There are 5 ways to get from Chicago to Siesta Beach by plane, bus (Greyhound, Flixbus), train, 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 18m$114–609Fly from Chicago O'Hare International Airport
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Sarasota–Bradenton International Airport (SRQ)plane ORD - SRQ
5h 53m$84–409Bus
- Take the bus from Chicago Bus Station to Atlanta Bus Stationbus
- Take the bus from Atlanta Bus Station to Tampa Bus Stationbus
- Take the bus from Tampa Bus Station to Sarasota Cattlemen Transfer Centerbus
30h 41m$193–318Train, drive (Amtrak)
- Take the train from Chicago Union Station to Tampatrain Floridian
- Drive from Tampa to Siesta Beachcar
42h 6m$998–1,531Drive 1,178.2 mi
- Drive from Chicago to Siesta Beachcar 1,178.2 mi
21h 1m$215–311
Chicago to Siesta Beach by bus
Comparing Your Travel Options
The cheapest way to get from Chicago to Siesta Beach is to fly which costs $80 - $410 and takes 5h 53m.
The fastest way to get from Chicago to Siesta Beach is to fly which takes 5h 18m and costs $110 - $650.
No, there is no direct bus from Chicago station to Siesta Beach. However, there are services departing from Chicago Bus Station and arriving at Beach Rd @ Beach Way Dr via Atlanta Bus Station, Tampa Bus Station and Cattlemen Transit Station. The journey, including transfers, takes approximately 30h 41m.
The distance between Chicago and Siesta Beach is 1070 miles. The road distance is 1185.1 miles.
The best way to get from Chicago to Siesta Beach without a car is to bus which takes 30h 41m and costs $190 - $320.
It takes approximately 5h 18m to get from Chicago to Siesta Beach, including transfers.
Chicago to Siesta Beach bus services, operated by Greyhound USA, depart from Chicago Bus Station.
The best way to get from Chicago to Siesta Beach is to fly which takes 5h 18m and costs $110 - $650. Alternatively, you can bus, which costs $190 - $320 and takes 30h 41m.
Chicago to Siesta Beach bus services, operated by Greyhound USA, arrive at Atlanta Bus Station.
Siesta Beach is 1h ahead of Chicago. It is currently 4:50 PM in Chicago and 5:50 PM in Siesta Beach.
What companies run services between Chicago, IL, USA and Siesta Beach, FL, USA?
Southwest Airlines and Delta fly from Chicago Midway International Airport (MDW) to Sarasota–Bradenton International Airport (SRQ) 5 times a day. Alternatively, you can take a bus from Chicago Bus Station to Beach Rd @ Beach Way Dr via Atlanta Bus Station, Tampa Bus Station, Sarasota Cattlemen Transfer Center, and Cattlemen Transit Station in around 30h 41m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Sarasota–Bradenton International Airport
- Ave. Duration
- 2h 39m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Sarasota–Bradenton International Airport via Nashville
- Ave. Duration
- 5h 7m
- When
- Sunday, Saturday, Tuesday, and Wednesday
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Sarasota–Bradenton International Airport via Orlando
- Ave. Duration
- 5h 26m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Sarasota–Bradenton International Airport via Indianapolis
- Ave. Duration
- 5h 40m
- When
- Saturday
- Estimated price
- $110–600
- Website
- delta.com
Flights from Chicago Midway International Airport to Sarasota–Bradenton International Airport via Atlanta
- Ave. Duration
- 5h 19m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago O'Hare International Airport to Sarasota–Bradenton International Airport via Atlanta
- Ave. Duration
- 5h 25m
- When
- Every day
- Estimated price
- $80–400
- Website
- united.com
Flights from Chicago O'Hare International Airport to Sarasota–Bradenton International Airport
- Ave. Duration
- 3h 4m
- When
- Every day
- Estimated price
- $80–400
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Sarasota–Bradenton International Airport
- Ave. Duration
- 3h
- When
- Thursday and Sunday
- Estimated price
- $80–400
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Tampa
- Ave. Duration
- 40h 47m
- Frequency
- Once daily
- Estimated price
- $950–1,600
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Chicago Bus Station to Atlanta Bus Station
- Ave. Duration
- 16h 5m
- Frequency
- 4 times a day
- Estimated price
- $110–190
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Chicago Bus Station to Atlanta Bus Station
- Ave. Duration
- 15h 40m
- Frequency
- Twice daily
- Estimated price
- $100–160
- Schedules at
- Flixbus USA
Bus from Atlanta Bus Station to Tampa Bus Station
- Ave. Duration
- 9h 10m
- Frequency
- 5 times a week
- Estimated price
- $75–120
- Schedules at
- Flixbus USA
Bus from Tampa Bus Station to Sarasota Cattlemen Transfer Center
- Ave. Duration
- 1h 40m
- Frequency
- 3 times a day
- Estimated price
- $9–15
- Schedules at
- Flixbus USA
Want to know more about travelling around United States
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Booking & Getting There
Yes, the driving distance between Chicago to Siesta Beach is 1185 miles. It takes approximately 21h 1m to drive from Chicago to Siesta Beach.
There are 3899+ hotels available in Siesta Beach.






