There are 5 ways to get from Jacksonville to Chicago Loop 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 to Chicago Midway International Airport
best- Fly from Jacksonville (JAX) to Chicago Midway International Airport (MDW)plane JAX - MDW
5h 11m$144–758Bus
cheapest- Take the bus from Jacksonville to Atlanta Bus Stationbus FlixBus 2434 / ...
- Take the bus from Atlanta Bus Station to Chicago Bus Stationbus FlixBus 2512 / ...
22h 19m$141–365Train (Amtrak)
- Take the train from Jacksonville to Chicago Union Stationtrain Floridian
36h 39m$422–953Drive 982.7 mi
- Drive from Jacksonville to Chicago Loopcar 982.7 mi
18h 27m$180–260Fly to Chicago O'Hare International Airport
- Fly from Jacksonville (JAX) to Chicago O'Hare International Airport (ORD)plane JAX - ORD
5h 29m$164–448
Jacksonville to Chicago Loop by bus
Questions & Answers
The cheapest way to get from Jacksonville to Chicago Loop is to drive which costs $170 - $260 and takes 18h 27m.
The fastest way to get from Jacksonville to Chicago Loop is to fly which takes 5h 11m and costs $140 - $800.
No, there is no direct bus from Jacksonville to Chicago Loop. However, there are services departing from Jacksonville and arriving at Washington & Lasalle via Atlanta Bus Station and Jefferson & Harrison. The journey, including transfers, takes approximately 22h 19m.
The distance between Jacksonville and Chicago Loop is 883 miles. The road distance is 988.4 miles.
The best way to get from Jacksonville to Chicago Loop without a car is to bus which takes 22h 19m and costs $140 - $370.
It takes approximately 5h 11m to get from Jacksonville to Chicago Loop, including transfers.
Jacksonville to Chicago Loop bus services, operated by Flixbus USA, depart from Jacksonville station.
The best way to get from Jacksonville to Chicago Loop is to fly which takes 5h 11m and costs $140 - $800. Alternatively, you can bus, which costs $140 - $370 and takes 22h 19m, you could also train, which costs $420 - $1,000 and takes 36h 39m.
Jacksonville to Chicago Loop bus services, operated by Flixbus USA, arrive at Atlanta Bus Station.
Chicago Loop is 1h behind Jacksonville. It is currently 1:27 PM in Jacksonville and 12:27 PM in Chicago Loop.
What companies run services between Jacksonville, FL, USA and Chicago Loop, IL, USA?
Southwest Airlines, Delta, and Frontier Airlines fly from Jacksonville (JAX) to Chicago Midway International Airport (MDW) every 3 hours. Alternatively, you can take a bus from Jacksonville to Washington & Lasalle via Atlanta Bus Station, Chicago Bus Station, and Jefferson & Harrison in around 22h 19m.
- Website
- southwest.com
Flights from Jacksonville to Chicago Midway International Airport
- Ave. Duration
- 2h 30m
- When
- Every day
- Estimated price
- $140–750
Flights from Jacksonville to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 42m
- When
- Every day
- Estimated price
- $140–800
- Website
- aa.com
Flights from Jacksonville to Chicago O'Hare International Airport
- Ave. Duration
- 2h 56m
- When
- Every day
- Estimated price
- $85–450
- Website
- delta.com
Flights from Jacksonville to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 39m
- When
- Every day
- Estimated price
- $140–800
Flights from Jacksonville to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 4h 34m
- When
- Every day
- Estimated price
- $85–450
- Website
- united.com
Flights from Jacksonville to Chicago O'Hare International Airport
- Ave. Duration
- 2h 50m
- When
- Every day
- Estimated price
- $85–450
- Website
- flyfrontier.com
Flights from Jacksonville to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 5h 51m
- When
- Thursday and Sunday
- Estimated price
- $140–800
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
- $420–950
- 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
- $45–85
- Schedules at
- flixbus.com
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 14h 25m
- Frequency
- 3 times a day
- Estimated price
- $90–160
- 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
- $65–130
- Website
- https://www.greyhound.com/
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 16h
- Frequency
- 4 times a day
- Estimated price
- $120–240
- Website
- https://www.greyhound.com/
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More Questions & Answers
Yes, the driving distance between Jacksonville to Chicago Loop is 988 miles. It takes approximately 18h 27m to drive from Jacksonville to Chicago Loop.
There are 2072+ hotels available in Chicago Loop.






