There are 7 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 Sarasota–Bradenton International Airport to Chicago Midway International Airport
best- Fly from Sarasota–Bradenton International Airport (SRQ) to Chicago Midway International Airport (MDW)plane SRQ - MDW
3h 47m$166–657Drive to Tampa, fly to Chicago Midway International Airport
cheapest- Drive from Longboat Key to Tampa-Airport-TPAcar
- Fly from Tampa (TPA) to Chicago Midway International Airport (MDW)plane TPA - MDW
4h 34m$143–420Bus
- Take the bus from Bradenton/Sarasota - Mobil Gas Station to University of South Florida - 3801 USF Holly Drbus
- Take the bus from University of South Florida to Atlanta Bus Stationbus
- Take the bus from Atlanta Bus Station to Chicago Bus Stationbus
27h 32m$234–417Taxi, train
- Take the taxi from Longboat Key to Tampataxi
- Take the train from Tampa to Chicago Union Stationtrain Floridian
42h 13m$699–1,376Drive 1,176.6 mi
- Drive from Longboat Key to Chicagocar 1,176.6 mi
20h 58m$215–311Fly Sarasota–Bradenton International Airport 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$146–537Drive to Tampa, fly to Chicago O'Hare International Airport
- Drive from Longboat Key to Tampa-Airport-TPAcar
- Fly from Tampa (TPA) to Chicago O'Hare International Airport (ORD)plane TPA - ORD
5h 6m$173–570
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 - $310 and takes 20h 58m.
The fastest way to get from Longboat Key to Chicago is to fly which takes 3h 47m and costs $160 - $700.
No, there is no direct bus from Longboat Key station to Chicago station. However, there are services departing from Bradenton/Sarasota - Mobil Gas Station and arriving at Chicago Bus Station via University of South Florida and Atlanta Bus Station. The journey, including transfers, takes approximately 27h 32m.
The distance between Longboat Key and Chicago is 1069 miles. The road distance is 1183.5 miles.
The best way to get from Longboat Key to Chicago without a car is to bus which takes 27h 32m and costs $230 - $420.
It takes approximately 3h 47m to get from Longboat Key to Chicago, including transfers.
Longboat Key to Chicago bus services, operated by RedCoach, depart from Bradenton/Sarasota - Mobil Gas Station.
The best way to get from Longboat Key to Chicago is to fly which takes 3h 47m and costs $160 - $700. Alternatively, you can bus, which costs $230 - $420 and takes 27h 32m.
Longboat Key to Chicago bus services, operated by RedCoach, arrive at University of South Florida - 3801 USF Holly Dr station.
Chicago is 1h behind Longboat Key. It is currently 9:59 AM in Longboat Key and 8:59 AM in Chicago.
What companies run services between Longboat Key, FL, USA and Chicago, IL, USA?
Southwest Airlines and Allegiant Air fly 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, University of South Florida, and Atlanta Bus Station in around 27h 32m.
- Website
- southwest.com
Flights from Sarasota–Bradenton International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 40m
- When
- Every day
- Estimated price
- $120–600
Flights from Sarasota–Bradenton International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 4h 55m
- When
- Saturday
- Estimated price
- $130–600
Flights from Sarasota–Bradenton International Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 5h 46m
- When
- Every day
- Estimated price
- $120–600
Flights from Tampa to Chicago Midway International Airport
- Ave. Duration
- 2h 39m
- When
- Every day
- Estimated price
- $95–450
Flights from Tampa to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 47m
- When
- Monday, Thursday, Friday, Tuesday, Wednesday, and Sunday
- Estimated price
- $95–450
Flights from Tampa to Chicago Midway International Airport via Louisville
- Ave. Duration
- 5h 5m
- When
- Saturday
- Estimated price
- $95–450
Flights from Tampa to Chicago Midway International Airport via Columbus
- Ave. Duration
- 5h 27m
- When
- Tuesday to Friday
- Estimated price
- $100–480
Flights from Tampa to Chicago Midway International Airport via Birmingham
- Ave. Duration
- 5h 40m
- When
- Saturday
- Estimated price
- $95–460
- Website
- delta.com
Flights from Tampa to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 5h 15m
- When
- Every day
- Estimated price
- $80–390
- Website
- aa.com
Flights from Sarasota–Bradenton International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 27m
- When
- Saturday
- Estimated price
- $100–480
Flights from Tampa to Chicago O'Hare International Airport
- Ave. Duration
- 3h 11m
- When
- Every day
- Estimated price
- $80–390
- Website
- united.com
Flights from Sarasota–Bradenton International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 11m
- When
- Every day
- Estimated price
- $100–480
Flights from Tampa to Chicago O'Hare International Airport
- Ave. Duration
- 3h 4m
- When
- Every day
- Estimated price
- $80–390
- Website
- allegiantair.com
Flights from Sarasota–Bradenton International Airport to Chicago Midway International Airport via Knoxville
- Ave. Duration
- 4h 8m
- When
- Thursday
- Estimated price
- $120–600
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Tampa to Chicago Union Station
- Ave. Duration
- 40h 56m
- Frequency
- Once daily
- Estimated price
- $550–1,200
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 877 733 0724
- Website
- redcoachusa.com
Bus from Bradenton/Sarasota - Mobil Gas Station to University of South Florida - 3801 USF Holly Dr
- Ave. Duration
- 1h 5m
- Frequency
- Once daily
- Estimated price
- $15–29
- Website
- https://www.redcoachusa.com
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from University of South Florida to Atlanta Bus Station
- Ave. Duration
- 8h
- Frequency
- Once daily
- Estimated price
- $70–120
- Schedules at
- flixbus.com
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 14h 25m
- Frequency
- Twice daily
- Estimated price
- $110–190
- Schedules at
- flixbus.com
Rome2Rio's guide to Greyhound USA
Contact DetailsContact 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
- $100–210
- 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
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More Questions & Answers
Yes, the driving distance between Longboat Key to Chicago is 1184 miles. It takes approximately 20h 58m to drive from Longboat Key to Chicago.
There are 1302+ hotels available in Chicago.










