Next departures for Orlando to Chicago on December 29
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
Orlando Bus Station
Chicago 95Th & Dan Ryan
Cheapest
Bus
Orlando Bus Station
Downtown Greyhound Station
Fastest
Bus
Orlando Bus Station
Downtown Greyhound Station
No tags
Bus
Orlando Bus Station
Chicago 95Th & Dan Ryan
No tags
Next departures for Orlando to Chicago on December 30
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Bus
The Florida Mall
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 for Orlando to Chicago on December 31
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
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 for Orlando to Chicago on January 1
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
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 for Orlando to Chicago on January 2
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Bus
The Florida Mall
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 for Orlando to Chicago on January 3
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Bus
The Florida Mall
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 for Orlando to Chicago on January 4
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
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 for Orlando to Chicago on January 5
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Bus
The Florida Mall
Downtown Greyhound Station
Cheapest
Bus
Orlando Bus Station
Downtown Greyhound Station
Fastest
Bus
Orlando Bus Station
Downtown Greyhound Station
No tags
Bus
Orlando Bus Station
Downtown Greyhound Station
No tags
FlixBus + Greyhound Lines, Inc.
Bus
Orlando Bus Station
Downtown Greyhound Station
No tags
Last refresh of the prices: Today at 11:20 AM EST.
Compare 2 ways to go 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 $124, it presents an excellent value for a comfortable ride.
Based on 11801 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. FlixBus ticket prices on this trip start at $127
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 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 Orlando to Chicago?
The cheapest bus tickets from Orlando to Chicago start from $124. The average price for this route is around $216. 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 Orlando to Chicago?
The average bus travel time from Orlando to Chicago is 1d 3h, covering a distance of 1569 km. The quickest bus can get 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 25 buses available per day, including services from FlixBus, Greyhound.
What are the earliest and latest departure times for the bus from Orlando to Chicago?
The earliest bus departs from Orlando to Chicago at 5:15am. And the latest bus departs at 10:55pm.
What are the CO₂ emissions for the bus trip from Orlando to Chicago?
A bus trip from Orlando to Chicago generates an estimated 39 kg of CO₂, making it a highly eco-friendly travel option and a mode of travel recommended by Busbud.
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 11638 reviews.
Which bus company has the best Wi-Fi from Orlando to Chicago?
Based on Busbud reviews, the bus company FlixBus has the highest Wi-Fi rating with a score of 2.7.
Which bus company has the best on-time performance 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
12-27
$384
12-28
$355
Today
$335
12-30
$342
12-31
$223
The cheapest trip from Orlando to Chicago was searched and found on Dec 31, 2025 with a price of $223
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 $223 to $503 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 $223 which is on 2025-12-31.
What's the cheapest way to go from Orlando to Chicago?
The bus is the cheapest travel choice for this destination