There are 11 ways to get from Chicago to Lady Lake by plane, shuttle, bus (Flixbus, Greyhound), train, taxi, car, or bus
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
best- 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
7h 34m$168–643Fly Chicago O'Hare International Airport to Orlando, shuttle
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Orlando (MCO)plane ORD - MCO
- Take a shuttle bus from MCO Airport - Terminal A to Spanish Springs
7h 58m$124–411Bus
- Take the bus from Chicago Bus Station to Atlanta Bus Stationbus
- Take the bus from Atlanta - Civic Center MARTA Station to Gainesvillebus
- Take the bus from Gainesville - Commuter Lot Parking Garage @ Gale Lemerand to Ocalabus
23h 24m$195–513Train, taxi
- Take the train from Chicago Union Station to Delandtrain Floridian
- Take the taxi from Deland to Lady Laketaxi
38h 20m$353–559Drive 1,055 mi
- Drive from Chicago to Lady Lakecar 1,055 mi
18h 58m$193–279Fly Chicago O'Hare International Airport to Tampa, shuttle
- 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
7h 54m$168–403Train to South Bend, fly to Orlando Sanford, taxi
- 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 Lady Laketaxi
6h 37m$243–804Fly Chicago Midway International Airport to Orlando, shuttle
- Fly from Chicago Midway International Airport (MDW) to Orlando (MCO)plane MDW - MCO
- Take a shuttle bus from MCO Airport - Terminal A to Spanish Springs
7h 36m$128–531Fly Chicago Midway International Airport to Jacksonville, bus
- 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
10h 47mFly Chicago O'Hare International Airport to Jacksonville, bus
- 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
11h 7mFly Chicago Midway International Airport to Sarasota–Bradenton International Airport, bus
- 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 Ocalabus
9h 39m$242–1,029
Chicago Midway International Airport (MDW) to Tampa (TPA) flights
Questions & Answers
The cheapest way to get from Chicago to Lady Lake is to fly and shuttle which costs $120 - $420 and takes 7h 58m.
The fastest way to get from Chicago to Lady Lake is to train and fly and taxi which takes 6h 37m and costs $240 - $850.
The distance between Chicago and Lady Lake is 1136 miles. The road distance is 1061.1 miles.
The best way to get from Chicago to Lady Lake without a car is to bus which takes 23h 24m and costs $190 - $550.
It takes approximately 7h 34m to get from Chicago to Lady Lake, including transfers.
Lady Lake is 1h ahead of Chicago. It is currently 1:59 AM in Chicago and 2:59 AM in Lady Lake.
Yes, the driving distance between Chicago to Lady Lake is 1061 miles. It takes approximately 18h 58m to drive from Chicago to Lady Lake.
There are 259+ hotels available in Lady Lake.
What companies run services between Chicago, IL, USA and Lady Lake, FL, USA?
You can take a bus from Chicago Bus Station to Lady Lake via Atlanta Bus Station, Garnett Station, Civic Center Station, Atlanta - Civic Center MARTA Station, Gainesville, Gainesville - Commuter Lot Parking Garage @ Gale Lemerand, and Ocala in around 23h 24m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Tampa
- Ave. Duration
- 2h 38m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Tampa via Indianapolis
- Ave. Duration
- 4h 20m
- When
- Tuesday and Wednesday
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Tampa via Nashville
- Ave. Duration
- 4h 40m
- When
- Monday, Tuesday, Thursday, Saturday, and Sunday
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Tampa via Atlanta
- Ave. Duration
- 4h 55m
- When
- Tuesday
- Estimated price
- $100–550
Flights from Chicago O'Hare International Airport to Tampa
- Ave. Duration
- 2h 45m
- When
- Every day
- Estimated price
- $70–360
Flights from Chicago O'Hare International Airport to Tampa via Nashville
- Ave. Duration
- 4h 50m
- When
- Tuesday, Wednesday, Thursday, and Sunday
- Estimated price
- $70–370
Flights from Chicago Midway International Airport to Orlando
- Ave. Duration
- 2h 39m
- When
- Every day
- Estimated price
- $90–470
Flights from Chicago Midway International Airport to Orlando via Nashville
- Ave. Duration
- 4h 25m
- When
- Tuesday, Thursday, and Sunday
- Estimated price
- $90–470
Flights from Chicago O'Hare International Airport to Orlando
- Ave. Duration
- 2h 45m
- When
- Every day
- Estimated price
- $65–330
Flights from Chicago Midway International Airport to Jacksonville
- Ave. Duration
- 2h 20m
- When
- Every day
- Estimated price
- $130–700
Flights from Chicago Midway International Airport to Jacksonville via Nashville
- Ave. Duration
- 4h 10m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $130–700
Flights from Chicago Midway International Airport to Jacksonville via St. Louis
- Ave. Duration
- 4h 5m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $140–750
Flights from Chicago O'Hare International Airport to Jacksonville via Nashville
- Ave. Duration
- 5h 20m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $95–490
Flights from Chicago Midway International Airport to Sarasota–Bradenton International Airport
- Ave. Duration
- 2h 41m
- When
- Every day
- Estimated price
- $150–800
Flights from Chicago Midway International Airport to Sarasota–Bradenton International Airport via Nashville
- Ave. Duration
- 4h 17m
- When
- Monday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $150–800
Flights from Chicago Midway International Airport to Sarasota–Bradenton International Airport via Indianapolis
- Ave. Duration
- 5h 35m
- When
- Tuesday and Saturday
- Estimated price
- $150–800
- Website
- delta.com
Flights from Chicago Midway International Airport to Tampa via Atlanta
- Ave. Duration
- 4h 31m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago O'Hare International Airport to Tampa via Atlanta
- Ave. Duration
- 4h 40m
- When
- Every day
- Estimated price
- $70–360
Flights from Chicago Midway International Airport to Jacksonville via Atlanta
- Ave. Duration
- 4h 47m
- When
- Every day
- Estimated price
- $130–700
Flights from Chicago O'Hare International Airport to Jacksonville via Atlanta
- Ave. Duration
- 4h 47m
- When
- Every day
- Estimated price
- $90–480
Flights from Chicago Midway International Airport to Sarasota–Bradenton International Airport via Atlanta
- Ave. Duration
- 4h 56m
- When
- Every day
- Estimated price
- $150–800
- Website
- united.com
Flights from Chicago O'Hare International Airport to Tampa
- Ave. Duration
- 2h 51m
- When
- Every day
- Estimated price
- $70–360
Flights from Chicago O'Hare International Airport to Orlando
- Ave. Duration
- 2h 51m
- When
- Every day
- Estimated price
- $65–330
Flights from Chicago O'Hare International Airport to Jacksonville
- Ave. Duration
- 2h 31m
- When
- Every day
- Estimated price
- $90–480
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Tampa
- Ave. Duration
- 2h 39m
- When
- Every day
- Estimated price
- $70–360
Flights from Chicago O'Hare International Airport to Orlando
- Ave. Duration
- 2h 44m
- When
- Every day
- Estimated price
- $65–330
Flights from Chicago O'Hare International Airport to Jacksonville
- Ave. Duration
- 2h 30m
- When
- Every day
- Estimated price
- $90–480
- Website
- flyfrontier.com
Flights from Chicago Midway International Airport to Tampa via Atlanta
- Ave. Duration
- 4h 47m
- When
- Friday
- Estimated price
- $100–550
Flights from Chicago O'Hare International Airport to Tampa
- Ave. Duration
- 3h
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $70–360
Flights from Chicago Midway International Airport to Orlando
- Ave. Duration
- 2h 50m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $90–470
Flights from Chicago O'Hare International Airport to Orlando
- Ave. Duration
- 2h 57m
- When
- Every day
- Estimated price
- $65–330
Flights from Chicago Midway International Airport to Jacksonville via Atlanta
- Ave. Duration
- 5h 39m
- When
- Monday
- Estimated price
- $130–700
- Website
- allegiantair.com
Flights from South Bend to Orlando Sanford
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $120–650
- Website
- spirit.com
Flights from Chicago O'Hare International Airport to Tampa
- Ave. Duration
- 2h 47m
- When
- Every day
- Estimated price
- $100–310
Flights from Chicago O'Hare International Airport to Orlando
- Ave. Duration
- 2h 48m
- When
- Every day
- Estimated price
- $80–350
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Deland
- Ave. Duration
- 37h 15m
- Frequency
- Once daily
- Estimated price
- $250–430
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from Van Buren St. to South Bend Airport
- Ave. Duration
- 2h 4m
- Frequency
- Hourly
- Estimated price
- $13–15
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $13–15
- Phone
- +1 352 539 9664
- Website
- groometransportation.com
Shuttle from Tampa International Airport - Red Terminal to Lake Sumter Depot
- Ave. Duration
- 2h 40m
- Frequency
- Hourly
- Estimated price
- $50–70
- Website
- https://groometransportation.com/the-villages/?&sd_client_id=992f7c93-d719-43a2-9d9e-8c8cbbd08d74
- online discount
- $50–65
- call in
- $55–70
Shuttle from MCO Airport - Terminal A to Spanish Springs
- Ave. Duration
- 1h 50m
- Frequency
- Hourly
- Estimated price
- $35–55
- Website
- https://groometransportation.com/the-villages/?&sd_client_id=992f7c93-d719-43a2-9d9e-8c8cbbd08d74
- online discount
- $35–50
- call in
- $40–55
- 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
- $80–150
- 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
- 16h 25m
- Frequency
- 4 times a day
- Estimated price
- $75–140
- 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
- $26–140
- Website
- https://www.redcoachusa.com
- Web
- $26–140
Bus from Gainesville - Commuter Lot Parking Garage @ Gale Lemerand to Ocala
- Ave. Duration
- 1h
- Frequency
- 4 times a day
- Estimated price
- $21–140
- Website
- https://www.redcoachusa.com
- Web
- $21–140
Bus from Bradenton/Sarasota - Mobil Gas Station to Ocala
- Ave. Duration
- 2h 35m
- Frequency
- Once daily
- Estimated price
- $23–140
- Website
- https://www.redcoachusa.com
- Web
- $23–140
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Bus from Jacksonville to The Villages-Lady Lake Amtrak Bus Stop
- Ave. Duration
- 3h 25m
- Frequency
- Once daily
- Website
- https://www.amtrak.com/home.html
- Ave. Duration
- 1h 8m
- Estimated price
- $100–140
A Better Cab
- Phone
- +1-386-337-5375
A Better Cab
- Phone
- +1-386-337-5375
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