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How to Travel from

Chicago to The Villages

by Plane, Rideshare, Route or Car

Chicago
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The Villages
Transport search to The Villages
Chicago
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The Villages
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Nine ways to Travel from Chicago to The Villages

Select an Option Below to Start Your Journey
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Transport providers

Airlines

Spirit Airlines

Website:
spirit.com
Plane from Chicago O'Hare International Airport to Orlando
Ave. Duration:
2h 46m
Frequency:
Every day
Estimated price:
$45.86–$369.42

American Airlines

Website:
aa.com/
Plane from Chicago O'Hare International Airport to Orlando
Ave. Duration:
2h 42m
Frequency:
Every day
Estimated price:
$108.28–$764.32

Delta

Website:
delta.com/
Plane from Midway International Airport to Jacksonville
Ave. Duration:
4h 26m
Frequency:
Every day
Estimated price:
$152.86–$394.90

United Airlines

Website:
united.com/
Plane from Chicago O'Hare International Airport to Orlando
Ave. Duration:
2h 49m
Frequency:
Every day
Estimated price:
$121.02–$458.59

Frontier Airlines

Website:
flyfrontier.com/
Plane from Midway International Airport to Orlando
Ave. Duration:
2h 48m
Frequency:
Monday, Thursday, Friday, Saturday, and Sunday
Estimated price:
$48.41–$305.73
Plane from Chicago O'Hare International Airport to Orlando
Ave. Duration:
2h 53m
Frequency:
Tuesday to Sunday
Estimated price:
$47.13–$203.82

Southwest Airlines

Website:
southwest.com/
Plane from Midway International Airport to Orlando
Ave. Duration:
2h 37m
Frequency:
Every day
Estimated price:
$152.86–$484.07
Plane from Chicago O'Hare International Airport to Orlando
Ave. Duration:
2h 40m
Frequency:
Tuesday and Wednesday
Estimated price:
$140.12–$445.85
Plane from Midway International Airport to Jacksonville
Ave. Duration:
2h 15m
Frequency:
Every day
Estimated price:
$165.60–$509.54

Allegiant Air

Website:
allegiantair.com/
Plane from South Bend to Orlando
Ave. Duration:
2h 28m
Frequency:
Every day
Estimated price:
$152.86–$509.54

Train operators

Amtrak

Phone:
+1 800-872-7245
Website:
amtrak.com/home.html
Train from Chicago Union Station to Deland
Ave. Duration:
37h 15m
Frequency:
Once daily
Estimated price:
$152.86–$535.02
Bus from Jacksonville to The
Ave. Duration:
3h 25m
Frequency:
Once daily

South Shore Line

Phone:
+1 219-926-5744
Website:
mysouthshoreline.com/
Train from Van Buren St. to South
Ave. Duration:
1h 58m
Frequency:
Every 2 hours
Estimated price:
$7.01–$16.56

Bus operators

Greyhound USA

Phone:
+1 214-849-8100
Website:
greyhound.com/
Bus from Chicago Bus Station to Atlanta
Ave. Duration:
16h 30m
Frequency:
4 times a day
Estimated price:
$57.32–$343.94
Bus from Atlanta Bus Station to Jacksonville
Ave. Duration:
6h 50m
Frequency:
Once daily
Estimated price:
$30.57–$216.56

Groome Transportation

Phone:
+1 (334) 821-3399
Website:
groometransportation.com
Bus from MCO Airport - Terminal A to Spanish
Ave. Duration:
2h 16m
Frequency:
Hourly
Estimated price:
$45.86–$58.60

Flixbus USA

Phone:
+1 (855) 626-8585
Website:
flixbus.com
Bus from Chicago Bus Station to Atlanta
Ave. Duration:
15h 45m
Frequency:
Once daily
Estimated price:
$63.69–$203.82
Bus from Atlanta Bus Station to Jacksonville
Ave. Duration:
6h 35m
Frequency:
Once daily
Estimated price:
$36.94–$121.02

Questions and Answers

What is the cheapest way to get from Chicago to The Villages?

The cheapest way to get from Chicago to The Villages is to fly and shuttle which costs $76.09 - $326.09 and takes 7h 11m.

What is the fastest way to get from Chicago to The Villages?

The fastest way to get from Chicago to The Villages is to train and fly and taxi which takes 6h 43m and costs $250 - $652.17 .

Is there a direct bus between Chicago and The Villages?

No, there is no direct bus from Chicago station to The Villages. However, there are services departing from Chicago Bus Station and arriving at The Villages-Lady Lake Amtrak Bus Stop via Atlanta Bus Station, JRTC Bay H and Jacksonville. The journey, including transfers, takes approximately 29h 36m.

How far is it from Chicago to The Villages?

The distance between Chicago and The Villages is 1727 km. The road distance is 1769.6 km.

How do I travel from Chicago to The Villages without a car?

The best way to get from Chicago to The Villages without a car is to bus which takes 29h 36m and costs .

How long does it take to get from Chicago to The Villages?

It takes approximately 6h 48m to get from Chicago to The Villages, including transfers.

Where do I catch the Chicago to The Villages bus from?

Chicago to The Villages bus services, operated by Greyhound USA, depart from Chicago Bus Station.

Where does the Chicago to The Villages bus arrive?

Chicago to The Villages bus services, operated by Greyhound USA, arrive at Atlanta Bus Station.

What is the time difference between Chicago and The Villages?

The Villages is 1h ahead of Chicago. It is currently 13:03 in Chicago and 14:03 in The Villages.

Can I drive from Chicago to The Villages?

Yes, the driving distance between Chicago to The Villages is 1770 km. It takes approximately 18h 17m to drive from Chicago to The Villages.

Where can I stay near The Villages?

There are 130+ hotels available in The Villages. Prices start at $62.10 per night.
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