There are 9 ways to get from Orlando to Chicago Bus Station by plane, bus (Flixbus, Greyhound), train (Amtrak), car, bus, 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 Orlando to Chicago Midway International Airport
best- Fly from Orlando (MCO) to Chicago Midway International Airport (MDW)plane MCO - MDW
5h 1m$194–467Fly Orlando to Chicago O'Hare International Airport
cheapest- Fly from Orlando (MCO) to Chicago O'Hare International Airport (ORD)plane MCO - ORD
5h 19m$101–412Bus
- Take the bus from Orlando Bus Station to Atlanta Bus Stationbus FlixBus N2401 / ...
- Take the bus from Atlanta Bus Station to Chicago Bus Stationbus Greyhound US0100
24h 15m$180–315Train (Amtrak)
- Take the train from Orlando to Chicago Union Stationtrain Floridian
39h 4m$900–1,500Drive 1,105.7 mi
- Drive from Orlando to Chicago Bus Stationcar 1,105.7 mi
19h 38m$202–292Bus to Tampa, fly to Chicago Midway International Airport
- Take the bus from Orlando Bus Station to Tampa Bus Stationbus
- Fly from Tampa (TPA) to Chicago Midway International Airport (MDW)plane TPA - MDW
7h 11m$117–430Bus to Tampa, fly to Chicago O'Hare International Airport
- Take the bus from Orlando Bus Station to Tampa Bus Stationbus
- Fly from Tampa (TPA) to Chicago O'Hare International Airport (ORD)plane TPA - ORD
7h 35m$109–335Fly Orlando Sanford to South Bend, train
- Fly from Orlando Sanford (SFB) to South Bend (SBN)plane SFB - SBN
- Take the train from South Bend Airport to Van Buren St.train
6h 3m$160–530Fly Orlando to General Mitchell International Airport, train
- Fly from Orlando (MCO) to General Mitchell International Airport (MKE)plane MCO - MKE
- Take the train from Milwaukee to Chicago Union Stationtrain
7h 15m$459–1,191
Orlando to Chicago Bus Station by bus
Comparing Your Travel Options
The cheapest way to get from Orlando to Chicago Bus Station is to bus and fly which costs $110 - $430 and takes 7h 11m.
The fastest way to get from Orlando to Chicago Bus Station is to fly which takes 5h 1m and costs $190 - $470.
No, there is no direct bus from Orlando station to Chicago Bus Station station. However, there are services departing from Orlando Bus Station and arriving at Chicago Bus Station via Atlanta Bus Station. The journey, including transfers, takes approximately 24h 15m.
Yes, there is a direct train departing from Orlando and arriving at Chicago Union Station station. Services depart once daily, and operate every day. The journey takes approximately 38h 55m.
The distance between Orlando and Chicago Bus Station is 1025 miles. The road distance is 1112.1 miles.
The best way to get from Orlando to Chicago Bus Station without a car is to bus which takes 24h 15m and costs $180 - $320.
It takes approximately 5h 1m to get from Orlando to Chicago Bus Station, including transfers.
Orlando to Chicago Bus Station bus services, operated by Flixbus USA, depart from Orlando Bus Station.
Orlando to Chicago Bus Station train services, operated by Amtrak, depart from Orlando station.
The best way to get from Orlando to Chicago Bus Station is to fly which takes 5h 1m and costs $190 - $470. Alternatively, you can bus, which costs $180 - $320 and takes 24h 15m, you could also train, which costs $900 - $1,500 and takes 39h 4m.
What companies run services between Orlando, FL, USA and Chicago Bus Station, IL, USA?
Frontier Airlines and Southwest Airlines fly from Orlando (MCO) to Chicago Midway International Airport (MDW) every 3 hours. Alternatively, you can take a bus from Orlando Bus Station to Chicago Bus Station via Atlanta Bus Station in around 24h 15m.
- Website
- southwest.com
Flights from Orlando to Chicago Midway International Airport
- Ave. Duration
- 2h 51m
- When
- Every day
- Estimated price
- $85–440
Flights from Tampa to Chicago Midway International Airport
- Ave. Duration
- 2h 43m
- When
- Every day
- Estimated price
- $90–460
Flights from Tampa to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 25m
- When
- Saturday, Tuesday, and Wednesday
- Estimated price
- $90–460
Flights from Tampa to Chicago Midway International Airport via Indianapolis
- Ave. Duration
- 4h 30m
- When
- Monday, Thursday, and Friday
- Estimated price
- $90–460
Flights from Orlando to General Mitchell International Airport
- Ave. Duration
- 2h 55m
- When
- Every day
- Estimated price
- $120–650
Flights from Orlando to General Mitchell International Airport via Nashville
- Ave. Duration
- 4h 35m
- When
- Monday, Thursday, and Friday
- Estimated price
- $120–650
Flights from Orlando to General Mitchell International Airport via Chicago Midway International Airport
- Ave. Duration
- 4h 40m
- When
- Tuesday to Monday
- Estimated price
- $120–650
Flights from Orlando to General Mitchell International Airport via St. Louis
- Ave. Duration
- 4h 40m
- When
- Monday to Friday
- Estimated price
- $130–650
- Website
- aa.com
Flights from Orlando to Chicago O'Hare International Airport
- Ave. Duration
- 3h 18m
- When
- Every day
- Estimated price
- $65–330
Flights from Tampa to Chicago O'Hare International Airport
- Ave. Duration
- 3h 8m
- When
- Every day
- Estimated price
- $65–350
- Website
- united.com
Flights from Orlando to Chicago O'Hare International Airport
- Ave. Duration
- 3h 9m
- When
- Every day
- Estimated price
- $65–330
Flights from Tampa to Chicago O'Hare International Airport
- Ave. Duration
- 3h 4m
- When
- Every day
- Estimated price
- $65–350
- Website
- delta.com
Flights from Orlando to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 4h 55m
- When
- Every day
- Estimated price
- $65–330
Flights from Tampa to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 4h 58m
- When
- Every day
- Estimated price
- $65–350
Flights from Orlando to General Mitchell International Airport
- Ave. Duration
- 2h 46m
- When
- Saturday
- Estimated price
- $120–650
Flights from Orlando to General Mitchell International Airport via Atlanta
- Ave. Duration
- 4h 34m
- When
- Every day
- Estimated price
- $120–650
- Website
- flyfrontier.com
Flights from Orlando to Chicago Midway International Airport
- Ave. Duration
- 3h 1m
- When
- Monday, Tuesday, Wednesday, Friday, Saturday, and Sunday
- Estimated price
- $190–460
Flights from Orlando to Chicago O'Hare International Airport
- Ave. Duration
- 3h 13m
- When
- Every day
- Estimated price
- $85–350
Flights from Tampa to Chicago O'Hare International Airport
- Ave. Duration
- 3h 4m
- When
- Every day
- Estimated price
- $90–300
Flights from Orlando to General Mitchell International Airport
- Ave. Duration
- 3h 10m
- When
- Tuesday and Thursday
- Estimated price
- $160–550
- Website
- allegiantair.com
Flights from Orlando Sanford to South Bend
- Ave. Duration
- 2h 26m
- When
- Friday, Monday, Saturday, and Wednesday
- Estimated price
- $85–440
- Website
- suncountry.com
Flights from Orlando to General Mitchell International Airport
- Ave. Duration
- 3h 2m
- When
- Thursday
- Estimated price
- $120–650
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Orlando to Chicago Union Station
- Ave. Duration
- 38h 55m
- Frequency
- Once daily
- Estimated price
- $900–1,500
- Website
- Amtrak
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $45–75
- Website
- Amtrak
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from South Bend Airport to Van Buren St.
- Ave. Duration
- 2h 1m
- Frequency
- Hourly
- Estimated price
- $14–17
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $14–17
Train from South Bend Airport to Van Buren St.
- Ave. Duration
- 2h 1m
- Frequency
- Every 4 hours
- Estimated price
- $4–16
- Schedules at
- Northern Indiana Commuter Transportation District
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Orlando Bus Station to Atlanta Bus Station
- Ave. Duration
- 7h 15m
- Frequency
- Every 4 hours
- Estimated price
- $65–110
- Schedules at
- Flixbus USA
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 16h 10m
- Frequency
- Twice daily
- Estimated price
- $110–170
- Schedules at
- Flixbus USA
Bus from Orlando Bus Station to Tampa Bus Station
- Ave. Duration
- 1h 35m
- Frequency
- Every 4 hours
- Estimated price
- $13–20
- Schedules at
- Flixbus USA
Bus from Orlando Bus Station to Tampa Bus Station
- Ave. Duration
- 1h 35m
- Frequency
- Every 4 hours
- Estimated price
- $13–20
- Schedules at
- Flixbus USA
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Orlando Bus Station to Atlanta Bus Station
- Ave. Duration
- 10h 10m
- Frequency
- Once daily
- Estimated price
- $75–120
- Website
- Greyhound
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 16h
- Frequency
- 4 times a day
- Estimated price
- $120–200
- Website
- Greyhound
Bus from Orlando Bus Station to Tampa Bus Station
- Ave. Duration
- 3h 5m
- Frequency
- Once daily
- Estimated price
- $15–23
- Website
- Greyhound
Bus from Orlando Bus Station to Tampa Bus Station
- Ave. Duration
- 3h 5m
- Frequency
- Once daily
- Estimated price
- $15–23
- Website
- Greyhound
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Booking & Getting There
Orlando to Chicago Bus Station bus services, operated by Flixbus USA, arrive at Atlanta Bus Station.
Chicago Bus Station is 1h behind Orlando. It is currently 2:03 AM in Orlando and 1:03 AM in Chicago Bus Station.
Orlando to Chicago Bus Station train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Orlando to Chicago Bus Station is 1112 miles. It takes approximately 19h 38m to drive from Orlando to Chicago Bus Station.
Book your Orlando to Chicago Bus Station train tickets online with Omio.
Book your Orlando to Chicago Bus Station bus tickets online with Omio and FlixBus.
There are 1130+ hotels available in Chicago Bus Station.






