Flight Winnipeg(YWG) to Chicago(ORD)
CHANGE DIRECTION
Winnipeg James Armstrong Richardson International Airport | O'Hare International Airport |
---|---|
YWG : Winnipeg , Canada | ORD : Chicago , United States |
UTC-5(DST) | UTC-5(DST) |
Winnipeg to Chicago Flights
Find updated flight schedules, timetable, distance, aircraft types, Map, Transfer for routes from Winnipeg (YWG) to Chicago (ORD).
Flight Schedules Winnipeg to Chicago
This route is operated by United Airlines. This is the first direct flight from Winnipeg to Chicago.
Flight Duration: Approximately 2 hours 21 minutes to 2 hours 43 minutes (Direct Flights)
Flight No. | Departure Time | Arrival Time | Duration | Airfare |
---|---|---|---|---|
UA5389 | 07:00 | 09:31 | 2h31m | Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES |
The last direct flight from Winnipeg to Chicago is the final flight at 14:20 by United Airlines UA5639.
From Winnipeg (YWG) to Chicago (ORD) Flights Info
Duration(Flight time)
- From Winnipeg to Chicago
- 2 hours 21 minutes to 2 hours 43 minutes
- From Chicago to Winnipeg
- 2 hours 24 minutes to 2 hours 47 minutes
Distance
- From Chicago to Winnipeg
- Approx. 710 miles
- Approx. 1,140 Km
Winnipeg to Chicago Map


Type of aircraft (YWG to ORD)
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 Winnipeg and Chicago. 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) | ||||
---|---|---|---|---|
YWG | 1h30m | MSP | 1h19m | ORD |
1h27m | 1h22m | |||
Pearson (YYZ) | ||||
YWG | 2h25m | YYZ | 1h47m | ORD |
2h27m | 1h30m |
FAQ : Winnipeg to Chicago
- How far is it from Winnipeg to Chicago?
- The distance between Winnipeg (YWG) to Chicago (ORD) is approximately 710 miles(1,140km) by air.
- Which airlines operate at from Winnipeg(YWG) to Chicago(ORD)?
- Currently, this route is served by United Airlines (Japanese). You can check flight schedules for this route at Winnipeg to Chicago Flight Schedules and Chicago to Winnipeg Flight Schedules
- What aircraft types are flying on the Winnipeg (YWG) to Chicago (ORD) route?
- The Winnipeg – Chicago route is operated by Embraer 175 aircraft types.
- What is the time difference between Winnipeg to Chicago?
- There is no time difference between Winnipeg James Armstrong Richardson International Airport(Winnipeg) and O'Hare International Airport(Chicago).Winnipeg is currently observing daylight saving time (DST) from March 9, 2025 to November 2, 2025.Chicago is currently observing daylight saving time (DST) from March 9, 2025 to November 2, 2025.