There are 9 ways to get from Florida to Chicago Union Station by plane, subway, bus (Flixbus, Greyhound), train (Amtrak), 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 Jacksonville to Chicago Midway International Airport, subway
best- Fly from Jacksonville (JAX) to Chicago Midway International Airport (MDW)plane JAX - MDW
- Take the subway from Midway to Quincysubway
5h 7m$99–468Bus
- Take the bus from Jacksonville to Atlanta Bus Stationbus FlixBus 2434 / ...
- Take the bus from Atlanta Bus Station to Chicago Bus Stationbus FlixBus 2512 / ...
23h 23m$172–353Train (Amtrak)
- Take the train from Jacksonville to Chicago Union Stationtrain Floridian
36h 36m$502–1,103Drive 979.3 mi
- Drive from Jacksonville to Chicago Union Stationcar 979.3 mi
18h 35m$179–259Fly Orlando to Chicago Midway International Airport
- Fly from Orlando (MCO) to Chicago Midway International Airport (MDW)plane MCO - MDW
5h 15m$204–497Fly Tampa to Chicago Midway International Airport
- Fly from Tampa (TPA) to Chicago Midway International Airport (MDW)plane TPA - MDW
5h 14m$99–457Fly Jacksonville to Chicago O'Hare International Airport
- Fly from Jacksonville (JAX) to Chicago O'Hare International Airport (ORD)plane JAX - ORD
5h 42m$184–508Fly Fort Lauderdale–Hollywood International Airport to Chicago Midway International Airport
- Fly from Fort Lauderdale–Hollywood International Airport (FLL) to Chicago Midway International Airport (MDW)plane FLL - MDW
5h 20m$104–458Fly Ft. Myers to Chicago Midway International Airport
- Fly from Ft. Myers (RSW) to Chicago Midway International Airport (MDW)plane RSW - MDW
6h 28m$126–560
Florida to Chicago Union Station by bus and foot
Questions & Answers
The cheapest way to get from Florida to Chicago Union Station is to fly which costs $180 - $550 and takes 5h 42m.
The fastest way to get from Florida to Chicago Union Station is to fly and subway which takes 5h 7m and costs $95 - $470.
No, there is no direct bus from Florida to Chicago Union Station station. However, there are services departing from Newnan St + Ashley St and arriving at Chicago Bus Station via Jacksonville and Atlanta Bus Station. The journey, including transfers, takes approximately 23h 23m.
No, there is no direct train from Florida to Chicago Union Station station. However, there are services departing from Jacksonville and arriving at Chicago Union Station via . The journey, including transfers, takes approximately 36h 36m.
The distance between Florida and Chicago Union Station is 883 miles. The road distance is 985 miles.
The best way to get from Florida to Chicago Union Station without a car is to bus which takes 23h 23m and costs $170 - $360.
It takes approximately 5h 7m to get from Florida to Chicago Union Station, including transfers.
Florida to Chicago Union Station bus services, operated by Jefferson Lines, depart from Jacksonville station.
Florida to Chicago Union Station train services, operated by Amtrak, depart from Jacksonville station.
The best way to get from Florida to Chicago Union Station is to bus which takes 23h 23m and costs $170 - $360. Alternatively, you can train, which costs $500 - $1,100 and takes 36h 36m, you could also fly, which costs $200 - $500 and takes 5h 15m.
What companies run services between Florida, USA and Chicago Union Station, IL, USA?
You can take a bus from Newnan St + Ashley St to Chicago Union Station via JRTC Bay J, Jacksonville, Atlanta Bus Station, and Chicago Bus Station in around 23h 23m. Alternatively, Amtrak operates a train from Jacksonville to Chicago Union Station once daily. Tickets cost $500–1,100 and the journey takes 35h 12m.
- Website
- southwest.com
Flights from Jacksonville to Chicago Midway International Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $95–460
Flights from Jacksonville to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 21m
- When
- Sunday, Monday, Thursday, and Friday
- Estimated price
- $95–470
Flights from Jacksonville to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 4h 35m
- When
- Sunday and Saturday
- Estimated price
- $100–490
Flights from Orlando to Chicago Midway International Airport
- Ave. Duration
- 2h 46m
- When
- Every day
- Estimated price
- $80–390
Flights from Orlando to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 38m
- When
- Tuesday to Friday
- Estimated price
- $85–390
Flights from Tampa to Chicago Midway International Airport
- Ave. Duration
- 2h 39m
- When
- Every day
- Estimated price
- $95–450
Flights from Tampa to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 47m
- When
- Monday, Thursday, Friday, Tuesday, Wednesday, and Sunday
- Estimated price
- $95–450
Flights from Tampa to Chicago Midway International Airport via Louisville
- Ave. Duration
- 5h 5m
- When
- Saturday
- Estimated price
- $95–450
Flights from Tampa to Chicago Midway International Airport via Columbus
- Ave. Duration
- 5h 27m
- When
- Tuesday to Friday
- Estimated price
- $100–470
Flights from Tampa to Chicago Midway International Airport via Birmingham
- Ave. Duration
- 5h 40m
- When
- Saturday
- Estimated price
- $95–460
Flights from Fort Lauderdale–Hollywood International Airport to Chicago Midway International Airport
- Ave. Duration
- 3h 3m
- When
- Every day
- Estimated price
- $100–450
Flights from Ft. Myers to Chicago Midway International Airport
- Ave. Duration
- 2h 49m
- When
- Every day
- Estimated price
- $120–550
Flights from Ft. Myers to Chicago Midway International Airport via Indianapolis
- Ave. Duration
- 4h 35m
- When
- Sunday
- Estimated price
- $120–550
Flights from Ft. Myers to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 4h 52m
- When
- Tuesday, Wednesday, Sunday, and Saturday
- Estimated price
- $120–600
Flights from Ft. Myers to Chicago Midway International Airport via Nashville
- Ave. Duration
- 5h 15m
- When
- Tuesday and Wednesday
- Estimated price
- $120–550
Flights from Ft. Myers to Chicago Midway International Airport via Columbus
- Ave. Duration
- 5h 22m
- When
- Sunday, Monday, Thursday, and Friday
- Estimated price
- $120–600
- Website
- delta.com
Flights from Jacksonville to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 38m
- When
- Every day
- Estimated price
- $95–460
Flights from Jacksonville to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 5h
- When
- Every day
- Estimated price
- $80–400
Flights from Ft. Myers to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 5h 5m
- When
- Every day
- Estimated price
- $120–550
- Website
- aa.com
Flights from Jacksonville to Chicago O'Hare International Airport
- Ave. Duration
- 2h 56m
- When
- Every day
- Estimated price
- $80–390
- Website
- united.com
Flights from Jacksonville to Chicago O'Hare International Airport
- Ave. Duration
- 2h 50m
- When
- Every day
- Estimated price
- $80–390
- Website
- flyfrontier.com
Flights from Jacksonville to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 35m
- When
- Every day
- Estimated price
- $130–460
- Website
- allegiantair.com
Flights from Fort Lauderdale–Hollywood International Airport to Chicago Midway International Airport via Knoxville
- Ave. Duration
- 6h 59m
- When
- Thursday and Sunday
- Estimated price
- $100–460
- Phone
- +1 888-968-7282
- Website
- transitchicago.com
Subway from Midway to Quincy
- Ave. Duration
- 27 min
- Frequency
- Every 15 minutes
- Estimated price
- $2–5
- Website
- https://www.transitchicago.com
- Schedules at
- https://www.transitchicago.com/schedules/
- Adult
- $2–5
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Jacksonville to Chicago Union Station
- Ave. Duration
- 35h 12m
- Frequency
- Once daily
- Estimated price
- $500–1,100
- Website
- https://www.amtrak.com/home.html
- Phone
- +1-858-800-8898
- Website
- jeffersonlines.com
Bus from Jacksonville to Atlanta Bus Station
- Ave. Duration
- 6h 40m
- Frequency
- 3 times a day
- Estimated price
- $90–130
- Book at
- https://www.jeffersonlines.com
- Adult
- $90–130
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 14h 25m
- Frequency
- Every 4 hours
- Estimated price
- $160–230
- Book at
- https://www.jeffersonlines.com
- Adult
- $160–230
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Jacksonville to Atlanta Bus Station
- Ave. Duration
- 6h 40m
- Frequency
- 3 times a day
- Estimated price
- $60–100
- Schedules at
- flixbus.com
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 14h 25m
- Frequency
- Twice daily
- Estimated price
- $110–190
- Schedules at
- flixbus.com
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Jacksonville to Atlanta Bus Station
- Ave. Duration
- 8h 45m
- Frequency
- Twice daily
- Estimated price
- $60–120
- Website
- https://www.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/
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More Questions & Answers
Florida to Chicago Union Station bus services, operated by Jefferson Lines, arrive at Atlanta Bus Station.
Chicago Union Station is 1h behind Florida. It is currently 8:02 PM in Florida and 7:02 PM in Chicago Union Station.
Florida to Chicago Union Station train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Florida to Chicago Union Station is 985 miles. It takes approximately 18h 35m to drive from Florida to Chicago Union Station.
There are 1295+ hotels available in Chicago Union Station.














