Flights from Chicago (ORD) to Winnipeg (YWG)

Flight Chicago(ORD) to Winnipeg(YWG)
CHANGE DIRECTION

O'Hare International Airport Winnipeg James Armstrong Richardson International Airport
ORD : Chicago , United States YWG : Winnipeg , Canada
UTC-5(DST) UTC-5(DST)

Chicago to Winnipeg Flights

Find updated flight schedules, timetable, distance, aircraft types, Map, Transfer for routes from Chicago (ORD) to Winnipeg (YWG).

Change Direction(YWG to ORD)

Flight Schedules Chicago to Winnipeg

This route is operated by United Airlines. This is the first direct flight from Chicago to Winnipeg.

Change Direction(YWG to ORD)

Flight Duration: Approximately 2 hours 24 minutes to 2 hours 47 minutes (Direct Flights)

Flight No. Departure Time Arrival Time Duration Airfare
UA5748 13:01 15:31 2h30m Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
Flight schedules as of September 01, 2025, 06:03 AM(OAG data). Schedules may change without notice, so please check with airlines before booking. Refer to FlyTeam's terms of use before proceeding. Some airlines and flight numbers may not be displayed.

The last direct flight from Chicago to Winnipeg is the final flight at 19:54 by United Airlines UA5868.

From Chicago (ORD) to Winnipeg (YWG) Flights Info

Duration(Flight time)

From Chicago to Winnipeg
2 hours 24 minutes to 2 hours 47 minutes
From Winnipeg to Chicago
2 hours 21 minutes to 2 hours 43 minutes

Distance

From Winnipeg to Chicago
Approx. 710 miles
Approx. 1,140 Km
This is different from mileage credits in airline loyalty programs.

Chicago to Winnipeg Map

O'Hare International Airport O'Hare International Airport
Winnipeg James Armstrong Richardson International Airport Winnipeg James Armstrong Richardson International Airport

Type of aircraft (ORD to YWG)

Below is a list of the aircraft types and airlines operating on this route. (Direct flights only)

* All links below lead to Japanese pages.

Transfer / Cities with One-Stop Flights

This list shows cities where you can connect for one-stop flights between Chicago and Winnipeg. Direct flights operate on each segment, with the shortest flight durations listed. This is a great resource for travelers planning multi-city itineraries.

Minneapolis (MSP)
ORD 1h22m MSP 1h27m YWG
1h19m 1h30m
Pearson (YYZ)
ORD 1h30m YYZ 2h27m YWG
1h47m 2h25m

FAQ : Chicago to Winnipeg

How far is it from Chicago to Winnipeg?
The distance between Chicago (ORD) to Winnipeg (YWG) is approximately 710 miles(1,140km) by air.
Which airlines operate at from Chicago(ORD) to Winnipeg(YWG)?
Currently, this route is served by United Airlines (Japanese). You can check flight schedules for this route at Chicago to Winnipeg Flight Schedules and Winnipeg to Chicago Flight Schedules
What aircraft types are flying on the Chicago (ORD) to Winnipeg (YWG) route?
The Chicago – Winnipeg route is operated by Embraer 175 aircraft types.
What is the time difference between Chicago to Winnipeg?
There is no time difference between O'Hare International Airport(Chicago) and Winnipeg James Armstrong Richardson International Airport(Winnipeg).Chicago is currently observing daylight saving time (DST) from March 9, 2025 to November 2, 2025.Winnipeg is currently observing daylight saving time (DST) from March 9, 2025 to November 2, 2025.