Train Illustration

Bus Chicago, IL to Orlando, FL: Times, Prices and Tickets

Starting from
S$ 104.91

Find the cheapest ticket for your trip

By Bus


From S$ 258.75
By Bus


By Bus

2 Days

From S$ 256.30

Quick and easy travel from Chicago, IL to Orlando, FL with Virail

Virail's search tool will provide you with the options you need when you want to go from Chicago, IL to Orlando, FL. All you need to do is enter the dates of your planned journey, and let us take care of everything else. Our engine does the hard work, searching through thousands of routes offered by our trusted travel partners to show you options for traveling by train, bus, plane, or carpool. You can filter the results to suit your needs. There are a number of filtering options, including price, one-way or round trip, departure or arrival time, duration of journey, or number of connections. Soon you'll find the best choice for your journey. When you're ready, Virail will transfer you to the provider's website to complete the booking. No matter where you're going, get there with Virail.

How much will I pay for bus tickets from Chicago, IL to Orlando, FL?

The prices for bus tickets from Chicago, IL to Orlando, FL vary depending on a range of factors including how far in advance you're booking, your travel dates, and the type of transport you want to use. On certain routes, there may be different classes available, which will also affect the price. Booked in advance, the cheapest bus tickets from Chicago, IL to Orlando, FL will cost S$ 104.91. The average bus ticket price is approximately S$ 256.39. For the lowest prices, it is usually best to book as far in advance as possible and look out for low-cost options, such as non-refundable tickets or traveling outside of peak hours. Be aware that some providers do not offer refunds or changes on their lower priced tickets, so it is advised to check before completing your transaction.

Chicago, IL to Orlando, FL by bus

Best price S$ 209.65
Journey duration 27 h 16 min
Connections per day 16
First departure 06:00
Last departure 22:45
Distance 1,585 km
Departure Chicago, IL
Arrival Orlando, FL
Carriers Greyhound

Ticket price Chicago, IL - Orlando, FL every day

S$ 258.75
S$ 146.20
In 2 days
S$ 256.30
S$ 121.13
In 3 days
In 4 days
In 5 days
In 6 days

Route Summary by Bus

Minimum price
S$ 104.91
Maximum price
S$ 412.67

Chicago, IL - Orlando, FL


Best prices for the month

Cheapest tickets for

By Train

S$ 1,562.24

Saturday, August 13th 2022
Chicago, IL - Union Station - Winter Park, FL station
18:40 - 10:05
38h 25min
1 changes
CO2: 4.55kg
By Bus

S$ 258.75

Monday, August 15th 2022
95th & Dan Ryan CTA - Greyhound Station
22:45 - 01:15
25h 30min
1 changes
CO2: 55.79kg
By Flight

S$ 146.20

Monday, August 15th 2022
O'Hare Intl - Orlando
20:59 - 01:02
3h 3min
CO2: 293.19kg

How long is the journey from Chicago, IL to Orlando, FL by bus?

The journey from Chicago, IL to Orlando, FL covers a distance of 1,585 km. On average, you can expect your journey to last roughly 27 h 24 min. However, booking the fastest option will see you reach your destination in approximately 24 h 50 min. For faster journeys, look for express routes. Please remember that these may only depart at certain times of day, or on particular days of the week. You may also find that you can go from Chicago, IL to Orlando, FL faster by making connections, rather than taking a direct route.

At what time of the day can I travel from Chicago, IL to Orlando, FL?

The first daily departure from Chicago, IL to Orlando, FL leaves at 06:30, while the last journey of the day sets out at 22:45. These are according to the standard schedules for the route between Chicago, IL and Orlando, FL. However, different providers' timetables can vary from day to day or month to month, so these particular departures may not be available every day. Some providers may change their schedules on public holidays and weekends, or during the summer months. Check your travel dates when making your booking.

How many times a day do departures from Chicago, IL leave for Orlando, FL?

You will be able to travel from Chicago, IL to Orlando, FL using companies such as Greyhound. Combined, these providers offer an average of 16 journeys each day. This average figure may not necessarily reflect your chosen travel dates. On certain days of the week, there may be more or less journeys available. At the busiest times, there will be up to 28 departures available in a single day. You can choose to travel from Chicago, IL to Orlando, FL using both direct and indirect routes. These options will help you find a journey that suits your budget, your time frame, and the circumstances of your trip. There are, on average, 10 direct connections from Chicago, IL to Orlando, FL each day. Indirect connections add more possibilities, giving you extra flexibility when traveling. In an average day, you will find 6 journeys with at least one change. These figures may vary at certain times of year, and some routes might not run every day of the week.


Get free deals and discounts
when you sign-up

  • Omio 10% cashback

  • 2% cashback

  • 10% off

  • Exclusive access to special promotions and deals

Offer expires in
108 joined today

By signing up, you agree to our terms and conditions, You can find more information in our Imprint

We're subscribing you...

Thank you!
We have added your email to the
signup queue.

Something went wrong!

An error occurred when you're subscribing to our deals. Please try again in a minute.


Sign in or create an account

Sign in to Virail to get exclusive travel deals

By signing up, you agree to our terms and conditions, You can find more information in our Imprint



2% cashback