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How to get fromKankakee to Pensacolaby train, plane, bus, car, or taxi

Find Transport to Pensacola

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There are 9 ways to get from Kankakee to Pensacola by train, plane, bus, car, or taxi

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Train to Chicago Midway International Airport, fly to Pensacola International Airport

    best
    1. Take the train from Kankakee to Homewoodtrain train
    2. Fly from Chicago Midway International Airport (MDW) to Pensacola International Airport (PNS)plane plane MDW - PNS
    7h 3m
    $101–460

  2. Train, train to Chicago O'Hare International Airport, fly to Pensacola International Airport

    cheapest
    1. Take the train from Kankakee to Homewoodtrain train
    2. Take the train from Homewood to Van Buren St.train train
    3. Fly from Chicago O'Hare International Airport (ORD) to Pensacola International Airport (PNS)plane plane ORD - PNS
    7h 32m
    $76–320

  3. Train, bus

    1. Take the train from Kankakee 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
    23h 32m
    $568–865

  4. Train, bus via Atlanta

    1. Take the train from Kankakee to Homewoodtrain train
    2. Take the bus from Chicago to Atlanta Bus Stationbus bus
    3. Take the bus from Atlanta Bus Station to La Grange Bus Stationbus bus
    4. Take the bus from La Grange Bus Station to Mobilebus bus
    5. Take the bus from Loxley to Pensacolabus bus
    27h 24m
    $246–388

  5. Drive  834.9 mi

    1. Drive from Kankakee to Pensacolacar car 834.9 mi
    15h 12m
    $153–221

  6. Train to Chicago Midway International Airport, fly to Destin–Fort Walton Beach Airport, taxi

    1. Take the train from Kankakee to Homewoodtrain train
    2. Fly from Chicago Midway International Airport (MDW) to Destin–Fort Walton Beach Airport (VPS)plane plane MDW - VPS
    3. Take the taxi from Destin–Fort Walton Beach Airport (VPS) to Pensacolataxi taxi
    6h 58m
    $239–738

  7. Train to Chicago O'Hare International Airport, fly to Destin–Fort Walton Beach Airport, taxi

    1. Take the train from Kankakee to Homewoodtrain train
    2. Fly from Chicago O'Hare International Airport (ORD) to Destin–Fort Walton Beach Airport (VPS)plane plane ORD - VPS
    3. Take the taxi from Destin–Fort Walton Beach Airport (VPS) to Pensacolataxi taxi
    7h 30m
    $209–538

  8. Train to Chicago Midway International Airport, fly to Northwest Florida Beaches International Airport, drive

    1. Take the train from Kankakee to Homewoodtrain train
    2. Fly from Chicago Midway International Airport (MDW) to Northwest Florida Beaches International Airport (ECP)plane plane MDW - ECP
    3. Drive from Northwest Florida Beaches International Airport (ECP) to Pensacolacar car
    8h 7m
    $142–615

  9. Train to Chicago O'Hare International Airport, fly to Northwest Florida Beaches International Airport, drive

    1. Take the train from Kankakee to Homewoodtrain train
    2. Fly from Chicago O'Hare International Airport (ORD) to Northwest Florida Beaches International Airport (ECP)plane plane ORD - ECP
    3. Drive from Northwest Florida Beaches International Airport (ECP) to Pensacolacar car
    8h 38m
    $107–415

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

Calendar43Weekly Planes
Duration4h 24mAverage Duration
Ticket$79Cheapest Price
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Comparing Your Travel Options

Map of how to get from Kankakee to Pensacola.ExpandLaunch map view
  • Distance: 852 mi
  • Duration: 7h 3m

What companies run services between Kankakee, IL, USA and Pensacola, FL, USA?

There is no direct connection from Kankakee to Pensacola. However, you can take the train to Homewood, take the train to Museum Campus/11th St., walk to Roosevelt, take the subway to Midway, walk to Chicago-Midway-Airport-MDW airport, fly to Pensacola International Airport (PNS), walk to 12Th Ave & College Blvd, then take the line 52 bus to ECAT Transfer Station. Alternatively, you can take a train from Kankakee to Pensacola via New Orleans Union Passenger Terminal, Gulfport Amtrak Sta, and Gulfport in around 23h 32m.

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