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

United Airlines flies the YWG to ORD nonstop about 8 times a week. In the timetable below it flies as UA 5639 and UA 6005, scheduled at 2h 35m for the 707 miles.

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

Updated .

See YWG to ORD on the interactive map Get started free
8
Flights a week, 4-week average
2h 35m
Scheduled flight time
707 mi
Nonstop distance
Free
To get started

Winnipeg to Chicago flight schedule

Scheduled nonstop departures for YWG to ORD starting October 22, 2026, last checked against our schedule feed on October 18, 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 6005United Airlines07:0009:352h 35mEmbraer E175
UA 5639United Airlines14:0016:352h 35mEmbraer E175
UA 6005United Airlines07:0009:352h 35mEmbraer E175
UA 5639United Airlines14:0016:352h 35mEmbraer E175
UA 6005United Airlines07:0009:352h 35mEmbraer E175
UA 5639United Airlines14:0016:352h 35mEmbraer E175
UA 5639United Airlines14:0016:352h 35mEmbraer E175
UA 5639United Airlines14:0016:352h 35mEmbraer E175
UA 5639United Airlines14:0016:352h 35mEmbraer E175
UA 5639United Airlines14:0016:352h 35mEmbraer E175

Showing all 10 scheduled YWG to ORD departures across 7 days with service, starting October 22, 2026. 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 hasn't filed that value in the schedule data we hold. Aircraft are the equipment the airline filed, named where the code pins down one type and shown as the family or the bare code where it doesn't. Swaps can happen up to departure.

See every YWG to ORD date on the interactive map

Aircraft on the Winnipeg to Chicago nonstop

United Airlines flies the Embraer E175 on every departure in the schedule table on this page. Each linked aircraft page shows where that airline schedules it. Airlines can swap aircraft up to departure.

The full YWG to ORD nonstop schedule

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 the schedule

Who operates each YWG to ORD nonstop and how often it runs, from 2LNR's schedule data.

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.

See YWG to ORD on the interactive map →

Frequently asked questions about YWG to ORD

How long is the flight from Winnipeg (YWG) to Chicago (ORD)?
Every departure in the schedule table on this page is scheduled at 2h 35m from Winnipeg (YWG) to Chicago (ORD). The nonstop covers about 707 miles, and airlines adjust scheduled times by season, so confirm with the airline before you book.
Which airlines fly nonstop from YWG to ORD?
United Airlines is currently the only airline flying YWG to ORD nonstop. 2LNR doesn't show award or upgrade space for it on YWG to ORD, so this page carries the schedule rather than a space claim.
How many flights a week are there from YWG to ORD?
About 8 nonstop flights a week run between Winnipeg (YWG) and Chicago (ORD) 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.
Which flights operate YWG to ORD nonstop?
In the schedule table on this page, YWG to ORD nonstops fly as UA 5639 and UA 6005 on United Airlines. The table lists each departure by date with its times and aircraft.
Does 2LNR show upgrade or award space on YWG to ORD?
Not on this route: 2LNR doesn't show award or upgrade space for United Airlines on YWG to ORD. 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. 2LNR shows upgrade and award space by date on the carriers it tracks, the next 14 days free on every product and the full horizon on Pro.

Get started free