Next bus departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
Greyhound Lines, Inc. + FlixBus | Bus | Pensacola Airport | Chicago 95Th & Dan Ryan | Cheapest | ||||
Greyhound Lines, Inc. + FlixBus | Bus | Pensacola Airport | Chicago 95Th & Dan Ryan | Fastest | ||||
Greyhound Lines, Inc. + FlixBus | Bus | Pensacola Airport | Downtown Greyhound Station | No tags | ||||
 | Bus | Pensacola Airport | 537-517 W. Jackson Blvd | No tags | ||||
Greyhound Lines, Inc. + FlixBus | Bus | Pensacola Airport | Downtown Greyhound Station | No tags |
Last refresh of the prices: Last Tuesday at 04:14 CST.
Get from Pensacola to Chicago
The journey takes about 1 day, 7 hours, and with fares starting at just £96, it presents an excellent value for a comfortable ride.
Where are the popular stops in Pensacola and Chicago?
Stops in Pensacola
- A505 W Burgess Rd, Pensacola, FL 32503
- B7950 Pensacola Blvd, Pensacola, FL 32534, 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
Based on 87503 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 Wi-Fi. Greyhound ticket prices on this trip start at £107
Frequently asked questions about travelling by bus from Pensacola 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 Pensacola to Chicago?
The cheapest coach tickets from Pensacola to Chicago start from £96. The average price for this route is around £150. 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 Pensacola to Chicago?
The average bus journey time from Pensacola to Chicago is 1d 7h, covering a distance of 787 miles. The fastest bus can take you there in 1d 5h and is operated by Greyhound.
Which bus companies service the Pensacola to Chicago route?
Several major bus companies operate on this route with 9 buses available per day.
What is the earliest and latest departure time for the bus from Pensacola to Chicago?
The earliest bus departs from Pensacola to Chicago at 05:00. And the latest bus departs at 17:05.
What are the CO₂ emissions for the bus trip from Pensacola to Chicago?
A bus journey from Pensacola to Chicago produces an estimated 32 kg of CO₂, making it a highly eco-friendly choice 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 Pensacola to Chicago was searched and found on 21 Jan 2026 with a price of £93To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Pensacola to Chicago as early as possible.
You can expect to pay from £93 to £141 for a bus ticket from Pensacola to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at £93, which is on 2026-01-21.
