Winnipeg to Chicago (YWG-ORD): nonstop flights and who flies them

United Airlines flies nonstop between Winnipeg (YWG) and Chicago (ORD), roughly 22 times a week. With United Airlines running most of the schedule, the shape of a week is predictable, which makes an open premium seat on a given date easy to spot and quick to lose. United Airlines fly the route nonstop in 2LNR's schedule data; the timetable and the reverse direction are below.

Schedule last confirmed . Departure times come from 2LNR's schedule data; confirm with the airline before you book.

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22
Nonstop flights a week
707 mi
Nonstop distance
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Winnipeg to Chicago flight schedule

Scheduled nonstop departures for YWG to ORD, last checked against our schedule feed on September 6, 2026. Airlines retime and cancel flights, so confirm with the airline before you book.

Schedule data dated .

Scheduled nonstop departures from Winnipeg (YWG) to Chicago (ORD)
Date Flight Airline Departs YWG Arrives ORD Duration Aircraft
UA 5809United Airlines07:0009:352h 35mE7W
UA 6005United Airlines07:0009:352h 35mE7W
UA 5466United Airlines14:0016:352h 35mE7W
UA 5639United Airlines14:0016:352h 35mE7W
UA 5809United Airlines07:0009:352h 35mE7W
UA 6005United Airlines07:0009:352h 35mE7W
UA 5466United Airlines14:0016:352h 35mE7W
UA 5639United Airlines14:0016:352h 35mE7W
UA 5809United Airlines07:0009:352h 35mE7W
UA 6005United Airlines07:0009:352h 35mE7W
UA 5466United Airlines14:0016:352h 35mE7W
UA 5639United Airlines14:0016:352h 35mE7W
UA 5809United Airlines07:0009:352h 35mE7W
UA 6005United Airlines07:0009:352h 35mE7W
UA 5466United Airlines14:0016:352h 35mE7W
UA 5639United Airlines14:0016:352h 35mE7W
UA 5809United Airlines07:0009:352h 35mE7W
UA 6005United Airlines07:0009:352h 35mE7W
UA 5466United Airlines14:0016:352h 35mE7W
UA 5639United Airlines14:0016:352h 35mE7W
UA 5809United Airlines07:0009:352h 35mE7W
UA 6005United Airlines07:0009:352h 35mE7W
UA 5466United Airlines14:0016:352h 35mE7W
UA 5639United Airlines14:0016:352h 35mE7W
UA 5809United Airlines07:0009:352h 35mE7W
UA 6005United Airlines07:0009:352h 35mE7W
UA 5466United Airlines14:0016:352h 35mE7W
UA 5639United Airlines14:0016:352h 35mE7W

Showing all 28 scheduled YWG to ORD departures across the next 7 days with service. Later dates are on the interactive map.

Departure and arrival times are local at their own airport, so an arrival can fall on a different local date than the departure; the duration column is the true elapsed flying time. A dash means the airline has not filed that value in the schedule data we hold. Aircraft are IATA equipment codes as filed, and can change up to departure.

See every YWG to ORD date on the interactive map

The full YWG to ORD nonstop schedule

United Airlines fly the route nonstop in 2LNR's schedule data. This page carries the full YWG to ORD nonstop schedule, who operates each departure and how often it runs; the reverse direction is linked below.

See real availability

Confirmed upgrade and award seats on each YWG to ORD departure, checked against live inventory so you know what is open before you book.

Set an alert

Premium inventory turns over fast. Watch this route and 2LNR notifies you when space appears on a date you are tracking.

Plan on the map

See YWG to ORD on the interactive route map, with schedules, connections, and route statistics.

Airlines flying Winnipeg to Chicago nonstop

Carriers operating YWG to ORD nonstop in the current schedule. 2LNR tracks confirmed upgrade and award space on each of them.

See YWG to ORD on the interactive map →

Frequently asked questions about YWG to ORD

How far is Chicago from Winnipeg?
YWG to ORD covers about 707 miles nonstop. Flight times vary by aircraft and season; the schedule table on this page lists each scheduled departure with its own times.
Which airlines fly nonstop from YWG to ORD?
United Airlines is currently the only airline flying YWG to ORD nonstop. None of them is a carrier 2LNR reads inventory for, so this page carries the YWG to ORD schedule rather than a space claim.
How many flights a week are there from YWG to ORD?
About 22 nonstop flights a week run between Winnipeg and Chicago in the current schedule, operated by United Airlines. Frequency shifts by season, and the schedule table on this page shows what is scheduled next.
What time do flights from YWG to ORD depart?
Scheduled YWG to ORD nonstops in the next 7 days with service leave between 07:00 and 14:00, local time at Winnipeg. The schedule table on this page lists every departure by date, with its arrival time and aircraft.
Does 2LNR show upgrade or award space on YWG to ORD?
Not on this route: none of United Airlines is a carrier 2LNR reads inventory for. The page carries the full YWG to ORD nonstop schedule and who flies each departure, and the reverse direction is linked below.

See the full YWG to ORD nonstop schedule

Every scheduled departure on this route, with who flies it. On the routes 2LNR does read inventory for, upgrade and award space shows by date, the next 14 days free on every product and the full horizon on Pro.

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