There are 10 ways to get from Naperville to The Villages by train, plane, shuttle, bus, taxi, 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.
Train to Chicago Midway International Airport, fly to Orlando, shuttle
best- Take the train from Naperville to Chicago Union Stationtrain
- Fly from Chicago Midway International Airport (MDW) to Orlando (MCO)plane MDW - MCO
- Take a shuttle bus from MCO Airport - Terminal A to Lake Sumter Depot
7h 38m$232–546Train to Chicago O'Hare International Airport, fly to Orlando, shuttle
cheapest- Take the train from Naperville to Chicago Union Stationtrain
- Fly from Chicago O'Hare International Airport (ORD) to Orlando (MCO)plane ORD - MCO
- Take a shuttle bus from MCO Airport - Terminal A to Lake Sumter Depot
7h 46m$112–466Train, bus
- Take the train from Naperville to Chicago Union Stationtrain
- Take the bus from Chicago Train Station to Atlanta Bus Stationbus
- Take the bus from Atlanta Bus Station to Jacksonvillebus
- Take the bus from Jacksonville to The Villages-Lady Lake Amtrak Bus Stopbus
30h 50m$200–329Train, taxi
- Take the train from Naperville to Chicago Union Stationtrain
- Take the train from Chicago Union Station to Delandtrain
- Take the taxi from Deland to The Villagestaxi
40h 24m$515–1,136Drive 1,070 mi
- Drive from Naperville to The Villagescar 1,070 mi
19h 26m$196–283Train to Chicago Midway International Airport, fly to Tampa, shuttle
- Take the train from Naperville to Chicago Union Stationtrain
- Fly from Chicago Midway International Airport (MDW) to Tampa (TPA)plane MDW - TPA
- Take a shuttle bus from Tampa International Airport - Red Terminal to Lake Sumter Depot
8h 55m$157–481Train to Chicago O'Hare International Airport, fly to Tampa, shuttle
- Take the train from Naperville to Chicago Union Stationtrain
- Fly from Chicago O'Hare International Airport (ORD) to Tampa (TPA)plane ORD - TPA
- Take a shuttle bus from Tampa International Airport - Red Terminal to Lake Sumter Depot
9h 3m$197–631Train, train to South Bend, fly to Orlando Sanford, taxi
- Take the train from Naperville to Chicago Union Stationtrain
- Take the train from Van Buren St. to South Bend Airporttrain
- Fly from South Bend (SBN) to Orlando Sanford (SFB)plane SBN - SFB
- Take the taxi from Orlando-Sanford-Airport-SFB to The Villagestaxi
8h 36m$227–626Train to Chicago O'Hare International Airport, fly to Jacksonville, bus
- Take the train from Naperville to Chicago Union Stationtrain
- Fly from Chicago O'Hare International Airport (ORD) to Jacksonville (JAX)plane ORD - JAX
- Take the bus from Jacksonville to The Villages-Lady Lake Amtrak Bus Stopbus
12h 15m$118–502Train to Chicago Midway International Airport, fly to Jacksonville, bus
- Take the train from Naperville to Chicago Union Stationtrain
- Fly from Chicago Midway International Airport (MDW) to Jacksonville (JAX)plane MDW - JAX
- Take the bus from Jacksonville to The Villages-Lady Lake Amtrak Bus Stopbus
12h 13m$208–662
Naperville to The Villages by train and bus
Comparing Your Travel Options
The cheapest way to get from Naperville to The Villages is to train and fly and shuttle which costs $150 - $490 and takes 8h 55m.
The fastest way to get from Naperville to The Villages is to train and fly and shuttle which takes 7h 38m and costs $230 - $550.
The distance between Naperville and The Villages is 1107 miles. The road distance is 1076.2 miles.
The best way to get from Naperville to The Villages without a car is to train and bus which takes 30h 50m and costs $200 - $330.
It takes approximately 7h 38m to get from Naperville to The Villages, including transfers.
The Villages is 1h ahead of Naperville. It is currently 6:07 PM in Naperville and 7:07 PM in The Villages.
Yes, the driving distance between Naperville to The Villages is 1076 miles. It takes approximately 19h 26m to drive from Naperville to The Villages.
There are 269+ hotels available in The Villages.
What companies run services between Naperville, IL, USA and The Villages, FL, USA?
There is no direct connection from Naperville to The Villages. However, you can take the train to Chicago Union Station, walk to LaSalle/Van Buren, take the subway to Midway, walk to Chicago-Midway-Airport-MDW airport, fly to Orlando (MCO), walk to MCO Airport - Terminal A, then take the shuttle to Lake Sumter Depot. Alternatively, you can take a train from Naperville to The Villages-Lady Lake Amtrak Bus Stop via Chicago Union Station, Chicago Train Station, Atlanta Bus Station, Jacksonville, JRTC Bay H, Amtrak Station, and Jacksonville in around 30h 50m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Orlando
- Ave. Duration
- 2h 33m
- When
- Every day
- Estimated price
- $120–600
Flights from Chicago Midway International Airport to Orlando via Nashville
- Ave. Duration
- 4h 23m
- When
- Every day
- Estimated price
- $120–650
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
Flights from Chicago Midway International Airport to Jacksonville
- Ave. Duration
- 2h 18m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Jacksonville via Nashville
- Ave. Duration
- 4h 40m
- When
- Tuesday, Wednesday, Monday, Thursday, Friday, and Sunday
- Estimated price
- $110–650
Flights from Chicago Midway International Airport to Jacksonville via St. Louis
- Ave. Duration
- 5h 25m
- When
- Monday, Thursday, and Friday
- Estimated price
- $130–650
- Phone
- +1 312-696-3872
- Website
- Metra
Train from Naperville to Chicago Union Station
- Ave. Duration
- 1h 4m
- Frequency
- Hourly
- Estimated price
- $5–6
- Website
- Metra
- Adult
- $5–6
Train from Naperville to Chicago Union Station
- Ave. Duration
- 1h 4m
- Frequency
- Hourly
- Estimated price
- $5–6
- Website
- Metra
- Adult
- $5–6
Train from Naperville to Chicago Union Station
- Ave. Duration
- 1h 4m
- Frequency
- Hourly
- Estimated price
- $5–6
- Website
- Metra
- Adult
- $5–6
Train from Naperville to Chicago Union Station
- Ave. Duration
- 1h 4m
- Frequency
- Hourly
- Estimated price
- $5–6
- Website
- Metra
- Adult
- $5–6
Train from Naperville to Chicago Union Station
- Ave. Duration
- 1h 4m
- Frequency
- Hourly
- Estimated price
- $5–6
- Website
- Metra
- Adult
- $5–6
Train from Naperville to Chicago Union Station
- Ave. Duration
- 1h 4m
- Frequency
- Hourly
- Estimated price
- $5–6
- Website
- Metra
- Adult
- $5–6
Train from Naperville to Chicago Union Station
- Ave. Duration
- 1h 4m
- Frequency
- Hourly
- Estimated price
- $5–6
- Website
- Metra
- Adult
- $5–6
Train from Naperville to Chicago Union Station
- Ave. Duration
- 1h 4m
- Frequency
- Hourly
- Estimated price
- $5–6
- Website
- Metra
- Adult
- $5–6
Train from Naperville to Chicago Union Station
- Ave. Duration
- 1h 4m
- Frequency
- Hourly
- Estimated price
- $5–6
- Website
- Metra
- Adult
- $5–6
- Phone
- +1 352 539 9664
- Website
- Groome Transportation
Shuttle from MCO Airport - Terminal A to Lake Sumter Depot
- Ave. Duration
- 1h 30m
- Frequency
- Hourly
- Estimated price
- $35–55
- Website
- Groome Transportation
- online discount
- $35–50
- call in
- $40–55
Shuttle from MCO Airport - Terminal A to Lake Sumter Depot
- Ave. Duration
- 1h 30m
- Frequency
- Hourly
- Estimated price
- $35–55
- Website
- Groome Transportation
- online discount
- $35–50
- call in
- $40–55
Shuttle from Tampa International Airport - Red Terminal to Lake Sumter Depot
- Ave. Duration
- 2h 40m
- Frequency
- Hourly
- Estimated price
- $50–70
- Website
- Groome Transportation
- online discount
- $50–65
- call in
- $55–70
Shuttle from Tampa International Airport - Red Terminal to Lake Sumter Depot
- Ave. Duration
- 2h 40m
- Frequency
- Hourly
- Estimated price
- $50–70
- Website
- Groome Transportation
- online discount
- $50–65
- call in
- $55–70
- Ave. Duration
- 1h 12m
- Estimated price
- $100–150
A Better Cab
- Phone
- +1-386-337-5375
A Better Cab
- Phone
- +1-386-337-5375
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