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Data updated: 2026-10-28 13:21:57

Fort Myers (RSW) to Chicago (MDW) Flights

Compare flights from Fort Myers to Chicago, explore popular airlines, airports, and travel tips.
Get the latest collected flight schedules, prices, and route information all in one place.
RSW········· ·········MDW
Southwest Florida International AirportChicago Midway International Airport
Distance
1,105 miles
Flight time
2h 50m
Time difference
MDW is 1h behind
Departure date
Return date

Flights from Fort Myers to Chicago

All times are shown in local time. Prices are for one-way, per adult, including taxes and fees.

Transfers
Airlines
Airline allianceAirlines
Departure / arrival
Departure time (local time)Arrival time (local time)
Airport
Departure airports
Arrival airports
Collected nonstop flight records from RSW to MDW on 2026-10-29
SouthwestFlight Number: WN 3614
06:40RSWEDT UTC−42h 50m
····· ✈ ·····
Nonstop		08:30MDWCDT UTC−5$227.00One-way
Flight details
SouthwestFlight Number: WN 2997
12:30RSWEDT UTC−42h 50m
····· ✈ ·····
Nonstop		14:20MDWCDT UTC−5$283.00One-way
Flight details
SouthwestFlight Number: WN 3615
18:40RSWEDT UTC−42h 50m
····· ✈ ·····
Nonstop		20:30MDWCDT UTC−5$227.00One-way
Flight details

Flight route map

Fort Myers (RSW) to Chicago (MDW) Non-stop flight routes illustrated on a map.

Flights from Fort Myers (RSW), Florida, to Chicago (MDW), Illinois, are shown on the map. Based on recorded flight history, the distance is approximately 1,105 miles.

Departure
Southwest Florida International Airport · Florida, United States · 26° 32' 05" N 81° 45' 10" W
Flight route
1,105 miles · 2h 50m
Direction
343.60° (NNW)
Geographic midpoint
The geographic midpoint is at latitude 34.19655, longitude -84.47982, approximately 553.71 miles from both airports.
Great-circle distance
1,107.4 miles
Driving route
1,252 miles · 25 hr 12 min
Time difference
MDW is 1h behind
Destination
Chicago Midway International Airport · Illinois, United States · 41° 47' 10" N 87° 45' 09" W
Distance and time are approximate; flight schedules and local times may change.

Route information

Distance
1,105 miles
Average flight time
2h 50m
Time difference
MDW is 1h behind
Route direction
The initial bearing on the course from Fort Myers to Chicago is 343.60°, and the compass direction is NNW.

Airport information

Southwest Florida International Airport

Southwest Florida International Airport
Fort Myers, Florida, United States
26° 32' 05" N, 81° 45' 10" W
Elevation: 30 ft (9 m)
Time zone: EDT UTC−4
View airport details

What's the weather like in Fort Myers and Chicago?

Temperature unit:

RSW · Fort Myers

79°FOvercastFeels like 82°F
Humidity
78%
Wind
16 mph
Precipitation
0 mm

MDW · Chicago

53°FSunnyFeels like 51°F
Humidity
85%
Wind
4 mph
Precipitation
0 mm
Wed, Oct 2875°F | 52°FMainly clear
Thu, Oct 2967°F | 51°FOvercast
Fri, Oct 3060°F | 53°FLight drizzle
Sat, Oct 3163°F | 53°FDense drizzle
Sun, Nov 160°F | 56°FModerate drizzle

Popular airlines from Fort Myers to Chicago

Southwestfrom $227.00

Popular airports near Fort Myers

Popular airports near Chicago

Popular hotels in MDW

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Everything you need to know for your flight from Fort Myers to Chicago

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