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waypoints / 🇺🇸 US / Chicago – San Diego Timings are not live · Documented
Route · US

Chicago to San Diego

2 operators run this water, from 3 h 58.

Every way across

One row per operator and speed. Where a service is sold as fast and its average does not clear 45 km/h, the word appears in quotation marks — the boat is fast craft, the crossing is not.

AirTran Airways, Southwest Airlines MDW → SAN 2776 km non-stop 738 73H 73W in the air 5 h 28 est. rate not held 699 km/h average
Alaska Airlines, American Airlines ORD → SAN 2768 km non-stop 319 320 738 in the air 5 h 28 est. rate not held 699 km/h average

Other ways to reach San Diego

If this crossing does not suit, these quays also reach San Diego without a change. It is the question a single-route page cannot answer about itself and an atlas can.

Los Angeles – San Diego 43 min Alaska Airlines
Las Vegas – San Diego 1 h 01 AirTran Airways
Phoenix – San Diego 1 h 07 AirTran Airways
Fresno – San Diego 1 h 08 Alaska Airlines
Tucson – San Diego 1 h 14 Southwest Airlines
Monterey – San Diego 1 h 15 Alaska Airlines
San Jose – San Diego 1 h 20 AirTran Airways
Oakland – San Diego 1 h 24 Southwest Airlines
San Francisco – San Diego 1 h 24 Southwest Airlines

And other ways to reach Chicago

Milwaukee – Chicago 38 min American Airlines
South Bend – Chicago 40 min United Airlines
Madison – Chicago 43 min American Airlines
Bloomington/Normal – Chicago 44 min American Airlines
Muskegon – Chicago 44 min United Airlines
Kalamazoo – Chicago 45 min American Airlines
Grand Rapids – Chicago 46 min American Airlines
Peoria – Chicago 46 min American Airlines
Savoy – Chicago 46 min American Airlines
Moline – Chicago 47 min American Airlines

Where else these quays go

Which months this runs

Season not heldwe can say when we looked, not which months run

Our records for the Chicago–San Diego crossing were read on 11 August 2026 and describe the network as it ran that week. We hold no month-by-month variation, so this page cannot tell you whether a crossing runs in February.

If you are travelling well outside August 2026, confirm with the operator before you plan around it.

What we do not know

No fares. Not for this crossing, not for any crossing, not for any mode.

No departure times. No rate is held for this pair either, so we cannot say how often it runs.