There are 9 ways to get from Florida to Chicago by plane, 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
best- Fly from Jacksonville (JAX) to Chicago Midway International Airport (MDW)plane JAX - MDW
5h 1m$114–658Fly Fort Lauderdale–Hollywood International Airport to Chicago Midway International Airport
cheapest- Fly from Fort Lauderdale–Hollywood International Airport (FLL) to Chicago Midway International Airport (MDW)plane FLL - MDW
5h 26m$79–388Bus
- 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 18m$122–343Train (Amtrak)
- Take the train from Jacksonville to Chicago Union Stationtrain Floridian
36h 40m$222–1,103Drive 981.9 mi
- Drive from Jacksonville to Chicagocar 981.9 mi
18h 25m$180–259Fly Jacksonville to Chicago O'Hare International Airport
- Fly from Jacksonville (JAX) to Chicago O'Hare International Airport (ORD)plane JAX - ORD
5h 28m$84–438Fly Orlando to Chicago Midway International Airport
- Fly from Orlando (MCO) to Chicago Midway International Airport (MDW)plane MCO - MDW
5h 10m$84–417Fly Tampa to Chicago Midway International Airport
- Fly from Tampa (TPA) to Chicago Midway International Airport (MDW)plane TPA - MDW
5h 12m$89–457Fly Ft. Myers to Chicago Midway International Airport
- Fly from Ft. Myers (RSW) to Chicago Midway International Airport (MDW)plane RSW - MDW
6h 19m$126–610
Florida to Chicago by bus
Questions & Answers
The cheapest way to get from Florida to Chicago is to fly which costs $75 - $390 and takes 5h 26m.
The fastest way to get from Florida to Chicago is to fly which takes 5h 1m and costs $110 - $700.
No, there is no direct bus from Florida to Chicago 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 18m.
The distance between Florida and Chicago is 882 miles. The road distance is 987.6 miles.
The best way to get from Florida to Chicago without a car is to bus which takes 23h 18m and costs $120 - $350.
It takes approximately 5h 1m to get from Florida to Chicago, including transfers.
Florida to Chicago bus services, operated by Flixbus USA, depart from Jacksonville station.
The best way to get from Florida to Chicago is to fly which takes 5h 1m and costs $110 - $700. Alternatively, you can bus, which costs $120 - $350 and takes 23h 18m, you could also train, which costs $220 - $1,100 and takes 36h 40m.
Florida to Chicago bus services, operated by Flixbus USA, arrive at Atlanta Bus Station.
Chicago is 1h behind Florida. It is currently 3:31 AM in Florida and 2:31 AM in Chicago.
What companies run services between Florida, USA and Chicago, IL, USA?
Southwest Airlines and Delta fly from Jacksonville (JAX) to Chicago Midway International Airport (MDW) 5 times a day. Alternatively, you can take a bus from Newnan St + Ashley St to Chicago Bus Station via JRTC Bay J, Jacksonville, and Atlanta Bus Station in around 23h 18m.
- Website
- southwest.com
Flights from Jacksonville to Chicago Midway International Airport
- Ave. Duration
- 2h 25m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $110–650
Flights from Jacksonville to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 5m
- When
- Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $120–650
Flights from Orlando to Chicago Midway International Airport
- Ave. Duration
- 2h 54m
- When
- Every day
- Estimated price
- $80–410
Flights from Orlando to Chicago Midway International Airport via Indianapolis
- Ave. Duration
- 4h 45m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $80–410
Flights from Orlando to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 47m
- When
- Every day
- Estimated price
- $80–410
Flights from Tampa to Chicago Midway International Airport
- Ave. Duration
- 2h 48m
- When
- Every day
- Estimated price
- $85–450
Flights from Tampa to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 50m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $85–450
Flights from Tampa to Chicago Midway International Airport via Columbus
- Ave. Duration
- 4h 45m
- When
- Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $95–470
Flights from Tampa to Chicago Midway International Airport via Louisville
- Ave. Duration
- 6h 30m
- When
- Thursday, Friday, and Sunday
- Estimated price
- $85–450
Flights from Fort Lauderdale–Hollywood International Airport to Chicago Midway International Airport
- Ave. Duration
- 3h 16m
- When
- Every day
- Estimated price
- $75–380
Flights from Fort Lauderdale–Hollywood International Airport to Chicago Midway International Airport via Indianapolis
- Ave. Duration
- 6h 52m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $75–380
Flights from Fort Lauderdale–Hollywood International Airport to Chicago Midway International Airport via Tampa
- Ave. Duration
- 6h 30m
- When
- Tuesday to Sunday
- Estimated price
- $80–390
Flights from Ft. Myers to Chicago Midway International Airport
- Ave. Duration
- 3h 2m
- When
- Every day
- Estimated price
- $120–600
Flights from Ft. Myers to Chicago Midway International Airport via Nashville
- Ave. Duration
- 5h 6m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $120–600
Flights from Ft. Myers to Chicago Midway International Airport via Orlando
- Ave. Duration
- 5h 17m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $120–600
Flights from Ft. Myers to Chicago Midway International Airport via Columbus
- Ave. Duration
- 5h 20m
- When
- Saturday
- Estimated price
- $130–650
Flights from Ft. Myers to Chicago Midway International Airport via Indianapolis
- Ave. Duration
- 5h 40m
- When
- Tuesday, Wednesday, Thursday, Friday, and Sunday
- 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
- $110–650
Flights from Jacksonville to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 4h 38m
- When
- Every day
- Estimated price
- $80–440
Flights from Orlando to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 28m
- When
- Every day
- Estimated price
- $80–410
Flights from Ft. Myers to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 5h 4m
- When
- Every day
- Estimated price
- $120–600
- Website
- aa.com
Flights from Jacksonville to Chicago O'Hare International Airport
- Ave. Duration
- 2h 51m
- When
- Every day
- Estimated price
- $80–430
- Website
- united.com
Flights from Jacksonville to Chicago O'Hare International Airport
- Ave. Duration
- 2h 46m
- When
- Every day
- Estimated price
- $80–430
- Website
- flyfrontier.com
Flights from Orlando to Chicago Midway International Airport
- Ave. Duration
- 3h 4m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $80–410
- Website
- allegiantair.com
Flights from Orlando to Chicago Midway International Airport via Asheville
- Ave. Duration
- 4h 25m
- When
- Friday
- Estimated price
- $80–410
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Jacksonville to Chicago Union Station
- Ave. Duration
- 35h 16m
- Frequency
- Once daily
- Estimated price
- $220–1,100
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Jacksonville to Atlanta Bus Station
- Ave. Duration
- 6h 40m
- Frequency
- 3 times a day
- Estimated price
- $45–110
- Schedules at
- flixbus.com
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 14h 25m
- Frequency
- 3 times a day
- Estimated price
- $80–190
- 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 Jacksonville to Atlanta Bus Station
- Ave. Duration
- 8h 45m
- Frequency
- Once daily
- Estimated price
- $45–130
- Website
- https://www.greyhound.com/
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 16h
- Frequency
- 4 times a day
- Estimated price
- $75–210
- Website
- https://www.greyhound.com/
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More Questions & Answers
Yes, the driving distance between Florida to Chicago is 988 miles. It takes approximately 18h 25m to drive from Florida to Chicago.
There are 1068+ hotels available in Chicago.






