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Route

Chicago → Winnipeg

ORDChicagoChicago O'Hare International Airport
YWGWinnipegWinnipeg / James Armstrong Richardson International Airport
Distance
707 mi
Estimated flight time
~1h 55m

Same local time in Chicago and Winnipeg.

Observed nonstop

View the reverse route

How often does this route fly?

Frequency

Daily at most

On average around 1 flights a day, observed from October 2025 to September 2026.

1
flights per day
2
busiest month · Oct
1
quietest month · Nov
1 hr 50 min
measured flight time
12 / 12
months seen

Through the year

Per day, month by month

  1. 1Jan2026
  2. 1Feb
  3. 1Mar
  4. 1Apr
  5. 1May
  6. 2Jun
  7. 2Jul
  8. 2Aug
  9. 2Sep
  10. 2Oct2025
  11. 1Nov
  12. 1Dec

Airlines

Who flies it

SkyWest Airlinesall year
Nippon Cargo Airlinesspring
Air Canadanow and then

Through the day

Departure times

Local time in Chicago. Most departures between 09:00 and 12:00.

  1. 00:00
  2. 01:00
  3. 02:00
  4. 03:00
  5. 04:00
  6. 05:00
  7. 06:00
  8. 07:00
  9. 08:00
  10. 09:00
  11. 10:00
  12. 11:00
  13. 12:00
  14. 13:00
  15. 14:00
  16. 15:00
  17. 16:00
  18. 17:00
  19. 18:00
  20. 19:00
  21. 20:00
  22. 21:00
  23. 22:00
  24. 23:00

Through the week

By weekday

  1. 1.5Mon
  2. 1.3Tue
  3. 1.4Wed
  4. 1.4Thu
  5. 1.4Fri
  6. 1.5Sat
  7. 1.5Sun

Fleet

Aircraft observed

  1. Embraer 175E75L98%
  2. Boeing 747-8B7481%
  3. Airbus A320A3201%
  4. Cessna Citation LatitudeC68A0%
  5. Bombardier Challenger 350CL350%
All the numbers in a table
MonthPer daySeenAirlines
January 2026132
  • SkyWest Airlines30×
  • Air Canada2×
February 2026130
  • SkyWest Airlines29×
  • Nippon Cargo Airlines1×
March 2026131
  • SkyWest Airlines29×
  • Air Canada1×
  • Nippon Cargo Airlines1×
April 2026128
  • SkyWest Airlines27×
  • Nippon Cargo Airlines1×
May 2026139
  • SkyWest Airlines38×
June 2026261
  • SkyWest Airlines57×
July 2026259
  • SkyWest Airlines58×
August 2026257
  • SkyWest Airlines57×
September 2026260
  • SkyWest Airlines60×
October 2025258
  • SkyWest Airlines55×
November 2025131
  • SkyWest Airlines30×
  • Nippon Cargo Airlines1×
December 2025129
  • SkyWest Airlines29×

Airlines observed on this route

From observed callsign routes on ORD-YWG - not a booking guarantee.

Air Canada

AC · ACA

Hub: YYZ Toronto

139 departure airportsView airline →

Nippon Cargo Airlines

KZ · NCA

Hub: ORD Chicago

14 departure airportsView airline →

SkyWest Airlines

OO · SKW

Hub: ORD Chicago

249 departure airportsView airline →

About this route

  • International route: Chicago and Winnipeg are in different countries.
  • The opposite direction has also been observed as a direct connection.
  • Direct destinations observed from Chicago: 259.
  • Direct destinations observed from Winnipeg: 37.

The airports on this route

Chicago O'Hare International Airport

Chicago, United StatesORD / KORD

International hub · 259 direct destinations · 8 runways · longest runway 12,999 ft

52 °F · CloudySource: METAR observation via the NOAA Aviation Weather Center

Airport pageAll direct destinations

Winnipeg / James Armstrong Richardson International Airport

Winnipeg, CanadaYWG / CYWG

Major airport · 37 direct destinations · 2 runways · longest runway 11,001 ft

41 °F · CloudySource: METAR observation via the NOAA Aviation Weather Center

Airport pageAll direct destinations

About the route from Chicago to Winnipeg

The observed direct connection between Chicago O'Hare International Airport (ORD) and Winnipeg / James Armstrong Richardson International Airport (YWG) covers approximately 707 mi. The estimated flight time is around 1h 55m. Air Canada, Nippon Cargo Airlines and SkyWest Airlines have been observed on this connection in the available route data.

Frequently asked questions about this route

How far is Chicago from Winnipeg by air?
The great-circle distance between Chicago O'Hare International Airport and Winnipeg / James Armstrong Richardson International Airport is approximately 707 mi.
How long is the flight from Chicago to Winnipeg?
Based on the distance, the estimated flight time is about 1h 55m. This is an estimate, not a schedule.
Is there a direct connection from Chicago to Winnipeg?
Yes, a direct connection between ORD and YWG has been observed in our route data.
Which airlines have been observed on this route?
In the available route data: Air Canada, Nippon Cargo Airlines and SkyWest Airlines.
How often is there a flight from Chicago to Winnipeg?
On average around 1 flights a day, measured over twelve months (October 2025 to September 2026) in the flight archive, with 515 observed flights. Mainly SkyWest Airlines, Nippon Cargo Airlines, Air Canada. That is an observation, not a timetable.
What is the current time difference between Chicago and Winnipeg?
Same local time in Chicago and Winnipeg.

Where this data comes from

The route data comes from the flight archive (ADS-B, adsb.lol): which connections actually flew over the last twelve full months and who flew them, combined with our own airport, runway, and airline datasets. It is reference data about observed routes - not a current timetable and no claim about bookability.

The frequency and aircraft on this page come from the flight archive (ADS-B, 12 months, October 2025 to September 2026), summarized per route per month. We do not see every flight, so it is a floor, not a count.

Route data updated on October 11, 2026.