There are 10 ways to get from Florida to Chicago by plane, 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
best- Fly from Jacksonville (JAX) to Chicago Midway International Airport (MDW)plane JAX - MDW
5h 2m$134–758Fly Orlando to Chicago Midway International Airport
cheapest- Fly from Orlando (MCO) to Chicago Midway International Airport (MDW)plane MCO - MDW
5h 11m$89–437Bus
- 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$132–343Train (Amtrak)
- Take the train from Jacksonville to Chicago Union Stationtrain Floridian
36h 40m$342–803Drive 981.9 mi
- Drive from Jacksonville to Chicagocar 981.9 mi
18h 26m$180–259Fly Jacksonville to Chicago O'Hare International Airport
- Fly from Jacksonville (JAX) to Chicago O'Hare International Airport (ORD)plane JAX - ORD
5h 33m$164–658Fly Tampa to Chicago Midway International Airport
- Fly from Tampa (TPA) to Chicago Midway International Airport (MDW)plane TPA - MDW
5h 15m$99–497Fly 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 21m$89–428Fly Ft. Myers to Chicago Midway International Airport
- Fly from Ft. Myers (RSW) to Chicago Midway International Airport (MDW)plane RSW - MDW
6h 19m$126–610Fly Orlando Sanford to South Bend, train
- Fly from Orlando Sanford (SFB) to South Bend (SBN)plane SFB - SBN
- Take the train from South Bend Airport to Van Buren St.train
6h 6m$184–688
Florida to Chicago by bus
Questions & Answers
The cheapest way to get from Florida to Chicago is to bus which costs $130 - $350 and takes 23h 18m.
The fastest way to get from Florida to Chicago is to fly which takes 5h 2m and costs $130 - $800.
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 $130 - $350.
It takes approximately 5h 2m 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 2m and costs $130 - $800. Alternatively, you can bus, which costs $130 - $350 and takes 23h 18m, you could also train, which costs $340 - $850 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 11:51 PM in Florida and 10:51 PM 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) every 4 hours. 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 28m
- When
- Every day
- Estimated price
- $130–750
Flights from Jacksonville to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 33m
- When
- Tuesday to Sunday
- Estimated price
- $130–750
Flights from Orlando to Chicago Midway International Airport
- Ave. Duration
- 2h 54m
- When
- Every day
- Estimated price
- $85–430
Flights from Orlando to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 38m
- When
- Monday to Friday
- Estimated price
- $85–430
Flights from Tampa to Chicago Midway International Airport
- Ave. Duration
- 2h 47m
- When
- Every day
- Estimated price
- $95–490
Flights from Tampa to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 42m
- When
- Every day
- Estimated price
- $95–490
Flights from Tampa to Chicago Midway International Airport via Louisville
- Ave. Duration
- 4h 40m
- When
- Thursday, Friday, and Sunday
- Estimated price
- $95–490
Flights from Tampa to Chicago Midway International Airport via Columbus
- Ave. Duration
- 5h
- When
- Tuesday, Wednesday, and Saturday
- Estimated price
- $100–550
Flights from Fort Lauderdale–Hollywood International Airport to Chicago Midway International Airport
- Ave. Duration
- 3h 15m
- When
- Every day
- Estimated price
- $85–420
Flights from Fort Lauderdale–Hollywood International Airport to Chicago Midway International Airport via Indianapolis
- Ave. Duration
- 5h 51m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $85–420
Flights from Fort Lauderdale–Hollywood International Airport to Chicago Midway International Airport via Tampa
- Ave. Duration
- 6h 17m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $85–430
Flights from Ft. Myers to Chicago Midway International Airport
- Ave. Duration
- 3h 1m
- When
- Every day
- Estimated price
- $120–600
Flights from Ft. Myers to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 50m
- When
- Monday and Wednesday
- Estimated price
- $120–650
Flights from Ft. Myers to Chicago Midway International Airport via Louisville
- Ave. Duration
- 4h 45m
- When
- Saturday
- Estimated price
- $120–600
- Website
- delta.com
Flights from Jacksonville to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 47m
- When
- Every day
- Estimated price
- $130–750
Flights from Orlando to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 30m
- When
- Every day
- Estimated price
- $85–430
Flights from Jacksonville to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 4h 36m
- When
- Every day
- Estimated price
- $85–450
Flights from Ft. Myers to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 5h 8m
- When
- Every day
- Estimated price
- $120–600
- Website
- allegiantair.com
Flights from Orlando Sanford to South Bend
- Ave. Duration
- 2h 34m
- When
- Every day
- Estimated price
- $110–600
- Website
- aa.com
Flights from Jacksonville to Chicago O'Hare International Airport
- Ave. Duration
- 2h 55m
- When
- Every day
- Estimated price
- $80–450
- Website
- united.com
Flights from Jacksonville to Chicago O'Hare International Airport
- Ave. Duration
- 2h 52m
- When
- Every day
- Estimated price
- $80–450
- Website
- flyfrontier.com
Flights from Orlando to Chicago Midway International Airport
- Ave. Duration
- 3h 6m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $85–430
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
- $340–800
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from South Bend Airport to Van Buren St.
- Ave. Duration
- 2h 1m
- Frequency
- Every 2 hours
- Estimated price
- $13–15
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $13–15
- 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
- $45–80
- Schedules at
- flixbus.com
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 14h 25m
- Frequency
- 3 times a day
- Estimated price
- $85–150
- 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
- $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
- $110–220
- Website
- https://www.greyhound.com/
Want to know more about travelling around United States
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More Questions & Answers
Yes, the driving distance between Florida to Chicago is 988 miles. It takes approximately 18h 26m to drive from Florida to Chicago.
There are 1304+ hotels available in Chicago.






