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

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There are 9 ways to get from Dade City to Chicago by bus, plane, bus (Amtrak, Flixbus, Greyhound), train, 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. Bus to Sarasota–Bradenton International Airport, fly to Chicago Midway International Airport

    best
    1. Take the bus from Dade City to Bradentonbus bus
    2. Fly from Sarasota–Bradenton International Airport (SRQ) to Chicago Midway International Airport (MDW)plane plane SRQ - MDW
    7h 54m
    $145–536

  2. Bus to Sarasota–Bradenton International Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the bus from Dade City to Bradentonbus bus
    2. Fly from Sarasota–Bradenton International Airport (SRQ) to Chicago O'Hare International Airport (ORD)plane plane SRQ - ORD
    8h 26m
    $120–426

  3. Bus

    1. Take the bus from Dade City Amtrak Bus Stop to Jacksonvillebus bus
    2. Take the bus from Jacksonville to Atlanta Bus Stationbus bus
    3. Take the bus from Atlanta Bus Station to Chicago Bus Stationbus bus
    30h 34m

  4. Bus, train (Amtrak)

    1. Take the bus from Dade City Amtrak Bus Stop to Lakelandbus bus Amtrak Thruway Connecting Service
    2. Take the train from Lakeland Amtrak Station to Chicago Union Stationtrain train Floridian
    42h 15m

  5. Drive  1,088.3 mi

    1. Drive from Dade City to Chicagocar car 1,088.3 mi
    19h 30m
    $199–287

  6. Line 30 bus, bus to Tampa, fly to Chicago Midway International Airport

    1. Take the bus from 7th St & Mcminn Ave to Zephyrhills Downtown Transfer Stationbus bus
    2. Take the bus from Zephyrhills Downtown Transfer Station to Wiregrass Park and Ridebus bus
    3. Fly from Tampa (TPA) to Chicago Midway International Airport (MDW)plane plane TPA - MDW
    9h 13m
    $134–450

  7. Bus, train to Orlando, fly to Chicago Midway International Airport

    1. Take the bus from Dade City Amtrak Bus Stop to Lakelandbus bus
    2. Take the train from Lakeland Amtrak Station to Kissimmee Amtrak Stationtrain train
    3. Fly from Orlando (MCO) to Chicago Midway International Airport (MDW)plane plane MCO - MDW
    8h 42m

  8. Bus, train to Orlando, fly to Chicago O'Hare International Airport

    1. Take the bus from Dade City Amtrak Bus Stop to Lakelandbus bus
    2. Take the train from Lakeland Amtrak Station to Kissimmee Amtrak Stationtrain train
    3. Fly from Orlando (MCO) to Chicago O'Hare International Airport (ORD)plane plane MCO - ORD
    9h

  9. Line 30 bus, bus to Tampa, fly to Chicago O'Hare International Airport

    1. Take the bus from 7th St & Mcminn Ave to Zephyrhills Downtown Transfer Stationbus bus
    2. Take the bus from Zephyrhills Downtown Transfer Station to Wiregrass Park and Ridebus bus
    3. Fly from Tampa (TPA) to Chicago O'Hare International Airport (ORD)plane plane TPA - ORD
    9h 40m
    $124–350

Sarasota–Bradenton International Airport (SRQ) to Chicago Midway International Airport (MDW) flights

Calendar44Weekly Planes
Duration4h 21mAverage Duration
Ticket$96Cheapest Price
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Comparing Your Travel Options

Map of how to get from Dade City to Chicago.ExpandLaunch map view
  • Distance: 1,148.8 mi
  • Duration: 7h 54m

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

You can take a bus from Dade City Amtrak Bus Stop to Chicago Bus Station via Jacksonville, Amtrak Station, JRTC Bay H, Jacksonville, and Atlanta Bus Station in around 30h 34m.

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