There are 6 ways to get from Chicago to Sanibel Island 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 49m$218–840Fly from Chicago O'Hare International Airport
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Ft. Myers (RSW)plane ORD - RSW
5h 13m$188–470Bus
- 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 Fort Myers Bus Stopbus
31h 48m$255–414Train, 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 55m$1,072–1,623Drive 1,239.1 mi
- Drive from Chicago to Sanibel Islandcar 1,239.1 mi
22h 44m$219–317Train to General Mitchell International Airport, fly
- Take the train from Chicago Union Station to Milwaukeetrain
- Fly from General Mitchell International Airport (MKE) to Ft. Myers (RSW)plane MKE - RSW
6h 28m$274–971
Chicago Midway International Airport (MDW) to Ft. Myers (RSW) flights
Comparing Your Travel Options
The cheapest way to get from Chicago to Sanibel Island is to drive which costs $210 - $320 and takes 22h 44m.
The fastest way to get from Chicago to Sanibel Island is to fly which takes 4h 49m and costs $210 - $850.
No, there is no direct bus from Chicago station to Sanibel Island. However, there are services departing from Chicago Bus Station and arriving at Cape Coral Transfer Center via Atlanta Bus Station, Tampa Bus Station and Rosa Parks Transportation Ctr. The journey, including transfers, takes approximately 31h 48m.
The distance between Chicago and Sanibel Island is 1149 miles. The road distance is 1246.3 miles.
The best way to get from Chicago to Sanibel Island without a car is to bus which takes 31h 48m and costs $250 - $420.
It takes approximately 4h 49m to get from Chicago to Sanibel Island, including transfers.
Chicago to Sanibel Island bus services, operated by Greyhound USA, depart from Chicago Bus Station.
The best way to get from Chicago to Sanibel Island is to fly which takes 4h 49m and costs $210 - $850. Alternatively, you can bus, which costs $250 - $420 and takes 31h 48m.
Chicago to Sanibel Island bus services, operated by Greyhound USA, arrive at Atlanta Bus Station.
Yes, the driving distance between Chicago to Sanibel Island is 1246 miles. It takes approximately 22h 44m to drive from Chicago to Sanibel Island.
What companies run services between Chicago, IL, USA and Sanibel Island, FL, USA?
Southwest Airlines and Delta fly from Chicago Midway International Airport (MDW) to Ft. Myers (RSW) every 3 hours. Alternatively, you can take a bus from Chicago Bus Station to Sanibel Island via Atlanta Bus Station, Tampa Bus Station, Rosa Parks Transportation Ctr, and Cape Coral Transfer Center in around 31h 48m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Ft. Myers
- Ave. Duration
- 2h 45m
- When
- Every day
- Estimated price
- $150–750
Flights from Chicago Midway International Airport to Ft. Myers via Nashville
- Ave. Duration
- 5h
- When
- Tuesday, Wednesday, Monday, Thursday, Friday, and Sunday
- Estimated price
- $150–750
Flights from Chicago Midway International Airport to Ft. Myers via Orlando
- Ave. Duration
- 5h 25m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $150–750
Flights from Chicago Midway International Airport to Ft. Myers via Columbus
- Ave. Duration
- 5h 20m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $160–800
Flights from General Mitchell International Airport to Ft. Myers
- Ave. Duration
- 2h 57m
- When
- Every day
- Estimated price
- $160–800
Flights from General Mitchell International Airport to Ft. Myers via Nashville
- Ave. Duration
- 4h 40m
- When
- Monday and Saturday
- Estimated price
- $160–800
Flights from General Mitchell International Airport to Ft. Myers via Chicago Midway International Airport
- Ave. Duration
- 4h 42m
- When
- Saturday
- Estimated price
- $160–800
Flights from General Mitchell International Airport to Ft. Myers via Orlando
- Ave. Duration
- 5h 15m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $160–800
- Website
- delta.com
Flights from Chicago Midway International Airport to Ft. Myers via Atlanta
- Ave. Duration
- 5h 8m
- When
- Every day
- Estimated price
- $150–750
Flights from Chicago O'Hare International Airport to Ft. Myers via Atlanta
- Ave. Duration
- 5h 30m
- When
- Every day
- Estimated price
- $95–460
Flights from General Mitchell International Airport to Ft. Myers via Atlanta
- Ave. Duration
- 4h 59m
- When
- Every day
- Estimated price
- $160–800
Flights from General Mitchell International Airport to Ft. Myers via Detroit
- Ave. Duration
- 5h 17m
- When
- Every day
- Estimated price
- $170–800
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Ft. Myers
- Ave. Duration
- 2h 57m
- When
- Every day
- Estimated price
- $95–460
Flights from General Mitchell International Airport to Ft. Myers via Charlotte
- Ave. Duration
- 4h 48m
- When
- Monday
- Estimated price
- $160–800
- Website
- united.com
Flights from Chicago O'Hare International Airport to Ft. Myers
- Ave. Duration
- 3h 4m
- When
- Every day
- Estimated price
- $95–460
- Website
- flyfrontier.com
Flights from Chicago O'Hare International Airport to Ft. Myers
- Ave. Duration
- 2h 56m
- When
- Monday, Tuesday, Wednesday, Friday, Saturday, and Sunday
- Estimated price
- $120–380
- Website
- suncountry.com
Flights from General Mitchell International Airport to Ft. Myers
- Ave. Duration
- 3h 6m
- When
- Saturday
- Estimated price
- $160–800
Rome2Rio's guide to Amtrak
Contact 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
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $45–75
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Chicago Bus Station to Atlanta Bus Station
- Ave. Duration
- 16h 5m
- Frequency
- Every 4 hours
- Estimated price
- $130–200
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Chicago Bus Station to Atlanta Bus Station
- Ave. Duration
- 16h
- Frequency
- 5 times a day
- Estimated price
- $110–170
- Schedules at
- Flixbus USA
Bus from Atlanta Bus Station to Tampa Bus Station
- Ave. Duration
- 9h 30m
- Frequency
- Once daily
- Estimated price
- $80–130
- Schedules at
- Flixbus USA
Bus from Tampa Bus Station to Fort Myers Bus Stop
- Ave. Duration
- 2h 20m
- Frequency
- Every 4 hours
- Estimated price
- $19–29
- Schedules at
- Flixbus USA
Bus from Tampa Bus Station to Fort Myers Bus Stop
- Ave. Duration
- 2h 20m
- Frequency
- Every 4 hours
- Estimated price
- $19–29
- Schedules at
- Flixbus USA
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Booking & Getting There
There are 36+ hotels available in Sanibel Island.






