There are 7 ways to get from Chicago to Homosassa by plane, shuttle, taxi, bus, train, 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 Chicago Midway International Airport to Tampa, shuttle, taxi
best- Fly from Chicago Midway International Airport (MDW) to Tampa (TPA)MDW - TPA
- Take a shuttle bus from Tampa International Airport - Red Terminal to Brooksville Wawa
- Take the taxi from Brooksville Wawa to Homosassa
6h 39m$212–615Drive 1,059.9 mi
cheapest- Drive from Chicago to Homosassa1,059.9 mi
19h 10m$194–280Bus, taxi
- Take the bus from Chicago Bus Station to Atlanta Bus Station
- Take the bus from Atlanta - Civic Center MARTA Station to Gainesville
- Take the bus from Gainesville - Commuter Lot Parking Garage @ Gale Lemerand to Ocala
- Take the taxi from Ocala to Homosassa
24h 3m$250–514Train, drive (Amtrak)
- Take the train from Chicago Union Station to TampaFloridian
- Drive from Tampa to Homosassa
42h 12m$256–633Fly Chicago O'Hare International Airport to Tampa, shuttle, taxi
- Fly from Chicago O'Hare International Airport (ORD) to Tampa (TPA)ORD - TPA
- Take a shuttle bus from Tampa International Airport - Red Terminal to Brooksville Wawa
- Take the taxi from Brooksville Wawa to Homosassa
7h$222–475Fly Chicago Midway International Airport to Orlando, shuttle, taxi
- Fly from Chicago Midway International Airport (MDW) to Orlando (MCO)MDW - MCO
- Take a shuttle bus from MCO Airport - Terminal A to Brownwood Hotel & Spa
- Take the taxi from Brownwood Hotel & Spa to Homosassa
6h 49m$238–595Fly Chicago O'Hare International Airport to Orlando, shuttle, taxi
- Fly from Chicago O'Hare International Airport (ORD) to Orlando (MCO)ORD - MCO
- Take a shuttle bus from MCO Airport - Terminal A to Brownwood Hotel & Spa
- Take the taxi from Brownwood Hotel & Spa to Homosassa
7h 10m$228–475
Chicago Midway International Airport (MDW) to Tampa (TPA) flights
Questions & Answers
The cheapest way to get from Chicago to Homosassa is to drive which costs $190 - $280 and takes 19h 10m.
The fastest way to get from Chicago to Homosassa is to fly and shuttle and taxi which takes 6h 39m and costs $210 - $650.
The distance between Chicago and Homosassa is 1102 miles. The road distance is 1066.1 miles.
The best way to get from Chicago to Homosassa without a car is to bus and taxi which takes 24h 3m and costs $250 - $550.
It takes approximately 6h 39m to get from Chicago to Homosassa, including transfers.
Homosassa is 1h ahead of Chicago. It is currently 2:04 AM in Chicago and 3:04 AM in Homosassa.
Yes, the driving distance between Chicago to Homosassa is 1066 miles. It takes approximately 19h 10m to drive from Chicago to Homosassa.
There are 145+ hotels available in Homosassa.
What companies run services between Chicago, IL, USA and Homosassa, FL, USA?
There is no direct connection from Chicago to Homosassa. However, you can take the subway to Midway, walk to Chicago-Midway-Airport-MDW airport, fly to Tampa (TPA), walk to Tampa International Airport - Red Terminal, take the shuttle to Brooksville Wawa, then take the taxi to Homosassa. Alternatively, you can take the bus to Atlanta Bus Station, walk to Garnett Station, take the subway to Civic Center Station, walk to Atlanta - Civic Center MARTA Station, take the bus to Gainesville, walk to Gainesville - Commuter Lot Parking Garage @ Gale Lemerand, take the bus to Ocala, then take the taxi to Homosassa.
Transport is disrupted due to the Russia-Ukraine war. Read more
- Website
- southwest.com
Flights from Chicago Midway International Airport to Tampa
- Ave. Duration
- 2h 35m
- When
- Every day
- Estimated price
- $90–450
Flights from Chicago Midway International Airport to Tampa via Nashville
- Ave. Duration
- 4h 28m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $90–450
Flights from Chicago Midway International Airport to Tampa via Atlanta
- Ave. Duration
- 4h 17m
- When
- Monday to Friday
- Estimated price
- $90–450
Flights from Chicago Midway International Airport to Tampa via Louisville
- Ave. Duration
- 4h 15m
- When
- Saturday
- Estimated price
- $90–450
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 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 15m
- When
- Friday and Sunday
- Estimated price
- $80–410
Flights from Chicago Midway International Airport to Orlando via Nashville
- Ave. Duration
- 4h 20m
- When
- Thursday to Sunday
- Estimated price
- $85–420
Flights from Chicago Midway International Airport to Orlando via Indianapolis
- Ave. Duration
- 4h 30m
- When
- Thursday
- Estimated price
- $80–410
Flights from Chicago O'Hare International Airport to Orlando
- Ave. Duration
- 2h 40m
- When
- Every day
- Estimated price
- $70–340
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Tampa
- Ave. Duration
- 2h 46m
- When
- Every day
- Estimated price
- $75–370
Flights from Chicago O'Hare International Airport to Tampa via Nashville
- Ave. Duration
- 4h 49m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $75–370
Flights from Chicago O'Hare International Airport to Orlando
- Ave. Duration
- 2h 47m
- When
- Every day
- Estimated price
- $70–340
- Website
- united.com
Flights from Chicago O'Hare International Airport to Tampa
- Ave. Duration
- 2h 51m
- When
- Every day
- Estimated price
- $75–370
Flights from Chicago O'Hare International Airport to Orlando
- Ave. Duration
- 2h 51m
- When
- Every day
- Estimated price
- $70–340
- Website
- delta.com
Flights from Chicago Midway International Airport to Tampa via Atlanta
- Ave. Duration
- 4h 41m
- When
- Every day
- Estimated price
- $90–450
Flights from Chicago O'Hare International Airport to Tampa via Atlanta
- Ave. Duration
- 4h 53m
- When
- Every day
- Estimated price
- $75–370
Flights from Chicago O'Hare International Airport to Orlando via Atlanta
- Ave. Duration
- 4h 32m
- When
- Every day
- Estimated price
- $70–350
- Website
- volaris.com
Flights from Chicago O'Hare International Airport to Tampa
- Ave. Duration
- 3h 4m
- When
- Thursday, Friday, and Sunday
- Estimated price
- $75–370
Flights from Chicago Midway International Airport to Orlando
- Ave. Duration
- 2h 47m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $70–410
Flights from Chicago O'Hare International Airport to Orlando
- Ave. Duration
- 3h 5m
- When
- Monday, Friday, Saturday, and Sunday
- Estimated price
- $60–340
- Website
- flyfrontier.com
Flights from Chicago O'Hare International Airport to Tampa
- Ave. Duration
- 3h 4m
- When
- Thursday, Friday, and Sunday
- Estimated price
- $75–370
Flights from Chicago Midway International Airport to Orlando
- Ave. Duration
- 2h 47m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $80–410
Flights from Chicago O'Hare International Airport to Orlando
- Ave. Duration
- 3h 5m
- When
- Monday, Friday, Saturday, and Sunday
- Estimated price
- $70–340
- Website
- spirit.com
Flights from Chicago O'Hare International Airport to Tampa
- Ave. Duration
- 2h 43m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $100–310
Flights from Chicago O'Hare International Airport to Orlando
- Ave. Duration
- 2h 52m
- When
- Every day
- Estimated price
- $60–230
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Tampa
- Ave. Duration
- 40h 49m
- Frequency
- Once daily
- Estimated price
- $240–650
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 352 539 9664
- Website
- groometransportation.com
Shuttle from Tampa International Airport - Red Terminal to Brooksville Wawa
- Ave. Duration
- 1h 20m
- Frequency
- Hourly
- Estimated price
- $35–50
- Website
- https://groometransportation.com/the-villages/?&sd_client_id=992f7c93-d719-43a2-9d9e-8c8cbbd08d74
- online discount
- $35–45
- call in
- $40–50
Shuttle from MCO Airport - Terminal A to Brownwood Hotel & Spa
- Ave. Duration
- 1h 10m
- Frequency
- Hourly
- Estimated price
- $35–50
- Website
- https://groometransportation.com/the-villages/?&sd_client_id=992f7c93-d719-43a2-9d9e-8c8cbbd08d74
- online discount
- $35–45
- call in
- $40–50
- 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
- $85–170
- 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
- $75–210
- Website
- https://www.greyhound.com/
- Phone
- +1 877 733 0724
- Website
- redcoachusa.com
Bus from Atlanta - Civic Center MARTA Station to Gainesville
- Ave. Duration
- 5h 25m
- Frequency
- Twice daily
- Estimated price
- $30–95
- Website
- https://www.redcoachusa.com
- Web
- $30–95
Bus from Gainesville - Commuter Lot Parking Garage @ Gale Lemerand to Ocala
- Ave. Duration
- 1h
- Frequency
- 4 times a day
- Estimated price
- $8–50
- Website
- https://www.redcoachusa.com
- Web
- $8–50
- Ave. Duration
- 48 min
- Estimated price
- $85–170
On Time Taxi
- Phone
- +1-352-834-0500
Signature Taxi
- Phone
- +1 352-207-2008
- Website
- signatureshuttle.net
A-1 Taxi
- Phone
- +1 352-753-1415
On Time Taxi
- Phone
- +1-352-834-0500
A-1 Taxi
- Phone
- +1 352-753-1415
A-1 Taxi
- Phone
- +1 352-753-1415
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