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How to get fromJay to Chicagoby taxi, plane, bus (Greyhound, Amtrak), bus, train, car, or bus (Greyhound, Flixbus)

Find Transport to Chicago

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There are 10 ways to get from Jay to Chicago by taxi, plane, bus (Greyhound, Amtrak), bus, train, car, or bus (Greyhound, Flixbus)

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 Jay to Pensacola-Airport-PNStaxi taxi
    2. Fly from Pensacola International Airport (PNS) to Chicago Midway International Airport (MDW)plane plane PNS - MDW
    4h 2m
    $178–559
  2. Drive to Northwest Florida Beaches International Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Drive from Jay to Northwest Florida Beaches International Airport (ECP)car car
    2. Fly from Northwest Florida Beaches International Airport (ECP) to Chicago O'Hare International Airport (ORD)plane plane ECP - ORD
    5h 43m
    $82–354
  3. Bus

    1. Take the bus from Atmore to Montgomery Intermodal Centerbus bus
    2. Take the bus from Montgomery Intermodal Center to Indianapolis Union Stationbus bus
    3. Take the bus from Indianapolis Union Station to Chicago Union Stationbus bus
    22h 5m
    $222–331
  4. Bus, train

    1. Take the bus from Atmore to Mobile Bus Stationbus bus
    2. Take the bus from Mobile Bus Station to New Orleans Bus Stationbus bus
    3. Take the train from New Orleans Union Passenger Terminal to Chicago Union Stationtrain train
    25h 35m
    $592–926
  5. Drive  827.6 mi

    1. Drive from Jay to Chicagocar car 827.6 mi
    15h 14m
    $147–212
  6. Taxi to Pensacola International Airport, fly to Chicago O'Hare International Airport

    1. Take the taxi from Jay to Pensacola-Airport-PNStaxi taxi
    2. Fly from Pensacola International Airport (PNS) to Chicago O'Hare International Airport (ORD)plane plane PNS - ORD
    4h 30m
    $158–439
  7. Taxi to Destin–Fort Walton Beach Airport, fly to Chicago Midway International Airport

    1. Take the taxi from Jay to Destin–Fort Walton Beach Airport (VPS)taxi taxi
    2. Fly from Destin–Fort Walton Beach Airport (VPS) to Chicago Midway International Airport (MDW)plane plane VPS - MDW
    4h 16m
    $231–621
  8. Taxi to Destin–Fort Walton Beach Airport, fly to Chicago O'Hare International Airport

    1. Take the taxi from Jay to Destin–Fort Walton Beach Airport (VPS)taxi taxi
    2. Fly from Destin–Fort Walton Beach Airport (VPS) to Chicago O'Hare International Airport (ORD)plane plane VPS - ORD
    4h 44m
    $211–501
  9. Drive to Northwest Florida Beaches International Airport, fly to Chicago Midway International Airport

    1. Drive from Jay to Northwest Florida Beaches International Airport (ECP)car car
    2. Fly from Northwest Florida Beaches International Airport (ECP) to Chicago Midway International Airport (MDW)plane plane ECP - MDW
    5h 18m
    $102–474
  10. Bus via Atlanta

    1. Take the bus from Atmore to Atlanta Bus Stationbus bus
    2. Take the bus from Atlanta Bus Station to Bloomingtonbus bus
    3. Take the bus from Bloomington to Chicago Bus Stationbus bus
    26h 55m
    $255–391

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

Calendar42Weekly Planes
Duration4h 31mAverage Duration
Ticket$84Cheapest Price
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Comparing Your Travel Options

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

You can take a vehicle from Jay to Chicago Union Station via Atmore, Montgomery Intermodal Center, and Indianapolis Union Station in around 22h 5m.

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