Previously seen trips
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Bus | Big Pine Key, FL | Downtown Greyhound Station | No tags | ||||
| Bus | Big Pine Key, FL | Chicago 95Th & Dan Ryan | No tags | ||||
| Bus | Big Pine Key, FL | Downtown Greyhound Station | No tags | ||||
FlixBus + Greyhound | Bus | Big Pine Key, FL | Chicago 95Th & Dan Ryan | No tags | ||||
| Bus | Big Pine Key, FL | 537-517 W. Jackson Blvd | No tags |
Get from Big Pine Key to Chicago
The journey takes about 1 day, 15 hours 20 minutes, and with fares starting at just $313, it presents an excellent value for a comfortable ride.
Compare bus companies
Based on 87456 reviews, the company was rated 3.5 stars on Busbud. Travellers were especially satisfied with the ticket access and the temperature but often complained with the WiFi. Greyhound ticket prices on this trip start at $313
Frequently asked questions about travelling from Big Pine Key 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 Big Pine Key to Chicago?
The cheapest bus tickets from Big Pine Key to Chicago start from $313. The average price for this route is around $327. 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 Big Pine Key to Chicago?
The average bus travel time from Big Pine Key to Chicago is 1d 15h, covering a distance of 1999 km. The quickest bus can get you there in 1d 10h and is operated by Greyhound.
Which bus companies service the Big Pine Key to Chicago route?
Several major bus companies operate on this route with 5 buses available per day.
What are the earliest and latest departure times for the bus from Big Pine Key to Chicago?
The earliest bus departs from Big Pine Key to Chicago at 10:40am. And the latest bus departs at 5:40pm.
What are the CO₂ emissions for the bus trip from Big Pine Key to Chicago?
A bus trip from Big Pine Key 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.
Find cheapest prices for buses
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Big Pine Key to Chicago was searched and found on Dec 30, 2025 with a price of $309To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Big Pine Key to Chicago, as early as possible.
You can expect to pay from $309 to $442 for a bus ticket from Big Pine Key to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $309 which is on 2025-12-30.
