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

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There are 9 ways to get from Florida to Chicago by plane, bus (Flixbus, Greyhound), train (Amtrak), 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. Fly Jacksonville to Chicago Midway International Airport

    best
    1. Fly from Jacksonville (JAX) to Chicago Midway International Airport (MDW)plane plane JAX - MDW
    5h 1m
    $114–658
  2. Fly Fort Lauderdale–Hollywood International Airport to Chicago Midway International Airport

    cheapest
    1. Fly from Fort Lauderdale–Hollywood International Airport (FLL) to Chicago Midway International Airport (MDW)plane plane FLL - MDW
    5h 26m
    $79–388
  3. Bus

    1. Take the bus from Jacksonville to Atlanta Bus Stationbus bus FlixBus 2434 / ...
    2. Take the bus from Atlanta Bus Station to Chicago Bus Stationbus bus FlixBus 2512 / ...
    23h 18m
    $122–343
  4. Train (Amtrak)

    1. Take the train from Jacksonville to Chicago Union Stationtrain train Floridian
    36h 40m
    $222–1,103
  5. Drive 981.9 mi

    1. Drive from Jacksonville to Chicagocar car 981.9 mi
    18h 25m
    $180–259
  6. Fly Jacksonville to Chicago O'Hare International Airport

    1. Fly from Jacksonville (JAX) to Chicago O'Hare International Airport (ORD)plane plane JAX - ORD
    5h 28m
    $84–438
  7. Fly Orlando to Chicago Midway International Airport

    1. Fly from Orlando (MCO) to Chicago Midway International Airport (MDW)plane plane MCO - MDW
    5h 10m
    $84–417
  8. Fly Tampa to Chicago Midway International Airport

    1. Fly from Tampa (TPA) to Chicago Midway International Airport (MDW)plane plane TPA - MDW
    5h 12m
    $89–457
  9. Fly Ft. Myers to Chicago Midway International Airport

    1. Fly from Ft. Myers (RSW) to Chicago Midway International Airport (MDW)plane plane RSW - MDW
    6h 19m
    $126–610

Florida to Chicago by bus

Calendar27Weekly Buses
Duration23h 18mAverage Duration
Ticket$122Cheapest Price
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Questions & Answers

What companies run services between Florida, USA and Chicago, IL, USA?

Southwest Airlines and Delta fly from Jacksonville (JAX) to Chicago Midway International Airport (MDW) 5 times a day. Alternatively, you can take a bus from Newnan St + Ashley St to Chicago Bus Station via JRTC Bay J, Jacksonville, and Atlanta Bus Station in around 23h 18m.

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