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Cheap Flights from Winnipeg to Chicago $404.46

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Cheapest Flights from Winnipeg to Chicago (YWG to ORD)

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Interesting Facts About Flights from Winnipeg to Chicago (YWG to ORD)

Question : About how long is the flight from Winnipeg to Chicago?
Answer : Flying from YWG to ORD typically takes about two hours and 29 minutes.

Question : Is there a day of the week that has more departure times to choose from than other days?
Answer : When you’re flying from YWG to ORD, the day with the most flight times is Saturday, with two different options. With 878 different time options, Friday provides the most options on average across all flights departing Canada.

Question : Best case scenario, how quickly can someone get from YWG to ORD?
Answer : United Airlines currently holds the shortest travel time with two hours and 23 minutes. So, you would arrive in Chicago at 2:53 PM CDT if you left Winnipeg at 12:30 PM CDT.

Question : Can you cut down on flight costs by changing the day of the week you travel to Chicago?
Answer : The lowest-cost day to fly in May is Wednesday. Being flexible with your travel days garners even more savings during booking.

Question : How many departure times from Winnipeg James Armstrong Richardson International Airport (YWG) to O'Hare International Airport (ORD) are there on a daily basis?
Answer : Each day is different, but on average, you can expect to see two available departure times. The average route departing Canada currently has four different flight times per day, so expect fewer options than you're used to.

Question : How often are flights late from Winnipeg James Armstrong Richardson International Airport (YWG) to O'Hare International Airport (ORD)?
Answer : This particular route gets passengers to O'Hare International Airport on time 81% of the time, which puts it in the top half of the world. When a flight is late, it's a 24-minute delay on average.

Question : What is the cheapest round-trip ticket you can get to Chicago?
Answer : WestJet is your best bet for finding that coveted low fare. They're offering fares as low as $410, while prices for other flights are as high as $1,113.