CA $233 Cheap Flights from Chicago (MDW) to Winnipeg (YWG)

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Cheap flights from Chicago (MDW) to Winnipeg (YWG)

Prices were available within the past 7 days and start at CA $233 for one-way flights and CA $531 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

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WestJet

Frequently asked questions

How much is a flight from MDW to YWG?
Round-trip flights from Chicago Airport to Winnipeg Airport start from CA $531. This price is based on fares advertised within the last 7 days on Expedia for flights departing within the next year — book ASAP to avoid missing out. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Midway Intl. Airport (MDW) to YWG?
Most flights can be canceled online, but each air carrier has a different set of terms and conditions. If you do need to cancel your flight, visit our Customer Service Portal and follow the instructions.
How do I find cheap flights from Midway Airport to Winnipeg James Armstrong Richardson Intl. Airport (YWG) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for Midway Airport to Winnipeg Airport flights, you’ll see a “no change fees” filter for you to select.
How far is the flight from Chicago Airport to Winnipeg Airport?
That movie you’ve been desperate to see will have to wait — the flight distance between Chicago Airport and Winnipeg James Armstrong Richardson Intl. Airport (YWG) is only 1,150 kilometers. The captain will be instructing you to put your seat upright for touchdown before you know it.
Which airlines fly direct from Chicago Airport to Winnipeg James Armstrong Richardson Intl. Airport (YWG)?
Direct flights aren’t available, so you’ll need to make at least one stop between Chicago Airport and Winnipeg James Armstrong Richardson Intl. Airport (YWG). Take advantage of the layover time to stretch your legs and take a break.
Are Chicago Airport to YWG flight tickets cheaper when they're purchased at the last minute?
Flight prices from Midway Intl. Airport (MDW) to YWG are available up to 12 months prior to departure on Expedia. And although you may pick up a great last-minute deal, it’s not something you should count on. Also, booking your flights in advance means you’ll have more options — and you can avoid landing the dreaded middle seat! We frequently update our fares to make sure you get the biggest bargains, so check back often for all the latest specials.
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