There are 5 ways to get from Chicago to Sanibel 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 Ft. Myers (RSW)plane MDW - RSW
4h 51m$208–750Fly from Chicago O'Hare International Airport
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Ft. Myers (RSW)plane ORD - RSW
5h 15m$178–590Bus
- 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 Fort Myers Bus Stopbus
32h 21m$252–455Train, bus
- Take the train from Chicago Union Station to Tampatrain Floridian
- Take the bus from Tampa Bus Station to Fort Myers Bus Stopbus FlixBus 2421
44h 56m$677–1,284Drive 1,242.9 mi
- Drive from Chicago to Sanibelcar 1,242.9 mi
22h 53m$227–328
Chicago Midway International Airport (MDW) to Ft. Myers (RSW) flights
Questions & Answers
The cheapest way to get from Chicago to Sanibel is to drive which costs $220 - $330 and takes 22h 53m.
The fastest way to get from Chicago to Sanibel is to fly which takes 4h 51m and costs $200 - $750.
No, there is no direct bus from Chicago station to Sanibel. However, there are services departing from Chicago Bus Station and arriving at Cape Coral Transfer Center via Atlanta Bus Station, Orlando Bus Station and Rosa Parks Transportation Ctr. The journey, including transfers, takes approximately 32h 21m.
The distance between Chicago and Sanibel is 1150 miles. The road distance is 1250.2 miles.
The best way to get from Chicago to Sanibel without a car is to bus which takes 32h 21m and costs $250 - $460.
It takes approximately 4h 51m to get from Chicago to Sanibel, including transfers.
Chicago to Sanibel bus services, operated by Greyhound USA, depart from Chicago Bus Station.
The best way to get from Chicago to Sanibel is to fly which takes 4h 51m and costs $200 - $750. Alternatively, you can bus, which costs $250 - $460 and takes 32h 21m.
Chicago to Sanibel bus services, operated by Greyhound USA, arrive at Atlanta Bus Station.
Sanibel is 1h ahead of Chicago. It is currently 3:31 PM in Chicago and 4:31 PM in Sanibel.
What companies run services between Chicago, IL, USA and Sanibel, FL, USA?
Southwest Airlines and Delta fly from Chicago Midway International Airport (MDW) to Ft. Myers (RSW) every 4 hours. Alternatively, you can take a bus from Chicago Bus Station to Sanibel via Atlanta Bus Station, Orlando Bus Station, Rosa Parks Transportation Ctr, and Cape Coral Transfer Center in around 32h 21m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Ft. Myers
- Ave. Duration
- 2h 45m
- When
- Every day
- Estimated price
- $130–650
Flights from Chicago Midway International Airport to Ft. Myers via Nashville
- Ave. Duration
- 4h 52m
- When
- Tuesday and Wednesday
- Estimated price
- $130–650
Flights from Chicago Midway International Airport to Ft. Myers via Indianapolis
- Ave. Duration
- 4h 40m
- When
- Sunday
- Estimated price
- $130–650
Flights from Chicago Midway International Airport to Ft. Myers via Orlando
- Ave. Duration
- 5h 12m
- When
- Tuesday, Wednesday, Sunday, Monday, Thursday, and Friday
- Estimated price
- $130–650
Flights from Chicago Midway International Airport to Ft. Myers via Columbus
- Ave. Duration
- 5h 30m
- When
- Monday, Thursday, and Friday
- Estimated price
- $140–700
- Website
- delta.com
Flights from Chicago Midway International Airport to Ft. Myers via Atlanta
- Ave. Duration
- 5h 3m
- When
- Every day
- Estimated price
- $130–650
Flights from Chicago O'Hare International Airport to Ft. Myers via Atlanta
- Ave. Duration
- 5h 13m
- When
- Every day
- Estimated price
- $100–490
- Website
- united.com
Flights from Chicago O'Hare International Airport to Ft. Myers
- Ave. Duration
- 3h 8m
- When
- Every day
- Estimated price
- $100–490
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Ft. Myers
- Ave. Duration
- 2h 54m
- When
- Every day
- Estimated price
- $100–490
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Tampa
- Ave. Duration
- 40h 47m
- Frequency
- Once daily
- Estimated price
- $550–1,200
- Website
- https://www.amtrak.com/home.html
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Chicago Bus Station to Atlanta Bus Station
- Ave. Duration
- 16h 5m
- Frequency
- 4 times a day
- Estimated price
- $110–210
- Website
- https://www.greyhound.com/
Bus from Atlanta Bus Station to Orlando Bus Station
- Ave. Duration
- 9h 50m
- Frequency
- Once daily
- Estimated price
- $65–130
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Chicago Bus Station to Atlanta Bus Station
- Ave. Duration
- 14h 25m
- Frequency
- Twice daily
- Estimated price
- $110–190
- Schedules at
- flixbus.com
Bus from Atlanta Bus Station to Orlando Bus Station
- Ave. Duration
- 7h 45m
- Frequency
- Every 4 hours
- Estimated price
- $65–120
- Schedules at
- flixbus.com
Bus from Orlando Bus Station to Fort Myers Bus Stop
- Ave. Duration
- 4h 35m
- Frequency
- 4 times a day
- Estimated price
- $30–55
- Schedules at
- flixbus.com
Bus from Tampa Bus Station to Fort Myers Bus Stop
- Ave. Duration
- 2h 20m
- Frequency
- 4 times a day
- Estimated price
- $19–35
- 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 Sanibel is 1250 miles. It takes approximately 22h 53m to drive from Chicago to Sanibel.
There are 3296+ hotels available in Sanibel.






