Bus Tickets from Chicago to Kissimmee

Next departures

Next departures for Chicago to Kissimmee on November 3
Operated byVehicle typeDeparture timeDeparture locationTrip durationArrival timeArrival locationRecommendedPrice and booking link
FlixBus + Greyhound Lines, Inc.
    		Chicago 95Th & Dan Ryan
    		E Osceola PkwyCheapestFastest

    Last refresh of the prices: Yesterday at 9:46 AM CST.

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    Compare 2 ways to go 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 $159, it presents an excellent value for a comfortable ride.

    8bus per day
    1d 6hAverage Duration
    1592 kmDistance
    40kgCO₂ emissions
    Bus
    		Average Price$159 - $552Average Duration1d 6h
    40kg CO₂e
    Train
    		Average Price$192 - $761Average Duration1d 14h
    147kg CO₂e

    Bus Chicago to Kissimmee: Trip Overview

    Average Ticket Price$251
    Average Bus Trip Duration1d 6h
    Number of daily buses8
    Earliest bus departure12:30am
    Distance1592 km
    Latest bus departure11:59pm

    Chicago to Kissimmee Bus

    Busbud shows you the best bus ticket fares and bus schedules so you can easily plan and book a trip by bus from Chicago to Kissimmee.

    We make sure you can find a bus service from Chicago to Kissimmee from the most reliable bus companies operating this trip.

    Whether it is cheap bus tickets or more luxurious buses going to Kissimmee from Chicago, we help you find what you're looking for based on how much of a budget you have.

    Frequently asked questions on the trip Chicago - Kissimmee

    1. What is the travel distance from Chicago to Kissimmee?

      The distance between Chicago and Kissimmee is approximately 1611 km (999 miles).

    2. What are the departure and arrival locations for buses traveling from Chicago to Kissimmee?

      Buses departing from Downtown Greyhound Station in Chicago will take you to E Osceola Pkwy in Kissimmee.

    Find cheapest prices for buses

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

    Best price found
    11-01
    $229
    11-02
    $229
    Today
    $261
    11-04
    No data
    11-05
    No data
    11-06
    No data
    11-07
    No data
    11-08
    No data
    busbud logoThe cheapest trip from Chicago to Kissimmee was searched and found on Nov 1, 2025 with a price of $229

    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.

    About Bus Travel

    Bus Travel Tips

    If you're abroad, study some local language. Not only could it get you out of a pickle during your bus trip from Chicago to Kissimmee but it'll also be endearing to native speakers who will surely appreciate your effort.

    Start sightseeing the minute your bus leaves the station. If you're on the night bus from Chicago to Kissimmee, get comfy and count the stars.

    Buses are energy-efficient. Carrying a passenger over 100 kms by coach only takes 0.6-0.9 liters of gas. Compare that to the 2.6 liters required by high-speed train, 6.6 liters by airplane and 7.6 liters by gas-powered car, and it's clear that the bus is a more environmentally-conscious option for your bus transportation from Chicago to Kissimmee.

    Make a music playlist for your bus ride from Chicago to Kissimmee, and enjoy the scenery to tunes from your own personal soundtrack.

    Did you know?

    9.2% of ground transportation in Europe is done by bus versus 7.4% by train.

    Did you know there are on average 4,400 intercity bus departures every day in the US only? This number has been growing for 9 years in a row, yay!

    The word 'bus' is an abbreviation of 'omnibus" which means 'for all' in Latin as buses were meant to be transportation for everybody.

    What's the cheapest way to go from Chicago to Kissimmee?

    busbud logoThe bus is the cheapest travel choice for this destination

    Will you be returning to Chicago by bus?

    Bus from Kissimmee to Chicago

    You can also go to Kissimmee by train

    Train from Chicago to Kissimmee

    Why choose Busbud?

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