- Key West to Chicago buses
Previously seen trips
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
Greyhound + FlixBus | Bus | Caroline St | 537-517 W. Jackson Blvd | No tags | ||||
FlixBus + Greyhound | Bus | Caroline St | Downtown Greyhound Station | No tags | ||||
FlixBus + Greyhound | Bus | Caroline St | Chicago 95Th & Dan Ryan | No tags | ||||
Greyhound + FlixBus | Bus | Caroline St | Downtown Greyhound Station | No tags | ||||
![]() | Bus | Key West Bus Station | Downtown Greyhound Station | No tags |
Get from Key West to Chicago
The journey takes about 1 day, 16 hours and with fares starting at just $302, it presents an excellent value for a comfortable ride.
Where are the popular stops in Key West and Chicago?
Stops in Key West
- A908 Caroline St, Key West, FL 33040, USA
- B
EYW Airport
3535 Florida A1A, Key West, FL 33040, USA
Stops in Chicago
- A630 W Harrison St, Chicago, IL 60607, USA
- C
Polk St & Canal St
500-536 W Polk St, Chicago IL 60607, USA - D
Tornado Bus S Kedzie Ave
2807 S Kedzie Ave, Chicago, IL 60623, USA - E
Cumberland CTA
5800 N Cumberland Ave, Chicago, IL 60631, USA - F
Turimex California Ave
2139 S California Ave, Chicago, IL 60608, USA
Compare bus companies
Greyhound Lines offers the most comprehensive intercity bus services in the United States. They operate a modern, environmentally friendly fleet that serves more than 2400 destinations and carries nearly 16 million passengers annually. When traveling with them, you can expect free WiFi, onboard entertainment, bathrooms, power outlets and decent legroom. One of the great perks of Greyhound is that they connect big cities and smaller towns in the US, where you usually can't get to by train or plane. If you're looking for safe and affordable transportation, Greyhound is a great choice.
Frequently asked questions about traveling from Key West to Chicago by bus
Please note that schedules, routes, or operator details shown here may be updated or vary at the time of your trip.
How much is the bus ticket from Key West to Chicago?
The cheapest bus tickets from Key West to Chicago start from $302. The average price for this route is around $352. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.
How long is the bus ride from Key West to Chicago?
The average bus trip duration from Key West to Chicago is 1d 16h, covering a distance of 1241 miles (2002 km). The quickest bus can get you there in 1d 16h and is operated by Greyhound.
Which bus companies service the Key West to Chicago route?
Several major bus companies operate on this route with 5 buses available per day.
What is the earliest and latest departure time for the bus from Key West to Chicago?
The earliest bus departs from Key West to Chicago at 10:00am. And the latest bus departs at 5:00pm.
What are the CO₂ emissions for the bus trip from Key West to Chicago?
A bus trip from Key West to Chicago generates an estimated 50.0351 kg of CO₂, making it a highly eco-friendly travel option and recommended mode of travel by Busbud.






