There are 6 ways to get from Orlando to Chicago Midway Airport (MDW) by plane, bus (Flixbus, Greyhound), train (Amtrak), bus, or car
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$202–492Fly Orlando to Chicago O'Hare International Airport
cheapest- Fly from Orlando (MCO) to Chicago O'Hare International Airport (ORD)plane MCO - ORD
5h 33m$76–512Bus
- 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
25h 40m$171–339Train (Amtrak)
- Take the train from Orlando to Chicago Union Stationtrain Floridian
39h 36m$536–1,124Bus 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 10m$145–427Drive 1,106.9 mi
- Drive from Orlando to Chicago Midway Airport (MDW)car 1,106.9 mi
19h 39m$202–292
Orlando to Chicago Midway Airport (MDW) by bus
Questions & Answers
The cheapest way to get from Orlando to Chicago Midway Airport (MDW) is to fly which costs $75 - $550 and takes 5h 33m.
The fastest way to get from Orlando to Chicago Midway Airport (MDW) is to fly which takes 4h and costs $200 - $500.
No, there is no direct bus from Orlando station to Chicago Midway Airport (MDW) station. However, there are services departing from Orlando Bus Station and arriving at Midway Orange Line Station via Atlanta Bus Station, Harrison & Jefferson and Cicero & 24th Place. The journey, including transfers, takes approximately 25h 40m.
No, there is no direct train from Orlando to Chicago Midway Airport (MDW). However, there are services departing from Orlando and arriving at Midway via Adams/Wabash. The journey, including transfers, takes approximately 39h 36m.
The distance between Orlando and Chicago Midway Airport (MDW) is 1013 miles. The road distance is 1113.3 miles.
The best way to get from Orlando to Chicago Midway Airport (MDW) without a car is to bus which takes 25h 40m and costs $170 - $340.
It takes approximately 4h to get from Orlando to Chicago Midway Airport (MDW), including transfers.
Orlando to Chicago Midway Airport (MDW) bus services, operated by Flixbus USA, depart from Orlando Bus Station.
Orlando to Chicago Midway Airport (MDW) train services, operated by Amtrak, depart from Orlando station.
The best way to get from Orlando to Chicago Midway Airport (MDW) is to fly which takes 4h and costs $200 - $500. Alternatively, you can bus, which costs $170 - $340 and takes 25h 40m, you could also train, which costs $500 - $1,200 and takes 39h 36m.
What companies run services between Orlando, FL, USA and Chicago Midway Airport (MDW), USA?
Southwest Airlines flies from Orlando (MCO) to Chicago Midway International Airport (MDW) every 4 hours. Alternatively, you can take a bus from Orlando Bus Station to Midway Orange Line Station via Atlanta Bus Station, Chicago Bus Station, Harrison & Jefferson, and Cicero & 24th Place in around 25h 40m.
- Website
- southwest.com
Flights from Orlando to Chicago Midway International Airport
- Ave. Duration
- 2h 46m
- When
- Every day
- Estimated price
- $80–400
Flights from Orlando to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 38m
- When
- Tuesday to Friday
- Estimated price
- $80–410
Flights from Tampa to Chicago Midway International Airport
- Ave. Duration
- 2h 39m
- When
- Every day
- Estimated price
- $95–460
Flights from Tampa to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 47m
- When
- Monday, Thursday, Friday, Tuesday, Wednesday, and Sunday
- Estimated price
- $95–460
Flights from Tampa to Chicago Midway International Airport via Louisville
- Ave. Duration
- 5h 5m
- When
- Saturday
- Estimated price
- $95–460
Flights from Tampa to Chicago Midway International Airport via Columbus
- Ave. Duration
- 5h 27m
- When
- Tuesday to Friday
- Estimated price
- $100–490
Flights from Tampa to Chicago Midway International Airport via Birmingham
- Ave. Duration
- 5h 40m
- When
- Saturday
- Estimated price
- $95–470
- Website
- aa.com
Flights from Orlando to Chicago O'Hare International Airport
- Ave. Duration
- 3h 16m
- When
- Every day
- Estimated price
- $70–340
- Website
- united.com
Flights from Orlando to Chicago O'Hare International Airport
- Ave. Duration
- 3h 7m
- When
- Every day
- Estimated price
- $70–340
- Website
- delta.com
Flights from Orlando to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 5h 4m
- When
- Every day
- Estimated price
- $70–340
- Website
- flyfrontier.com
Flights from Orlando to Chicago O'Hare International Airport
- Ave. Duration
- 3h 20m
- When
- Every day
- Estimated price
- $70–350
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
- $500–1,200
- Website
- Amtrak
- 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
- 14h 25m
- Frequency
- Twice daily
- Estimated price
- $110–190
- Schedules at
- Flixbus USA
Bus from Orlando Bus Station to Tampa Bus Station
- Ave. Duration
- 1h 35m
- Frequency
- 5 times a day
- Estimated price
- $12–21
- 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
- $65–130
- Website
- Greyhound
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 16h
- Frequency
- 4 times a day
- Estimated price
- $100–210
- Website
- Greyhound
Bus from Orlando Bus Station to Tampa Bus Station
- Ave. Duration
- 3h 5m
- Frequency
- Once daily
- Estimated price
- $12–24
- Website
- Greyhound
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More Questions & Answers
Orlando to Chicago Midway Airport (MDW) bus services, operated by Flixbus USA, arrive at Atlanta Bus Station.
Chicago Midway Airport (MDW) is 1h behind Orlando. It is currently 6:03 PM in Orlando and 5:03 PM in Chicago Midway Airport (MDW).
Orlando to Chicago Midway Airport (MDW) train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Orlando to Chicago Midway Airport (MDW) is 1113 miles. It takes approximately 19h 39m to drive from Orlando to Chicago Midway Airport (MDW).
There are 1080+ hotels available in Chicago Midway Airport (MDW).






