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

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There are 9 ways to get from Lakeland to Chicago by bus, plane, bus (Greyhound, Flixbus), train (Amtrak), car, or train

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

  1. Amtrak Thruway to Tampa, fly to Chicago Midway International Airport

    best
    1. Take the bus from Lakeland to Tampa Union Stationbus bus
    2. Fly from Tampa (TPA) to Chicago Midway International Airport (MDW)plane plane TPA - MDW
    6h 18m
    $115–479

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

    cheapest
    1. Take the train from Lakeland Amtrak Station to Kissimmee Amtrak Stationtrain train
    2. Fly from Orlando (MCO) to Chicago O'Hare International Airport (ORD)plane plane MCO - ORD
    7h 6m
    $90–639

  3. Bus

    1. Take the bus from Winter Haven Transportation Center to Orlando Bus Stationbus bus
    2. Take the bus from Orlando Bus Station to Atlanta Bus Stationbus bus
    3. Take the bus from Atlanta Bus Station to Chicago Bus Stationbus bus
    28h 7m
    $184–356

  4. Train (Amtrak)

    1. Take the train from Lakeland Amtrak Station to Chicago Union Stationtrain train Floridian
    40h 20m
    $550–1,200

  5. Drive 1,116.7 mi

    1. Drive from Lakeland to Chicagocar car 1,116.7 mi
    20h 1m
    $204–295

  6. Amtrak Thruway to Tampa, fly to Chicago O'Hare International Airport

    1. Take the bus from Lakeland to Tampa Union Stationbus bus
    2. Fly from Tampa (TPA) to Chicago O'Hare International Airport (ORD)plane plane TPA - ORD
    6h 50m
    $170–579

  7. Train to Orlando, fly to Chicago Midway International Airport

    1. Take the train from Lakeland Amtrak Station to Kissimmee Amtrak Stationtrain train
    2. Fly from Orlando (MCO) to Chicago Midway International Airport (MDW)plane plane MCO - MDW
    6h 42m
    $220–519

  8. Amtrak Thruway to Sarasota–Bradenton International Airport, fly to Chicago Midway International Airport

    1. Take the bus from Lakeland to Sarasota Amtrak Bus Stopbus bus
    2. Fly from Sarasota–Bradenton International Airport (SRQ) to Chicago Midway International Airport (MDW)plane plane SRQ - MDW
    8h 49m
    $159–658

  9. Amtrak Thruway to Sarasota–Bradenton International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Lakeland to Sarasota Amtrak Bus Stopbus bus
    2. Fly from Sarasota–Bradenton International Airport (SRQ) to Chicago O'Hare International Airport (ORD)plane plane SRQ - ORD
    9h 24m
    $139–548

Lakeland to Chicago by train (Amtrak)

Calendar7Weekly Trains
Duration40h 20mAverage Duration
Ticket$550Cheapest Price
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Questions & Answers

Map of how to get from Lakeland to Chicago.ExpandLaunch map view
  • Distance: 1,053.3 mi
  • Duration: 6h 18m

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

You can take a bus from Park & Ride at Rose St. to Chicago Bus Station via Winter Haven Transportation Center, Orlando Bus Station, and Atlanta Bus Station in around 28h 7m. Alternatively, Amtrak operates a train from Lakeland Amtrak Station to Chicago Union Station once daily. Tickets cost $550–1,200 and the journey takes 40h 20m.

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