There are 5 ways to get from Longboat Key to Chicago by plane, bus (Flixbus, Greyhound), taxi, 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 to Chicago Midway International Airport
best- Fly from Sarasota–Bradenton International Airport (SRQ) to Chicago Midway International Airport (MDW)plane SRQ - MDW
3h 52m$186–807Bus
cheapest- Take the bus from Bradenton/Sarasota - Mobil Gas Station to Gainesville - Commuter Lot Parking Garage @ Gale Lemerandbus
- Take the bus from Gainesville to Atlanta - Civic Center MARTA Stationbus
- Take the bus from Atlanta Bus Station to Chicago Bus Stationbus
26h 17m$177–551Taxi, train
- Take the taxi from Longboat Key to Tampataxi
- Take the train from Tampa to Chicago Union Stationtrain Floridian
42h 17m$279–776Drive 1,179.7 mi
- Drive from Longboat Key to Chicagocar 1,179.7 mi
20h 49m$216–311Fly to Chicago O'Hare International Airport
- Fly from Sarasota–Bradenton International Airport (SRQ) to Chicago O'Hare International Airport (ORD)plane SRQ - ORD
4h 22m$196–607
Sarasota–Bradenton International Airport (SRQ) to Chicago Midway International Airport (MDW) flights
Questions & Answers
The cheapest way to get from Longboat Key to Chicago is to drive which costs $210 - $320 and takes 20h 49m.
The fastest way to get from Longboat Key to Chicago is to fly which takes 3h 52m and costs $180 - $850.
The distance between Longboat Key and Chicago is 1069 miles. The road distance is 1186.6 miles.
The best way to get from Longboat Key to Chicago without a car is to bus which takes 26h 17m and costs $170 - $550.
It takes approximately 3h 52m to get from Longboat Key to Chicago, including transfers.
The best way to get from Longboat Key to Chicago is to fly which takes 3h 52m and costs $180 - $850. Alternatively, you can bus, which costs $170 - $550 and takes 26h 17m.
Chicago is 1h behind Longboat Key. It is currently 10:01 AM in Longboat Key and 9:01 AM in Chicago.
Yes, the driving distance between Longboat Key to Chicago is 1187 miles. It takes approximately 20h 49m to drive from Longboat Key to Chicago.
There are 1068+ hotels available in Chicago.
What companies run services between Longboat 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. Alternatively, you can take a vehicle from Longboat Key to Chicago Bus Station via Bradenton/Sarasota - Mobil Gas Station, Gainesville - Commuter Lot Parking Garage @ Gale Lemerand, Gainesville, Atlanta - Civic Center MARTA Station, Civic Center Station, Garnett Station, and Atlanta Bus Station in around 26h 17m.
- 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 40m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $140–750
Flights from Sarasota–Bradenton International Airport to Chicago Midway International Airport via Indianapolis
- Ave. Duration
- 5h 10m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $140–750
- Website
- united.com
Flights from Sarasota–Bradenton International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 11m
- When
- Every day
- Estimated price
- $100–550
- Website
- aa.com
Flights from Sarasota–Bradenton International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 9m
- When
- Every day
- Estimated price
- $100–550
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
- $130–600
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 877 733 0724
- Website
- redcoachusa.com
Bus from Bradenton/Sarasota - Mobil Gas Station to Gainesville - Commuter Lot Parking Garage @ Gale Lemerand
- Ave. Duration
- 3h 55m
- Frequency
- Once daily
- Estimated price
- $24–140
- Website
- https://www.redcoachusa.com
- Web
- $24–140
Bus from Gainesville to Atlanta - Civic Center MARTA Station
- Ave. Duration
- 5h 20m
- Frequency
- Twice daily
- Estimated price
- $26–140
- Website
- https://www.redcoachusa.com
- Web
- $26–140
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 14h 25m
- Frequency
- 3 times a day
- Estimated price
- $80–190
- 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
- $75–210
- Website
- https://www.greyhound.com/
- Ave. Duration
- 1h 17m
- Estimated price
- $140–180
Yellow Cab of Sarasota
- Phone
- +1 941-955-3341
- Website
- yellowcabofsarasota.com
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Need to know: Greyhound
Read the travel guide
Why you should take the train in the US
Read the travel guide










