Previously seen journeys
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
FlixBus + Greyhound | Bus | Caroline St | Downtown Greyhound Station | No tags | ||||
Greyhound + FlixBus | Bus | Caroline St | 537-517 W. Jackson Blvd | No tags | ||||
Greyhound + FlixBus | Bus | Caroline St | Downtown Greyhound Station | No tags | ||||
Greyhound + FlixBus | Bus | Caroline St | Chicago 95Th & Dan Ryan | No tags | ||||
Greyhound + FlixBus | Bus | Key West Bus Station | Chicago 95Th & Dan Ryan | No tags |
Get from Key West to Chicago
The journey takes about 1 day, 15 hours 50 minutes, and with fares starting at just £157, 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
Frequently asked questions about travelling by bus from Key West to Chicago
Please note that timetables, routes, or operator details shown here may be updated or vary at the time of your journey.
How much is the bus ticket from Key West to Chicago?
The cheapest coach tickets from Key West to Chicago start from £157. The average price for this route is around £180. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.
How long is the bus journey from Key West to Chicago?
The average bus journey time from Key West to Chicago is 1d 15h, covering a distance of 1241 miles. The fastest bus can take you there in 1d 11h and is operated by Greyhound.
Which bus companies service the Key West to Chicago route?
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 10:00. And the latest bus departs at 17:00.
What are the CO₂ emissions for the bus trip from Key West to Chicago?
A bus journey from Key West to Chicago produces an estimated 50 kg of CO₂, making it a highly eco-friendly choice and a mode of travel recommended by Busbud.
Which is the best bus company from Key West to Chicago?
According to Busbud customers, the highest-rated bus company on this route is Greyhound, with an average rating of 3.5 out of 5 stars based on 87387 reviews.
Which company has the best Wi-Fi from Key West to Chicago?
Based on Busbud reviews, the bus company FlixBus has the best Wi-Fi rating with a score of 2.7.
Which bus company offers the most punctual service from Key West to Chicago?
According to Busbud traveller reviews, the most punctual bus company on this route is FlixBus, with a punctuality rating of 3.9 out of 5 stars.
Which bus company has the cleanest buses from Key West to Chicago?
According to Busbud traveller reviews, the bus company with the cleanest buses on this route is FlixBus, with a cleanliness rating of 4.1 out of 5 stars.
Find cheapest prices for buses
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Key West to Chicago was searched and found on 27 Nov 2025 with a price of £171To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Key West to Chicago as early as possible.
