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How to Travel from

The Villages to Chicago

by Plane, Rideshare, Route or Car

The Villages
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Chicago
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The Villages
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Eight ways to Travel from The Villages to Chicago

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Transport providers

Airlines

Spirit Airlines

Website:
spirit.com
Plane from Orlando to Chicago
Ave. Duration:
3h 9m
Frequency:
Every day
Estimated price:
$45.92–$369.95
Plane from Orlando to General
Ave. Duration:
3h 4m
Frequency:
Every day
Estimated price:
$44.65–$242.38

American Airlines

Website:
aa.com/
Plane from Orlando to Chicago
Ave. Duration:
3h 7m
Frequency:
Every day
Estimated price:
$108.43–$765.41

Delta

Website:
delta.com/
Plane from Jacksonville to Midway
Ave. Duration:
4h 17m
Frequency:
Every day
Estimated price:
$153.08–$395.46
Plane from Orlando to General
Ave. Duration:
4h 44m
Frequency:
Every day
Estimated price:
$127.57–$293.41

United Airlines

Website:
united.com/
Plane from Orlando to Chicago
Ave. Duration:
3h 11m
Frequency:
Every day
Estimated price:
$121.19–$459.25

Frontier Airlines

Website:
flyfrontier.com/
Plane from Orlando to Midway
Ave. Duration:
3h 3m
Frequency:
Monday, Thursday, Friday, Saturday, and Sunday
Estimated price:
$48.48–$306.16
Plane from Orlando to Chicago
Ave. Duration:
3h 25m
Frequency:
Tuesday to Sunday
Estimated price:
$47.20–$204.11
Plane from Jacksonville to Midway
Ave. Duration:
4h 21m
Frequency:
Thursday and Sunday
Estimated price:
$52.30–$293.41
Plane from Orlando to General
Ave. Duration:
3h 17m
Frequency:
Every day
Estimated price:
$42.10–$216.87
Plane from Tampa to Midway
Ave. Duration:
2h 56m
Frequency:
Monday, Wednesday, Friday, and Saturday
Estimated price:
$62.51–$204.11

Southwest Airlines

Website:
southwest.com/
Plane from Orlando to Midway
Ave. Duration:
2h 55m
Frequency:
Every day
Estimated price:
$127.57–$408.22
Plane from Orlando to Chicago
Ave. Duration:
3h 5m
Frequency:
Tuesday, Wednesday, Saturday, and Sunday
Estimated price:
$108.43–$318.92
Plane from Jacksonville to Midway
Ave. Duration:
2h 32m
Frequency:
Every day
Estimated price:
$165.84–$523.03
Plane from Orlando to General
Ave. Duration:
2h 58m
Frequency:
Every day
Estimated price:
$127.57–$382.71
Plane from Tampa to Midway
Ave. Duration:
2h 50m
Frequency:
Every day
Estimated price:
$165.84–$497.52

Sun Country Airlines

Website:
suncountry.com/
Plane from Orlando to General
Ave. Duration:
3h 4m
Frequency:
Thursday, Saturday, and Sunday
Estimated price:
$95.68–$293.41

Allegiant Air

Website:
allegiantair.com/
Plane from Orlando Sanford to South
Ave. Duration:
2h 35m
Frequency:
Every day
Estimated price:
$140.33–$459.25

Train operators

Amtrak

Phone:
+1 800-872-7245
Website:
amtrak.com/home.html
Train from Deland to Chicago
Ave. Duration:
37h 56m
Frequency:
Once daily
Estimated price:
$153.08–$535.79
Train from Milwaukee to Chicago
Ave. Duration:
1h 29m
Frequency:
Every 4 hours
Estimated price:
$12.76–$89.30
Bus from The Villages-Lady Lake Amtrak Bus Stop to Jacksonville
Ave. Duration:
3h 20m
Frequency:
Once daily
Bus from The Villages-Lady Lake Amtrak Bus Stop to Lakeland
Ave. Duration:
2h 25m
Frequency:
Once daily
Bus from Lakeland to Tampa
Ave. Duration:
45 min
Frequency:
Once daily

South Shore Line

Phone:
+1 219-926-5744
Website:
mysouthshoreline.com/
Train from South Bend Airport to Van
Ave. Duration:
2h 1m
Frequency:
Every 2 hours
Estimated price:
$7.02–$16.58

Bus operators

Greyhound USA

Phone:
+1 214-849-8100
Website:
greyhound.com/
Bus from Jacksonville to Atlanta
Ave. Duration:
6h 40m
Frequency:
Once daily
Estimated price:
$30.62–$216.87
Bus from Atlanta Bus Station to Chicago
Ave. Duration:
16h 10m
Frequency:
4 times a day
Estimated price:
$57.41–$344.44

Groome Transportation

Phone:
+1 (334) 821-3399
Website:
groometransportation.com
Bus from Spanish Springs to MCO
Ave. Duration:
2h 11m
Frequency:
Hourly
Estimated price:
$45.92–$58.68

Flixbus USA

Phone:
+1 (855) 626-8585
Website:
flixbus.com
Bus from Jacksonville to Atlanta
Ave. Duration:
6h 50m
Frequency:
Once daily
Estimated price:
$36.99–$121.19
Bus from Atlanta Bus Station to Chicago
Ave. Duration:
14h 40m
Frequency:
Twice daily
Estimated price:
$63.78–$204.11

Questions and Answers

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

The cheapest way to get from The Villages to Chicago is to shuttle and fly which costs $76.09 - $315.22 and takes 6h 53m.

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

The fastest way to get from The Villages to Chicago is to shuttle and fly which takes 6h 37m and costs $81.52 - $336.96 .

Is there a direct bus between The Villages and Chicago?

No, there is no direct bus from The Villages to Chicago station. However, there are services departing from The Villages-Lady Lake Amtrak Bus Stop and arriving at Chicago Bus Station via Amtrak Station, Jacksonville and Atlanta Bus Station. The journey, including transfers, takes approximately 29h 5m.

How far is it from The Villages to Chicago?

The distance between The Villages and Chicago is 1725 km. The road distance is 1771.6 km.

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

The best way to get from The Villages to Chicago without a car is to bus which takes 29h 5m and costs .

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

It takes approximately 6h 37m to get from The Villages to Chicago, including transfers.

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

The Villages to Chicago bus services, operated by Amtrak, depart from The Villages-Lady Lake Amtrak Bus Stop station.

Where does the The Villages to Chicago bus arrive?

The Villages to Chicago bus services, operated by Amtrak, arrive at Jacksonville station.

What is the time difference between The Villages and Chicago?

Chicago is 1h behind The Villages. It is currently 06:31 in The Villages and 05:31 in Chicago.

Can I drive from The Villages to Chicago?

Yes, the driving distance between The Villages to Chicago is 1772 km. It takes approximately 18h 18m to drive from The Villages to Chicago.

Where can I stay near Chicago?

There are 1249+ hotels available in Chicago. Prices start at $65.98 per night.
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