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 $226, it presents an excellent value for a comfortable ride.
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 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 $226. The average price for this route is around $234. 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 trip duration from Big Pine Key to Chicago is 1d 15h, covering a distance of 1229 miles (1983 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 train operators operate on this route with 5 trains available per day.
What is the earliest and latest departure time 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 recommended mode of travel 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 Jan 8, 2026 with a price of $220To 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 $220 to $236 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 $220 which is on 2026-01-11.
Top traveled bus routes
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Popular bus departures from Big Pine Key
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