There are 11 ways to get from Chicago Loop to Florida by subway, plane, bus (Flixbus, Greyhound), train (Amtrak), car, 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.
Subway to Chicago Midway International Airport, fly to Jacksonville
best- Take the subway from Washington/Wells to Midway
- Fly from Chicago Midway International Airport (MDW) to Jacksonville (JAX)MDW - JAX
5h 30m$114–608Fly Chicago Midway International Airport to Fort Lauderdale–Hollywood International Airport
cheapest- Fly from Chicago Midway International Airport (MDW) to Fort Lauderdale–Hollywood International Airport (FLL)MDW - FLL
5h 23m$74–348Bus
- Take the bus from Chicago Bus Station to Atlanta Bus StationFlixBus 2512 / ...
- Take the bus from Atlanta Bus Station to JacksonvilleFlixBus N2434 / ...
22h 19m$125–297Train (Amtrak)
- Take the train from Chicago Union Station to JacksonvilleFloridian
35h 34m$232–1,256Drive 978.1 mi
- Drive from Chicago Loop to Jacksonville978.1 mi
18h 25m$179–258Fly Chicago O'Hare International Airport to Jacksonville
- Fly from Chicago O'Hare International Airport (ORD) to Jacksonville (JAX)ORD - JAX
5h 43m$98–508Fly Chicago O'Hare International Airport to Tampa
- Fly from Chicago O'Hare International Airport (ORD) to Tampa (TPA)ORD - TPA
5h 20m$100–287Fly Chicago Midway International Airport to Tampa
- Fly from Chicago Midway International Airport (MDW) to Tampa (TPA)MDW - TPA
5h 19m$94–447Fly Chicago Midway International Airport to Orlando
- Fly from Chicago Midway International Airport (MDW) to Orlando (MCO)MDW - MCO
5h 38m$86–420Subway to Chicago Midway International Airport, fly to Sarasota–Bradenton International Airport, line 203 bus
- Take the subway from Washington/Wells to Midway
- Fly from Chicago Midway International Airport (MDW) to Sarasota–Bradenton International Airport (SRQ)MDW - SRQ
- Take the bus from Downtown Station to 34Th St S Nb/1St Av S
7h 10m$124–615Fly Chicago Midway International Airport to Ft. Myers
- Fly from Chicago Midway International Airport (MDW) to Ft. Myers (RSW)MDW - RSW
7h 18m$136–660
Chicago Loop to Florida by bus
Questions & Answers
The cheapest way to get from Chicago Loop to Florida is to bus which costs $120 - $300 and takes 22h 19m.
The fastest way to get from Chicago Loop to Florida is to fly which takes 5h 19m and costs $90 - $450.
No, there is no direct bus from Chicago Loop station to Florida. However, there are services departing from Chicago Bus Station and arriving at Newnan St + Ashley St via Atlanta Bus Station and JRTC Bay J. The journey, including transfers, takes approximately 22h 19m.
The distance between Chicago Loop and Florida is 885 miles. The road distance is 983.8 miles.
The best way to get from Chicago Loop to Florida without a car is to bus which takes 22h 19m and costs $120 - $300.
It takes approximately 5h 30m to get from Chicago Loop to Florida, including transfers.
Chicago Loop to Florida bus services, operated by Flixbus USA, depart from Chicago Bus Station.
The best way to get from Chicago Loop to Florida is to bus which takes 22h 19m and costs $120 - $300. Alternatively, you can train, which costs $230 - $1,300 and takes 35h 34m, you could also fly, which costs $95 - $550 and takes 5h 43m.
Chicago Loop to Florida bus services, operated by Flixbus USA, arrive at Atlanta Bus Station.
Florida is 1h ahead of Chicago Loop. It is currently 5:55 AM in Chicago Loop and 6:55 AM in Florida.
What companies run services between Chicago Loop, IL, USA and Florida, USA?
You can take a bus from Chicago Bus Station to Newnan St + Ashley St via Atlanta Bus Station, Jacksonville, and JRTC Bay J in around 22h 19m. Alternatively, Amtrak operates a train from Chicago Union Station to Jacksonville once daily. Tickets cost $230–1,300 and the journey takes 34h 45m.
Transport is disrupted due to the Russia-Ukraine war. Read more
- Website
- southwest.com
Flights from Chicago Midway International Airport to Jacksonville
- Ave. Duration
- 2h 15m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Jacksonville via Nashville
- Ave. Duration
- 4h 16m
- When
- Monday, Tuesday, Wednesday, Saturday, and Sunday
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Jacksonville via St. Louis
- Ave. Duration
- 4h 30m
- When
- Monday to Wednesday
- Estimated price
- $130–650
Flights from Chicago O'Hare International Airport to Jacksonville via Nashville
- Ave. Duration
- 4h 20m
- When
- Monday, Tuesday, and Saturday
- Estimated price
- $100–500
Flights from Chicago O'Hare International Airport to Tampa
- Ave. Duration
- 2h 40m
- When
- Every day
- Estimated price
- $75–370
Flights from Chicago Midway International Airport to Tampa
- Ave. Duration
- 2h 35m
- When
- Every day
- Estimated price
- $90–440
Flights from Chicago Midway International Airport to Tampa via Atlanta
- Ave. Duration
- 4h 25m
- When
- Monday and Wednesday
- Estimated price
- $90–440
Flights from Chicago Midway International Airport to Tampa via Nashville
- Ave. Duration
- 4h 27m
- When
- Monday and Saturday
- Estimated price
- $90–450
Flights from Chicago Midway International Airport to Tampa via Louisville
- Ave. Duration
- 4h 30m
- When
- Monday to Wednesday
- Estimated price
- $90–440
Flights from Chicago Midway International Airport to Fort Lauderdale–Hollywood International Airport
- Ave. Duration
- 3h
- When
- Every day
- Estimated price
- $70–340
Flights from Chicago Midway International Airport to Fort Lauderdale–Hollywood International Airport via Tampa
- Ave. Duration
- 6h 35m
- When
- Monday to Friday
- Estimated price
- $70–340
Flights from Chicago Midway International Airport to Orlando
- Ave. Duration
- 2h 36m
- When
- Every day
- Estimated price
- $80–410
Flights from Chicago Midway International Airport to Orlando via Louisville
- Ave. Duration
- 4h 20m
- When
- Saturday
- Estimated price
- $80–410
Flights from Chicago Midway International Airport to Orlando via Indianapolis
- Ave. Duration
- 4h 20m
- When
- Saturday
- Estimated price
- $80–410
Flights from Chicago Midway International Airport to Orlando via Nashville
- Ave. Duration
- 4h 20m
- When
- Sunday
- Estimated price
- $85–410
Flights from Chicago Midway International Airport to Sarasota–Bradenton International Airport
- Ave. Duration
- 2h 40m
- When
- Every day
- Estimated price
- $120–600
Flights from Chicago Midway International Airport to Sarasota–Bradenton International Airport via Nashville
- Ave. Duration
- 5h 15m
- When
- Monday to Wednesday
- Estimated price
- $120–650
Flights from Chicago Midway International Airport to Ft. Myers
- Ave. Duration
- 2h 45m
- When
- Every day
- Estimated price
- $130–650
Flights from Chicago Midway International Airport to Ft. Myers via Nashville
- Ave. Duration
- 4h 30m
- When
- Saturday
- Estimated price
- $130–650
Flights from Chicago Midway International Airport to Ft. Myers via Columbus
- Ave. Duration
- 4h 32m
- When
- Monday to Friday
- Estimated price
- $140–650
Flights from Chicago Midway International Airport to Ft. Myers via Orlando
- Ave. Duration
- 5h 2m
- When
- Monday to Wednesday
- Estimated price
- $130–650
- Website
- delta.com
Flights from Chicago Midway International Airport to Jacksonville via Atlanta
- Ave. Duration
- 4h 56m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago O'Hare International Airport to Jacksonville via Atlanta
- Ave. Duration
- 4h 11m
- When
- Every day
- Estimated price
- $95–500
Flights from Chicago Midway International Airport to Tampa via Atlanta
- Ave. Duration
- 4h 48m
- When
- Every day
- Estimated price
- $90–440
Flights from Chicago Midway International Airport to Sarasota–Bradenton International Airport via Atlanta
- Ave. Duration
- 5h 37m
- When
- Every day
- Estimated price
- $120–600
Flights from Chicago Midway International Airport to Ft. Myers via Atlanta
- Ave. Duration
- 4h 52m
- When
- Every day
- Estimated price
- $130–650
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Jacksonville
- Ave. Duration
- 2h 30m
- When
- Every day
- Estimated price
- $95–500
Flights from Chicago O'Hare International Airport to Tampa
- Ave. Duration
- 2h 43m
- When
- Every day
- Estimated price
- $75–370
- Website
- united.com
Flights from Chicago O'Hare International Airport to Jacksonville
- Ave. Duration
- 2h 31m
- When
- Every day
- Estimated price
- $95–500
Flights from Chicago O'Hare International Airport to Tampa
- Ave. Duration
- 2h 50m
- When
- Every day
- Estimated price
- $75–370
- Website
- flyfrontier.com
Flights from Chicago O'Hare International Airport to Tampa
- Ave. Duration
- 3h 3m
- When
- Thursday to Sunday
- Estimated price
- $75–370
Flights from Chicago Midway International Airport to Tampa via Atlanta
- Ave. Duration
- 5h 7m
- When
- Monday, Thursday, Friday, and Saturday
- Estimated price
- $90–440
Flights from Chicago Midway International Airport to Orlando
- Ave. Duration
- 2h 48m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $80–410
- Website
- spirit.com
Flights from Chicago O'Hare International Airport to Tampa
- Ave. Duration
- 2h 44m
- When
- Every day
- Estimated price
- $90–280
- Phone
- +1 888-968-7282
- Website
- transitchicago.com
Subway from Washington/Wells to Midway
- Ave. Duration
- 31 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 Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Jacksonville
- Ave. Duration
- 34h 45m
- Frequency
- Once daily
- Estimated price
- $230–1,300
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Chicago Bus Station to Atlanta Bus Station
- Ave. Duration
- 14h 25m
- Frequency
- 3 times a day
- Estimated price
- $85–160
- Schedules at
- flixbus.com
Bus from Atlanta Bus Station to Jacksonville
- Ave. Duration
- 6h 35m
- Frequency
- Twice daily
- Estimated price
- $45–120
- Schedules at
- flixbus.com
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Chicago Bus Station to Atlanta Bus Station
- Ave. Duration
- 15h 50m
- Frequency
- 4 times a day
- Estimated price
- $75–180
- Website
- https://www.greyhound.com/
Bus from Atlanta Bus Station to Jacksonville
- Ave. Duration
- 9h 15m
- Frequency
- Once daily
- Estimated price
- $45–85
- Website
- https://www.greyhound.com/
- Phone
- +1 (941) 749-7116
- mcat@mymanatee.org
- Website
- mymanatee.org
Bus from Downtown Station to 34Th St S Nb/1St Av S
- Ave. Duration
- 39 min
- Frequency
- Once daily
- Estimated price
- $1–8
- Schedules at
- mymanatee.org
- Seniors 80+, Children under 5
- $0
- Free trolleys
- $0
- students, Disabled, Seniors 60-79
- $1–8
- Adults 18-59
- $1–8
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Need to know: Greyhound
Read the travel guide
Why you should take the train in the US
Read the travel guide
More Questions & Answers
Yes, the driving distance between Chicago Loop to Florida is 984 miles. It takes approximately 18h 25m to drive from Chicago Loop to Florida.
There are 416+ hotels available in Florida.












