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

Chicago to San Juan

1 operator run this water, from 4 h 40.

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.

American Airlines, JetBlue Airways ORD → SJU 3338 km non-stop 320 738 739 in the air 6 h 10 est. rate not held 714 km/h average

Other ways to reach San Juan

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

Vieques – San Juan 35 min American Airlines
Culebra – San Juan 36 min Cape Air
Mayaguez – San Juan 39 min Cape Air
Christiansted – San Juan 41 min Cape Air
Beef Island – San Juan 42 min American Airlines
Spanish Town – San Juan 42 min American Airlines
Punta Cana – San Juan 49 min JetBlue Airways
Sint Maarten – San Juan 53 min JetBlue Airways
Gustavia – San Juan 55 min T.J. Air

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 Juan 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.