Bus Tickets from Chicago to Kissimmee

Next departures

Next departures for Chicago to Kissimmee on November 5
Operated byVehicle typeDeparture timeDeparture locationTrip durationArrival timeArrival locationRecommendedPrice and booking link
Greyhound Lines, Inc. + FlixBus
    		Downtown Greyhound Station
    		E Osceola PkwyCheapest
    Greyhound Lines, Inc. + FlixBus
      		Chicago 95Th & Dan Ryan
      		E Osceola PkwyFastest
      Greyhound Lines, Inc. + FlixBus
        		537-517 W. Jackson Blvd
        		E Osceola PkwyNo tags
        FlixBus + Greyhound Lines, Inc.
          		Chicago 95Th & Dan Ryan
          		E Osceola PkwyNo tags

          Last refresh of the prices: Yesterday at 9:59 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 the good way to reach Kissimmee. The journey takes about 1 day, 6 hours 5 minutes and with fares starting at just $111, it presents an excellent value for a comfortable ride.

          8bus per day
          1d 6hAverage Duration
          987 milesDistance
          40kgCO₂ emissions
          Bus
          		Average Price$111 - $384Average Duration1d 6h
          40kg CO₂e
          Train
          		Average Price$133 - $529Average Duration1d 14h
          147kg CO₂e

          Bus Chicago to Kissimmee: Trip Overview

          Average ticket price$174
          Average bus trip duration1d 6h
          Number of daily buses8
          Earliest bus departure12:30am
          Distance988 miles (1592 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 for your trip Chicago - Kissimmee

          Find cheapest prices for buses

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

          Best price found
          11/03
          $181
          11/04
          $219
          Today
          $248
          11/06
          No data
          11/07
          No data
          11/08
          No data
          11/09
          No data
          11/10
          No data
          busbud logoThe cheapest trip from Chicago to Kissimmee was searched and found on Nov 3, 2025 with a price of $181

          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 bus 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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