There are 8 ways to get from Orlando to Chicago by plane, bus (Greyhound, Flixbus), train (Amtrak), car, train, or bus
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
4h 36m$84–427Bus
- Take the bus from Orlando RedCoach Station to Atlanta - Civic Center MARTA Stationbus Orlando
- Take the bus from Atlanta Bus Station to Chicago Bus Stationbus Greyhound US0100
24h 24m$217–441Train (Amtrak)
- Take the train from Orlando to Chicago Union Stationtrain Floridian
38h 55m$480–1,100Drive 1,109.6 mi
- Drive from Orlando to Chicagocar 1,109.6 mi
19h 29m$203–293Fly Orlando to Chicago O'Hare International Airport
- Fly from Orlando (MCO) to Chicago O'Hare International Airport (ORD)plane MCO - ORD
5h 9m$114–407Fly 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 2m$204–788Bus 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
6h 58m$110–514Bus 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 30m$145–734
Orlando to Chicago by bus and subway
Questions & Answers
The cheapest way to get from Orlando to Chicago is to fly which costs $110 - $410 and takes 5h 9m.
The fastest way to get from Orlando to Chicago is to fly which takes 4h 36m and costs $80 - $430.
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 is 1024 miles. The road distance is 1116.1 miles.
The best way to get from Orlando to Chicago without a car is to bus which takes 24h 24m and costs $210 - $450.
It takes approximately 4h 36m to get from Orlando to Chicago, including transfers.
Orlando to Chicago train services, operated by Amtrak, depart from Orlando station.
The best way to get from Orlando to Chicago is to fly which takes 4h 36m and costs $80 - $430. Alternatively, you can bus, which costs $210 - $450 and takes 24h 24m, you could also train, which costs $480 - $1,100 and takes 38h 55m.
Chicago is 1h behind Orlando. It is currently 7:02 PM in Orlando and 6:02 PM in Chicago.
Orlando to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
What companies run services between Orlando, FL, USA and Chicago, IL, USA?
Southwest Airlines and Allegiant Air fly from Orlando (MCO) to Chicago Midway International Airport (MDW) every 2 hours. Alternatively, you can take a bus from Orlando RedCoach Station to Chicago Bus Station via Atlanta - Civic Center MARTA Station, Civic Center Station, Garnett Station, and Atlanta Bus Station in around 24h 24m.
- Website
- southwest.com
Flights from Orlando to Chicago Midway International Airport
- Ave. Duration
- 2h 50m
- When
- Every day
- Estimated price
- $80–420
Flights from Orlando to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 30m
- When
- Monday, Thursday, and Friday
- Estimated price
- $85–420
Flights from Orlando to Chicago O'Hare International Airport
- Ave. Duration
- 3h 10m
- When
- Every day
- Estimated price
- $65–340
Flights from Tampa to Chicago Midway International Airport
- Ave. Duration
- 2h 43m
- When
- Every day
- Estimated price
- $95–480
Flights from Tampa to Chicago Midway International Airport via Louisville
- Ave. Duration
- 4h 25m
- When
- Saturday
- Estimated price
- $95–480
Flights from Tampa to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 31m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $95–490
- Website
- united.com
Flights from Orlando to Chicago O'Hare International Airport
- Ave. Duration
- 3h 12m
- When
- Every day
- Estimated price
- $65–340
Flights from Tampa to Chicago O'Hare International Airport
- Ave. Duration
- 3h 10m
- When
- Every day
- Estimated price
- $80–390
- Website
- aa.com
Flights from Orlando to Chicago O'Hare International Airport
- Ave. Duration
- 3h 10m
- When
- Every day
- Estimated price
- $65–340
Flights from Tampa to Chicago O'Hare International Airport
- Ave. Duration
- 3h 12m
- When
- Every day
- Estimated price
- $80–390
- Website
- delta.com
Flights from Orlando to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 4h 58m
- When
- Every day
- Estimated price
- $65–340
Flights from Tampa to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 5h 4m
- When
- Every day
- Estimated price
- $80–390
- Website
- allegiantair.com
Flights from Orlando to Chicago Midway International Airport via Asheville
- Ave. Duration
- 4h 24m
- When
- Friday
- Estimated price
- $85–420
Flights from Orlando Sanford to South Bend
- Ave. Duration
- 2h 29m
- When
- Thursday, Sunday, Friday, Monday, Wednesday, and Saturday
- Estimated price
- $130–700
- Website
- flyfrontier.com
Flights from Orlando to Chicago O'Hare International Airport
- Ave. Duration
- 3h 15m
- When
- Every day
- Estimated price
- $65–340
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
- $480–1,100
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from South Bend Airport to Van Buren St.
- Ave. Duration
- 2h 1m
- 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
- $110–210
- Website
- https://www.redcoachusa.com
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
- $110–230
- Website
- https://www.greyhound.com/
Bus from Orlando Bus Station to Tampa Bus Station
- Ave. Duration
- 3h 5m
- Frequency
- Once daily
- Estimated price
- $13–27
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 14h 25m
- Frequency
- Twice daily
- Estimated price
- $95–160
- Schedules at
- flixbus.com
Bus from Orlando Bus Station to Tampa Bus Station
- Ave. Duration
- 1h 35m
- Frequency
- Every 4 hours
- Estimated price
- $11–19
- 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 is 1116 miles. It takes approximately 19h 29m to drive from Orlando to Chicago.
Book your Orlando to Chicago train tickets online with Omio.
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