Direct flights from San Diego to Chicago SAN → ORD
Alaska Airlines, American Airlines and United Airlines operate nonstop flights from San Diego (SAN) to Chicago (ORD). The nonstop flight takes around ~3h 28m, covering 1,720 miles (2,768 km) and operates multiple daily. Round-trip fares currently start at $227, with a typical fare around $307 across 172 recent fare combinations. Updated 28 June 2026.
60-day flexibility overview based on 172 recent fares across the next 60 days
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American Airlines
AA
Alaska Airlines
AS
United Airlines
UA
Departure Schedule next 7 days
Scheduled departures over the next 7 days · Updated 23d ago
American Airlines
Alaska Airlines
United Airlines
Frequently asked questions
Is there a direct flight from San Diego to Chicago?
Yes, Alaska Airlines, American Airlines and 1 more airline operate nonstop flights from San Diego (SAN) to Chicago (ORD).
Which airlines fly direct from San Diego to Chicago?
Alaska Airlines, American Airlines, United Airlines operate nonstop flights from San Diego to Chicago.
How long is the flight from San Diego to Chicago?
The nonstop flight from San Diego to Chicago takes ~3h 28m (approximately 2768 km).
How often do direct flights operate from San Diego to Chicago?
Nonstop flights from San Diego to Chicago operate multiple daily.
How much is a round-trip flight from San Diego to Chicago?
Round-trip flights from San Diego (SAN) to Chicago (ORD) start at $227, with a typical fare around $307. Based on 172 recent fare combinations.