There are 8 ways to get from Orlando to Chicago Loop by plane, bus (Greyhound, Flixbus), 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)MCO - MDW
4h 45m$64–337Bus
- Take the bus from Orlando RedCoach Station to Atlanta - Civic Center MARTA StationOrlando
- Take the bus from Atlanta Bus Station to Chicago Bus StationGreyhound US0100
24h 38m$134–376Train (Amtrak)
- Take the train from Orlando to Chicago Union StationFloridian
38h 55m$190–700Drive 1,110.5 mi
- Drive from Orlando to Chicago Loop1,110.5 mi
19h 18m$203–293Fly Orlando to Chicago O'Hare International Airport
- Fly from Orlando (MCO) to Chicago O'Hare International Airport (ORD)MCO - ORD
4h 58m$69–257Bus to Tampa, fly to Chicago Midway International Airport
- Take the bus from Orlando Bus Station to Tampa Bus Station
- Fly from Tampa (TPA) to Chicago Midway International Airport (MDW)TPA - MDW
6h 58m$98–442Bus to Tampa, fly to Chicago O'Hare International Airport
- Take the bus from Orlando Bus Station to Tampa Bus Station
- Fly from Tampa (TPA) to Chicago O'Hare International Airport (ORD)TPA - ORD
7h 12m$113–342Fly Orlando Sanford to South Bend, train
- Fly from Orlando Sanford (SFB) to South Bend (SBN)SFB - SBN
- Take the train from South Bend Airport to Millennium Station
6h 5m$182–635
Orlando to Chicago Loop by bus and subway
Questions & Answers
The cheapest way to get from Orlando to Chicago Loop is to fly which costs $65 - $260 and takes 4h 58m.
The fastest way to get from Orlando to Chicago Loop is to fly which takes 4h 45m and costs $60 - $340.
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 Loop is 1025 miles. The road distance is 1117 miles.
The best way to get from Orlando to Chicago Loop without a car is to bus which takes 24h 38m and costs $130 - $380.
It takes approximately 4h 45m to get from Orlando to Chicago Loop, including transfers.
Orlando to Chicago Loop train services, operated by Amtrak, depart from Orlando station.
The best way to get from Orlando to Chicago Loop is to fly which takes 4h 45m and costs $60 - $340. Alternatively, you can bus, which costs $130 - $380 and takes 24h 38m, you could also train, which costs $190 - $700 and takes 38h 55m.
Chicago Loop is 1h behind Orlando. It is currently 9:11 AM in Orlando and 8:11 AM in Chicago Loop.
Orlando to Chicago Loop train services, operated by Amtrak, arrive at Chicago Union Station.
What companies run services between Orlando, FL, USA and Chicago Loop, IL, USA?
Volaris, Frontier Airlines, and two other airlines fly from Orlando (MCO) to Chicago Midway International Airport (MDW) every 3 hours. Alternatively, you can take a bus from Orlando RedCoach Station to Washington & Lasalle via Atlanta - Civic Center MARTA Station, Civic Center Station, Garnett Station, Atlanta Bus Station, Chicago Bus Station, and Jefferson & Harrison in around 24h 38m.
- Website
- southwest.com
Flights from Orlando to Chicago Midway International Airport
- Ave. Duration
- 2h 49m
- When
- Every day
- Estimated price
- $75–370
Flights from Orlando to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 25m
- When
- Saturday
- Estimated price
- $75–370
Flights from Orlando to Chicago Midway International Airport via Indianapolis
- Ave. Duration
- 4h 30m
- When
- Saturday
- Estimated price
- $75–370
Flights from Orlando to Chicago O'Hare International Airport
- Ave. Duration
- 3h 5m
- When
- Every day
- Estimated price
- $55–280
Flights from Tampa to Chicago Midway International Airport
- Ave. Duration
- 2h 43m
- When
- Every day
- Estimated price
- $80–410
Flights from Tampa to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 30m
- When
- Every day
- Estimated price
- $80–410
Flights from Tampa to Chicago Midway International Airport via Louisville
- Ave. Duration
- 5h
- When
- Wednesday and Thursday
- Estimated price
- $80–410
Flights from Tampa to Chicago Midway International Airport via Indianapolis
- Ave. Duration
- 5h 20m
- When
- Saturday
- Estimated price
- $80–410
Flights from Tampa to Chicago O'Hare International Airport
- Ave. Duration
- 2h 57m
- When
- Every day
- Estimated price
- $60–310
- Website
- aa.com
Flights from Orlando to Chicago O'Hare International Airport
- Ave. Duration
- 3h 9m
- When
- Every day
- Estimated price
- $55–280
Flights from Tampa to Chicago O'Hare International Airport
- Ave. Duration
- 3h 4m
- When
- Every day
- Estimated price
- $60–310
- Website
- united.com
Flights from Orlando to Chicago O'Hare International Airport
- Ave. Duration
- 3h 8m
- When
- Every day
- Estimated price
- $55–280
Flights from Tampa to Chicago O'Hare International Airport
- Ave. Duration
- 3h 2m
- When
- Every day
- Estimated price
- $60–310
- Website
- delta.com
Flights from Orlando to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 35m
- When
- Every day
- Estimated price
- $75–370
Flights from Tampa to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 49m
- When
- Every day
- Estimated price
- $80–410
Flights from Tampa to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 4h 52m
- When
- Every day
- Estimated price
- $60–310
- Website
- volaris.com
Flights from Orlando to Chicago Midway International Airport
- Ave. Duration
- 3h
- When
- Every day
- Estimated price
- $60–370
Flights from Orlando to Chicago O'Hare International Airport
- Ave. Duration
- 3h 19m
- When
- Every day
- Estimated price
- $45–280
Flights from Tampa to Chicago O'Hare International Airport
- Ave. Duration
- 3h 9m
- When
- Monday, Tuesday, Friday, and Saturday
- Estimated price
- $60–310
- Website
- flyfrontier.com
Flights from Orlando to Chicago Midway International Airport
- Ave. Duration
- 3h
- When
- Every day
- Estimated price
- $75–370
Flights from Orlando to Chicago O'Hare International Airport
- Ave. Duration
- 3h 19m
- When
- Every day
- Estimated price
- $55–280
Flights from Tampa to Chicago O'Hare International Airport
- Ave. Duration
- 3h 9m
- When
- Monday, Tuesday, Friday, and Saturday
- Estimated price
- $60–310
- Website
- allegiantair.com
Flights from Orlando Sanford to South Bend
- Ave. Duration
- 2h 30m
- When
- Monday, Tuesday, Wednesday, Friday, and Sunday
- Estimated price
- $110–550
- Website
- spirit.com
Flights from Orlando to Chicago O'Hare International Airport
- Ave. Duration
- 3h 5m
- When
- Every day
- Estimated price
- $65–240
Flights from Tampa to Chicago O'Hare International Airport
- Ave. Duration
- 2h 58m
- When
- Every day
- Estimated price
- $95–310
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Orlando to Chicago Union Station
- Ave. Duration
- 38h 55m
- Frequency
- Once daily
- Estimated price
- $190–700
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from South Bend Airport to Millennium Station
- Ave. Duration
- 2h 4m
- Frequency
- Every 2 hours
- Estimated price
- $13–15
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $13–15
- Phone
- +1 877 733 0724
- Website
- redcoachusa.com
Bus from Orlando RedCoach Station to Atlanta - Civic Center MARTA Station
- Ave. Duration
- 7h 15m
- Frequency
- Twice daily
- Estimated price
- $40–110
- Website
- https://www.redcoachusa.com
- Web
- $40–110
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 16h
- Frequency
- 4 times a day
- Estimated price
- $85–260
- Website
- https://www.greyhound.com/
Bus from Orlando Bus Station to Tampa Bus Station
- Ave. Duration
- 2h 55m
- Frequency
- Once daily
- Estimated price
- $15–25
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 14h 25m
- Frequency
- 3 times a day
- Estimated price
- $90–220
- Schedules at
- flixbus.com
Bus from Orlando Bus Station to Tampa Bus Station
- Ave. Duration
- 1h 35m
- Frequency
- Every 4 hours
- Estimated price
- $13–25
- Schedules at
- flixbus.com
Want to know more about travelling around United States
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More Questions & Answers
Yes, the driving distance between Orlando to Chicago Loop is 1117 miles. It takes approximately 19h 18m to drive from Orlando to Chicago Loop.
Book your Orlando to Chicago Loop train tickets online with Omio.
There are 1251+ hotels available in Chicago Loop.











