Flights from San Diego (SAN) to Chicago (CHI)

Flight schedules from San Diego to Chicago with Star Alliance member carriers

Please note that the flight schedules of our member carriers are subject to change on short notice. We recommend using our member airlines information page. for the latest flight updates, details on booking flexibility, as well as specific Frequent Flyer Program information.

Outbound (26)

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San Diego US
SAN07:00
4h 11m
No stops
Chicago US
ORD13:11
San Diego - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 1502
  San Diego. US
  SAN 07:00
  4h 11m
  1729 Miles
  Chicago. US
  ORD 13:11
  Airbus A321neo
  Operated by United Airlines
San Diego US
SAN10:39
4h 9m
No stops
Chicago US
ORD16:48
San Diego - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 714
  San Diego. US
  SAN 10:39
  4h 9m
  1729 Miles
  Chicago. US
  ORD 16:48
  Boeing 737-900 Passenger
  Operated by United Airlines
San Diego US
SAN14:14
4h 11m
No stops
Chicago US
ORD20:25
San Diego - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 1998
  San Diego. US
  SAN 14:14
  4h 11m
  1729 Miles
  Chicago. US
  ORD 20:25
  Airbus A321neo
  Operated by United Airlines
San Diego US
SAN07:00
5h 55m
1 Stop
Chicago US
ORD14:55
San Diego - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 1365
  San Diego. US
  SAN 07:00
  2h 28m
  856 Miles
  Denver. US
  DEN 10:28
  Boeing 737 MAX 9 Passenger / BBJ MAX 9
  Operated by United Airlines
2. Flight 2United Airlines UA 2312
  Denver. US
  DEN 11:20
  2h 35m
  891 Miles
  Chicago. US
  ORD 14:55
  Boeing 737-900 Passenger
  Operated by United Airlines
San Diego US
SAN15:59
6h 0m
1 Stop
Chicago US
ORD23:59
San Diego - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 682
  San Diego. US
  SAN 15:59
  2h 28m
  856 Miles
  Denver. US
  DEN 19:27
  Boeing 737-900 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 377
  Denver. US
  DEN 20:29
  2h 30m
  891 Miles
  Chicago. US
  ORD 23:59
  Boeing 737 MAX 8 Passenger / BBJ MAX 8 / Boeing 737 MAX 200
  Operated by United Airlines
San Diego US
SAN11:20
6h 11m
1 Stop
Chicago US
ORD19:31
San Diego - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 264
  San Diego. US
  SAN 11:20
  2h 28m
  856 Miles
  Denver. US
  DEN 14:48
  Boeing 737 MAX 8 Passenger / BBJ MAX 8 / Boeing 737 MAX 200
  Operated by United Airlines
2. Flight 2United Airlines UA 1495
  Denver. US
  DEN 15:55
  2h 36m
  891 Miles
  Chicago. US
  ORD 19:31
  Airbus A321neo
  Operated by United Airlines
San Diego US
SAN06:15
6h 20m
1 Stop
Chicago US
ORD14:35
San Diego - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 4723
  San Diego. US
  SAN 06:15
  1h 4m
  109 Miles
  Los Angeles. US
  LAX 07:19
  Embraer 175 (Enhanced Winglets)
  Operated by United Airlines
2. Flight 2United Airlines UA 2039
  Los Angeles. US
  LAX 08:20
  4h 15m
  1750 Miles
  Chicago. US
  ORD 14:35
  Boeing 757-300 Passenger
  Operated by United Airlines
San Diego US
SAN08:35
6h 30m
1 Stop
Chicago US
ORD17:05
San Diego - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 2476
  San Diego. US
  SAN 08:35
  2h 28m
  856 Miles
  Denver. US
  DEN 12:03
  Boeing 737-900 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 617
  Denver. US
  DEN 13:30
  2h 35m
  891 Miles
  Chicago. US
  ORD 17:05
  Boeing 757-300 Passenger
  Operated by United Airlines
San Diego US
SAN10:15
6h 40m
1 Stop
Chicago US
ORD18:55
San Diego - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 5249
  San Diego. US
  SAN 10:15
  1h 4m
  109 Miles
  Los Angeles. US
  LAX 11:19
  Embraer 175 (Enhanced Winglets)
  Operated by United Airlines
2. Flight 2United Airlines UA 1819
  Los Angeles. US
  LAX 12:39
  4h 16m
  1750 Miles
  Chicago. US
  ORD 18:55
  Boeing 737-900 Passenger
  Operated by United Airlines
San Diego US
SAN12:40
6h 45m
1 Stop
Chicago US
ORD21:25
San Diego - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 1374
  San Diego. US
  SAN 12:40
  2h 28m
  856 Miles
  Denver. US
  DEN 16:08
  Airbus A321neo
  Operated by United Airlines
2. Flight 2United Airlines UA 1898
  Denver. US
  DEN 17:55
  2h 30m
  891 Miles
  Chicago. US
  ORD 21:25
  Boeing 757-300 Passenger
  Operated by United Airlines
San Diego US
SAN13:45
7h 0m
1 Stop
Chicago US
ORD22:45
San Diego - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 1177
  San Diego. US
  SAN 13:45
  3h 12m
  1307 Miles
  Houston. US
  IAH 18:57
  Boeing 737 MAX 9 Passenger / BBJ MAX 9
  Operated by United Airlines
2. Flight 2United Airlines UA 321
  Houston. US
  IAH 20:02
  2h 43m
  930 Miles
  Chicago. US
  ORD 22:45
  Boeing 737-900 Passenger
  Operated by United Airlines
San Diego US
SAN20:51
7h 3m
1 Stop
Chicago US
ORD05:54
+1 day/s
San Diego - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 5636
  San Diego. US
  SAN 20:51
  1h 4m
  109 Miles
  Los Angeles. US
  LAX 21:55
  Embraer 175 (Enhanced Winglets)
  Operated by United Airlines
2. Flight 2United Airlines UA 1832
  Los Angeles. US
  LAX 23:53
  4h 1m
  1750 Miles
  Chicago. US
  ORD 05:54
  Boeing 777 Passenger
  Operated by United Airlines
San Diego US
SAN08:01
7h 9m
1 Stop
Chicago US
ORD17:10
San Diego - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 2472
  San Diego. US
  SAN 08:01
  3h 12m
  1307 Miles
  Houston. US
  IAH 13:13
  Boeing 737-900 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 1293
  Houston. US
  IAH 14:20
  2h 50m
  930 Miles
  Chicago. US
  ORD 17:10
  Boeing 737-900 Passenger
  Operated by United Airlines
San Diego US
SAN12:13
7h 16m
1 Stop
Chicago US
ORD21:29
San Diego - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 1627
  San Diego. US
  SAN 12:13
  3h 12m
  1307 Miles
  Houston. US
  IAH 17:25
  Boeing 737-900 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 787
  Houston. US
  IAH 18:45
  2h 44m
  930 Miles
  Chicago. US
  ORD 21:29
  Airbus A321neo
  Operated by United Airlines
San Diego US
SAN07:35
7h 30m
1 Stop
Chicago US
ORD17:05
San Diego - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 2051
  San Diego. US
  SAN 07:35
  1h 45m
  449 Miles
  San Francisco. US
  SFO 09:20
  Boeing 737-800 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 1612
  San Francisco. US
  SFO 10:36
  4h 29m
  1851 Miles
  Chicago. US
  ORD 17:05
  Airbus A321neo
  Operated by United Airlines
San Diego US
SAN19:43
7h 47m
1 Stop
Chicago US
ORD05:30
+1 day/s
San Diego - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 505
  San Diego. US
  SAN 19:43
  1h 45m
  449 Miles
  San Francisco. US
  SFO 21:28
  Boeing 737-800 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 1494
  San Francisco. US
  SFO 23:05
  4h 25m
  1851 Miles
  Chicago. US
  ORD 05:30
  Boeing 737 MAX 9 Passenger / BBJ MAX 9
  Operated by United Airlines
San Diego US
SAN10:15
8h 10m
1 Stop
Chicago US
ORD20:25
San Diego - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 5249
  San Diego. US
  SAN 10:15
  1h 4m
  109 Miles
  Los Angeles. US
  LAX 11:19
  Embraer 175 (Enhanced Winglets)
  Operated by United Airlines
2. Flight 2United Airlines UA 2487
  Los Angeles. US
  LAX 14:15
  4h 10m
  1750 Miles
  Chicago. US
  ORD 20:25
  Airbus A321neo
  Operated by United Airlines
San Diego US
SAN06:15
8h 16m
1 Stop
Chicago US
ORD16:31
San Diego - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 4723
  San Diego. US
  SAN 06:15
  1h 4m
  109 Miles
  Los Angeles. US
  LAX 07:19
  Embraer 175 (Enhanced Winglets)
  Operated by United Airlines
2. Flight 2United Airlines UA 2113
  Los Angeles. US
  LAX 10:15
  4h 16m
  1750 Miles
  Chicago. US
  ORD 16:31
  Boeing 757-300 Passenger
  Operated by United Airlines
San Diego US
SAN12:13
8h 32m
1 Stop
Chicago US
ORD22:45
San Diego - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 1627
  San Diego. US
  SAN 12:13
  3h 12m
  1307 Miles
  Houston. US
  IAH 17:25
  Boeing 737-900 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 321
  Houston. US
  IAH 20:02
  2h 43m
  930 Miles
  Chicago. US
  ORD 22:45
  Boeing 737-900 Passenger
  Operated by United Airlines
San Diego US
SAN19:43
8h 35m
1 Stop
Chicago US
ORD06:18
+1 day/s
San Diego - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 505
  San Diego. US
  SAN 19:43
  1h 45m
  449 Miles
  San Francisco. US
  SFO 21:28
  Boeing 737-800 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 2097
  San Francisco. US
  SFO 23:59
  4h 19m
  1851 Miles
  Chicago. US
  ORD 06:18
  Boeing 777 Passenger
  Operated by United Airlines
San Diego US
SAN06:15
8h 50m
1 Stop
Chicago US
ORD17:05
San Diego - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 1986
  San Diego. US
  SAN 06:15
  1h 45m
  449 Miles
  San Francisco. US
  SFO 08:00
  Boeing 737 MAX 8 Passenger / BBJ MAX 8 / Boeing 737 MAX 200
  Operated by United Airlines
2. Flight 2United Airlines UA 1612
  San Francisco. US
  SFO 10:36
  4h 29m
  1851 Miles
  Chicago. US
  ORD 17:05
  Airbus A321neo
  Operated by United Airlines
San Diego US
SAN12:15
9h 4m
1 Stop
Chicago US
ORD23:19
San Diego - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 375
  San Diego. US
  SAN 12:15
  1h 45m
  449 Miles
  San Francisco. US
  SFO 14:00
  Boeing 737-900 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 1482
  San Francisco. US
  SFO 16:55
  4h 24m
  1851 Miles
  Chicago. US
  ORD 23:19
  Boeing 757-300 Passenger
  Operated by United Airlines
San Diego US
SAN06:15
11h 16m
2 Stops
Chicago US
ORD19:31
San Diego - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 1986
  San Diego. US
  SAN 06:15
  4h 31m
  856 Miles
  Denver. US
  DEN 14:56
  Boeing 737 MAX 8 Passenger / BBJ MAX 8 / Boeing 737 MAX 200
  Operated by United Airlines
2. Flight 2United Airlines UA 1495
  Denver. US
  DEN 15:55
  2h 36m
  891 Miles
  Chicago. US
  ORD 19:31
  Airbus A321neo
  Operated by United Airlines
San Diego US
SAN19:43
12h 31m
2 Stops
Chicago US
ORD10:14
+1 day/s
San Diego - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 505
  San Diego. US
  SAN 19:43
  5h 34m
  1307 Miles
  Houston. US
  IAH 05:48
  Boeing 737-800 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 1431
  Houston. US
  IAH 07:22
  2h 52m
  930 Miles
  Chicago. US
  ORD 10:14
  Airbus A321neo
  Operated by United Airlines
San Diego US
SAN06:15
13h 10m
2 Stops
Chicago US
ORD21:25
San Diego - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 1986
  San Diego. US
  SAN 06:15
  4h 31m
  856 Miles
  Denver. US
  DEN 14:56
  Boeing 737 MAX 8 Passenger / BBJ MAX 8 / Boeing 737 MAX 200
  Operated by United Airlines
2. Flight 2United Airlines UA 1898
  Denver. US
  DEN 17:55
  2h 30m
  891 Miles
  Chicago. US
  ORD 21:25
  Boeing 757-300 Passenger
  Operated by United Airlines
San Diego US
SAN19:43
13h 42m
2 Stops
Chicago US
ORD11:25
+1 day/s
San Diego - Chicago
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 505
  San Diego. US
  SAN 19:43
  5h 34m
  1307 Miles
  Houston. US
  IAH 05:48
  Boeing 737-800 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 2027
  Houston. US
  IAH 08:35
  2h 50m
  930 Miles
  Chicago. US
  ORD 11:25
  Boeing 737-800 Passenger
  Operated by United Airlines

Flights from San Diego (SAN) to Chicago (CHI) with Star Alliance

Weather in Chicago

Flight schedules from San Diego to Chicago with Star Alliance member carriers

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