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Cheap Flights from San Diego to Chicago by Month

On the San Diego-Chicago route, airlines such as Southwest Airlines, American Airlines, Spirit Airlines, United Airlines operate flights. There are an average of 82 flights per week. Flight duration is usually
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May
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August
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September
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November
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January
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April
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Flight schedule San Diego-Chicago

Time Flight Departure days
06:3012:30 Southwest Airlines 2194 SAN-MDW S 🔎
07:0013:08 United Airlines 1502 SAN-ORD WS 🔎
07:1013:15 United Airlines 1502 SAN-ORD MTTFS 🔎
07:3013:39 American Airlines 518 SAN-ORD TTFSS 🔎
07:3013:39 Alaska Airlines 6050 SAN-ORD MTWTFSS 🔎
07:4013:35 Southwest Airlines 1379 SAN-MDW MTF 🔎
07:4513:40 Southwest Airlines 2194 SAN-MDW TW 🔎
08:0014:10 Alaska Airlines 4733 SAN-ORD MTFS 🔎
08:0014:10 American Airlines 489 SAN-ORD MTW 🔎
08:0014:10 Alaska Airlines 6050 SAN-ORD TWS 🔎
08:0515:35 Southwest Airlines 4161 SAN-ORD MTF 🔎
09:2015:10 Southwest Airlines 2194 SAN-MDW S 🔎
10:3816:43 United Airlines 2325 SAN-ORD T 🔎
10:3816:45 United Airlines 2325 SAN-ORD MTWTFSS 🔎
11:2917:37 Alaska Airlines 6057 SAN-ORD MTWTFSS 🔎
11:2917:37 American Airlines 2343 SAN-ORD MTTFSS 🔎
11:3517:45 Alaska Airlines 6057 SAN-ORD MTWTFSS 🔎
11:3517:45 American Airlines 2343 SAN-ORD MTWTFS 🔎
12:3518:30 Southwest Airlines 106 SAN-MDW TW 🔎
12:4018:35 Southwest Airlines 106 SAN-MDW MTF 🔎
13:5019:45 Southwest Airlines 171 SAN-MDW S 🔎
14:0520:10 United Airlines 349 SAN-ORD MTWTSS 🔎
14:1520:20 United Airlines 349 SAN-ORD F 🔎
14:4023:00 Southwest Airlines 4143 SAN-MDW MTF 🔎
15:4522:40 Southwest Airlines 282 SAN-MDW MTF 🔎
16:3022:20 Southwest Airlines 106 SAN-MDW S 🔎
17:1523:16 United Airlines 2486 SAN-ORD MTWTFSS 🔎
17:4523:35 Southwest Airlines 1379 SAN-MDW S 🔎
18:1500:10 Southwest Airlines 1379 SAN-MDW TW 🔎
18:3000:20 Southwest Airlines 3223 SAN-MDW MTF 🔎
22:2904:30 United Airlines 2674 SAN-ORD MTWTFSS 🔎
22:5004:56 Alaska Airlines 4061 SAN-ORD MWTFS 🔎
22:5004:56 American Airlines 2065 SAN-ORD MWTFS 🔎
22:5004:57 American Airlines 2065 SAN-ORD S 🔎
22:5705:00 American Airlines 2065 SAN-ORD MTWTF 🔎
22:5705:00 Alaska Airlines 4061 SAN-ORD MWTF 🔎
22:5705:04 American Airlines 2065 SAN-ORD T 🔎
22:5705:04 Alaska Airlines 4061 SAN-ORD TSS 🔎