Find coaches from Chicago to Kissimmee

Next departures

Next departures from Chicago to Kissimmee on 3 November
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 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 US$111, it presents an excellent value for a comfortable ride.

    8bus per day
    1d 6hAverage duration
    1592 kmDistance
    40kgCO₂ emissions
    Bus
    		Average priceUS$111 - US$384Average duration1d 6h
    40kg CO₂e
    Train
    		Average priceUS$133 - US$529Average duration1d 14h
    147kg CO₂e

    Bus Chicago to Kissimmee: Trip Overview

    Average ticket priceUS$174
    Average bus trip duration1d 6h
    Number of daily buses8
    Earliest bus departure00:30
    Distance1592 km
    Latest bus departure23:59

    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. How much does a bus ticket from Chicago to Kissimmee cost?

      The bus ticket price from Chicago to Kissimmee starts at US$111. The best way to find cheap bus tickets from Chicago to Kissimmee is to book your tickets as early as possible. Prices tend to rise as your travel date approaches, so book in advance to secure the best prices!

    2. How long is the bus ride from Chicago to Kissimmee?

      The average travel time between Chicago and Kissimmee is around 1d 6h, although the fastest bus will take about 1d 3h. This is the time it takes to travel the 1611 km that separates the two cities.

    3. How many daily bus connections are there between Chicago and Kissimmee?

      The number of buses from Chicago to Kissimmee can differ depending on the day of the week. On average, there are 8 on this route. Some buses run direct routes, while others have layovers. Simplify your bus trip from Chicago to Kissimmee by comparing and selecting the bus that fits your travel style and budget on Busbud.

    4. Which bus companies travel from Chicago to Kissimmee?

      When taking the bus from Chicago to Kissimmee, you can travel comfortably and safely with FlixBus, Greyhound.

    5. What are the departure and arrival stations when taking the bus from Chicago to Kissimmee?

      Buses travelling between Chicago and Kissimmee leave from Downtown Greyhound Station or Chicago O'Hare International Airport and arrive at E Osceola Pkwy, Kissimmee Station, Denny's.

    Find cheapest prices for buses

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

    Best price found
    01/11
    US$159
    02/11
    US$159
    Today
    US$181
    04/11
    No data
    05/11
    No data
    06/11
    No data
    07/11
    No data
    08/11
    No data
    busbud logoThe cheapest trip from Chicago to Kissimmee was searched and found on 01 Nov 2025 with a price of US$159

    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?

    The Best Way To Book Bus and Train Tickets

    Busbud.com makes it easy for you to find, compare and book city-to-city bus tickets, all over the world. We save you the extra trip to the bus station. Use Busbud to book your trip online, in your own language and currency, wherever you are. With Busbud, you can buy tickets with confidence. We ensure that you make the most out of your bus trip by partnering up with reliable bus companies from all around the world such as Greyhound, Eurolines, ALSA, OUIBUS (BlaBlaBus), National Express and many others.

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