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How to get fromGreyhound Bus Station to Chicagoby taxi, shuttle, plane, bus, train, or car

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There are 7 ways to get from Greyhound Bus Station to Chicago by taxi, shuttle, plane, bus, 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. Taxi, shuttle to Tampa, fly to Chicago Midway International Airport

    best
    1. Take the taxi from Greyhound Bus Station to Brooksville Wawataxi taxi
    2. Take a shuttle bus from Brooksville Wawa to Tampa International Airport - Red Terminalshuttle bus
    3. Fly from Tampa (TPA) to Chicago Midway International Airport (MDW)plane plane TPA - MDW
    6h 13m
    $238–574

  2. Drive  1,050.8 mi

    cheapest
    1. Drive from Greyhound Bus Station to Chicagocar car 1,050.8 mi
    19h 8m
    $192–277

  3. Taxi, bus

    1. Take the taxi from Greyhound Bus Station to Ocala, FLtaxi taxi
    2. Take the bus from Ocala, FL to University of Florida - 1956 Gale Lemerand Drbus bus
    3. Take the bus from Gainesville to Atlanta Bus Stationbus bus
    4. Take the bus from Atlanta Bus Station to Chicago Bus Stationbus bus
    27h 40m
    $287–423

  4. Taxi, bus, train (Amtrak)

    1. Take the taxi from Greyhound Bus Station to Wildwood Amtrak Stationtaxi taxi
    2. Take the bus from Wildwood Amtrak Station to Jacksonvillebus bus
    3. Take the train from Jacksonville to Chicago Union Stationtrain train
    41h 8m

  5. Taxi, shuttle to Tampa, fly to Chicago O'Hare International Airport

    1. Take the taxi from Greyhound Bus Station to Brooksville Wawataxi taxi
    2. Take a shuttle bus from Brooksville Wawa to Tampa International Airport - Red Terminalshuttle bus
    3. Fly from Tampa (TPA) to Chicago O'Hare International Airport (ORD)plane plane TPA - ORD
    6h 40m
    $258–384

  6. Taxi, shuttle to Orlando, fly to Chicago Midway International Airport

    1. Take the taxi from Greyhound Bus Station to Sleep Inntaxi taxi
    2. Take a shuttle bus from Sleep Inn to Orlando Airportshuttle bus
    3. Fly from Orlando (MCO) to Chicago Midway International Airport (MDW)plane plane MCO - MDW
    6h 53m
    $367–621

  7. Taxi, shuttle to Orlando, fly to Chicago O'Hare International Airport

    1. Take the taxi from Greyhound Bus Station to Sleep Inntaxi taxi
    2. Take a shuttle bus from Sleep Inn to Orlando Airportshuttle bus
    3. Fly from Orlando (MCO) to Chicago O'Hare International Airport (ORD)plane plane MCO - ORD
    7h 11m
    $257–611

Tampa (TPA) to Chicago Midway International Airport (MDW) flights

Calendar32Weekly Planes
Duration3h 8mAverage Duration
Ticket$89Cheapest Price
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Comparing Your Travel Options

Map of how to get from Greyhound Bus Station to Chicago.ExpandLaunch map view
  • Distance: 1,099 mi
  • Duration: 6h 13m

What companies run services between Greyhound Bus Station, FL, USA and Chicago, IL, USA?

There is no direct connection from Greyhound Bus Station to Chicago. However, you can take the taxi to Brooksville Wawa, take the shuttle to Tampa International Airport - Red Terminal, walk to Tampa (TPA) airport, fly to Chicago Midway International Airport (MDW), walk to Midway, then take the subway to Harold Washington Library. Alternatively, you can take the taxi to Ocala, FL, take the bus to University of Florida - 1956 Gale Lemerand Dr, walk to Reitz Union, take the line 46 bus to Rosa Parks RTS Downtown Station, walk to Gainesville, take the bus to Atlanta Bus Station, then take the bus to Chicago Bus Station.

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