Nonstop flights from Chicago to Winnipeg

United Airlines flies this route 12 times a week.

ORDChicago O'Hare International

706 mi · 12 flights a week

YWGWinnipeg Richardson International

ORDYWG

When they leave

Chicago time

9:15a7:54pFirst departure 9:15 AM, last 7:54 PM

One morning flight at 9:15 AM, then one evening flight at 7:54 PM.

Every flight

Earliest first

9:15 AM→11:52 AMUnited AirlinesEmbraer 175Tue, Wed, Thu, Fri, Sat, Sun
7:54 PM→10:33 PMUnited AirlinesEmbraer 175Tue, Wed, Thu, Fri, Sat, Sun

Schedules last checked Sep 8, 2026. Times are local.

Flying from Chicago to Winnipeg

United Airlines is the only airline flying nonstop from Chicago to Winnipeg, 12 times a week on the Embraer 175.

Flights run every day except Mondays, up to 2 a day. The first arrival in Winnipeg is at 11:52 AM and the last at 10:33 PM. The flight covers 706 miles.

Flying back, Winnipeg to Chicago has 14 nonstop flights a week.

Return flights

Winnipeg to ChicagoView

More to Winnipeg

Find the cheapest day to fly from Chicago to Winnipeg.

Schedules as of Oct 9, 2026.