There are 8 ways to get from Chicago to Fort Myers Beach 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 Chicago Midway International Airport to Ft. Myers
best- Fly from Chicago Midway International Airport (MDW) to Ft. Myers (RSW)plane MDW - RSW
7h 29m$146–713Fly Chicago O'Hare International Airport to Sarasota–Bradenton International Airport, bus
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Sarasota–Bradenton International Airport (SRQ)plane ORD - SRQ
- Take the bus from Sarasota Cattlemen Transfer Center to Fort Myers Bus Stopbus
10h 51m$98–434Bus
- Take the bus from Chicago Bus Station to Atlanta Bus Stationbus
- Take the bus from Atlanta Bus Station to Gainesvillebus
- Take the bus from University of Florida - 1956 Gale Lemerand Dr to Fort Myers 7-11bus
29h 48m$281–421Train, bus (Amtrak)
- Take the train from Chicago Union Station to Tampatrain Floridian
- Take the bus from Tampa to Fort Myers Amtrak Bus Stopbus Amtrak Thruway Connecting Service
45h 51m$555–1,252Drive 1,237.7 mi
- Drive from Chicago to Fort Myers Beachcar 1,237.7 mi
22h 35m$226–327Fly Chicago O'Hare International Airport to Ft. Myers
- Fly from Chicago O'Hare International Airport (ORD) to Ft. Myers (RSW)plane ORD - RSW
7h 56m$136–443Train to General Mitchell International Airport, fly to Ft. Myers
- Take the train from Chicago Union Station to Milwaukeetrain
- Fly from General Mitchell International Airport (MKE) to Ft. Myers (RSW)plane MKE - RSW
9h 8m$188–875Fly Chicago Midway International Airport to Sarasota–Bradenton International Airport, bus
- Fly from Chicago Midway International Airport (MDW) to Sarasota–Bradenton International Airport (SRQ)plane MDW - SRQ
- Take the bus from Sarasota Cattlemen Transfer Center to Fort Myers Bus Stopbus
10h 17m$128–634
Chicago Midway International Airport (MDW) to Ft. Myers (RSW) flights
Comparing Your Travel Options
The cheapest way to get from Chicago to Fort Myers Beach is to fly and bus which costs $95 - $440 and takes 10h 51m.
The fastest way to get from Chicago to Fort Myers Beach is to fly which takes 7h 29m and costs $140 - $750.
No, there is no direct bus from Chicago station to Fort Myers Beach. However, there are services departing from Chicago Bus Station and arriving at Fort Myers 7-11 via Atlanta Bus Station, Rosa Parks RTS Downtown Station and University of Florida - 1956 Gale Lemerand Dr. The journey, including transfers, takes approximately 29h 48m.
The distance between Chicago and Fort Myers Beach is 1149 miles. The road distance is 1244.9 miles.
The best way to get from Chicago to Fort Myers Beach without a car is to bus which takes 29h 48m and costs $280 - $430.
It takes approximately 7h 29m to get from Chicago to Fort Myers Beach, including transfers.
Chicago to Fort Myers Beach bus services, operated by Greyhound USA, depart from Chicago Bus Station.
The best way to get from Chicago to Fort Myers Beach is to fly which takes 7h 29m and costs $140 - $750. Alternatively, you can bus, which costs $280 - $430 and takes 29h 48m.
Chicago to Fort Myers Beach bus services, operated by Greyhound USA, arrive at Atlanta Bus Station.
Fort Myers Beach is 1h ahead of Chicago. It is currently 2:26 AM in Chicago and 3:26 AM in Fort Myers Beach.
What companies run services between Chicago, IL, USA and Fort Myers Beach, 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 Fort Myers Beach via Atlanta Bus Station, Gainesville, Rosa Parks RTS Downtown Station, UF Health Archer Road, University of Florida - 1956 Gale Lemerand Dr, and Fort Myers 7-11 in around 29h 48m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Ft. Myers
- Ave. Duration
- 2h 45m
- When
- Every day
- Estimated price
- $140–700
Flights from Chicago Midway International Airport to Ft. Myers via Orlando
- Ave. Duration
- 4h 47m
- When
- Tuesday, Wednesday, and Sunday
- Estimated price
- $140–700
Flights from Chicago Midway International Airport to Ft. Myers via Nashville
- Ave. Duration
- 4h 46m
- When
- Every day
- Estimated price
- $140–700
Flights from General Mitchell International Airport to Ft. Myers
- Ave. Duration
- 2h 50m
- When
- Every day
- Estimated price
- $160–800
Flights from General Mitchell International Airport to Ft. Myers via Nashville
- Ave. Duration
- 4h 43m
- When
- Every day
- Estimated price
- $160–800
Flights from General Mitchell International Airport to Ft. Myers via St. Louis
- Ave. Duration
- 4h 43m
- When
- Every day
- Estimated price
- $170–850
Flights from General Mitchell International Airport to Ft. Myers via Chicago Midway International Airport
- Ave. Duration
- 4h 55m
- When
- Monday to Saturday
- Estimated price
- $160–800
Flights from General Mitchell International Airport to Ft. Myers via Orlando
- Ave. Duration
- 5h
- When
- Tuesday and Wednesday
- Estimated price
- $160–800
Flights from Chicago Midway International Airport to Sarasota–Bradenton International Airport
- Ave. Duration
- 2h 39m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Sarasota–Bradenton International Airport via Nashville
- Ave. Duration
- 5h 7m
- When
- Sunday, Saturday, Tuesday, and Wednesday
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Sarasota–Bradenton International Airport via Orlando
- Ave. Duration
- 5h 26m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Sarasota–Bradenton International Airport via Indianapolis
- Ave. Duration
- 5h 40m
- When
- Saturday
- Estimated price
- $110–600
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Tampa
- Ave. Duration
- 40h 47m
- Frequency
- Once daily
- Estimated price
- $460–1,200
- Website
- Amtrak
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $21–55
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Chicago Bus Station to Atlanta Bus Station
- Ave. Duration
- 16h 5m
- Frequency
- 4 times a day
- Estimated price
- $110–180
- Website
- Greyhound
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Booking & Getting There
Yes, the driving distance between Chicago to Fort Myers Beach is 1245 miles. It takes approximately 22h 35m to drive from Chicago to Fort Myers Beach.
There are 4401+ hotels available in Fort Myers Beach.





