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

Chicago to Winnipeg

1 operator run this water, from 1 h 55.

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.

Air Canada, United Airlines ORD → YWG 1138 km non-stop CRJ ERJ in the air 3 h 25 est. rate not held 592 km/h average

Other ways to reach Winnipeg

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

Red Lake – Winnipeg 51 min Bearskin Lake Air Service
Elma – Winnipeg 1 h 07 VIA Rail
Portage la Prairie – Winnipeg 1 h 08 VIA Rail
The Pas – Winnipeg 1 h 09 Abu Dhabi Amiri Flight
Regina – Winnipeg 1 h 10 Air Canada
Thunder Bay – Winnipeg 1 h 15 Air Canada
Flin Flon – Winnipeg 1 h 16 Abu Dhabi Amiri Flight
Minneapolis – Winnipeg 1 h 18 Delta Air Lines
Thompson – Winnipeg 1 h 19 Abu Dhabi Amiri Flight
Saskatoon – Winnipeg 1 h 23 Air Canada

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

Also from Chicago

Abu Dhabi · Akron · Albany · Albuquerque · Allentown/Bethlehem · Amman · Amsterdam · Anchorage · Appleton · Asheville · Atlanta · Austin · Baltimore · Birmingham

Also from Winnipeg

Calgary · Churchill · Denver · Edmonton · Elma · Flin Flon · Gillam · Las Vegas · London · Minneapolis · Montréal · Ottawa · Portage la Prairie · Rankin Inlet

Which months this runs

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

Our records for the Chicago–Winnipeg 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.