Browse by airline

A fast, easy-to-use flight route finder

Type in your origin and destination city and we will give you the best flight route options based on flight time and connection time along with airline and airports delays.

Flights from Chicago to Fort Myers – Direct & connecting routes

Non-stop airlines Connecting flights Show map Price search

MDW to RSW flights and routes map MDW to RSW – All flight route options from Chicago Midway International, Illinois, USA to Southwest Florida International Airport, Florida, USA. These flights are operated by 3 airlines. Fly non-stop with Southwest Airlines or choose from 12 different transit flights. The shortest flight time is 2 hours and 45 minutes. See the full flight schedule and time table, including departure times, airlines and stopover details to find the best option for you.

From
To
USA MDW Chicago Midway Chicago, IL, USA
USA RSW Southwest Florida Airport, FL, USA
MDW
Chicago Midway
USAChicago, IL, USA
Southwest Florida Airport
USAFort Myers, FL, USA
RSW
1 direct route found »
SHOW FLIGHTS
13 routes with 1 stop found »
SHOW FLIGHTS

Non-stop route options:

Duration

Southwest Airlines
Non-stop with Southwest Airlines. 2-3 flights per day.

SHOW SCHEDULE
2h 45m

Southwest Airlines
Non-stop with Southwest Airlines.
2h 45m
2-3 flights per day.
SHOW SCHEDULE
CHECK PRICE FOR NON-STOP FLIGHTS
Ad

1 stop route options with the same airline:

Duration

Via Indianapolis IND
1 stop with Southwest Airlines.
Begins in 7/8

SHOW SCHEDULE
4h 20m

Begins in 7/8
Via Indianapolis IND
1 stop with Southwest Airlines.
4h 20m
Begins in 7/8
SHOW SCHEDULE
Via Atlanta ATL
1 stop with Delta Air Lines. 3-5 flights per day.

SHOW SCHEDULE
4h 58m

Via Atlanta ATL
1 stop with Delta Air Lines.
4h 58m
3-5 flights per day.
SHOW SCHEDULE
Via Saint Louis STL
1 stop with Southwest Airlines. 1-2 flights per day.

SHOW SCHEDULE
5h 03m

Via Saint Louis STL
1 stop with Southwest Airlines.
5h 03m
1-2 flights per day.
SHOW SCHEDULE
Via Columbus CMH
1 stop with Southwest Airlines. 0-1 flights per day.
Only saturdays

SHOW SCHEDULE
5h 15m

Only saturdays
Via Columbus CMH
1 stop with Southwest Airlines.
5h 15m
0-1 flights per day.
Only saturdays
SHOW SCHEDULE
Via Nashville BNA
1 stop with Southwest Airlines. 1-2 flights per day.

SHOW SCHEDULE
5h 35m

Via Nashville BNA
1 stop with Southwest Airlines.
5h 35m
1-2 flights per day.
SHOW SCHEDULE
Via Kansas City MCI
1 stop with Southwest Airlines. 0-1 flights per day.
Sat & Sun

SHOW SCHEDULE
5h 45m

Sat & Sun
Via Kansas City MCI
1 stop with Southwest Airlines.
5h 45m
0-1 flights per day.
Sat & Sun
SHOW SCHEDULE
Via Pittsburgh PIT
1 stop with Southwest Airlines. 0-1 flights per day.
Fri,Sat & Sun

SHOW SCHEDULE
5h 45m

Fri,Sat & Sun
Via Pittsburgh PIT
1 stop with Southwest Airlines.
5h 45m
0-1 flights per day.
Fri,Sat & Sun
SHOW SCHEDULE
Via Orlando MCO
1 stop with Southwest Airlines.
Begins in 5/8

SHOW SCHEDULE
5h 50m

Begins in 5/8
Via Orlando MCO
1 stop with Southwest Airlines.
5h 50m
Begins in 5/8
SHOW SCHEDULE
Via Atlanta ATL
1 stop with Frontier Airlines.
Begins in 21/8

SHOW SCHEDULE
6h 21m

Begins in 21/8
Via Atlanta ATL
1 stop with Frontier Airlines.
6h 21m
Begins in 21/8
SHOW SCHEDULE
Via Detroit DTW
1 stop with Delta Air Lines. 3-4 flights per day.

SHOW SCHEDULE
6h 23m

Via Detroit DTW
1 stop with Delta Air Lines.
6h 23m
3-4 flights per day.
SHOW SCHEDULE
Via Buffalo BUF
1 stop with Southwest Airlines. 0-1 flights per day.
Begins in 25/11

SHOW SCHEDULE
6h 40m

Begins in 25/11
Via Buffalo BUF
1 stop with Southwest Airlines.
6h 40m
0-1 flights per day.
Begins in 25/11
SHOW SCHEDULE
Via Baltimore BWI
1 stop with Southwest Airlines. 3-6 flights per day.

SHOW SCHEDULE
7h 00m

Via Baltimore BWI
1 stop with Southwest Airlines.
7h 00m
3-6 flights per day.
SHOW SCHEDULE
Via Washington DCA
1 stop with Southwest Airlines.
Begins in 30/11

SHOW SCHEDULE
7h 00m

Begins in 30/11
Via Washington DCA
1 stop with Southwest Airlines.
7h 00m
Begins in 30/11
SHOW SCHEDULE
SELECT DATE & CHECK PRICE
Ad
Find the best prices on hotels and car rental near Southwest Florida Airport

We got great deals on hotels and car rentals near the airport.

Southwest Florida Airport HOTEL PRICES
Southwest Florida Airport CAR-RENTAL
Ad

Chicago to Fort Myers flights

There are over 13 airlines and as many as 98 flights every week to this destination. You can fly non-stop to Fort Myers (RSW) from Chicago (MDW) with Southwest Airlines but if a stopover option suits you better you can choose to fly via Indianapolis, Atlanta or any other of the 12 alternatives with connectiing airports.

Chicago to Fort Myers with Southwest Airlines

You can fly non-stop every weekday with flights departing from 5:00 am to 8:00 pm. You can also catch a transit flight via Indianapolis or Saint Louis.

With Delta Air Lines

If you choose to fly with Delta Air Lines from Chicago to Fort Myers you can make a transit either via Atlanta or via Detroit. The route via Atlanta is 1 hour and 25 minutes faster. Delta Air Lines is a member of SkyTeam.

Distance & flight times: Midway International Airport to Southwest Florida International Airport

The shortest flight time between MDW and RSW is 2 hours and 45 minutes.

ViaTotal flight timeLayover timeDistance
Direct2h 45m-1113 miles (1791 km)
IND Indianapolis4h 20m1h 45m1115 miles (1794 km)
ATL Atlanta4h 58m1h 36m1113 miles (1791 km)
STL Saint Louis5h 3m2h 45m1238 miles (1992 km)
CMH Columbus5h 15m1h 10m1221 miles (1965 km)
BNA Nashville5h 35m1h 15m1124 miles (1809 km)
PIT Pittsburgh5h 45m45m1376 miles (2214 km)
MCI Kansas City5h 45m1h 35m1569 miles (2525 km)
MCO Orlando5h 50m2h 0m1130 miles (1818 km)
DTW Detroit6h 23m2h 24m1322 miles (2127 km)
BUF Buffalo6h 40m2h 10m1621 miles (2608 km)
DCA Washington7h 0m45m1500 miles (2414 km)
BWI Baltimore7h 0m1h 55m1538 miles (2475 km)
The flight times and layover times in the table above are approximate and may vary depending on flight number, aircraft, airline, weather, and time of day.MDW-RSW flight routesChicago to Fort Myers flight routes illustrated on a map.
Ad
Chicago - Fort Myers route map and flight paths
CHECK PRICES FOR MDW - RSW
Quick copy and share this page
URL copied to clipboard!
Ad
Show all destinations from MDW Show all destinations from RSW

You can fly non-stop from Chicago (MDW) to Fort Myers (RSW) with Southwest Airlines. The flight takes approximately 2 hours and 45 minutes. If you travel with a connecting flight instead, for example via Indianapolis, the total flight time will be 4 hours and 20 minutes.

If you're interested in direct flights, Southwest Airlines is available. For flights with stopovers, Southwest Airlines and Delta Air Lines is also an option.

The flight time between Chicago Midway (MDW) and Southwest Florida International Airport (RSW) is approximately 2 hours and 45 minutes. The distance between the two airports is 1113 miles (or 1791 kilometers).

Yes, you can fly non-stop to RSW from MDW with Southwest Airlines.

A codeshare agreement means that cooperating airlines are able to sell seats on each other’s flights. This means that you are able to travel to more destinations than your airline of choice normally offers. Codeshare flights are also beneficial because of the seamless transits you can get with connecting flights from the same airline. The downside of choosing a codeshare flight can be that you in some cases can’t upgrade codeshare flights or use elite benefits.

A connecting or transit flight means that you reach your final destination through two or more flights – in other words a non-direct flight. You will change to a new aircraft after your first flight, this may include moving to another terminal at the airport aswell. The time required to transfer passengers and luggage between flights is called Minimum Connecting Time (MCT) and are always taken into account here on Flightroutes.com.

If you bought your whole flight on a single ticket, the airline will book you on the next available connecting flight.

With connecting flights, checked in luggage is most commonly forwarded to your final destination when buying a single ticket for both flights.

If you miss your connecting flight due to circumstances outside your control such as your first flight being delayed, you should turn to your airline who will provide you with a seat on the next available flight. This is usually done free of charge, and only applies if you purchased your trip as one ticket. If the next connecting flight is the following day, the airline usually provides accommodation and meals.
Ad
Search price