There are 6 ways to get from Chicago Union Station to Orlando by plane, bus (Greyhound, Flixbus), train (Amtrak), car, or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly from Chicago Midway International Airport
best- Fly from Chicago Midway International Airport (MDW) to Orlando (MCO)plane MDW - MCO
4h 44m$184–607Fly from Chicago O'Hare International Airport
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Orlando (MCO)plane ORD - MCO
5h 6m$100–477Bus
- Take the bus from Chicago Bus Station to Atlanta Bus Stationbus Greyhound US0100
- Take the bus from Atlanta Bus Station to Orlando Bus Stationbus FlixBus N2401 / ...
24h 59m$185–311Train (Amtrak)
- Take the train from Chicago Union Station to Orlandotrain Floridian
38h 25m$900–1,500Drive 1,104.7 mi
- Drive from Chicago Union Station to Orlandocar 1,104.7 mi
19h 39m$183–264Train to General Mitchell International Airport, fly
- Take the train from Chicago Union Station to Milwaukeetrain
- Fly from General Mitchell International Airport (MKE) to Orlando (MCO)plane MKE - MCO
6h 7m$461–1,188
Chicago Union Station to Orlando by foot and bus
Comparing Your Travel Options
The cheapest way to get from Chicago Union Station to Orlando is to drive which costs $180 - $270 and takes 19h 39m.
The fastest way to get from Chicago Union Station to Orlando is to fly which takes 4h 44m and costs $180 - $650.
No, there is no direct bus from Chicago Union Station station to Orlando station. However, there are services departing from Chicago Bus Station and arriving at Orlando Bus Station via Atlanta Bus Station. The journey, including transfers, takes approximately 24h 59m.
Yes, there is a direct train departing from Chicago Union Station station and arriving at Orlando. Services depart once daily, and operate every day. The journey takes approximately 38h 25m.
The distance between Chicago Union Station and Orlando is 1016 miles. The road distance is 1111.1 miles.
The best way to get from Chicago Union Station to Orlando without a car is to bus which takes 24h 59m and costs $180 - $320.
It takes approximately 4h 44m to get from Chicago Union Station to Orlando, including transfers.
Chicago Union Station to Orlando bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Chicago Union Station to Orlando train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago Union Station to Orlando is to fly which takes 4h 44m and costs $180 - $650. Alternatively, you can bus, which costs $180 - $320 and takes 24h 59m, you could also train, which costs $900 - $1,500 and takes 38h 25m.
What companies run services between Chicago Union Station, IL, USA and Orlando, FL, USA?
Frontier Airlines, Southwest Airlines, and Delta fly from Chicago Midway International Airport (MDW) to Orlando (MCO) every 3 hours. Alternatively, you can take a vehicle from Chicago Union Station to Orlando Bus Station via Chicago Bus Station and Atlanta Bus Station in around 24h 59m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Orlando
- Ave. Duration
- 2h 37m
- When
- Every day
- Estimated price
- $130–700
Flights from Chicago Midway International Airport to Orlando via Nashville
- Ave. Duration
- 4h 20m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $130–700
Flights from Chicago Midway International Airport to Orlando via Covington
- Ave. Duration
- 4h 25m
- When
- Monday and Thursday
- Estimated price
- $130–700
Flights from Chicago Midway International Airport to Orlando via Louisville
- Ave. Duration
- 4h 30m
- When
- Monday to Thursday
- Estimated price
- $130–700
Flights from General Mitchell International Airport to Orlando
- Ave. Duration
- 2h 50m
- When
- Every day
- Estimated price
- $130–700
Flights from General Mitchell International Airport to Orlando via St. Louis
- Ave. Duration
- 4h 35m
- When
- Saturday
- Estimated price
- $140–750
- Website
- delta.com
Flights from Chicago Midway International Airport to Orlando via Atlanta
- Ave. Duration
- 4h 31m
- When
- Monday, Thursday, Friday, Sunday, Tuesday, and Wednesday
- Estimated price
- $130–700
Flights from Chicago O'Hare International Airport to Orlando via Atlanta
- Ave. Duration
- 4h 39m
- When
- Every day
- Estimated price
- $80–400
Flights from General Mitchell International Airport to Orlando
- Ave. Duration
- 3h 2m
- When
- Saturday
- Estimated price
- $130–700
Flights from General Mitchell International Airport to Orlando via Atlanta
- Ave. Duration
- 4h 52m
- When
- Every day
- Estimated price
- $130–700
- Website
- united.com
Flights from Chicago O'Hare International Airport to Orlando
- Ave. Duration
- 2h 52m
- When
- Every day
- Estimated price
- $80–400
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Orlando
- Ave. Duration
- 2h 49m
- When
- Every day
- Estimated price
- $80–400
Flights from General Mitchell International Airport to Orlando via Charlotte
- Ave. Duration
- 4h 53m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $140–700
- Website
- flyfrontier.com
Flights from Chicago Midway International Airport to Orlando
- Ave. Duration
- 2h 43m
- When
- Monday, Tuesday, Wednesday, Friday, Saturday, and Sunday
- Estimated price
- $180–600
Flights from Chicago O'Hare International Airport to Orlando
- Ave. Duration
- 2h 56m
- When
- Every day
- Estimated price
- $100–340
Flights from General Mitchell International Airport to Orlando
- Ave. Duration
- 2h 51m
- When
- Thursday
- Estimated price
- $180–600
- Website
- suncountry.com
Flights from General Mitchell International Airport to Orlando
- Ave. Duration
- 2h 55m
- When
- Thursday
- Estimated price
- $130–700
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Orlando
- Ave. Duration
- 38h 25m
- Frequency
- Once daily
- Estimated price
- $900–1,500
- Website
- Amtrak
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $45–75
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Chicago Bus Station to Atlanta Bus Station
- Ave. Duration
- 16h 5m
- Frequency
- 4 times a day
- Estimated price
- $130–200
- Website
- Greyhound
Bus from Atlanta Bus Station to Orlando Bus Station
- Ave. Duration
- 9h 50m
- Frequency
- Once daily
- Estimated price
- $75–120
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Chicago Bus Station to Atlanta Bus Station
- Ave. Duration
- 16h
- Frequency
- Twice daily
- Estimated price
- $110–170
- Schedules at
- Flixbus USA
Bus from Atlanta Bus Station to Orlando Bus Station
- Ave. Duration
- 7h 45m
- Frequency
- Every 4 hours
- Estimated price
- $70–110
- Schedules at
- Flixbus USA
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
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Booking & Getting There
Chicago Union Station to Orlando bus services, operated by Greyhound USA, arrive at Atlanta Bus Station.
Orlando is 1h ahead of Chicago Union Station. It is currently 4:17 PM in Chicago Union Station and 5:17 PM in Orlando.
Chicago Union Station to Orlando train services, operated by Amtrak, arrive at Orlando station.
Yes, the driving distance between Chicago Union Station to Orlando is 1111 miles. It takes approximately 19h 39m to drive from Chicago Union Station to Orlando.
Book your Chicago Union Station to Orlando train tickets online with Omio.
Book your Chicago Union Station to Orlando bus tickets online with Omio and FlixBus.
There are 2015+ hotels available in Orlando.












