Bus from Key West to Chicago: Tickets & Schedules

Previously seen trips

Next departures for Key West to Chicago on November 29
Operated byVehicle typeDeparture timeDeparture locationTrip durationArrival timeArrival locationRecommendedPrice and booking link
FlixBus + Greyhound
Bus
Caroline St
Downtown Greyhound StationNo tags
Greyhound + FlixBus
Bus
Caroline St
537-517 W. Jackson BlvdNo tags
Greyhound + FlixBus
Bus
Caroline St
Downtown Greyhound StationNo tags
Greyhound + FlixBus
Bus
Caroline St
Chicago 95Th & Dan RyanNo tags
Greyhound + FlixBus
Bus
Key West Bus Station
Chicago 95Th & Dan RyanNo 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 $290, it presents an excellent value for a comfortable ride.

5bus per day
1d 15hAverage Duration
2002 kmDistance
50kgCO₂ emissions

Frequently asked questions about travelling 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.

  1. How much is the bus ticket from Key West to Chicago?

    The cheapest bus tickets from Key West to Chicago start from $290. The average price for this route is around $333. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.

  2. How long is the bus ride from Key West to Chicago?

    The average bus travel time from Key West to Chicago is 1d 15h, covering a distance of 2002 km. The quickest bus can get you there in 1d 11h and is operated by Greyhound.

  3. Which bus companies service the Key West to Chicago route?

    Several major bus companies operate on this route with 5 buses available per day, including services from Greyhound, FlixBus.

  4. What are the earliest and latest departure times 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.

  5. 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 kg of CO₂, making it a highly eco-friendly travel option and a mode of travel recommended by Busbud.

  6. What 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.

  7. Which bus company has the best Wi-Fi from Key West to Chicago?

    Based on Busbud reviews, the bus company FlixBus has the highest Wi-Fi rating with a score of 2.7.

  8. Which bus company has the best on-time performance 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.

  9. 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.

Best price found
11-27
$316
11-28
No data
Today
No data
11-30
No data
12-01
No data
12-02
No data
12-03
No data
12-04
No data
busbud logoThe cheapest trip from Key West to Chicago was searched and found on Nov 27, 2025 with a price of $316

To 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.

People from around the world trust Busbud