Bus Tickets from Kissimmee to Chicago

Next departures

Next departures for Kissimmee to Chicago on November 5
Operated byVehicle typeDeparture timeDeparture locationTrip durationArrival timeArrival locationRecommendedPrice and booking link
FlixBus + Greyhound Lines, Inc.
    		E Osceola Pkwy
    		Downtown Greyhound StationCheapestFastest
    Greyhound Lines, Inc. + FlixBus
      		E Osceola Pkwy
      		Downtown Greyhound StationNo tags
      Greyhound Lines, Inc. + FlixBus
        		E Osceola Pkwy
        		537-517 W. Jackson BlvdNo tags
        FlixBus + Greyhound Lines, Inc.
          		E Osceola Pkwy
          		Chicago 95Th & Dan RyanNo tags
          Greyhound Lines, Inc. + FlixBus
            		E Osceola Pkwy
            		Chicago 95Th & Dan RyanNo tags

            Last refresh of the prices: Last Friday at 8:38 AM EDT.

            Accepted payments

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            Compare 2 ways to go from Kissimmee to Chicago

            We recommend taking the bus

            Among the sustainable travel choices, the bus stands out as the good way to reach Chicago. The journey takes about 1 day, 9 hours 10 minutes and with fares starting at just $103, it presents an excellent value for a comfortable ride.

            6bus per day
            1d 9hAverage Duration
            987 milesDistance
            40kgCO₂ emissions
            Bus
            		Average Price$103 - $307Average Duration1d 9h
            40kg CO₂e
            Train
            		Average Price$236 - $3,818Average Duration1d 20h
            147kg CO₂e

            Bus Kissimmee to Chicago: Trip Overview

            Average ticket price$183
            Average bus trip duration1d 9h
            Number of daily buses6
            Earliest bus departure10:55am
            Distance988 miles (1592 km)
            Latest bus departure11:40pm

            Kissimmee to Chicago Bus

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

            Bus service from Kissimmee to Chicago will be provided by the most trusted bus companies.

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

            Frequently asked questions for your trip Kissimmee - Chicago

            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
            $159
            11/02
            $157
            Today
            $157
            11/04
            No data
            11/05
            No data
            11/06
            No data
            11/07
            $157
            11/08
            No data
            busbud logoThe cheapest trip from Kissimmee to Chicago was searched and found on Nov 2, 2025 with a price of $157

            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 $157 to $159 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 $157 which is on 2025-11-07.

            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 Kissimmee to Chicago but it'll also be endearing to native speakers who will surely appreciate your effort.

            Much more than a mere vehicle taking you from Kissimmee to Chicago, riding the bus will expose you to some of the most stunning panoramas while enroute to your final bus stop.

            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 Kissimmee to Chicago.

            Create your own real life musical score by curating a personalized bus travel playlist - the perfect accompaniment to your bus ride from Kissimmee to Chicago.

            Did you know?

            Did you know some bus companies in Germany offer to their passenger low-costs snacks and regional beer based on their destination? Prosit!

            The average number of passengers on a coach bus is 32 meaning that a bus could replace a minimum of at least 30 cars!

            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 Kissimmee to Chicago?

            busbud logoThe bus is the cheapest travel choice for this destination

            Will you be returning to Kissimmee by bus?

            Bus from Chicago to Kissimmee

            You can also go to Chicago by train

            Train from Kissimmee to Chicago

            Why choose Busbud?

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            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. With Busbud, wherever you go, you have a worldwide bus station within reach and available in your own language and currency. Busbud prides itself on its worldwide partnerships. We make it possible for you to buy tickets with its large network of trustworthy bus partners like Greyhound, Eurolines, ALSA, OUIBUS (BlaBlaBus), National Express and many others.

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