How much is the bus ticket from Chicago to Kissimmee?

The cheapest bus tickets from Chicago to Kissimmee start from $123. The average price for this route is around $169. 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 Chicago to Kissimmee?

The average bus trip duration from Chicago to Kissimmee is 1d 5h, covering a distance of 987 miles (1592 km). The quickest bus can get you there in 1d 4h and is operated by FlixBus .

Which bus companies service the Chicago to Kissimmee route?

Several major bus companies operate on this route with 9 buses available per day, including services from FlixBus , Greyhound .

What is the earliest and latest departure time for the bus from Chicago to Kissimmee?

The earliest bus departs from Chicago to Kissimmee at 5:25am. And the latest bus departs at 11:59pm.

What are the CO₂ emissions for the bus trip from Chicago to Kissimmee?

A bus trip from Chicago to Kissimmee generates an estimated 40 kg of CO₂, making it a highly eco-friendly travel option and recommended mode of travel by Busbud.

What is the best bus company from Chicago to Kissimmee?

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 11380 reviews.

Which bus company has the best Wi-Fi from Chicago to Kissimmee?

Based on reviews on Busbud, the bus company FlixBus has the best Wi-Fi rating with a score of 2.7.

Which bus company has the most timely service from Chicago to Kissimmee?

According to Busbud traveller reviews, the most timely 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 Chicago to Kissimmee?

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.

Bus Chicago to Kissimmee from $110 | Refundable Tickets

Next bus departures

Next departures for Chicago to Kissimmee on December 2
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
FlixBus + Greyhound Lines, Inc.	Bus	1:30pm	Chicago 95Th & Dan Ryan	1d 3h	6:15pm	E Osceola Pkwy	CheapestFastest
FlixBus + Greyhound Lines, Inc.	Bus	1:00pm	Downtown Greyhound Station	1d 4h	6:15pm	E Osceola Pkwy	No tags
Greyhound Lines, Inc. + FlixBus	Bus	9:40pm	Downtown Greyhound Station	1d 6h	5:05am	E Osceola Pkwy	No tags
Greyhound Lines, Inc. + FlixBus	Bus	10:00pm	537-517 W. Jackson Blvd	1d 6h	5:05am	E Osceola Pkwy	No tags
Greyhound Lines, Inc. + FlixBus	Bus	10:30pm	Chicago 95Th & Dan Ryan	1d 5h	5:05am	E Osceola Pkwy	No tags

Next departures for Chicago to Kissimmee on December 3
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
FlixBus + Greyhound Lines, Inc.	Bus	1:30pm	Chicago 95Th & Dan Ryan	1d 3h	6:15pm	E Osceola Pkwy	CheapestFastest
Greyhound Lines, Inc. + FlixBus	Bus	6:10am	Downtown Greyhound Station	1d 5h	12:35pm	E Osceola Pkwy	No tags
	Bus	10:00am	537-517 W. Jackson Blvd	1d 7h	6:15pm	E Osceola Pkwy	No tags
FlixBus + Greyhound Lines, Inc.	Bus	1:00pm	Downtown Greyhound Station	1d 4h	6:15pm	E Osceola Pkwy	No tags
Greyhound Lines, Inc. + FlixBus	Bus	9:40pm	Downtown Greyhound Station	1d 6h	5:05am	E Osceola Pkwy	No tags

Next departures for Chicago to Kissimmee on December 4
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
FlixBus + Greyhound Lines, Inc.	Bus	1:30pm	Chicago 95Th & Dan Ryan	1d 3h	6:15pm	E Osceola Pkwy	CheapestFastest
Greyhound Lines, Inc. + FlixBus	Bus	6:10am	Downtown Greyhound Station	1d 5h	12:35pm	E Osceola Pkwy	No tags
	Bus	10:00am	537-517 W. Jackson Blvd	1d 7h	6:15pm	E Osceola Pkwy	No tags
FlixBus + Greyhound Lines, Inc.	Bus	1:00pm	Downtown Greyhound Station	1d 4h	6:15pm	E Osceola Pkwy	No tags
Greyhound Lines, Inc. + FlixBus	Bus	9:40pm	Downtown Greyhound Station	1d 6h	5:05am	E Osceola Pkwy	No tags

Next departures for Chicago to Kissimmee on December 5
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Greyhound Lines, Inc. + FlixBus	Bus	10:30pm	Chicago 95Th & Dan Ryan	1d 5h	5:05am	E Osceola Pkwy	Cheapest
FlixBus + Greyhound Lines, Inc.	Bus	1:30pm	Chicago 95Th & Dan Ryan	1d 3h	6:15pm	E Osceola Pkwy	Fastest
Greyhound Lines, Inc. + FlixBus	Bus	6:10am	Downtown Greyhound Station	1d 5h	12:35pm	E Osceola Pkwy	No tags
	Bus	10:00am	537-517 W. Jackson Blvd	1d 7h	6:15pm	E Osceola Pkwy	No tags
FlixBus + Greyhound Lines, Inc.	Bus	1:00pm	Downtown Greyhound Station	1d 4h	6:15pm	E Osceola Pkwy	No tags

Last refresh of the prices: Last Sunday at 2:18 AM CST.

Compare 2 ways to go from Chicago to Kissimmee

We recommend taking the bus

Among the sustainable travel choices, the bus stands out as the good way to reach Kissimmee. The journey takes about 1 day, 5 hours 35 minutes and with fares starting at just $123, it presents an excellent value for a comfortable ride.

9bus per day

1d 5hAverage Duration

987 milesDistance

40kgCO₂ emissions

	Average Price	Average Duration	CO₂ emissions	Actions
Bus	Average Price$123 - $493	Average Duration1d 5h	CO₂ emissions 40kg CO₂e
Train	Average Price$236 - $2,969	Average Duration1d 14h	CO₂ emissions 147kg CO₂e

Where are the popular stops in Chicago and Kissimmee?

Stops in Chicago

A
Downtown Greyhound Station
630 W Harrison St, Chicago, IL 60607, USA
Visit page
B
Chicago O'Hare International Airport
Visit page
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

Stops in Kissimmee

A
E Osceola Pkwy
1471 East Osceola Pkwy (Walmart), Kissimmee, FL 34744-1604
B
Kissimmee Station
103 E Dakin Ave, Kissimmee, FL 34741
C
Denny's
5855 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746
D
Irlo Bronson Memorial Hwy McDonald's
5725 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746, USA
E
Davenport Days Inn
2425 Frontage Rd , Davenport , 33837

Compare bus companies

FlixBus

3.5/511,498 reviews

Staff4.2

Timeliness3.9

Cleanliness4.1

Wifi2.7

Flixbus is a European bus operator that offers intercity and bus travel in over 38 countries. Known for their easy-to-spot lime green buses and for offering affordable transportation between cities in Europe and the Americas, Flixbus is a good option for those looking for an affordable, reliable bus company. In their buses, you'll find free WiFi, bathrooms, and power outlets. You can also pay extra to choose your seat and get extra legroom, or even buy a snack or drink onboard directly from the driver. You can reschedule your ticket for a small fee, which varies from $1 to $5, depending on how close you are to the departure date.

Greyhound

3.5/587,412 reviews

Staff3.6

Timeliness2.9

Cleanliness3.3

Wifi2.4

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.

Greyhound Chicago Kissimmee recent customer reviews

Will not go greyhound again in life

Victor S.

April 12, 2019

US bus companies: FlixBus, BlaBlaCar Bus, ALSA, Greyhound, Intercape, Trenitalia, Big Sky

Frequently asked questions about traveling from Chicago to Kissimmee 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 Chicago to Kissimmee?
The cheapest bus tickets from Chicago to Kissimmee start from $123. The average price for this route is around $169. 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 Chicago to Kissimmee?
The average bus trip duration from Chicago to Kissimmee is 1d 5h, covering a distance of 987 miles (1592 km). The quickest bus can get you there in 1d 4h and is operated by FlixBus.
Which bus companies service the Chicago to Kissimmee route?
Several major bus companies operate on this route with 9 buses available per day, including services from FlixBus, Greyhound.
What is the earliest and latest departure time for the bus from Chicago to Kissimmee?
The earliest bus departs from Chicago to Kissimmee at 5:25am. And the latest bus departs at 11:59pm.
What are the CO₂ emissions for the bus trip from Chicago to Kissimmee?
A bus trip from Chicago to Kissimmee generates an estimated 40 kg of CO₂, making it a highly eco-friendly travel option and recommended mode of travel by Busbud.
What is the best bus company from Chicago to Kissimmee?
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 11380 reviews.
Which bus company has the best Wi-Fi from Chicago to Kissimmee?
Based on reviews on Busbud, the bus company FlixBus has the best Wi-Fi rating with a score of 2.7.
Which bus company has the most timely service from Chicago to Kissimmee?
According to Busbud traveller reviews, the most timely 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 Chicago to Kissimmee?
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

11/30

$420

12/01

$361

Today

$184

12/03

$244

12/04

$185

12/05

$156

12/06

No data

12/07

No data

The cheapest trip from Chicago to Kissimmee was searched and found on Dec 5, 2025 with a price of $156

To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Chicago to Kissimmee, as early as possible.

You can expect to pay from $156 to $420 for a bus ticket from Chicago to Kissimmee based on the last 2 days. You can expect to find the cheapest price for the trip at $156 which is on 2025-12-05.