There are 5 ways to get from Siesta Key to Chicago by plane, taxi, bus, car, or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly to Chicago Midway International Airport
best- Fly from Sarasota–Bradenton International Airport (SRQ) to Chicago Midway International Airport (MDW)plane SRQ - MDW
5h 9m$144–758Fly to Chicago O'Hare International Airport
cheapest- Fly from Sarasota–Bradenton International Airport (SRQ) to Chicago O'Hare International Airport (ORD)plane SRQ - ORD
5h 41m$124–758Taxi, bus
- Take the taxi from Siesta Key to Tienda De Los Primos - Wimauma, FLtaxi
- Take the bus from Tienda De Los Primos - Wimauma, FL to Circle K - Gainesville, FLbus
- Take the bus from Gainesville to Atlanta Bus Stationbus
- Take the bus from Atlanta Bus Station to Chicago Bus Stationbus
27h 30m$308–603Drive, train (Amtrak)
- Drive from Siesta Key to Tampacar
- Take the train from Tampa to Chicago Union Stationtrain Floridian
42h 18m$201–455Drive 1,182.9 mi
- Drive from Siesta Key to Chicagocar 1,182.9 mi
20h 51m$216–312
Sarasota–Bradenton International Airport (SRQ) to Chicago Midway International Airport (MDW) flights
Questions & Answers
The cheapest way to get from Siesta Key to Chicago is to drive which costs $210 - $320 and takes 20h 51m.
The fastest way to get from Siesta Key to Chicago is to fly which takes 5h 9m and costs $140 - $800.
The distance between Siesta Key and Chicago is 1068 miles. The road distance is 1189.8 miles.
The best way to get from Siesta Key to Chicago without a car is to taxi and bus which takes 27h 30m and costs $300 - $650.
It takes approximately 5h 9m to get from Siesta Key to Chicago, including transfers.
Chicago is 1h behind Siesta Key. It is currently 5:30 PM in Siesta Key and 4:30 PM in Chicago.
Yes, the driving distance between Siesta Key to Chicago is 1190 miles. It takes approximately 20h 51m to drive from Siesta Key to Chicago.
There are 1304+ hotels available in Chicago.
What companies run services between Siesta Key, FL, USA and Chicago, IL, USA?
Southwest Airlines flies from Sarasota–Bradenton International Airport (SRQ) to Chicago Midway International Airport (MDW) 3 times a day.
- Website
- southwest.com
Flights from Sarasota–Bradenton International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 50m
- When
- Every day
- Estimated price
- $140–750
Flights from Sarasota–Bradenton International Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 46m
- When
- Tuesday, Thursday, and Saturday
- Estimated price
- $140–750
Flights from Sarasota–Bradenton International Airport to Chicago Midway International Airport via Indianapolis
- Ave. Duration
- 5h 12m
- When
- Monday, Tuesday, Thursday, Friday, and Sunday
- Estimated price
- $140–750
- Website
- aa.com
Flights from Sarasota–Bradenton International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 15m
- When
- Every day
- Estimated price
- $90–460
- Website
- united.com
Flights from Sarasota–Bradenton International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 19m
- When
- Every day
- Estimated price
- $90–460
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Tampa to Chicago Union Station
- Ave. Duration
- 41h
- Frequency
- Once daily
- Estimated price
- $190–440
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 888 358 6762
- info@tornadobus.com
- Website
- tornadobus.com
Bus from Tienda De Los Primos - Wimauma, FL to Circle K - Gainesville, FL
- Ave. Duration
- 3h 55m
- Frequency
- Once daily
- Estimated price
- $45–150
- Schedules at
- tornadobus.com
- Adults 11-59
- $45–150
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Gainesville to Atlanta Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- 3 times a day
- Estimated price
- $45–120
- Schedules at
- flixbus.com
Bus from Atlanta Bus Station to Chicago 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 Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 16h
- Frequency
- 4 times a day
- Estimated price
- $80–170
- Website
- https://www.greyhound.com/
- Ave. Duration
- 57 min
- Estimated price
- $110–140
Yellow Cab of Sarasota
- Phone
- +1 941-955-3341
- Website
- yellowcabofsarasota.com
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