Nonstop flights from Chicago to San Diego

4 airlines fly from 2 Chicago airports (ORD and MDW) to San Diego (SAN), with up to 17 flights a day.

ORDSAN

Routes

2 airport pairs

When they leave

Chicago time

6:01a9:30pFirst departure 6:01 AM, last 9:30 PM

Eight in the morning, 6:01 AM to 10:15 AM, then six in the afternoon, 12:40 PM to 4:00 PM, then seven in the evening, 5:00 PM to 9:30 PM.

Every flight

Earliest first

6:01 AM→8:32 AMORD to SANAlaska AirlinesBoeing 737Daily
6:10 AM→8:20 AMMDW to SANSouthwest AirlinesBoeing 737 MAX 8Sun
6:15 AM→8:20 AMMDW to SANSouthwest AirlinesBoeing 737-700Daily
6:45 AM→8:58 AMORD to SANAmerican AirlinesBoeing 737Daily
7:05 AM→9:32 AMORD to SANUnited AirlinesBoeing 737 MAX 9Daily
8:46 AM→11:15 AMORD to SANUnited AirlinesAirbus A321neoDaily
10:02 AM→12:21 PMORD to SANAmerican AirlinesAirbus A321Daily
10:15 AM→12:25 PMMDW to SANSouthwest AirlinesBoeing 737 MAX 8Mon, Thu, Fri
12:40 PM→3:02 PMORD to SANUnited AirlinesBoeing 737Daily
2:05 PM→4:10 PMMDW to SANSouthwest AirlinesBoeing 737 MAX 8Sat
2:18 PM→4:55 PMORD to SANAlaska AirlinesBoeing 737 MAX 9Daily
2:50 PM→4:55 PMMDW to SANSouthwest AirlinesBoeing 737 MAX 8Mon, Thu, Fri
3:05 PM→5:10 PMMDW to SANSouthwest AirlinesBoeing 737 MAX 8Tue, Wed
4:00 PM→6:30 PMORD to SANUnited AirlinesBoeing 737 MAX 9Daily
5:00 PM→7:19 PMORD to SANAmerican AirlinesAirbus A321Daily
7:00 PM→9:22 PMORD to SANAmerican AirlinesBoeing 737 MAX 8Daily
7:45 PM→10:10 PMORD to SANUnited AirlinesAirbus A321neoDaily
8:17 PM→11:00 PMORD to SANAlaska AirlinesBoeing 737Mon, Thu, Fri, Sun
8:25 PM→10:35 PMMDW to SANSouthwest AirlinesBoeing 737 MAX 8Sun
8:45 PM→10:55 PMMDW to SANSouthwest AirlinesBoeing 737 MAX 8Mon, Tue, Wed, Thu, Fri, Sat
9:30 PM→11:47 PMORD to SANAmerican AirlinesBoeing 737Daily

Schedules last checked Oct 7, 2026. Times are local.

Flying from Chicago to San Diego

American Airlines flies 5 times a day on the Airbus A321, Boeing 737 and Boeing 737 MAX 8. United Airlines flies 5 times a day on the Airbus A321neo, Boeing 737 MAX 9 and Boeing 737. Southwest Airlines flies 3 to 4 times a day on the Boeing 737 MAX 8 and Boeing 737-700. Alaska Airlines flies 2 to 3 times a day on the Boeing 737 and Boeing 737 MAX 9.

Flights run every day of the week, from 15 on Tuesdays, Wednesdays and Saturdays to 17 on Mondays, Thursdays and Fridays. The first arrival in San Diego is at 8:20 AM and the last at 11:47 PM.

ORD to SAN is the busiest airport pair, with 88 flights a week, then MDW to SAN with 24.

Flying back, San Diego to Chicago has 112 nonstop flights a week.

Return flights

San Diego to ChicagoView

Find the cheapest day to fly from Chicago to San Diego.

Schedules as of Oct 9, 2026.