Southwest Airlines flights from Orlando (MCO) to Chicago O'Hare (ORD).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sun 20:55 Orlando (MCO) 23:00 Chicago O'Hare (ORD) 5
Southwest Airlines WN 565 Non-stop Boeing 737-700 (Scimitar Winglets) 3:05 Effective 2026-08-09 through 2026-09-27
Mon,Thu-Sat 13:15 Orlando (MCO) 15:25 Chicago O'Hare (ORD) 5
Southwest Airlines WN 747 Non-stop Boeing 737 MAX 8 (7M8) 3:10 Effective 2026-02-12 through 2026-02-16
Thu-Sun 13:15 Orlando (MCO) 15:25 Chicago O'Hare (ORD) 5
Southwest Airlines WN 747 Non-stop Boeing 737 MAX 8 (7M8) 3:10 Effective 2026-02-20 through 2026-03-01
Mon-Fri,Sun 19:40 Orlando (MCO) 21:50 Chicago O'Hare (ORD) 5
Southwest Airlines WN 897 Non-stop Boeing 737-800 (73H) 3:10 Effective 2026-01-06 through 2026-03-04
Sat 19:40 Orlando (MCO) 21:50 Chicago O'Hare (ORD) 5
Southwest Airlines WN 897 Non-stop Boeing 737-700 (Scimitar Winglets) 3:10 Effective 2026-01-10 through 2026-02-28
Sat 11:00 Orlando (MCO) 13:10 Chicago O'Hare (ORD) 5
Southwest Airlines WN 940 Non-stop Boeing 737-800 (73H) 3:10 Effective 2026-04-11 through 2026-05-30
Mon,Thu,Fri 12:10 Orlando (MCO) 14:20 Chicago O'Hare (ORD) 5
Southwest Airlines WN 940 Non-stop Boeing 737 MAX 8 (7M8) 3:10 Effective 2026-04-09 through 2026-06-01
Sun 14:00 Orlando (MCO) 16:10 Chicago O'Hare (ORD) 5
Southwest Airlines WN 940 Non-stop Boeing 737 MAX 8 (7M8) 3:10 Operates only on 2026-05-24
Tue,Wed,Sun 16:20 Orlando (MCO) 18:25 Chicago O'Hare (ORD) 5
Southwest Airlines WN 940 Non-stop Boeing 737-800 (73H) 3:05 Effective 2026-04-07 through 2026-05-20
Tue,Wed,Sun 16:20 Orlando (MCO) 18:25 Chicago O'Hare (ORD) 5
Southwest Airlines WN 940 Non-stop Boeing 737-800 (73H) 3:05 Effective 2026-05-26 through 2026-06-03
Sat 19:15 Orlando (MCO) 21:20 Chicago O'Hare (ORD) 5
Southwest Airlines WN 1405 Non-stop Boeing 737-800 (73H) 3:05 Effective 2026-08-08 through 2026-09-26
Tue,Wed 19:40 Orlando (MCO) 21:45 Chicago O'Hare (ORD) 5
Southwest Airlines WN 1405 Non-stop Boeing 737-700 (Scimitar Winglets) 3:05 Effective 2026-08-04 through 2026-09-30
Mon-Fri,Sun 16:15 Orlando (MCO) 18:35 Chicago O'Hare (ORD) 5
Southwest Airlines WN 1535 Non-stop Boeing 737-800 (73H) 3:20 Effective 2026-03-05 through 2026-04-06
Sat 16:15 Orlando (MCO) 18:35 Chicago O'Hare (ORD) 5
Southwest Airlines WN 1535 Non-stop Boeing 737 MAX 8 (7M8) 3:20 Effective 2026-03-07 through 2026-04-04
Mon,Thu,Fri 09:10 Orlando (MCO) 11:20 Chicago O'Hare (ORD) 5
Southwest Airlines WN 1570 Non-stop Boeing 737 MAX 8 (7M8) 3:10 Effective 2026-08-06 through 2026-09-28
Daily 19:45 Orlando (MCO) 21:55 Chicago O'Hare (ORD) 5
Southwest Airlines WN 1571 Non-stop Boeing 737-700 (Scimitar Winglets) 3:10 Effective 2026-04-07 through 2026-05-23
Daily 19:45 Orlando (MCO) 21:55 Chicago O'Hare (ORD) 5
Southwest Airlines WN 1571 Non-stop Boeing 737-700 (Scimitar Winglets) 3:10 Effective 2026-05-25 through 2026-06-03
Sun 15:15 Orlando (MCO) 17:20 Chicago O'Hare (ORD) 5
Southwest Airlines WN 1648 Non-stop Boeing 737-800 (73H) 3:05 Effective 2026-08-09 through 2026-09-27
Sun 19:45 Orlando (MCO) 21:55 Chicago O'Hare (ORD) 5
Southwest Airlines WN 1827 Non-stop Boeing 737-700 (Scimitar Winglets) 3:10 Operates only on 2026-05-24
Sun 07:40 Orlando (MCO) 09:45 Chicago O'Hare (ORD) 5
Southwest Airlines WN 2144 Non-stop Boeing 737-800 (73H) 3:05 Effective 2026-08-09 through 2026-09-27
Daily 19:40 Orlando (MCO) 21:55 Chicago O'Hare (ORD) 5
Southwest Airlines WN 2617 Non-stop Boeing 737-700 (Scimitar Winglets) 3:15 Effective 2026-03-05 through 2026-04-06
Tue,Wed 07:40 Orlando (MCO) 09:45 Chicago O'Hare (ORD) 5
Southwest Airlines WN 2621 Non-stop Boeing 737 MAX 8 (7M8) 3:05 Effective 2026-08-04 through 2026-09-30
Sat 09:30 Orlando (MCO) 11:35 Chicago O'Hare (ORD) 5
Southwest Airlines WN 2621 Non-stop Boeing 737 MAX 8 (7M8) 3:05 Effective 2026-08-08 through 2026-09-26
Mon,Thu,Fri 18:55 Orlando (MCO) 21:05 Chicago O'Hare (ORD) 5
Southwest Airlines WN 2621 Non-stop Boeing 737-700 (Scimitar Winglets) 3:10 Effective 2026-08-06 through 2026-09-28
Sat 12:25 Orlando (MCO) 14:35 Chicago O'Hare (ORD) 5
Southwest Airlines WN 2728 Non-stop Boeing 737 MAX 8 (7M8) 3:10 Effective 2026-08-08 through 2026-09-26
Tue,Wed 13:10 Orlando (MCO) 15:15 Chicago O'Hare (ORD) 5
Southwest Airlines WN 2728 Non-stop Boeing 737 MAX 8 (7M8) 3:05 Effective 2026-08-04 through 2026-09-30
Sat 13:20 Orlando (MCO) 15:25 Chicago O'Hare (ORD) 5
Southwest Airlines WN 2860 Non-stop Boeing 737 MAX 8 (7M8) 3:05 Valid until 2026-01-03
Fri,Sun 13:20 Orlando (MCO) 15:25 Chicago O'Hare (ORD) 5
Southwest Airlines WN 2860 Non-stop Boeing 737-700 (Scimitar Winglets) 3:05 Effective 2026-01-02 through 2026-01-04
Sat 07:00 Orlando (MCO) 09:10 Chicago O'Hare (ORD) 5
Southwest Airlines WN 3167 Non-stop Boeing 737 MAX 8 (7M8) 3:10 Effective 2026-04-11 through 2026-05-30
Tue,Wed 07:35 Orlando (MCO) 09:45 Chicago O'Hare (ORD) 5
Southwest Airlines WN 3167 Non-stop Boeing 737 MAX 8 (7M8) 3:10 Effective 2026-04-07 through 2026-05-20
Mon,Thu,Fri,Sun 07:35 Orlando (MCO) 09:45 Chicago O'Hare (ORD) 5
Southwest Airlines WN 3167 Non-stop Boeing 737-800 (73H) 3:10 Effective 2026-04-09 through 2026-05-22
Tue,Wed,Sun 07:35 Orlando (MCO) 09:45 Chicago O'Hare (ORD) 5
Southwest Airlines WN 3167 Non-stop Boeing 737 MAX 8 (7M8) 3:10 Effective 2026-05-24 through 2026-05-27
Mon,Thu,Fri,Sun 07:35 Orlando (MCO) 09:45 Chicago O'Hare (ORD) 5
Southwest Airlines WN 3167 Non-stop Boeing 737-800 (73H) 3:10 Effective 2026-05-25 through 2026-06-01
Tue,Wed 07:35 Orlando (MCO) 09:45 Chicago O'Hare (ORD) 5
Southwest Airlines WN 3167 Non-stop Boeing 737 MAX 8 (7M8) 3:10 Effective 2026-06-02 through 2026-06-03
Mon,Thu,Fri 13:20 Orlando (MCO) 15:25 Chicago O'Hare (ORD) 5
Southwest Airlines WN 3240 Non-stop Boeing 737-800 (73H) 3:05 Effective 2026-08-06 through 2026-09-28
Wed,Thu 19:45 Orlando (MCO) 21:50 Chicago O'Hare (ORD) 5
Southwest Airlines WN 3274 Non-stop Boeing 737-700 (73W) 3:05 Valid until 2026-01-01
Wed,Thu 09:05 Orlando (MCO) 11:10 Chicago O'Hare (ORD) 5
Southwest Airlines WN 3624 Non-stop Boeing 737-800 (73H) 3:05 Valid until 2026-01-01
Mon,Tue,Fri,Sun 09:05 Orlando (MCO) 11:10 Chicago O'Hare (ORD) 5
Southwest Airlines WN 3624 Non-stop Boeing 737 MAX 8 (7M8) 3:05 Valid until 2026-01-05
Sat 09:05 Orlando (MCO) 11:10 Chicago O'Hare (ORD) 5
Southwest Airlines WN 3624 Non-stop Boeing 737-700 (Scimitar Winglets) 3:05 Operates only on 2026-01-03
Fri-Sun 19:45 Orlando (MCO) 21:50 Chicago O'Hare (ORD) 5
Southwest Airlines WN 3625 Non-stop Boeing 737-700 (Scimitar Winglets) 3:05 Effective 2026-01-02 through 2026-01-04
Mon 19:45 Orlando (MCO) 21:50 Chicago O'Hare (ORD) 5
Southwest Airlines WN 3625 Non-stop Boeing 737-800 (73H) 3:05 Operates only on 2026-01-05
Daily 07:30 Orlando (MCO) 09:45 Chicago O'Hare (ORD) 5
Southwest Airlines WN 3882 Non-stop Boeing 737-800 (73H) 3:15 Effective 2026-03-05 through 2026-04-06
Mon-Fri 07:45 Orlando (MCO) 09:45 Chicago O'Hare (ORD) 5
Southwest Airlines WN 4086 Non-stop Boeing 737-700 (Scimitar Winglets) 3:00 Effective 2026-06-04 through 2026-08-03
Sun 08:05 Orlando (MCO) 10:10 Chicago O'Hare (ORD) 5
Southwest Airlines WN 4086 Non-stop Boeing 737 MAX 8 (7M8) 3:05 Effective 2026-06-07 through 2026-08-02
Sat 08:15 Orlando (MCO) 10:15 Chicago O'Hare (ORD) 5
Southwest Airlines WN 4086 Non-stop Boeing 737-800 (73H) 3:00 Effective 2026-06-06 through 2026-08-01
Sun 20:30 Orlando (MCO) 22:35 Chicago O'Hare (ORD) 5
Southwest Airlines WN 4763 Non-stop Boeing 737 MAX 8 (7M8) 3:05 Effective 2026-06-07 through 2026-08-02
Mon,Thu-Sat 21:50 Orlando (MCO) 23:55 Chicago O'Hare (ORD) 5
Southwest Airlines WN 4763 Non-stop Boeing 737 MAX 8 (7M8) 3:05 Effective 2026-06-04 through 2026-08-03
Tue,Wed 21:50 Orlando (MCO) 23:55 Chicago O'Hare (ORD) 5
Southwest Airlines WN 4763 Non-stop Boeing 737-700 (Scimitar Winglets) 3:05 Effective 2026-06-09 through 2026-07-29
Mon-Fri 09:05 Orlando (MCO) 11:10 Chicago O'Hare (ORD) 5
Southwest Airlines WN 4804 Non-stop Boeing 737-700 (Scimitar Winglets) 3:05 Effective 2026-01-06 through 2026-01-14
Sat 09:05 Orlando (MCO) 11:10 Chicago O'Hare (ORD) 5
Southwest Airlines WN 4804 Non-stop Boeing 737-800 (73H) 3:05 Effective 2026-01-10 through 2026-02-07
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Southwest Airlines flights from Orlando (MCO) to Chicago O'Hare (ORD).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2026-08-09 through 2026-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-12 through 2026-02-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
Sun
-
Duration: 3:10, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-20 through 2026-03-01
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
Sun
Duration: 3:10, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-01-06 through 2026-03-04
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 3:10, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-01-10 through 2026-02-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-04-11 through 2026-05-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:10, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-04-09 through 2026-06-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:10, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-05-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:10, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-07 through 2026-05-20
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-05-26 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-08-08 through 2026-09-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-08-04 through 2026-09-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-05 through 2026-04-06
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 3:20, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-03-07 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-06 through 2026-09-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:10, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-07 through 2026-05-23
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-05-25 through 2026-06-03
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-08-09 through 2026-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Operates only on 2026-05-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-08-09 through 2026-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-03-05 through 2026-04-06
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-08-04 through 2026-09-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-08 through 2026-09-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-06 through 2026-09-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-08-08 through 2026-09-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:10, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-04 through 2026-09-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Valid until 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-01-02 through 2026-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 3:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-04-11 through 2026-05-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:10, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-07 through 2026-05-20
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:10, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-09 through 2026-05-22
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 3:10, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-05-24 through 2026-05-27
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:10, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-05-25 through 2026-06-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 3:10, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-06-02 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:10, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-06 through 2026-09-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Valid until 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 3:05, non-stop
Boeing 737-700 (73W)

Direct Flights:

Valid until 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 3:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Valid until 2026-01-05
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 3:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-01-02 through 2026-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
Sun
Duration: 3:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-03-05 through 2026-04-06
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-06-04 through 2026-08-03
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 3:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-06 through 2026-08-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-04 through 2026-08-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
Sun
-
Duration: 3:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-09 through 2026-07-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-01-06 through 2026-01-14
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 3:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-01-10 through 2026-02-07
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:05, non-stop
Boeing 737-800 (73H)
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  • A domestic route departing from the Orlando airport (MCO) and arriving at Chicago O'Hare airport (ORD).
  • The flight distance is 1005 miles, or 1618 km.
  • The timezone of the departure airport is UTC-5 , and the timezone of the arrival airport is UTC-6 . Current time at the point of departure is (loading...), and (loading...) at the point of arrival. There is a (loading...) hour time difference between the airports.
  • For direct flights, the flight time varies between 3:00 and 3:20.