Next departures from Orlando to Chicago on 16 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Bus
Orlando Bus Station
Chicago 95Th & Dan Ryan
Cheapest
Bus
Orlando Bus Station
Downtown Greyhound Station
Fastest
FlixBus + Greyhound Lines, Inc.
Bus
Orlando Bus Station
Downtown Greyhound Station
No tags
Bus
Orlando Bus Station
Downtown Greyhound Station
No tags
Bus
Orlando Bus Station
Chicago 95Th & Dan Ryan
No tags
Next departures from Orlando to Chicago on 17 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Bus
Orlando Bus Station
Chicago 95Th & Dan Ryan
Cheapest
Bus
Orlando Bus Station
Downtown Greyhound Station
Fastest
FlixBus + Greyhound Lines, Inc.
Bus
Orlando Bus Station
Downtown Greyhound Station
No tags
Bus
Orlando Bus Station
Downtown Greyhound Station
No tags
Bus
Orlando Bus Station
Chicago 95Th & Dan Ryan
No tags
Next departures from Orlando to Chicago on 18 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
Orlando Bus Station
Downtown Greyhound Station
Cheapest
Bus
Orlando Bus Station
Downtown Greyhound Station
Fastest
FlixBus + Greyhound Lines, Inc.
Bus
Orlando Bus Station
Downtown Greyhound Station
No tags
Bus
Orlando Bus Station
Downtown Greyhound Station
No tags
Bus
Orlando Bus Station
Chicago 95Th & Dan Ryan
No tags
Next departures from Orlando to Chicago on 19 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
Orlando Bus Station
Downtown Greyhound Station
Cheapest
Bus
Orlando Bus Station
Downtown Greyhound Station
Fastest
FlixBus + Greyhound Lines, Inc.
Bus
Orlando Bus Station
Downtown Greyhound Station
No tags
Bus
Orlando Bus Station
Downtown Greyhound Station
No tags
Bus
Orlando Bus Station
Chicago 95Th & Dan Ryan
No tags
Next departures from Orlando to Chicago on 20 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
Orlando Bus Station
Downtown Greyhound Station
CheapestFastest
FlixBus + Greyhound Lines, Inc.
Bus
Orlando Bus Station
Downtown Greyhound Station
No tags
Bus
Orlando Bus Station
Downtown Greyhound Station
No tags
Bus
Orlando Bus Station
Chicago 95Th & Dan Ryan
No tags
FlixBus + Greyhound Lines, Inc.
Bus
Orlando Bus Station
Downtown Greyhound Station
No tags
Next departures from Orlando to Chicago on 21 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
Orlando Bus Station
Downtown Greyhound Station
Cheapest
Bus
Orlando Bus Station
Downtown Greyhound Station
Fastest
FlixBus + Greyhound Lines, Inc.
Bus
Orlando Bus Station
Downtown Greyhound Station
No tags
Bus
Orlando Bus Station
Downtown Greyhound Station
No tags
Bus
Orlando Bus Station
Chicago 95Th & Dan Ryan
No tags
Next departures from Orlando to Chicago on 22 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
Orlando Bus Station
Downtown Greyhound Station
CheapestFastest
FlixBus + Greyhound Lines, Inc.
Bus
Orlando Bus Station
Downtown Greyhound Station
No tags
Bus
Orlando Bus Station
Downtown Greyhound Station
No tags
Bus
Orlando Bus Station
Chicago 95Th & Dan Ryan
No tags
FlixBus + Greyhound Lines, Inc.
Bus
Orlando Bus Station
Downtown Greyhound Station
No tags
Last refresh of the prices: Yesterday at 9:46 PM EST.
Compare 2 ways to travel from Orlando to Chicago
We recommend taking the bus
Among the sustainable travel choices, the bus stands out as a good way to reach Chicago. The journey takes about 1 day, 3 hours and with fares starting at just R 1 681, it presents an excellent value for a comfortable ride.
Based on 11615 reviews, the company was rated 3.5 stars on Busbud. Travellers were especially satisfied with the ticket access and the staff but often complained with the Wi-Fi. FlixBus ticket prices on this trip start at R 1 698
According to customer reviews, there are complaints about the service provided by the bus company. Customers mention unpleasant experiences with unfriendly staff, questionable individuals at bus stops, and a lack of food options. Additionally, some customers report that their buses were cancelled without any prior notification.
Greyhound Orlando Chicago recent customer reviews
They should clean the buses better. A roach crawled on me. I was uncomfortable the whole ride.
2 out of 5 stars
Kiwaun S.
horrible cranky workers sketchy people at bus stops no food options
Frequently asked questions about travelling from Orlando to Chicago by bus
Please note that timetables, routes, or operator details shown here may be updated or differ at the time of your trip.
How much is the bus ticket from Orlando to Chicago?
The cheapest bus tickets from Orlando to Chicago start at R 1 681. The average price for this route is around R 2 528. Busbud recommends booking your tickets in advance for the best chance of getting the lowest possible price.
How long is the bus journey from Orlando to Chicago?
The average bus journey time from Orlando to Chicago is 1d 3h, covering a distance of 1569 km. The fastest bus gets you there in 1d and is operated by FlixBus.
Which bus companies service the Orlando to Chicago route?
Several major bus companies operate on this route with 27 buses available per day, including services from FlixBus, Greyhound.
What is the earliest and latest departure time for the bus from Orlando to Chicago?
The earliest bus departs from Orlando to Chicago at 05:15. And the latest bus departs at 22:55.
What are the CO₂ emissions for the bus trip from Orlando to Chicago?
A bus trip from Orlando to Chicago produces an estimated 39 kg of CO₂, making it a highly eco-friendly travel option and Busbud’s recommended way to travel.
What is the best bus company from Orlando to Chicago?
According to Busbud customers, the highest-rated bus company on this route is FlixBus, with an average rating of 3.5 out of 5 stars based on 11504 reviews.
Which bus company has the best Wi-Fi from Orlando to Chicago?
Based on reviews on Busbud, 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 Orlando 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 Orlando 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
12/12
R 3 407
13/12
R 3 736
Today
R 3 511
15/12
R 3 546
16/12
R 2 655
17/12
R 2 560
18/12
R 2 595
19/12
R 3 183
The cheapest trip from Orlando to Chicago was searched and found on 17 Dec 2025 with a price of R 2 560
To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Orlando to Chicago as early as possible.
You can expect to pay from R 2 560 to R 5 967 for a bus ticket from Orlando to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at R 2 560, which is on 2025-12-17.
Usually FlixBus, Greyhound will charge you higher prices for tickets closer to the departure date. To find the best prices, you should be flexible on your date of travel.
What's the cheapest way to go from Orlando to Chicago?
The bus is the cheapest travel choice for this destination