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

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Thu,Fri,Sun 09:05 Orlando (MCO) 11:10 Chicago O'Hare (ORD) 5
Southwest Airlines WN 4804 Non-stop Boeing 737 MAX 8 (7M8) 3:05 Effective 2026-01-11 through 2026-01-16
Tue-Fri,Sun 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 2026-01-18 through 2026-01-23
Mon,Sun 09:05 Orlando (MCO) 11:10 Chicago O'Hare (ORD) 5
Southwest Airlines WN 4804 Non-stop Boeing 737 MAX 8 (7M8) 3:05 Effective 2026-01-19 through 2026-01-25
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 2026-01-26 through 2026-02-04
Thu,Fri,Sun 09:05 Orlando (MCO) 11:10 Chicago O'Hare (ORD) 5
Southwest Airlines WN 4804 Non-stop Boeing 737 MAX 8 (7M8) 3:05 Effective 2026-02-01 through 2026-02-06
Tue,Wed,Sat,Sun 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 2026-02-08 through 2026-02-14
Mon,Thu,Fri,Sun 09:05 Orlando (MCO) 11:10 Chicago O'Hare (ORD) 5
Southwest Airlines WN 4804 Non-stop Boeing 737 MAX 8 (7M8) 3:05 Effective 2026-02-09 through 2026-02-16
Mon,Tue,Thu,Fri,Sun 09:05 Orlando (MCO) 11:10 Chicago O'Hare (ORD) 5
Southwest Airlines WN 4804 Non-stop Boeing 737 MAX 8 (7M8) 3:05 Effective 2026-02-17 through 2026-02-23
Tue,Wed,Sat 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 2026-02-18 through 2026-03-04
Mon,Thu,Fri,Sun 09:05 Orlando (MCO) 11:10 Chicago O'Hare (ORD) 5
Southwest Airlines WN 4804 Non-stop Boeing 737 MAX 8 (7M8) 3:05 Effective 2026-02-26 through 2026-03-02
Tue,Wed 12:20 Orlando (MCO) 14:20 Chicago O'Hare (ORD) 5
Southwest Airlines WN 4924 Non-stop Boeing 737-700 (Scimitar Winglets) 3:00 Effective 2026-06-09 through 2026-07-29
Sat 12:25 Orlando (MCO) 14:25 Chicago O'Hare (ORD) 5
Southwest Airlines WN 4924 Non-stop Boeing 737-700 (Scimitar Winglets) 3:00 Effective 2026-06-06 through 2026-08-01
Mon,Thu,Fri,Sun 13:00 Orlando (MCO) 15:00 Chicago O'Hare (ORD) 5
Southwest Airlines WN 4924 Non-stop Boeing 737-700 (Scimitar Winglets) 3:00 Effective 2026-06-04 through 2026-08-03
Non-Direct Flights:
Mon,Thu,Fri 07:55 Orlando (MCO) 13:00 Chicago O'Hare (ORD) 5
Southwest Airlines WN 4595 1-stop Boeing 737 MAX 8 (7M8) 6:05 Effective 2026-02-12 through 2026-02-16
Thu,Fri,Sun 07:55 Orlando (MCO) 13:00 Chicago O'Hare (ORD) 5
Southwest Airlines WN 4595 1-stop Boeing 737 MAX 8 (7M8) 6:05 Effective 2026-02-20 through 2026-03-01
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Southwest Airlines flights from Orlando (MCO) to Chicago O'Hare (ORD).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2026-01-11 through 2026-01-16
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 3:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-01-18 through 2026-01-23
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 3:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-01-19 through 2026-01-25
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-01-26 through 2026-02-04
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 3:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-01 through 2026-02-06
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 3:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-08 through 2026-02-14
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
Sun
Duration: 3:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-09 through 2026-02-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 3:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-17 through 2026-02-23
Mon
Tue
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 3:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-18 through 2026-03-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-26 through 2026-03-02
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: 3:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-06-06 through 2026-08-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:00, non-stop
Boeing 737-700 (Scimitar Winglets)

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)

Non-Direct Flights:

Effective 2026-02-12 through 2026-02-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 6:05, 1-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Effective 2026-02-20 through 2026-03-01
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 6:05, 1-stop
Boeing 737 MAX 8 (7M8)
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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.