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

Orlando to Chicago

2 operators run this water, from 2 h 30 to 2 h 32 — a difference of 2 min on the same crossing.

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 MCO → MDW 1595 km non-stop 717 733 738 in the air 4 h 00 est. rate not held 639 km/h average
American Airlines, Spirit Airlines MCO → ORD 1620 km non-stop 320 738 739 in the air 4 h 02 est. rate not held 642 km/h average

Other ways to reach Chicago

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

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

And other ways to reach Orlando

Fort Myers – Orlando 46 min Silver Airways (3M)
Fort Lauderdale – Orlando 51 min Silver Airways (3M)
Miami – Orlando 53 min American Airlines
Key West – Orlando 1 h 02 Southwest Airlines
Nassau – Orlando 1 h 10 Bahamasair
Pensacola – Orlando 1 h 16 Silver Airways (3M)
Atlanta – Orlando 1 h 19 AeroMéxico

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 Orlando–Chicago 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. The choice between AirTran Airways at 2 h 30 and American Airlines at 2 h 32 is mostly a price decision, and we hold no prices for either.

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