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

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There are 9 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 taxi
    2. Fly from Pensacola International Airport (PNS) to Chicago Midway International Airport (MDW)plane plane PNS - MDW
    4h 14m
    $225–707

  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)plane plane VPS - ORD
    3h 53m
    $105–375

  3. Taxi, bus

    1. Take the taxi from Destin 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 22m
    $246–472

  4. Taxi, bus, train

    1. Take the taxi from Destin to McDonald's - Crestviewtaxi taxi
    2. Take the bus from McDonald's - Crestview 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 20m
    $278–618

  5. Drive 882 mi

    1. Drive from Destin to Chicagocar car 882 mi
    16h 19m
    $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 taxi
    2. Fly from Northwest Florida Beaches International Airport (ECP) to Chicago Midway International Airport (MDW)plane plane ECP - MDW
    4h 10m
    $213–614

  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 taxi
    2. Fly from Northwest Florida Beaches International Airport (ECP) to Chicago O'Hare International Airport (ORD)plane plane ECP - ORD
    4h 31m
    $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 taxi
    2. Fly from Pensacola International Airport (PNS) to Chicago O'Hare International Airport (ORD)plane plane PNS - ORD
    4h 50m
    $300–467

  9. Taxi, bus via Atlanta

    1. Take the taxi from Destin 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 52m
    $246–442

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

Calendar36Weekly Planes
Duration4h 37mAverage Duration
Ticket$96Cheapest 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) 6 times a week.

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