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Bus from Chicago, IL to Key West, FL

More travel options

You now can select from more schedules across U.S., Mexico and Canada with Greyhound and FlixBus.

Enjoy free onboard Wi-Fi

We offer free Wi-Fi and power outlets to keep you connected and powered up during your trip.

Reserve a Seat

Reserve your favorite seat when you book your ticket.

Need to make a change?

Easily change your ticket or add bags with Manage My Booking.

What to expect of your trip

Fast, easy, and affordable options from Chicago, IL to Key West, FL

Avg. trip duration

43hr39mins

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Avg. distance

1639 miles

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Cheapest trip

From $183.95

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2

Avg. trips a day

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On this page

Bus stations and stops in Chicago, IL

Please note: your ticket will contain the most up-to-date address information.
Best service on board
Available options you can find for a more comfortable trip:
wifi
Free WiFi
Stay connected throughout your journey
socket
Power Outlets
Keep your devices charged on the go
seat
Comfortable seats
Relax with extra legroom and reclining seats
luggage
Luggage storage
Space to safely stow your belongings
toilet
Toilets
Conveniently available on every FlixBus
First time travelling with us?
More on our service
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Where to next?
Discover our travel map with over 1600 destinations across the U.S., Canada and Mexico.
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Frequently asked questions

Yes, on this website you can book both Greyhound and FlixBus tickets from Chicago to Key West. You can check both the Greyhound and FlixBus ride schedules once you select your departure city, destination city, and desired trip date.
The bus trip from Chicago to Key West is about 1602 miles long. The quickest trip with Greyhound takes 39 hours 30 minutes.
Greyhound runs up to 3 rides per day from Chicago to Key West. You can search for your preferred departure date and check the schedule using the search bar above.
You can track the status of your Chicago to Key West bus using Greyhound's bus tracker. With this tool, you can see the real-time location of your bus and get updates on its departure and arrival times.
Onboard services available on Greyhound buses from Chicago to Key West include free Wi-Fi for all passengers, personal power outlets near every seat, reclining leather seats with footrests, extra legroom, overhead storage, and an on-board restroom.
The first Greyhound bus to Key West from Chicago leaves at 10:00 am.
The last Greyhound bus to Key West from Chicago leaves at 11:59 pm.
When traveling on the bus from Chicago to Key West with Greyhound, you can bring one carry-on bag with you (maximum 25 lbs, 16x12x7 inches). You can store one bag under the bus for free, and if you have a Flexible fare, the second bag stored under the bus is also free. You can also carry additional or bulky baggage for a supplementary charge. You can reserve extra baggage while booking your ticket on our website or app. Alternatively, you can add bulky items later through the 'Manage My Booking' section. If your departure is from a location with Greyhound personnel, you can book and pay for your extra luggage there. For more information, please refer to our baggage policy page here.
Greyhound buses are equipped with wheelchair lifts to assist passengers using wheelchairs or mobility scooters. Each bus has space for two passengers with these devices. It's recommended to book your bus from Chicago to Key West in advance to ensure a spot. If you'd like to transfer to a regular seat, our drivers will stow your device for you. Service animals are also welcome on board our buses. For further details on accessibility and service animal policies, please check this link.
Traveling by bus from Chicago to Key West with Greyhound is a convenient and environmentally responsible choice, as bus travel reduces traffic and emissions compared to traveling by car.
You can easily find the locations and addresses of the bus stops in Chicago and in Key West on this page: check the address and their location on the map!
  • Chicago has 3 bus stop(s), namely: Chicago (Cumberland Farms), Chicago Bus Station, Chicago Train Station
  • Key West has 1 bus stop(s), namely: Key West Airport

Plan your bus trip from Chicago to Key West with Greyhound

The first bus departs at 10:00 am and the last bus departs at 11:59 pm. Greyhound operates 3 bus rides daily between Chicago and Key West. When traveling with Greyhound to Key West from Chicago, expect free Wifi, power sockets, and a guaranteed seat for your journey. Don't miss any updates on your bus trip: stay informed with our real-time bus tracker and check the status of your ride to Key West in seconds.

How to Book Your Bus Ticket to Key West from Chicago

With Greyhound, reserving a ticket for your bus trip is a breeze. You can easily complete your booking on this website or through the free Greyhound App, all within a few simple clicks. You will have a variety of rides to choose from, as on many of our routes you will be offered both Greyhound and FlixBus bus rides, so you can choose the option that best fits your schedule. When booking your ticket from Chicago to Key West, you have a range of secure online payment options at your disposal, including both debit and credit cards. If you prefer, cash payments are also accepted at various sales points. If you're on the hunt for a cheap ticket to Key West, remember to book early. Traveling on weekdays or during non-peak hours can also lead you to some of the most budget-friendly fares available!

Onboard services are subject to availability