Southwest Airlines flights from San Diego (SAN) to Chicago O'Hare (ORD).

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FLIGHT SCHEDULE
Non-Direct Flights:
Sat 14:55 San Diego (SAN) 1 22:35 Chicago O'Hare (ORD) 5
Southwest Airlines WN 1162 1-stop Boeing 737-700 (Scimitar Winglets) 5:40 Operates only on 2026-01-03
Sun 15:05 San Diego (SAN) 1 22:55 Chicago O'Hare (ORD) 5
Southwest Airlines WN 1252 1-stop Boeing 737-800 (73H) 5:50 Operates only on 2026-05-24
Wed,Thu 14:50 San Diego (SAN) 1 22:35 Chicago O'Hare (ORD) 5
Southwest Airlines WN 1772 1-stop Boeing 737-700 (73W) 5:45 Valid until 2026-01-01
Sun 15:10 San Diego (SAN) 1 22:55 Chicago O'Hare (ORD) 5
Southwest Airlines WN 2305 1-stop Boeing 737 MAX 8 (7M8) 5:45 Effective 2026-06-07 through 2026-08-02
Tue,Wed 15:05 San Diego (SAN) 1 22:55 Chicago O'Hare (ORD) 5
Southwest Airlines WN 2953 1-stop Boeing 737 MAX 8 (7M8) 5:50 Effective 2026-04-07 through 2026-06-03
Wed,Thu 11:20 San Diego (SAN) 1 21:50 Chicago O'Hare (ORD) 5
Southwest Airlines WN 3274 1-stop Boeing 737-700 (73W) 8:30 Valid until 2026-01-01
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Parallax here SAN-ORD




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Southwest Airlines flights from San Diego (SAN) to Chicago O'Hare (ORD).
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Select flight date:
FLIGHT SCHEDULE
Non-Direct Flights:
Southwest Airlines WN1162
14:55
San Diego (SAN) 1

22:35
Chicago O'Hare (ORD) 5
Operates only on 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
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Duration: 5:40, 1-stop
Boeing 737-700 (Scimitar Winglets)
Non-Direct Flights:
Southwest Airlines WN1252
15:05
San Diego (SAN) 1

22:55
Chicago O'Hare (ORD) 5
Operates only on 2026-05-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:50, 1-stop
Boeing 737-800 (73H)
Non-Direct Flights:
Southwest Airlines WN1772
14:50
San Diego (SAN) 1

22:35
Chicago O'Hare (ORD) 5
Valid until 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 5:45, 1-stop
Boeing 737-700 (73W)
Non-Direct Flights:
Southwest Airlines WN2305
15:10
San Diego (SAN) 1

22:55
Chicago O'Hare (ORD) 5
Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:45, 1-stop
Boeing 737 MAX 8 (7M8)
Non-Direct Flights:
Southwest Airlines WN2953
15:05
San Diego (SAN) 1

22:55
Chicago O'Hare (ORD) 5
Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 5:50, 1-stop
Boeing 737 MAX 8 (7M8)
Non-Direct Flights:
Southwest Airlines WN3274
11:20
San Diego (SAN) 1

21:50
Chicago O'Hare (ORD) 5
Valid until 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 8:30, 1-stop
Boeing 737-700 (73W)
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Parallax here SAN-ORD
  • A domestic route departing from the San Diego airport (SAN) and arriving at Chicago O'Hare airport (ORD).
  • The flight distance is 1719 miles, or 2766 km.
  • The timezone of the departure airport is UTC-8 , 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.
All SAN-ORD flights
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