The cheapest times to fly from ORD to YWG are
- July 30th to December 9th
- December 24th to February 11th
based on data collected exclusively by Champion Traveler across tens of millions of flights. Among all the dates above, the very cheapest time to fly from ORD to YWG is late October. Prices can be as high as $629 for Sunday flights during early April, or as low as $412 for Tuesday flights around late October.
When to Fly to Winnipeg
Flying from Chicago, IL (ORD) to Winnipeg (YWG) will usually cost between $412 to $540 per person if booking more than four weeks in advance. On average the very cheapest time to fly is late October with an average ticket price of $412. Due to high demand the most expensive time to fly is early April, with an average price of $550. Planning your trip to low-cost times can easily save you $138 on economy flights and even more on first-class flights. Generally, any price below $458 can be considered a good price for a round-trip ORD to YWG flight.
See below for a graph of average weekly prices for the ORD to YWG route. All prices are for round-trip tickets in USD.
Compared to other flights, the ORD to YWG flight is much cheaper than the average and costs much less than the average flight leaving from Chicago. The average price per mile (for a direct flight) is $0.4, which is a bit above average.
Flight Prices by Day of the Week
Tuesday is usually the cheapest day to depart and return on this flight. Sundays are the most expensive days to fly out or take a return trip. Selecting flights on the least expensive days could save you up to $27 (6%) on this flight.
Departing prices are for round-trip flights returning on the day of departure. For example, a flight departing on Tuesday and returning a week later will cost an average of $449. Return trip prices are from the YWG to ORD flight, and often highlight the quality of our data in showing the same trend.
Departing Prices by Day
Return Trip Prices by Day
Nonstop Flights and Layovers
Travelers looking to fly from ORD to YWG can generally find a 0-layover flight. Because there is a direct flight option the real-world direct flight time of 2 hour 15 minutes may be realistic.
Alternative Nearby Airports
Champion Traveler tells you which airports are nearby and whether tickets might be cheaper alternative airports nearby. Sometimes it’s worth it to fly into a closer airport and then commute to your destination. Remember that there is a nonstop flight from ORD to YWG while comparing.
- 136 miles (219 km) away from YWG
- Usually 25.25% less expensive than YWG
- 1-layover flights available
Flight Hacking ORD to YWG
Flight hacking is when you book two tickets instead of a layover, sometimes with different airlines. You will need to either bring only a carry-on bag (highly recommended) or leave yourself plenty of time to go through security again. Flight hacking is completely allowed, but airlines don’t always tell you the cheapest way to get from ORD to YWG — but Champion Traveler does!
- Price for both tickets: $445
- Average savings: $12 (2.68%)
Flight Questions Answered
Still have questions about flying from ORD to YWG? We’ve got answers.
Which airlines fly this route?
You can find 5 major airlines flying this route most often: Air Canada, Delta, Qantas, United, WestJet, and potentially more during busy seasons.
How far away is it from James Armstrong Richardson International Airport to Chicago O’Hare International Airport?
The distance between the two airports is roughly 707 miles or 1138 kilometers.
How long does it take to fly from ORD to YWG?
The real-world flight time for a nonstop ORD to YWG flight is about 2 hour 15 minutes.
How many flights go between Chicago, IL and Winnipeg?
It depends on the day of the week and the date, but a typical day might have around 66 available flights from ORD to YWG.
Airport Location Info
|Origination airport name||Chicago O’Hare International Airport|
|Country||the United States|
|Destination airport name||James Armstrong Richardson International Airport|
Please note that while we’ve worked hard to analyzed tens of millions of flights to get you this data, we do not calculate current live prices or guarantee pricing. Please see our partners using the links above for current offers.