Skip to main content

Cheap bus tickets from Kissimmee, FL to Chicago, IL

from 127,98 €

Connecting you to the world

Endless possibilities. Discover over 8,000 destinations across more than 40 countries.

Comfort on the go

Kick back with free Wi-Fi, power outlets, and extra leg space. That's what modern buses are all about.

Choose, book, travel

From your screen to your seat in seconds. You do the booking, we'll take care of the rest.

Planet-smart travel

Drop the car, travel with us. Increase your mileage and reduce your carbon footprint.

What to expect of your trip

Fast, easy, and affordable options from Kissimmee, FL to Chicago, IL

Avg. trip duration

30hr23mins

Card icon

Avg. distance

2041 km

Card icon

Cheapest trip

From 127,98 €

Card icon

2

Avg. trips a day

Card icon

On this page

Bus stations and stops in Kissimmee, FL

Please note: your ticket will contain the most up-to-date address information.
Best service on board
Available options you can find for a more comfortable trip:
wifi
Free WiFi
Stay connected throughout your journey
socket
Power Outlets
Keep your devices charged on the go
seat
Comfortable seats
Relax with extra legroom and reclining seats
luggage
Luggage storage
Space to safely stow your belongings
toilet
Toilets
Conveniently available on every FlixBus
First time travelling with us?
More on our service
Amenities Hero Image
Where to next?
Discover our travel map with over 8000 destinations worldwide.
Explore the map
Vehicle passing through a city

Frequently asked questions

Traveling by bus from Kissimmee to Chicago is one of the most environmentally-friendly options available as it reduces traffic associated emissions, and passengers can offset their carbon emissions when they travel with FlixBus by clicking the CO₂ compensation box when booking their ticket.
You can get from Kissimmee to Chicago for as little as 127,98 €. Take advantage of our best deals on FlixBus tickets by traveling off-peak and during the week. You can buy your ticket from Kissimmee to Chicago most easily on this website or in the app.
When traveling from Kissimmee to Chicago, you can track your bus location on our Real-Time Bus Tracker. Just select the relevant bus stop and check the time of arrival. Find out where your bus is and check if there are delays on the route.
We offer several payment methods for purchasing your ticket from Kissimmee to Chicago securely. You can choose among card payment, PayPal, Google Pay and many more. Once in the payment section, you will be able to see all the available options and pick your preferred one. If you are having difficulties with payment, check out our help page about payments. If you buy your bus ticket onboard or at a sales point you are also given the option to pay cash.
Passengers traveling from Kissimmee to Chicago can bring one checked luggage and one piece of hand luggage for free. If you want to carry additional or special luggage, you can check all the options available on this page.
The price of a children's bus ticket from Kissimmee to Chicago depends on the age of the child and the time of booking. Children under the age of 15 receive a discount on the regular adult fare. At the time of booking, we calculate the cheapest price for you from all available rates and discounts. If the discounted price is lower than the child fare, the selected passengers pay the same price. Please, make sure you check our child travel and seat policy. Strollers and foldable pushchairs (width + length + height = max 240 cm) can be transported in the luggage compartment of the bus free of charge.
Yes, all FlixBus buses from Kissimmee to Chicago are equipped for passengers with reduced mobility. We strive to make our buses as comfortable and accessible as possible for people with disabilities and limited mobility. Service animals are allowed on board all FlixBus buses traveling from Kissimmee to Chicago. The transportation of wheelchairs, foldable wheelchairs, walking aid and other assistive mobility devices is free of charge.
FlixBus buses traveling from Kissimmee to Chicago offer extra legroom, private outlets, and restrooms. Most buses also provide free Wi-Fi.
The earliest FlixBus ride from Kissimmee to Chicago departs at 17:20.
The latest FlixBus ride from Kissimmee to Chicago departs at 23:40.
There are 3 bus stations in Chicago; Chicago (Cumberland Farms), Chicago Bus Station, Chicago Train Station. You can find the location of the stations on the map on this page.
No, you don't need to print your ticket if you purchased it online or via the app. Simply show the driver the QR code that you received via email or that is stored in the app and you're ready to travel from Kissimmee to Chicago. It's that easy!
There is one bus station in Kissimmee; Kissimmee. You can find its location on the map on his page.
With FlixBus, you can conveniently reach 113 destinations from Chicago, including Indianapolis, Lafayette, Milwaukee.
Yes, weekend trip options are available from Kissimmee to Chicago. Check out the route's schedule and chose the best option to suit your plans!
Yes, night trip options are available from Kissimmee to Chicago. Check out the route's schedule and choose the best option to suit your plans!

Looking for bus tickets from Kissimmee to Chicago?

Look no further, we’ve got all the details you need to plan your bus trip! The journey Kissimmee to Chicago takes as little as 26 hours 50 minutes and can cost as little as 127,98 €. The first bus leaves at 17:20 and the last bus leaves at 23:40. FlixBus runs 2 rides each day between Kissimmee and Chicago and when travelling with FlixBus, you can expect free Wifi, power sockets and a guaranteed seat for your journey.
Person using FlixBus app

Get ready!

Bus arriving in 3 mins.

Scan to download the App
Get the app and travel with ease of mind

Get live updates with push notifications and track your trip in real time. All of your travel details in one place.

android store img app store img

Onboard services are subject to availability