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Chicago to Winter Park buses

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Trip Overview

The average bus between Chicago and Winter Park takes 28h 1m and the fastest bus takes 25h 34m. The bus service runs several times per day from Chicago to Winter Park. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

28h 1m
Duration
1,166 mi
Distance
$216
Average price
4 times a day
Frequency

Bus

best
  1. Take the bus from Chicago Bus Station to Atlanta Bus Stationbus bus Greyhound US0100
  2. Take the bus from Atlanta Bus Station to Orlando Bus Stationbus bus FlixBus N2401 / ...
26h 2m
$180–345

Chicago to Winter Park bus times

Buses run 4 times a day between Chicago and Winter Park. The earliest departure is at 6:10 AM in the morning, and the last departure from Chicago is at 10:50 PM which arrives into Winter Park at 6:28 AM. All services require a transfer at Atlanta Bus Station and take an average of 28h 1m. The schedules shown below are for the next available departures.

Frequently asked questions

Want to know about travelling from Chicago to Winter Park? We have put together a list of the most frequently asked questions from our users such as: What is the cheapest mode of transport? What is the quickest option? How much do tickets usually cost? and many more.

Map of how to get from Chicago to Winter Park.ExpandLaunch map view
  • Distance: 1,166.2 mi
  • Duration: 28h 1m

What companies run services between Chicago, IL, USA and Winter Park, FL, USA?

You can take a bus from Chicago Bus Station to New York Ave & Welbourne Ave via Atlanta Bus Station, Orlando Bus Station, John Young Pkwy & Amelia St, and N Garland Ave & W Amelia St in around 26h 2m.

Operators