There are 10 ways to get from Florida to Chicago Union Station by plane, subway, bus (Flixbus, Greyhound), train (Amtrak), car, 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 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 11m$114–398Fly Jacksonville to Chicago O'Hare International Airport
cheapest- Fly from Jacksonville (JAX) to Chicago O'Hare International Airport (ORD)plane JAX - ORD
5h 45m$64–318Bus
- Take the bus from Jacksonville to Atlanta Bus Stationbus FlixBus 2434 / ...
- Take the bus from Atlanta Bus Station to Chicago Bus Stationbus Greyhound US0100
25h 2m$172–313Train (Amtrak)
- Take the train from Jacksonville to Chicago Union Stationtrain Floridian
36h 36m$852–1,403Drive 977.8 mi
- Drive from Jacksonville to Chicago Union Stationcar 977.8 mi
18h 35m$173–250Fly Tampa to Chicago Midway International Airport
- Fly from Tampa (TPA) to Chicago Midway International Airport (MDW)plane TPA - MDW
5h 12m$104–407Fly Orlando to Chicago Midway International Airport
- Fly from Orlando (MCO) to Chicago Midway International Airport (MDW)plane MCO - MDW
5h 20m$184–467Fly 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 25m$154–378Fly Ft. Myers to Chicago Midway International Airport
- Fly from Ft. Myers (RSW) to Chicago Midway International Airport (MDW)plane RSW - MDW
6h 38m$106–560Fly 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 30m$459–1,191
Florida to Chicago Union Station by bus and foot
Comparing Your Travel Options
The cheapest way to get from Florida to Chicago Union Station is to fly which costs $100 - $410 and takes 5h 12m.
The fastest way to get from Florida to Chicago Union Station is to fly and subway which takes 5h 11m and costs $110 - $400.
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 25h 2m.
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 983.5 miles.
The best way to get from Florida to Chicago Union Station without a car is to bus which takes 25h 2m and costs $170 - $320.
It takes approximately 5h 11m to get from Florida to Chicago Union Station, including transfers.
Florida to Chicago Union Station bus services, operated by Flixbus USA, 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 25h 2m and costs $170 - $320. Alternatively, you can train, which costs $850 - $1,400 and takes 36h 36m, you could also fly, which costs $100 - $410 and takes 5h 12m.
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 25h 2m. Alternatively, Amtrak operates a train from Jacksonville to Chicago Union Station once daily. Tickets cost $850–1,400 and the journey takes 35h 12m.
- Website
- southwest.com
Flights from Jacksonville to Chicago Midway International Airport
- Ave. Duration
- 2h 28m
- When
- Monday, Thursday, Friday, Sunday, Tuesday, and Wednesday
- Estimated price
- $80–430
Flights from Jacksonville to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 26m
- When
- Thursday, Friday, Monday, Tuesday, and Sunday
- Estimated price
- $85–430
Flights from Jacksonville to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 5h 50m
- When
- Saturday
- Estimated price
- $90–460
Flights from Tampa to Chicago Midway International Airport
- Ave. Duration
- 2h 43m
- When
- Every day
- Estimated price
- $90–450
Flights from Tampa to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 56m
- When
- Tuesday, Wednesday, and Saturday
- Estimated price
- $90–450
Flights from Tampa to Chicago Midway International Airport via Columbus
- Ave. Duration
- 5h 6m
- When
- Tuesday and Wednesday
- Estimated price
- $95–470
Flights from Tampa to Chicago Midway International Airport via Indianapolis
- Ave. Duration
- 5h 25m
- When
- Tuesday and Wednesday
- Estimated price
- $90–450
Flights from Orlando to Chicago Midway International Airport
- Ave. Duration
- 2h 56m
- When
- Every day
- Estimated price
- $90–450
Flights from Orlando to Chicago Midway International Airport via Indianapolis
- Ave. Duration
- 4h 30m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $90–450
Flights from Orlando to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 30m
- When
- Tuesday and Wednesday
- Estimated price
- $90–450
Flights from Orlando to Chicago Midway International Airport via Louisville
- Ave. Duration
- 4h 40m
- When
- Saturday
- Estimated price
- $90–450
Flights from Fort Lauderdale–Hollywood International Airport to Chicago Midway International Airport
- Ave. Duration
- 3h 9m
- When
- Every day
- Estimated price
- $110–600
Flights from Fort Lauderdale–Hollywood International Airport to Chicago Midway International Airport via Indianapolis
- Ave. Duration
- 5h 15m
- When
- Saturday
- Estimated price
- $110–600
Flights from Fort Lauderdale–Hollywood International Airport to Chicago Midway International Airport via Tampa
- Ave. Duration
- 5h 57m
- When
- Saturday, Tuesday, and Wednesday
- Estimated price
- $120–600
Flights from Ft. Myers to Chicago Midway International Airport
- Ave. Duration
- 2h 58m
- When
- Every day
- Estimated price
- $100–550
Flights from Ft. Myers to Chicago Midway International Airport via Nashville
- Ave. Duration
- 5h 17m
- When
- Friday, Monday, Thursday, Sunday, Tuesday, and Wednesday
- Estimated price
- $100–550
Flights from Ft. Myers to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 5h 15m
- When
- Tuesday and Wednesday
- Estimated price
- $110–550
Flights from Ft. Myers to Chicago Midway International Airport via Columbus
- Ave. Duration
- 6h 10m
- When
- Saturday
- Estimated price
- $110–550
Flights from Orlando to General Mitchell International Airport
- Ave. Duration
- 2h 59m
- When
- Every day
- Estimated price
- $120–600
Flights from Orlando to General Mitchell International Airport via Nashville
- Ave. Duration
- 4h 35m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $120–600
Flights from Orlando to General Mitchell International Airport via St. Louis
- Ave. Duration
- 4h 35m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $130–650
Flights from Orlando to General Mitchell International Airport via Chicago Midway International Airport
- Ave. Duration
- 4h 40m
- When
- Saturday
- Estimated price
- $120–600
- Website
- delta.com
Flights from Jacksonville to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 41m
- When
- Every day
- Estimated price
- $80–430
Flights from Orlando to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 28m
- When
- Sunday
- Estimated price
- $90–450
Flights from Jacksonville to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 5h 5m
- When
- Every day
- Estimated price
- $60–310
Flights from Ft. Myers to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 5h 10m
- When
- Every day
- Estimated price
- $100–550
Flights from Orlando to General Mitchell International Airport
- Ave. Duration
- 2h 46m
- When
- Saturday
- Estimated price
- $120–600
Flights from Orlando to General Mitchell International Airport via Atlanta
- Ave. Duration
- 4h 36m
- When
- Every day
- Estimated price
- $120–600
- Website
- united.com
Flights from Jacksonville to Chicago O'Hare International Airport
- Ave. Duration
- 2h 51m
- When
- Every day
- Estimated price
- $60–310
- Website
- flyfrontier.com
Flights from Jacksonville to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 5h 44m
- When
- Every day
- Estimated price
- $110–390
Flights from Orlando to Chicago Midway International Airport
- Ave. Duration
- 3h 1m
- When
- Monday, Tuesday, Wednesday, Friday, Saturday, and Sunday
- Estimated price
- $180–460
Flights from Orlando to General Mitchell International Airport
- Ave. Duration
- 3h 10m
- When
- Tuesday and Thursday
- Estimated price
- $150–500
- Website
- aa.com
Flights from Jacksonville to Chicago O'Hare International Airport
- Ave. Duration
- 2h 58m
- When
- Every day
- Estimated price
- $60–310
- Website
- allegiantair.com
Flights from Orlando to Chicago Midway International Airport via Knoxville
- Ave. Duration
- 4h 5m
- When
- Monday
- Estimated price
- $90–450
- Website
- suncountry.com
Flights from Orlando to General Mitchell International Airport
- Ave. Duration
- 3h 2m
- When
- Thursday
- Estimated price
- $120–600
- Phone
- +1 888-968-7282
- Website
- Chicago Transit Authority
Subway from Midway to Quincy
- Ave. Duration
- 27 min
- Frequency
- Every 15 minutes
- Estimated price
- $2–5
- Website
- Chicago Transit Authority
- Schedules at
- Chicago Transit Authority Schedules & Routes
- Adult
- $2–5
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Jacksonville to Chicago Union Station
- Ave. Duration
- 35h 12m
- Frequency
- Once daily
- Estimated price
- $850–1,400
- 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 (855) 626-8585
- Website
- Flixbus USA
Bus from Jacksonville to Atlanta Bus Station
- Ave. Duration
- 6h 40m
- Frequency
- 3 times a day
- Estimated price
- $60–95
- Schedules at
- Flixbus USA
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 16h 10m
- Frequency
- 3 times a day
- Estimated price
- $110–180
- Schedules at
- Flixbus USA
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Jacksonville to Atlanta Bus Station
- Ave. Duration
- 8h 20m
- Frequency
- Twice daily
- Estimated price
- $70–110
- Website
- Greyhound
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 16h
- Frequency
- 4 times a day
- Estimated price
- $130–200
- Website
- Greyhound
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Booking & Getting There
Florida to Chicago Union Station bus services, operated by Flixbus USA, arrive at Atlanta Bus Station.
Chicago Union Station is 1h behind Florida. It is currently 9:18 PM in Florida and 8:18 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 984 miles. It takes approximately 18h 35m to drive from Florida to Chicago Union Station.
There are 1305+ hotels available in Chicago Union Station.











