Find coaches from Kissimmee to Chicago

Next departures

Next departures from Kissimmee to Chicago on 4 November
Operated byVehicle typeDeparture timeDeparture locationTrip durationArrival timeArrival locationRecommendedPrice and booking link
FlixBus + Greyhound Lines, Inc.
    		E Osceola Pkwy
    		Chicago 95Th & Dan RyanCheapest
    FlixBus + Greyhound Lines, Inc.
      		E Osceola Pkwy
      		Downtown Greyhound StationFastest
      Greyhound Lines, Inc. + FlixBus
        		E Osceola Pkwy
        		Downtown Greyhound StationNo tags
        Greyhound Lines, Inc. + FlixBus
          		E Osceola Pkwy
          		537-517 W. Jackson BlvdNo tags
          Greyhound Lines, Inc. + FlixBus
            		E Osceola Pkwy
            		Chicago 95Th & Dan RyanNo tags

            Last refresh of the prices: Yesterday at 8:54 AM EST.

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            Compare 2 ways to travel from Kissimmee to Chicago

            We recommend taking the bus

            Among the sustainable travel choices, the bus stands out as a good way to reach Chicago. The journey takes about 1 day, 9 hours 10 minutes and with fares starting at just R 1 821, it presents an excellent value for a comfortable ride.

            6bus per day
            1d 9hAverage duration
            1592 kmDistance
            40kgCO₂ emissions
            Bus
            		Average priceR 1 821 - R 5 432Average duration1d 9h
            40kg CO₂e
            Train
            		Average priceR 4 172 - R 67 724Average duration1d 20h
            147kg CO₂e

            Bus Kissimmee to Chicago: Trip Overview

            Average ticket priceR 3 241
            Average bus trip duration1d 9h
            Number of daily buses6
            Earliest bus departure10:55
            Distance1592 km
            Latest bus departure23:40

            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 on the trip Kissimmee - Chicago

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

              The bus ticket price from Kissimmee to Chicago starts at R 1 821. The best way to find cheap bus tickets from Kissimmee to Chicago 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 Kissimmee to Chicago?

              The average travel time between Kissimmee and Chicago is around 1d 9h, 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 Kissimmee and Chicago?

              The number of buses from Kissimmee to Chicago can differ depending on the day of the week. On average, there are 6 on this route. Some buses run direct routes, while others have layovers. Simplify your bus trip from Kissimmee to Chicago by comparing and selecting the bus that fits your travel style and budget on Busbud.

            4. Which bus companies travel from Kissimmee to Chicago?

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

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

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

            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
            R 2 812
            02/11
            R 2 776
            Today
            R 2 776
            04/11
            No data
            05/11
            No data
            06/11
            No data
            07/11
            R 2 776
            08/11
            No data
            busbud logoThe cheapest trip from Kissimmee to Chicago was searched and found on 02 Nov 2025 with a price of R 2 776

            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 R 2 776 to R 2 812 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 R 2 776, 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 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 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?

            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. 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.

            People from around the world trust Busbud

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