- 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 | Chicago 95Th & Dan Ryan | No tags | ||||
Greyhound + FlixBus | Bus | Caroline St | Downtown Greyhound Station | No tags | ||||
Greyhound + FlixBus | Bus | Caroline St | 537-517 W. Jackson Blvd | No tags | ||||
FlixBus + Greyhound | Bus | Caroline St | Downtown Greyhound Station | No tags | ||||
![]() | Bus | Key West Bus Station | Downtown Greyhound Station | No tags |
Get from Key West to Chicago
This route is served by bus only
The journey takes about 1 day, 15 hours 50 minutes, and with fares starting at just $293, it presents an excellent value for a comfortable ride.
5bus per day
1d 15hAverage Duration
2002 kmDistance
50kgCO₂ emissions
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
US Bus Companies: FlixBus, BlaBlaCar Bus, ALSA, Greyhound, Intercape, Trenitalia, Sindbad
Frequently asked questions about travelling from Key West to Chicago by bus
How far is Key West from Chicago?
The distance between Key West and Chicago is around 2000 km (1240 miles).
What are the departure and arrival locations for buses traveling from Key West to Chicago?
Buses traveling this route start their trip at Caroline St, in Key West, and end it at Downtown Greyhound Station, in Chicago.







