Southwest Airlines flight WN 2099: Multiple routes

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sat 07:30 Jacksonville (JAX) 08:50 Chicago Midway (MDW)
WN 2099 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2026-08-08 through 2026-09-26
Mon 07:40 Chicago Midway (MDW) 10:05 Dallas Love Field (DAL) 1
WN 2099 Non-stop Boeing 737-700 (Scimitar Winglets) 2:25 Operates only on 2026-01-05
Tue,Wed 07:40 Sacramento (SMF) B 09:10 Santa Ana (SNA)
WN 2099 Non-stop Boeing 737-700 (Scimitar Winglets) 1:30 Effective 2026-04-07 through 2026-06-03
Fri,Sun 07:50 Chicago Midway (MDW) 10:15 Dallas Love Field (DAL) 1
WN 2099 Non-stop Boeing 737-700 (Scimitar Winglets) 2:25 Effective 2026-01-02 through 2026-01-04
Sat 08:00 Chicago Midway (MDW) 10:30 Dallas Love Field (DAL) 1
WN 2099 Non-stop Boeing 737-800 (73H) 2:30 Valid until 2026-01-03
Sat 08:10 Sacramento (SMF) B 09:40 Santa Ana (SNA)
WN 2099 Non-stop Boeing 737-700 (Scimitar Winglets) 1:30 Effective 2026-04-11 through 2026-05-30
Tue,Wed 09:45 Santa Ana (SNA) 14:35 Dallas Love Field (DAL) 1
WN 2099 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-04-07 through 2026-06-03
Tue,Wed 10:10 Houston Hobby (HOU) 13:25 Fort Lauderdale (FLL) 1
WN 2099 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-03-10 through 2026-04-01
Sat 10:15 Houston Hobby (HOU) 13:30 Fort Lauderdale (FLL) 1
WN 2099 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-03-07 through 2026-04-04
Sun 10:15 Houston Hobby (HOU) 13:30 Fort Lauderdale (FLL) 1
WN 2099 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-03-08 through 2026-04-05
Fri,Sun 10:50 Dallas Love Field (DAL) 1 14:20 Orlando (MCO)
WN 2099 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-01-02 through 2026-01-04
Mon,Thu,Fri 12:00 Houston Hobby (HOU) 15:15 Fort Lauderdale (FLL) 1
WN 2099 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-03-05 through 2026-04-06
Mon,Thu,Fri 12:15 Colorado Springs (COS) 13:10 Las Vegas Harry Reid (LAS) 1
WN 2099 Non-stop Boeing 737-700 (Scimitar Winglets) 1:55 Effective 2026-08-06 through 2026-09-28
Sun 14:05 Dallas Love Field (DAL) 1 15:15 San Antonio (SAT) A
WN 2099 Non-stop Boeing 737 MAX 8 (7M8) 1:10 Operates only on 2026-05-24
Sat 15:00 Ronald Reagan Washington (DCA) 1 16:00 Nashville (BNA)
WN 2099 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Effective 2026-06-06 through 2026-08-01
Sun 15:10 Dallas Love Field (DAL) 1 16:20 San Antonio (SAT) A
WN 2099 Non-stop Boeing 737-800 (73H) 1:10 Effective 2026-04-12 through 2026-05-17
Sun 15:10 Dallas Love Field (DAL) 1 16:20 San Antonio (SAT) A
WN 2099 Non-stop Boeing 737-800 (73H) 1:10 Operates only on 2026-05-31
Tue,Wed 15:15 Dallas Love Field (DAL) 1 16:30 San Antonio (SAT) A
WN 2099 Non-stop Boeing 737-700 (Scimitar Winglets) 1:15 Effective 2026-04-07 through 2026-06-03
Tue,Wed 17:05 San Antonio (SAT) A 18:10 Houston Hobby (HOU)
WN 2099 Non-stop Boeing 737-700 (Scimitar Winglets) 1:05 Effective 2026-04-07 through 2026-06-03
Sun 17:20 Las Vegas Harry Reid (LAS) 1 00:50 Raleigh/Durham (RDU) 1
WN 2099 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Effective 2026-06-07 through 2026-08-02
The flight arrives 1 day after departure.
Mon,Thu,Fri 17:45 San Antonio (SAT) A 18:45 Houston Hobby (HOU)
WN 2099 Non-stop Boeing 737-800 (73H) 1:00 Effective 2026-04-09 through 2026-06-01
Daily 22:20 Las Vegas Harry Reid (LAS) 1 05:45 Baltimore (BWI)
WN 2099 Non-stop Boeing 737 MAX 8 (7M8) 4:25 Effective 2026-01-06 through 2026-03-04
The flight arrives 1 day after departure.
Non-Direct Flights:
Tue,Wed 07:40 Sacramento (SMF) B 14:35 Dallas Love Field (DAL) 1
WN 2099 1-stop Boeing 737-700 (Scimitar Winglets) 4:55 Effective 2026-04-07 through 2026-06-03
Fri,Sun 07:50 Chicago Midway (MDW) 14:20 Orlando (MCO)
WN 2099 1-stop Boeing 737-700 (Scimitar Winglets) 5:30 Effective 2026-01-02 through 2026-01-04
Tue,Wed 09:45 Santa Ana (SNA) 16:30 San Antonio (SAT) A
WN 2099 1-stop Boeing 737-700 (Scimitar Winglets) 4:45 Effective 2026-04-07 through 2026-06-03
Tue,Wed 15:15 Dallas Love Field (DAL) 1 18:10 Houston Hobby (HOU)
WN 2099 1-stop Boeing 737-700 (Scimitar Winglets) 2:55 Effective 2026-04-07 through 2026-06-03
Tue,Wed 07:40 Sacramento (SMF) B 16:30 San Antonio (SAT) A
WN 2099 2-stop Boeing 737-700 (Scimitar Winglets) 6:50 Effective 2026-04-07 through 2026-06-03
Tue,Wed 09:45 Santa Ana (SNA) 18:10 Houston Hobby (HOU)
WN 2099 2-stop Boeing 737-700 (Scimitar Winglets) 6:25 Effective 2026-04-07 through 2026-06-03
Tue,Wed 07:40 Sacramento (SMF) B 18:10 Houston Hobby (HOU)
WN 2099 3-stop Boeing 737-700 (Scimitar Winglets) 8:30 Effective 2026-04-07 through 2026-06-03
This flight number is listed as serving the following routes:


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Southwest Airlines flight WN 2099: Multiple routes
Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Southwest Airlines WN2099
07:30
Jacksonville (JAX)

08:50
Chicago Midway (MDW)
Effective 2026-08-08 through 2026-09-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:20, non-stop
Boeing 737-700 (Scimitar Winglets)
Direct Flights:
Southwest Airlines WN2099
07:40
Chicago Midway (MDW)

10:05
Dallas Love Field (DAL) 1
Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (Scimitar Winglets)
Direct Flights:
Southwest Airlines WN2099
07:40
Sacramento (SMF) B

09:10
Santa Ana (SNA)
Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:30, non-stop
Boeing 737-700 (Scimitar Winglets)
Direct Flights:
Southwest Airlines WN2099
07:50
Chicago Midway (MDW)

10:15
Dallas Love Field (DAL) 1
Effective 2026-01-02 through 2026-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737-700 (Scimitar Winglets)
Direct Flights:
Southwest Airlines WN2099
08:00
Chicago Midway (MDW)

10:30
Dallas Love Field (DAL) 1
Valid until 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:30, non-stop
Boeing 737-800 (73H)
Direct Flights:
Southwest Airlines WN2099
08:10
Sacramento (SMF) B

09:40
Santa Ana (SNA)
Effective 2026-04-11 through 2026-05-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:30, non-stop
Boeing 737-700 (Scimitar Winglets)
Direct Flights:
Southwest Airlines WN2099
09:45
Santa Ana (SNA)

14:35
Dallas Love Field (DAL) 1
Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (Scimitar Winglets)
Direct Flights:
Southwest Airlines WN2099
10:10
Houston Hobby (HOU)

13:25
Fort Lauderdale (FLL) 1
Effective 2026-03-10 through 2026-04-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)
Direct Flights:
Southwest Airlines WN2099
10:15
Houston Hobby (HOU)

13:30
Fort Lauderdale (FLL) 1
Effective 2026-03-07 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:15, non-stop
Boeing 737-700 (Scimitar Winglets)
Direct Flights:
Southwest Airlines WN2099
10:15
Houston Hobby (HOU)

13:30
Fort Lauderdale (FLL) 1
Effective 2026-03-08 through 2026-04-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)
Direct Flights:
Southwest Airlines WN2099
10:50
Dallas Love Field (DAL) 1

14:20
Orlando (MCO)
Effective 2026-01-02 through 2026-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:30, non-stop
Boeing 737-700 (Scimitar Winglets)
Direct Flights:
Southwest Airlines WN2099
12:00
Houston Hobby (HOU)

15:15
Fort Lauderdale (FLL) 1
Effective 2026-03-05 through 2026-04-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)
Direct Flights:
Southwest Airlines WN2099
12:15
Colorado Springs (COS)

13:10
Las Vegas Harry Reid (LAS) 1
Effective 2026-08-06 through 2026-09-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:55, non-stop
Boeing 737-700 (Scimitar Winglets)
Direct Flights:
Southwest Airlines WN2099
14:05
Dallas Love Field (DAL) 1

15:15
San Antonio (SAT) A
Operates only on 2026-05-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:10, non-stop
Boeing 737 MAX 8 (7M8)
Direct Flights:
Southwest Airlines WN2099
15:00
Ronald Reagan Washington (DCA) 1

16:00
Nashville (BNA)
Effective 2026-06-06 through 2026-08-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:00, non-stop
Boeing 737 MAX 8 (7M8)
Direct Flights:
Southwest Airlines WN2099
15:10
Dallas Love Field (DAL) 1

16:20
San Antonio (SAT) A
Effective 2026-04-12 through 2026-05-17
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:10, non-stop
Boeing 737-800 (73H)
Direct Flights:
Southwest Airlines WN2099
15:10
Dallas Love Field (DAL) 1

16:20
San Antonio (SAT) A
Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:10, non-stop
Boeing 737-800 (73H)
Direct Flights:
Southwest Airlines WN2099
15:15
Dallas Love Field (DAL) 1

16:30
San Antonio (SAT) A
Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:15, non-stop
Boeing 737-700 (Scimitar Winglets)
Direct Flights:
Southwest Airlines WN2099
17:05
San Antonio (SAT) A

18:10
Houston Hobby (HOU)
Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:05, non-stop
Boeing 737-700 (Scimitar Winglets)
Direct Flights:
Southwest Airlines WN2099
17:20
Las Vegas Harry Reid (LAS) 1

00:50(+1)
Raleigh/Durham (RDU) 1
Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:30, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.
Direct Flights:
Southwest Airlines WN2099
17:45
San Antonio (SAT) A

18:45
Houston Hobby (HOU)
Effective 2026-04-09 through 2026-06-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:00, non-stop
Boeing 737-800 (73H)
Direct Flights:
Southwest Airlines WN2099
22:20
Las Vegas Harry Reid (LAS) 1

05:45(+1)
Baltimore (BWI)
Effective 2026-01-06 through 2026-03-04
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 4:25, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.
Non-Direct Flights:
Southwest Airlines WN2099
07:40
Sacramento (SMF) B

14:35
Dallas Love Field (DAL) 1
Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:55, 1-stop
Boeing 737-700 (Scimitar Winglets)
Non-Direct Flights:
Southwest Airlines WN2099
07:50
Chicago Midway (MDW)

14:20
Orlando (MCO)
Effective 2026-01-02 through 2026-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 5:30, 1-stop
Boeing 737-700 (Scimitar Winglets)
Non-Direct Flights:
Southwest Airlines WN2099
09:45
Santa Ana (SNA)

16:30
San Antonio (SAT) A
Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:45, 1-stop
Boeing 737-700 (Scimitar Winglets)
Non-Direct Flights:
Southwest Airlines WN2099
15:15
Dallas Love Field (DAL) 1

18:10
Houston Hobby (HOU)
Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:55, 1-stop
Boeing 737-700 (Scimitar Winglets)
Non-Direct Flights:
Southwest Airlines WN2099
07:40
Sacramento (SMF) B

16:30
San Antonio (SAT) A
Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 6:50, 2-stop
Boeing 737-700 (Scimitar Winglets)
Non-Direct Flights:
Southwest Airlines WN2099
09:45
Santa Ana (SNA)

18:10
Houston Hobby (HOU)
Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 6:25, 2-stop
Boeing 737-700 (Scimitar Winglets)
Non-Direct Flights:
Southwest Airlines WN2099
07:40
Sacramento (SMF) B

18:10
Houston Hobby (HOU)
Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 8:30, 3-stop
Boeing 737-700 (Scimitar Winglets)
This flight number is listed as serving the following routes:
  • Chicago Midway (MDW) - Dallas Love Field (DAL)
  • Chicago Midway (MDW) - Orlando (MCO)
  • Colorado Springs (COS) - Las Vegas Harry Reid (LAS)
  • Dallas Love Field (DAL) - Houston Hobby (HOU)
  • Dallas Love Field (DAL) - Orlando (MCO)
  • Dallas Love Field (DAL) - San Antonio (SAT)
  • Houston Hobby (HOU) - Fort Lauderdale (FLL)
  • Jacksonville (JAX) - Chicago Midway (MDW)
  • Las Vegas Harry Reid (LAS) - Baltimore (BWI)
  • Las Vegas Harry Reid (LAS) - Raleigh/Durham (RDU)
  • Ronald Reagan Washington (DCA) - Nashville (BNA)
  • Sacramento (SMF) - Dallas Love Field (DAL)
  • Sacramento (SMF) - Houston Hobby (HOU)
  • Sacramento (SMF) - San Antonio (SAT)
  • Sacramento (SMF) - Santa Ana (SNA)
  • San Antonio (SAT) - Houston Hobby (HOU)
  • Santa Ana (SNA) - Dallas Love Field (DAL)
  • Santa Ana (SNA) - Houston Hobby (HOU)
  • Santa Ana (SNA) - San Antonio (SAT)
All Southwest Airlines flights
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