How far is Kissimmee from Chicago by coach?

The journey from Chicago to Kissimmee by coach covers an approximate distance of 999 miles (1611 km).

Is there a way to reach Kissimmee from Chicago without flying?

To travel from Chicago to Kissimmee without flying, you can take the coaches. Choosing the coach guarantees a comfortable and sustainable travel experience, allowing you to admire the views on your way to your destination. You also have the option of utilising carpooling services.

Bus Chicago to Kissimmee from £116 | Refundable Tickets

Next bus departures

Next departures from Chicago to Kissimmee on 10 November
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended	Price and booking link
FlixBus + Greyhound Lines, Inc.	Bus	23:50	Chicago 95Th & Dan Ryan	1d 17h	18:15	E Osceola Pkwy	CheapestFastest

Next departures from Chicago to Kissimmee on 11 November
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Greyhound Lines, Inc. + FlixBus	Bus	22:30	Chicago 95Th & Dan Ryan	1d 5h	05:05	E Osceola Pkwy	Cheapest
FlixBus + Greyhound Lines, Inc.	Bus	13:30	Chicago 95Th & Dan Ryan	1d 3h	18:15	E Osceola Pkwy	Fastest
FlixBus + Greyhound Lines, Inc.	Bus	13:00	Downtown Greyhound Station	1d 4h	18:15	E Osceola Pkwy	No tags
	Bus	10:00	537-517 W. Jackson Blvd	1d 7h	18:15	E Osceola Pkwy	No tags
Greyhound Lines, Inc. + FlixBus	Bus	21:40	Downtown Greyhound Station	1d 6h	05:05	E Osceola Pkwy	No tags
Greyhound Lines, Inc. + FlixBus	Bus	22:00	537-517 W. Jackson Blvd	1d 6h	05:05	E Osceola Pkwy	No tags
FlixBus + Greyhound Lines, Inc.	Bus	23:50	Chicago 95Th & Dan Ryan	1d 11h	12:35	E Osceola Pkwy	No tags

Last refresh of the prices: Yesterday at 19:51 CST.

Compare 2 ways to travel from Chicago to Kissimmee

We recommend taking the bus

Among the sustainable travel choices, the bus stands out as a good way to reach Kissimmee. The journey takes about 1 day, 6 hours 5 minutes and with fares starting at just £86, it presents an excellent value for a comfortable ride.

8bus per day

1d 6hAverage duration

987 milesDistance

40kgCO₂ emissions

	Average price	Average duration	CO₂ emissions
Bus	Average price£86 - £298	Average duration1d 6h	CO₂ emissions 40kg CO₂e
Train	Average price£104 - £411	Average duration1d 14h	CO₂ emissions 147kg CO₂e

Compare bus companies

FlixBus

3.5/511,272 reviews

Staff4.1

Timeliness3.9

Cleanliness4.1

WiFi2.7

Greyhound

3.5/587,366 reviews

Staff3.6

Timeliness2.9

Cleanliness3.3

WiFi2.4

US Bus Companies: FlixBus, BlaBlaCar Bus, ALSA, Greyhound, Intercape, Trenitalia, Sindbad

Where are the popular stops in Chicago and Kissimmee?

Stops in Chicago

A - Downtown Greyhound Station

B - Chicago O'Hare International Airport

C - Polk St & Canal St

D - Tornado Bus S Kedzie Ave

E - Cumberland CTA

F - Turimex California Ave

Stops in Kissimmee

A - E Osceola Pkwy

B - Kissimmee Station

C - Denny's

D - Irlo Bronson Memorial Hwy McDonald's

E - Davenport Days Inn

Frequently asked questions about travelling by bus from Chicago to Kissimmee

How far is Kissimmee from Chicago by coach?
The journey from Chicago to Kissimmee by coach covers an approximate distance of 999 miles (1611 km).
Is there a way to reach Kissimmee from Chicago without flying?
To travel from Chicago to Kissimmee without flying, you can take the coaches. Choosing the coach guarantees a comfortable and sustainable travel experience, allowing you to admire the views on your way to your destination. You also have the option of utilising carpooling services.

Find cheapest prices for buses

Price is for a one-way ticket for one passenger and based on past searches.

Best price found

08/11

£135

09/11

£206

Today

£167

11/11

£123

12/11

No data

13/11

No data

14/11

No data

15/11

No data

The cheapest trip from Chicago to Kissimmee was searched and found on 11 Nov 2025 with a price of £123

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 £123 to £238 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 £123, which is on 2025-11-11.