Cheap Flights from Chicago (ORD) to Winnipeg (YWG) from HK$2,207~

View HK$2,207 flight on Sun, 1 Mar 2026Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Winnipeg James Armstrong Richardson Intl. Airport (YWG)

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Find Cheap Flights from Chicago (ORD) to Winnipeg (YWG)

Prices were available within the past 7 days and start at HK$2,207 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Find the cheapest month to fly from Chicago (ORD) to Winnipeg (YWG)

October is typically the cheapest month to fly

From HK$1,893 - HK$9,259 per traveller.

Frequently asked questions

How much is a flight from ORD to Winnipeg Airport?
If you're planning on traveling from O'Hare Intl. Airport (ORD) to Winnipeg Airport, round-trip journeys start from . This price is based on fares listed within the last 7 days on Expedia for flights departing within the next year, so don't hang about. Book now and save yourself both money and time. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from ORD to Winnipeg James Armstrong Richardson Intl. Airport (YWG)?
Every air carrier has its own terms and conditions. If you do decide to cancel, follow the instructions on our Customer Service Portal.
How do I find cheap flights from O'Hare Airport to Winnipeg Airport 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 ORD to YWG flights, you'll see a "no change fees" filter for you to select.
How far is the flight from O'Hare Intl. Airport (ORD) to Winnipeg James Armstrong Richardson Intl. Airport (YWG)?
The distance from O'Hare Intl. Airport (ORD) (ORD) to YWG (YWG) is just 1,150 kilometers. You'll be stepping off the plane and grabbing your baggage from the carousel before you know it.
Which airlines fly direct from O'Hare Intl. Airport (ORD) to Winnipeg Airport?
Unfortunately, there aren't any airlines that directly fly between O'Hare Intl. Airport (ORD) and Winnipeg James Armstrong Richardson Intl. Airport (YWG). You'll need to book a flight with one or more stops.
Are ORD to YWG flight tickets cheaper when they're purchased at the last minute?
Booking last minute from O'Hare Intl. Airport (ORD) to Winnipeg Airport can be hit-or-miss. You may be able to score a bargain, but then again, you could miss out! If you'd prefer to start planning early, Expedia compares flight deals up to a year in advance. Just bear in mind that not all airlines list their prices that far in advance. Our suggestion? Check back often as updates are made regularly.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Winnipeg James Armstrong Richardson Intl.
Distance
1130 km
Average flight time
2 hours 35 mins

Book with confidence

Flights from Chicago to Winnipeg

Book cheap flights from Chicago (ORD) to Winnipeg (YWG) on Expedia.com.hk. Find the best flight deals to destinations around the world for your next leisure or business travel on Expedia.com.hk.

Search for flights from Chicago (ORD) to Winnipeg (YWG) to find great flight deals suitable to your travel date and time. Expedia.com.hk flight booking search engine is simple to use and looking for cheap flights is as easy as a click of a mouse or on your mobile devices.

Be assured that you’re seeing the best price guaranteed! Our friendly customer service representatives are here to serve you 24 hours day to provide assistance and answer any questions that you may have about booking your Chicago (ORD) to Winnipeg (YWG) trip. Call us at 3077-4857 (direct number - 24 hours day for English).

Save more when combine your Winnipeg flight with a hotel for a package deal! Discover additional savings by booking in advance. Now you can find activities in Winnipeg and things to do in Winnipeg for your perfect vacation with Expedia Thing to Do.

If you would like to book flights to Winnipeg more flexibly, many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Winnipeg is HK$2,207 now!

 

Flights from Chicago to Winnipeg

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