There are 5 ways to get from Chicago to Siesta Key by plane, bus (Greyhound, Flixbus), train, bus, 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 from Chicago Midway International Airport
best- Fly from Chicago Midway International Airport (MDW) to Sarasota–Bradenton International Airport (SRQ)plane MDW - SRQ
5h 12m$174–909Bus
cheapest- Take the bus from Chicago Bus Station to Atlanta Bus Stationbus
- Take the bus from Atlanta Bus Station to Orlando Bus Stationbus
- Take the bus from Orlando Bus Station to Sarasota Cattlemen Transfer Centerbus
31h 1m$171–421Train, bus
- Take the train from Chicago Union Station to Tampatrain Floridian
- Take the bus from Tampa Bus Station to Sarasota Cattlemen Transfer Centerbus FlixBus 2421
44h 51m$522–1,125Drive 1,178.8 mi
- Drive from Chicago to Siesta Keycar 1,178.8 mi
20h 58m$216–311Fly from Chicago O'Hare International Airport
- Fly from Chicago O'Hare International Airport (ORD) to Sarasota–Bradenton International Airport (SRQ)plane ORD - SRQ
5h 41m$244–1,709
Chicago to Siesta Key by bus
Questions & Answers
The cheapest way to get from Chicago to Siesta Key is to bus which costs $170 - $430 and takes 31h 1m.
The fastest way to get from Chicago to Siesta Key is to fly which takes 5h 12m and costs $170 - $950.
No, there is no direct bus from Chicago station to Siesta Key. However, there are services departing from Chicago Bus Station and arriving at Ocean Blvd @ Avenida Madera via Atlanta Bus Station, Orlando Bus Station and Cattlemen Transit Station. The journey, including transfers, takes approximately 31h 1m.
The distance between Chicago and Siesta Key is 1068 miles. The road distance is 1185.7 miles.
The best way to get from Chicago to Siesta Key without a car is to bus which takes 31h 1m and costs $170 - $430.
It takes approximately 5h 12m to get from Chicago to Siesta Key, including transfers.
Chicago to Siesta Key bus services, operated by Greyhound USA, depart from Chicago Bus Station.
The best way to get from Chicago to Siesta Key is to fly which takes 5h 12m and costs $170 - $950. Alternatively, you can bus, which costs $170 - $430 and takes 31h 1m.
Chicago to Siesta Key bus services, operated by Greyhound USA, arrive at Atlanta Bus Station.
Siesta Key is 1h ahead of Chicago. It is currently 3:10 PM in Chicago and 4:10 PM in Siesta Key.
What companies run services between Chicago, IL, USA and Siesta Key, FL, USA?
Southwest Airlines and Delta fly from Chicago Midway International Airport (MDW) to Sarasota–Bradenton International Airport (SRQ) every 4 hours. Alternatively, you can take a bus from Chicago Bus Station to Ocean Blvd @ Avenida Madera via Atlanta Bus Station, Orlando Bus Station, Sarasota Cattlemen Transfer Center, and Cattlemen Transit Station in around 31h 1m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Sarasota–Bradenton International Airport
- Ave. Duration
- 2h 35m
- When
- Every day
- Estimated price
- $170–900
Flights from Chicago Midway International Airport to Sarasota–Bradenton International Airport via Indianapolis
- Ave. Duration
- 4h 40m
- When
- Saturday
- Estimated price
- $170–900
Flights from Chicago Midway International Airport to Sarasota–Bradenton International Airport via Nashville
- Ave. Duration
- 5h 55m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $170–900
Flights from Chicago O'Hare International Airport to Sarasota–Bradenton International Airport via Nashville
- Ave. Duration
- 4h 30m
- When
- Every day
- Estimated price
- $120–650
- Website
- delta.com
Flights from Chicago Midway International Airport to Sarasota–Bradenton International Airport via Atlanta
- Ave. Duration
- 5h 26m
- When
- Every day
- Estimated price
- $170–900
- Website
- united.com
Flights from Chicago O'Hare International Airport to Sarasota–Bradenton International Airport
- Ave. Duration
- 3h 4m
- When
- Every day
- Estimated price
- $120–650
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Sarasota–Bradenton International Airport
- Ave. Duration
- 2h 47m
- When
- Every day
- Estimated price
- $120–650
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Tampa
- Ave. Duration
- 40h 49m
- Frequency
- Once daily
- Estimated price
- $500–1,200
- Website
- https://www.amtrak.com/home.html
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 5m
- Frequency
- 4 times a day
- Estimated price
- $120–240
- Website
- https://www.greyhound.com/
Bus from Atlanta Bus Station to Orlando Bus Station
- Ave. Duration
- 9h 50m
- Frequency
- Once daily
- Estimated price
- $75–150
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Chicago Bus Station to Atlanta Bus Station
- Ave. Duration
- 14h 25m
- Frequency
- Twice daily
- Estimated price
- $95–170
- Schedules at
- flixbus.com
Bus from Atlanta Bus Station to Orlando Bus Station
- Ave. Duration
- 7h 45m
- Frequency
- Every 4 hours
- Estimated price
- $55–100
- Schedules at
- flixbus.com
Bus from Orlando Bus Station to Sarasota Cattlemen Transfer Center
- Ave. Duration
- 3h 30m
- Frequency
- 4 times a day
- Estimated price
- $19–35
- Schedules at
- flixbus.com
Bus from Tampa Bus Station to Sarasota Cattlemen Transfer Center
- Ave. Duration
- 1h 5m
- Frequency
- 4 times a day
- Estimated price
- $7–13
- Schedules at
- flixbus.com
Want to know more about travelling around United States
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More Questions & Answers
Yes, the driving distance between Chicago to Siesta Key is 1186 miles. It takes approximately 20h 58m to drive from Chicago to Siesta Key.
There are 2942+ hotels available in Siesta Key.