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How to get fromChicago to Miltonby plane, bus (Greyhound, Flixbus), train, bus, car, or taxi

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There are 9 ways to get from Chicago to Milton by plane, bus (Greyhound, Flixbus), train, 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. Fly Chicago O'Hare International Airport to Pensacola International Airport

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Pensacola International Airport (PNS)plane plane ORD - PNS
    4h 37m
    $118–415

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

    cheapest
    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 Miltoncar car
    6h 11m
    $102–433

  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 47m
    $285–443

  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
    25h 18m
    $436–800

  5. Drive 849.4 mi

    1. Drive from Chicago to Miltoncar car 849.4 mi
    15h 41m
    $155–224

  6. Fly Chicago Midway International Airport to Pensacola International Airport

    1. Fly from Chicago Midway International Airport (MDW) to Pensacola International Airport (PNS)plane plane MDW - PNS
    5h 59m
    $132–515

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

    1. Fly from Chicago Midway International Airport (MDW) to Destin–Fort Walton Beach Airport (VPS)plane plane MDW - VPS
    2. Take the taxi from Destin–Fort Walton Beach Airport (VPS) to Miltontaxi taxi
    4h 57m
    $198–635

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

    1. Fly from Chicago Midway International Airport (MDW) to Northwest Florida Beaches International Airport (ECP)plane plane MDW - ECP
    2. Drive from Northwest Florida Beaches International Airport (ECP) to Miltoncar car
    5h 34m
    $122–533

  9. Fly Chicago O'Hare International Airport to Destin–Fort Walton Beach Airport, taxi

    1. Fly from Chicago O'Hare International Airport (ORD) to Destin–Fort Walton Beach Airport (VPS)plane plane ORD - VPS
    2. Take the taxi from Destin–Fort Walton Beach Airport (VPS) to Miltontaxi taxi
    5h 23m
    $178–535

Chicago O'Hare International Airport (ORD) to Pensacola International Airport (PNS) flights

Calendar46Weekly Planes
Duration4h 22mAverage Duration
Ticket$71Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Milton.ExpandLaunch map view
  • Distance: 831.6 mi
  • Duration: 4h 37m

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

American Airlines, United Airlines, and Delta fly from Chicago O'Hare International Airport (ORD) to Pensacola International Airport (PNS) every 4 hours. Alternatively, you can take a bus from Chicago Bus Station to Milton via Atlanta Bus Station, La Grange Bus Station, Loxley, and Pensacola in around 24h 47m.

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