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How to get fromIllinois to Pensacolaby plane, bus (Greyhound, Flixbus), train, bus, car, taxi, or bus (Greyhound)

Find Transport to Pensacola

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There are 10 ways to get from Illinois to Pensacola by plane, bus (Greyhound, Flixbus), train, bus, car, taxi, or bus (Greyhound)

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 Pensacola International Airport

    best
    1. Fly from Chicago Midway International Airport (MDW) to Pensacola International Airport (PNS)plane plane MDW - PNS
    5h
    $70–377

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

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Pensacola International Airport (PNS)plane plane ORD - PNS
    5h 25m
    $50–267

  3. Bus

    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 Pensacolabus bus
    24h 19m
    $223–336

  4. Train, bus

    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 Pensacolabus bus
    24h 50m
    $324–762

  5. Drive  873.1 mi

    1. Drive from Chicago to Pensacolacar car 873.1 mi
    15h 57m
    $160–231

  6. Train to Lambert–St. Louis International Airport, fly to Pensacola International Airport

    1. Take the train from Springfield to St. Louistrain train
    2. Fly from Lambert–St. Louis International Airport (STL) to Pensacola International Airport (PNS)plane plane STL - PNS
    6h 22m
    $86–382

  7. Fly Peoria International Airport to Destin–Fort Walton Beach Airport, taxi

    1. Fly from Peoria International Airport (PIA) to Destin–Fort Walton Beach Airport (VPS)plane plane PIA - VPS
    2. Take the taxi from Destin–Fort Walton Beach Airport (VPS) to Pensacolataxi taxi
    4h 30m
    $191–551

  8. Fly Chicago O'Hare International Airport to Northwest Florida Beaches International Airport, drive

    1. Fly from Chicago O'Hare International Airport (ORD) to Northwest Florida Beaches International Airport (ECP)plane plane ORD - ECP
    2. Drive from Northwest Florida Beaches International Airport (ECP) to Pensacolacar car
    6h 37m
    $86–392

  9. Train to Midamerica St. Louis Airport, fly to Destin–Fort Walton Beach Airport, taxi

    1. Take the train from Springfield to St. Louistrain train
    2. Fly from Midamerica St. Louis Airport (BLV) to Destin–Fort Walton Beach Airport (VPS)plane plane BLV - VPS
    3. Take the taxi from Destin–Fort Walton Beach Airport (VPS) to Pensacolataxi taxi
    6h 45m
    $237–628

  10. Bus 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 Pensacolabus bus
    25h 22m
    $238–350

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

Calendar47Weekly Planes
Duration4h 15mAverage Duration
Ticket$69Cheapest Price
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Comparing Your Travel Options

Map of how to get from Illinois to Pensacola.ExpandLaunch map view
  • Distance: 797.8 mi
  • Duration: 5h

What companies run services between Illinois, USA and Pensacola, FL, USA?

Southwest Airlines and Delta fly from Chicago Midway International Airport (MDW) to Pensacola International Airport (PNS) every 4 hours. Alternatively, you can take a bus from Chicago Bus Station to Pensacola via Atlanta Bus Station, La Grange Bus Station, and Loxley in around 24h 19m.

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