How much is the bus ticket from Kissimmee to Chicago?

The cheapest coach tickets from Kissimmee to Chicago start from €107. The average price for this route is around €145. 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 Kissimmee to Chicago?

The average bus journey time from Kissimmee to Chicago is 1d 9h, covering a distance of 1608 km. The fastest bus can take you there in 1d 3h and is operated by Greyhound .

Which bus companies service the Kissimmee to Chicago route?

Several major bus companies operate on this route with 7 buses available per day, including services from FlixBus , Greyhound .

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

The earliest bus departs from Kissimmee to Chicago at 15:35. And the latest bus departs at 23:40.

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

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

Which is the best bus company from Kissimmee 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 12050 reviews.

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

Based on Busbud reviews, 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 Kissimmee 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 Kissimmee 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.

Bus Kissimmee to Chicago from €112 | Refundable Tickets

Next bus departures

Next departures from Kissimmee to Chicago on 27 January
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Greyhound Lines, Inc. + FlixBus	Bus	18:20	E Osceola Pkwy	1d 20h	13:25	Chicago 95Th & Dan Ryan	Cheapest
Greyhound Lines, Inc. + FlixBus	Bus	18:20	E Osceola Pkwy	1d 18h	11:30	Downtown Greyhound Station	Fastest
Greyhound Lines, Inc. + FlixBus	Bus	18:20	E Osceola Pkwy	1d 20h	14:10	537-517 W. Jackson Blvd	No tags

Next departures from Kissimmee to Chicago on 28 January
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Greyhound Lines, Inc. + FlixBus	Bus	18:20	E Osceola Pkwy	1d 16h	09:50	Chicago 95Th & Dan Ryan	Cheapest
Greyhound Lines, Inc. + FlixBus	Bus	18:20	E Osceola Pkwy	1d 14h	08:00	537-517 W. Jackson Blvd	Fastest
Greyhound Lines, Inc. + FlixBus	Bus	18:20	E Osceola Pkwy	1d 15h	08:25	Downtown Greyhound Station	No tags

Next departures from Kissimmee to Chicago on 29 January
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Greyhound Lines, Inc. + FlixBus	Bus	18:20	E Osceola Pkwy	1d 15h	08:25	Downtown Greyhound Station	Cheapest
	Bus	17:20	E Osceola Pkwy	1d 7h	00:10	Downtown Greyhound Station	Fastest
Greyhound Lines, Inc. + FlixBus	Bus	18:20	E Osceola Pkwy	1d 14h	08:00	537-517 W. Jackson Blvd	No tags
Greyhound Lines, Inc. + FlixBus	Bus	18:20	E Osceola Pkwy	1d 16h	09:50	Chicago 95Th & Dan Ryan	No tags

Next departures from Kissimmee to Chicago on 30 January
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
FlixBus + Greyhound Lines, Inc.	Bus	23:40	E Osceola Pkwy	1d 11h	09:50	Chicago 95Th & Dan Ryan	Cheapest
FlixBus + Greyhound Lines, Inc.	Bus	15:35	E Osceola Pkwy	1d 5h	20:10	Downtown Greyhound Station	Fastest
	Bus	17:20	E Osceola Pkwy	1d 7h	00:10	Downtown Greyhound Station	No tags
FlixBus + Greyhound Lines, Inc.	Bus	23:40	E Osceola Pkwy	1d 9h	08:25	Downtown Greyhound Station	No tags
FlixBus + Greyhound Lines, Inc.	Bus	23:40	E Osceola Pkwy	1d 9h	08:00	537-517 W. Jackson Blvd	No tags

Next departures from Kissimmee to Chicago on 31 January
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
FlixBus + Greyhound Lines, Inc.	Bus	15:35	E Osceola Pkwy	1d 9h	23:35	Chicago 95Th & Dan Ryan	Cheapest
FlixBus + Greyhound Lines, Inc.	Bus	15:35	E Osceola Pkwy	1d 5h	20:10	Downtown Greyhound Station	Fastest
	Bus	17:20	E Osceola Pkwy	1d 7h	00:10	Downtown Greyhound Station	No tags
FlixBus + Greyhound Lines, Inc.	Bus	23:40	E Osceola Pkwy	1d 9h	08:25	Downtown Greyhound Station	No tags
FlixBus + Greyhound Lines, Inc.	Bus	23:40	E Osceola Pkwy	1d 9h	08:00	537-517 W. Jackson Blvd	No tags

Next departures from Kissimmee to Chicago on 1 February
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
	Bus	17:20	E Osceola Pkwy	1d 7h	00:10	Downtown Greyhound Station	Cheapest
FlixBus + Greyhound Lines, Inc.	Bus	15:35	E Osceola Pkwy	1d 5h	20:10	Downtown Greyhound Station	Fastest
FlixBus + Greyhound Lines, Inc.	Bus	23:40	E Osceola Pkwy	1d 9h	08:25	Downtown Greyhound Station	No tags
FlixBus + Greyhound Lines, Inc.	Bus	23:40	E Osceola Pkwy	1d 9h	08:00	537-517 W. Jackson Blvd	No tags
FlixBus + Greyhound Lines, Inc.	Bus	15:35	E Osceola Pkwy	1d 9h	23:35	Chicago 95Th & Dan Ryan	No tags

Last refresh of the prices: Yesterday at 12:11 EST.

Compare 2 ways to travel from Kissimmee 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, 9 hours 20 minutes and with fares starting at just €107, it presents an excellent value for a comfortable ride.

7bus per day

1d 9hAverage duration

1608 kmDistance

40kgCO₂ emissions

	Average price	Average duration	CO₂ emissions	Actions
Bus	Average price€107 - €300	Average duration1d 9h	CO₂ emissions 40kg CO₂e
Train	Average price€165 - €2,059	Average duration1d 21h	CO₂ emissions 147kg CO₂e

Where are the popular stops in Kissimmee and Chicago?

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

Stops in Chicago

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

FlixBus

3.5/512,160 reviews

Staff4.1

Timeliness3.9

Cleanliness4.1

Wi‑Fi2.7

Greyhound

3.5/587,518 reviews

Staff3.6

Timeliness2.9

Cleanliness3.4

Wi‑Fi2.5

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

Frequently asked questions about travelling by bus from Kissimmee 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 Kissimmee to Chicago?
The cheapest coach tickets from Kissimmee to Chicago start from €107. The average price for this route is around €145. 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 Kissimmee to Chicago?
The average bus journey time from Kissimmee to Chicago is 1d 9h, covering a distance of 1608 km. The fastest bus can take you there in 1d 3h and is operated by Greyhound.
Which bus companies service the Kissimmee to Chicago route?
Several major bus companies operate on this route with 7 buses available per day, including services from FlixBus, Greyhound.
What is the earliest and latest departure time for the bus from Kissimmee to Chicago?
The earliest bus departs from Kissimmee to Chicago at 15:35. And the latest bus departs at 23:40.
What are the CO₂ emissions for the bus trip from Kissimmee to Chicago?
A bus journey from Kissimmee to Chicago produces an estimated 40 kg of CO₂, making it a highly eco-friendly choice and a mode of travel recommended by Busbud.
Which is the best bus company from Kissimmee 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 12050 reviews.
Which company has the best Wi-Fi from Kissimmee to Chicago?
Based on Busbud reviews, 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 Kissimmee 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 Kissimmee 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

25/01

€138

26/01

€234

Today

No data

28/01

No data

29/01

€144

30/01

€123

31/01

€177

01/02

€112

The cheapest trip from Kissimmee to Chicago was searched and found on 1 Feb 2026 with a price of €112

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

You can expect to pay from €112 to €234 for a bus ticket from Kissimmee to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at €112, which is on 2026-02-01.