Fort Lauderdale (FLL) to Chicago (MDW) flight deal in economy from $85

Southwest AirlinesWNSouthwest Airlines
One Way•Economy
United StatesFLL

Fort Lauderdale – Hollywood International Airport

Fort Lauderdale, United States
United StatesMDW

Midway International Airport

Chicago, United States
$143 USD
-41%$85 USD
Verified about 1 hour ago
Fair Availability
26% of dates checked are available within 10% of the lowest price

Thursday, November 19th, 2026

Outbound Flights

3h 5m·Nonstop
$85 USD
Southwest Airlines
FLLNov 19 06:50
→
MDWNov 19 08:55
WN 1719Boeing 737MAX 8 Passenger
5h 20m·1 stop
$95 USD
Southwest Airlines
FLLNov 19 07:00
→
MCONov 19 08:05
WN 2573Boeing 737
1h 20m layover
Southwest Airlines
MCONov 19 09:25
→
MDWNov 19 11:20
WN 2803Boeing 737MAX 8 Passenger
6h 55m·1 stop
$95 USD
Southwest Airlines
FLLNov 19 09:00
→
PITNov 19 11:40
WN 2572Boeing 737-700 (Scimitar Winglets) Pax
2h 40m layover
Southwest Airlines
PITNov 19 14:20
→
MDWNov 19 14:55
WN 3316Boeing 737MAX 8 Passenger
6h 15m·1 stop
$95 USD
Southwest Airlines
FLLNov 19 14:35
→
RDUNov 19 16:40
WN 3018Boeing 737
2h 10m layover
Southwest Airlines
RDUNov 19 18:50
→
MDWNov 19 19:50
WN 2321Boeing 737
5h 15m·1 stop
$147 USD
Southwest Airlines
FLLNov 19 12:55
→
MCINov 19 15:15
WN 4663Boeing 737
35m layover
Southwest Airlines
MCINov 19 15:50
→
MDWNov 19 17:10
WN 2694Boeing 737
5h 55m·1 stop
$147 USD
Southwest Airlines
FLLNov 19 16:35
→
BWINov 19 19:05
WN 1171Boeing 737MAX 8 Passenger
1h 10m layover
Southwest Airlines
BWINov 19 20:15
→
MDWNov 19 21:30
WN 1073Boeing 737MAX 8 Passenger
4h 50m·1 stop
$164 USD
Southwest Airlines
FLLNov 19 15:15
→
BNANov 19 16:40
WN 2754Boeing 737MAX 8 Passenger
45m layover
Southwest Airlines
BNANov 19 17:25
→
MDWNov 19 19:05
WN 651Boeing 737MAX 8 Passenger
3h 5m·Nonstop
$191 USD
Southwest Airlines
FLLNov 19 17:40
→
MDWNov 19 19:45
WN 4823Boeing 737MAX 8 Passenger
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