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How to get fromChicago to Dade Cityby train, plane, car, bus (Greyhound, Flixbus), bus, taxi or subway

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There are 11 ways to get from Chicago to Dade City by train, plane, car, bus (Greyhound, Flixbus), bus, taxi, or subway

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

  1. Train to South Bend, fly to Orlando Sanford, drive

    best
    1. Take the train from Van Buren St. to South Bend Airporttrain train
    2. Fly from South Bend (SBN) to Orlando Sanford (SFB)plane plane SBN - SFB
    3. Drive from Orlando-Sanford-Airport-SFB to Dade Citycar car
    7h 18m
    $147–686

  2. Subway to Chicago Midway International Airport, fly to Tampa, bus, line 30 bus

    cheapest
    1. Take the subway from Roosevelt to Midwaysubway subway
    2. Fly from Chicago Midway International Airport (MDW) to Tampa (TPA)plane plane MDW - TPA
    3. Take the bus from Wiregrass Park and Ride to Zephyrhills Downtown Transfer Stationbus bus
    4. Take the bus from Zephyrhills Downtown Transfer Station to 7th St & Church Avebus bus
    9h 50m
    $134–601

  3. Bus

    1. Take the bus from Chicago Bus Station to Nashville Bus Stationbus bus
    2. Take the bus from Nashville Bus Station to Tallahasseebus bus
    3. Take the bus from Tallahassee to Dade Citybus bus
    26h 28m
    $179–315

  4. Train, bus (Amtrak)

    1. Take the train from Chicago Union Station to Lakeland Amtrak Stationtrain train Floridian
    2. Take the bus from Lakeland to Dade City Amtrak Bus Stopbus bus Amtrak Thruway Connecting Service
    41h 50m

  5. Drive 1,088.5 mi

    1. Drive from Chicago to Dade Citycar car 1,088.5 mi
    19h 29m
    $199–287

  6. Fly Chicago Midway International Airport to Sarasota–Bradenton International Airport, bus, taxi

    1. Fly from Chicago Midway International Airport (MDW) to Sarasota–Bradenton International Airport (SRQ)plane plane MDW - SRQ
    2. Take the bus from Bradenton/Sarasota - Mobil Gas Station to University of South Florida Tampabus bus
    3. Take the taxi from University of South Florida Tampa to Dade Citytaxi taxi
    8h 22m
    $256–1,049

  7. Fly Chicago O'Hare International Airport to Sarasota–Bradenton International Airport, bus, taxi

    1. Fly from Chicago O'Hare International Airport (ORD) to Sarasota–Bradenton International Airport (SRQ)plane plane ORD - SRQ
    2. Take the bus from Bradenton/Sarasota - Mobil Gas Station to University of South Florida Tampabus bus
    3. Take the taxi from University of South Florida Tampa to Dade Citytaxi taxi
    8h 42m
    $226–999

  8. Fly Chicago O'Hare International Airport to Tampa, bus, line 30 bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Tampa (TPA)plane plane ORD - TPA
    2. Take the bus from Wiregrass Park and Ride to Zephyrhills Downtown Transfer Stationbus bus
    3. Take the bus from Zephyrhills Downtown Transfer Station to 7th St & Church Avebus bus
    10h 9m
    $154–361

  9. Fly Chicago Midway International Airport to Orlando, train, bus

    1. Fly from Chicago Midway International Airport (MDW) to Orlando (MCO)plane plane MDW - MCO
    2. Take the train from Kissimmee Amtrak Station to Lakeland Amtrak Stationtrain train
    3. Take the bus from Lakeland to Dade City Amtrak Bus Stopbus bus
    9h 22m

  10. Fly Chicago O'Hare International Airport to Orlando, train, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Orlando (MCO)plane plane ORD - MCO
    2. Take the train from Kissimmee Amtrak Station to Lakeland Amtrak Stationtrain train
    3. Take the bus from Lakeland to Dade City Amtrak Bus Stopbus bus
    9h 43m

  11. Fly Chicago O'Hare International Airport to Jacksonville, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Jacksonville (JAX)plane plane ORD - JAX
    2. Take the bus from Jacksonville to Dade City Amtrak Bus Stopbus bus
    12h 31m

South Bend (SBN) to Orlando Sanford (SFB) flights

Calendar7Weekly Planes
Duration2h 23mAverage Duration
Ticket$122Cheapest Price
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Questions & Answers

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

You can take a bus from Chicago Bus Station to Dade City via Nashville Bus Station, C.K. Steele Plaza Gate 16, N Monroe Street and John Knox Road, and Tallahassee in around 26h 28m.

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