There are 9 ways to get from Madison to Naples by plane, bus, bus (Greyhound, Flixbus), 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 Dane County Regional Airport-Truax Field to Ft. Myers, line 240 bus, line 600 bus, line 11 bus
best- Fly from Dane County Regional Airport-Truax Field (MSN) to Ft. Myers (RSW)plane MSN - RSW
- Take the bus from South Fort Myers Transfer/P&R to Coconut Point Mallbus
- Take the bus from Coconut Point Mall to Creekside Way Transfer @ Immokalee Rdbus
- Take the bus from Creekside WLinC to 3rd Ave Sbus
10h 12mBus to Chicago O'Hare International Airport, fly to Ft. Myers
cheapest- Take the bus from 250 N. Lake St - Madison UW Campus to O'Hare International Airport - Terminal 1 Departuresbus
- Fly from Chicago O'Hare International Airport (ORD) to Ft. Myers (RSW)plane ORD - RSW
12h 39m$128–558Bus
- Take the bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton Stbus
- Take the bus from Chicago Train Station to Atlanta Bus Stationbus
- Take the bus from Atlanta Bus Station to Gainesvillebus
- Take the bus from University of Florida - 1956 Gale Lemerand Dr to Naples, FLbus
35h 5m$275–440Bus, train
- Take the bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton Stbus
- Take the train from Chicago Union Station to Tampatrain
- Take the bus from University of South Florida - 3801 USF Holly Dr to Naples, FLbus
2d 3h$532–1,247Drive 1,407.7 mi
- Drive from Madison to Naplescar 1,407.7 mi
24h 51m$257–372Bus to General Mitchell International Airport, fly to Ft. Myers
- Take the bus from Madison, WI-Lake St. to Mitchell Airportbus
- Fly from General Mitchell International Airport (MKE) to Ft. Myers (RSW)plane MKE - RSW
11h 31m$185–840Bus to Chicago Midway International Airport, fly to Sarasota–Bradenton International Airport, bus
- Take the bus from 250 N. Lake St - Madison UW Campus to O'Hare International Airport - Terminal 1 Departuresbus
- Fly from Chicago Midway International Airport (MDW) to Sarasota–Bradenton International Airport (SRQ)plane MDW - SRQ
- Take the bus from Bradenton/Sarasota - Mobil Gas Station to Naples, FLbus
12h 13m$269–1,131Bus to Chicago Midway International Airport, fly to Ft. Myers
- Take the bus from 250 N. Lake St - Madison UW Campus to O'Hare International Airport - Terminal 1 Departuresbus
- Fly from Chicago Midway International Airport (MDW) to Ft. Myers (RSW)plane MDW - RSW
13h 53m$172–768Bus to Chicago Midway International Airport, fly to Tampa, bus
- Take the bus from 250 N. Lake St - Madison UW Campus to O'Hare International Airport - Terminal 1 Departuresbus
- Fly from Chicago Midway International Airport (MDW) to Tampa (TPA)plane MDW - TPA
- Take the bus from University of South Florida - 3801 USF Holly Dr to Naples, FLbus
14h 37m$196–553
Dane County Regional Airport-Truax Field (MSN) to Ft. Myers (RSW) flights
Comparing Your Travel Options
The cheapest way to get from Madison to Naples is to bus and fly which costs $190 - $600 and takes 14h 37m.
The fastest way to get from Madison to Naples is to bus and fly which takes 11h 31m and costs $180 - $850.
No, there is no direct bus from Madison to Naples. However, there are services departing from 250 N. Lake St - Madison UW Campus and arriving at Naples, FL via Chicago Train Station, Atlanta Bus Station, Rosa Parks RTS Downtown Station and University of Florida - 1956 Gale Lemerand Dr. The journey, including transfers, takes approximately 35h 5m.
The distance between Madison and Naples is 1285 miles. The road distance is 1415.9 miles.
The best way to get from Madison to Naples without a car is to bus which takes 35h 5m and costs $270 - $440.
It takes approximately 10h 12m to get from Madison to Naples, including transfers.
Madison to Naples bus services, operated by Rockland Coaches, depart from 250 N. Lake St - Madison UW Campus station.
Madison to Naples bus services, operated by Rockland Coaches, arrive at W Jackson Blvd, after S Clinton St station.
Naples is 1h ahead of Madison. It is currently 9:42 AM in Madison and 10:42 AM in Naples.
Yes, the driving distance between Madison to Naples is 1416 miles. It takes approximately 24h 51m to drive from Madison to Naples.
What companies run services between Madison, WI, USA and Naples, FL, USA?
You can take a bus from 250 N. Lake St - Madison UW Campus to Naples via Chicago Train Station, Atlanta Bus Station, Gainesville, Rosa Parks RTS Downtown Station, UF Health Archer Road, University of Florida - 1956 Gale Lemerand Dr, and Naples, FL in around 35h 5m.
- Website
- southwest.com
Flights from General Mitchell International Airport to Ft. Myers
- Ave. Duration
- 2h 46m
- When
- Every day
- Estimated price
- $160–800
Flights from General Mitchell International Airport to Ft. Myers via Nashville
- Ave. Duration
- 4h 40m
- When
- Saturday to Wednesday
- Estimated price
- $160–800
Flights from General Mitchell International Airport to Ft. Myers via Chicago Midway International Airport
- Ave. Duration
- 4h 50m
- When
- Monday to Saturday
- Estimated price
- $160–800
Flights from General Mitchell International Airport to Ft. Myers via Orlando
- Ave. Duration
- 4h 40m
- When
- Tuesday and Wednesday
- Estimated price
- $160–800
Flights from General Mitchell International Airport to Ft. Myers via St. Louis
- Ave. Duration
- 4h 55m
- When
- Monday, Thursday, and Friday
- Estimated price
- $170–850
Flights from Chicago Midway International Airport to Sarasota–Bradenton International Airport
- Ave. Duration
- 2h 32m
- When
- Every day
- Estimated price
- $190–1,000
Flights from Chicago Midway International Airport to Sarasota–Bradenton International Airport via Nashville
- Ave. Duration
- 4h 50m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $190–1,000
Flights from Chicago Midway International Airport to Sarasota–Bradenton International Airport via Indianapolis
- Ave. Duration
- 4h 50m
- When
- Saturday
- Estimated price
- $190–1,000
Flights from Chicago Midway International Airport to Ft. Myers
- Ave. Duration
- 2h 40m
- When
- Every day
- Estimated price
- $140–700
Flights from Chicago Midway International Airport to Ft. Myers via Nashville
- Ave. Duration
- 5h 30m
- When
- Monday, Thursday, Friday, Sunday, Tuesday, and Wednesday
- Estimated price
- $140–700
Flights from Chicago Midway International Airport to Ft. Myers via Orlando
- Ave. Duration
- 5h 47m
- When
- Every day
- Estimated price
- $140–700
Flights from Chicago Midway International Airport to Ft. Myers via Columbus
- Ave. Duration
- 6h 5m
- When
- Tuesday and Wednesday
- Estimated price
- $150–750
Flights from Chicago Midway International Airport to Tampa
- Ave. Duration
- 2h 31m
- When
- Every day
- Estimated price
- $120–650
Flights from Chicago Midway International Airport to Tampa via Indianapolis
- Ave. Duration
- 4h 10m
- When
- Saturday
- Estimated price
- $120–650
Flights from Chicago Midway International Airport to Tampa via Atlanta
- Ave. Duration
- 4h 20m
- When
- Tuesday and Wednesday
- Estimated price
- $120–650
Flights from Chicago Midway International Airport to Tampa via Nashville
- Ave. Duration
- 4h 46m
- When
- Every day
- Estimated price
- $120–650
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Tampa
- Ave. Duration
- 40h 47m
- Frequency
- Once daily
- Estimated price
- $440–1,100
- Website
- Amtrak
- Phone
- +1 239-533-2111
- Website
- Lee County Transit
Bus from South Fort Myers Transfer/P&R to Coconut Point Mall
- Ave. Duration
- 35 min
- Frequency
- Hourly
- Estimated price
- $1–3
- Website
- Lee County Transit
Bus from Coconut Point Mall to Creekside Way Transfer @ Immokalee Rd
- Ave. Duration
- 38 min
- Frequency
- Hourly
- Estimated price
- $1–3
- Website
- Lee County Transit
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Booking & Getting There
There are 1824+ hotels available in Naples.



