The average bus between Florida Keys and Chicago takes 38h 51m and the fastest bus takes 37h 1m. The bus service runs several times per day from Florida Keys to Chicago. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.
Buses run twice daily between Florida Keys and Chicago. The earliest departure is at 8:09 AM in the morning, and the last departure from Florida Keys is at 4:44 PM which arrives into Chicago at 8:25 AM. All services require a transfer at Sugarloaf Key - Lower - Opposite Sugarloaf Lodge and take an average of 38h 51m. The schedules shown below are for the next available departures.
Arrives next day



36h 1m • 3 changes
Arrives +2 days



39h 41m • 3 changes
Arrives next day



36h 1m • 3 changes
Arrives +2 days



39h 41m • 3 changes
Arrives next day



36h 1m • 3 changes
Arrives +2 days



39h 41m • 3 changes
Want to know about travelling from Florida Keys to Chicago? We have put together a list of the most frequently asked questions from our users such as: What is the cheapest mode of transport? What is the quickest option? How much do tickets usually cost? and many more.
No, there is no direct bus from Florida Keys to Chicago. However, there are services departing from Florida Keys station and arriving at Chicago station via Miami Airport Station station. The journey, including transfers, takes approximately 38h 51m.
Florida Keys to Chicago bus services, operated by Key West Transit, depart from Big Pine Key station.
Florida Keys to Chicago bus services, operated by Key West Transit, arrive at Chicago Bus Station.
The distance between Florida Keys and Chicago is 1,995.7 km. The road distance is 2,483 km.
You can take a vehicle from Florida Keys to Chicago Bus Station via Sugarloaf Key - Lower - Opposite Sugarloaf Lodge, Big Pine Key - Auto Store / NAPA MM30, Big Pine Key, Miami Airport Station, and Atlanta Bus Station in around 36h 23m.