–233

  6. Taxi to Northwest Florida Beaches International Airport, fly to Chicago Midway International Airport

    1. Take the taxi from Destin to Northwest Florida Beaches International Airport (ECP)taxi
    2. Fly from Northwest Florida Beaches International Airport (ECP) to Chicago Midway International Airport (MDW)planeECP - MDW
    4h 10m
    $208–574

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

    1. Take the taxi from Destin to Northwest Florida Beaches International Airport (ECP)taxi
    2. Fly from Northwest Florida Beaches International Airport (ECP) to Chicago O'Hare International Airport (ORD)planeECP - ORD
    4h 30m
    $188–474

  8. Taxi to Pensacola International Airport, fly to Chicago O'Hare International Airport

    1. Take the taxi from Destin to Pensacola-Airport-PNStaxi
    2. Fly from Pensacola International Airport (PNS) to Chicago O'Hare International Airport (ORD)planePNS - ORD
    4h 38m
    $300–477

  9. Fly Destin–Fort Walton Beach Airport to Chicago Midway International Airport

    1. Fly from Destin–Fort Walton Beach Airport (VPS) to Chicago Midway International Airport (MDW)planeVPS - MDW
    3h 26m
    $125–475

  10. Taxi, bus via Atlanta

    1. Take the taxi from Destin to Crestviewtaxi
    2. Take the bus from Crestview to Tallahasseebus
    3. Take the bus from Tallahassee to Atlanta Bus Stationbus
    4. Take the bus from Atlanta Bus Station to Chicago Bus Stationbus
    27h 42m
    $256–512

Pensacola International Airport (PNS) to Chicago Midway International Airport (MDW) flights

Calendar31Weekly Planes
Duration4h 13mAverage Duration
Ticket$92Cheapest Price
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Questions & Answers

What companies run services between Destin, FL, USA and Chicago, IL, USA?

American Airlines flies from Destin–Fort Walton Beach Airport (VPS) to Chicago O'Hare International Airport (ORD) once daily.

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