Cheap Flights from Winnipeg (YWG) to Chicago (ORD) from AU$301

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

Prices were available within the past 7 days and start at AU$301 for one-way flights and AU$565 for round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

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Air Canada
Air Canada
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Flight from Winnipeg to Chicago route information
Origin airport
Winnipeg James Armstrong Richardson Intl.
Destination airport
O'Hare Intl.
Return price
AU$565
Distance
1130 km

Your quick guide to flights from Winnipeg to Chicago

Pick up great flights from Winnipeg to Chicago

With Expedia, you have your pick of flights a day with 20 airlines covering flights from Winnipeg to Chicago. Whether you’re on a business trip, a family holiday or a luxury break, just enter your travel dates, hit search then check out your choice of flights. Select from return, one way or multi-city flights, and use the advance search tool if you want a direct or refundable flight. You can narrow your search to show you just your preferred cabin class and airline, too. It’s all easy. You can book direct flights from Winnipeg to Chicago that take around hours.

Find cheap flights from Winnipeg to Chicago

From the great flight deals with prices currently ranging from AU$565 to AU$695, you can choose to see the cheapest flights first. Generally, you can book the cheapest flights from Winnipeg to Chicago around 4 to 6 weeks in advance. If your travel dates are flexible, try to avoid weekends and peak seasons – when you are more likely to grab the lowest prices. Even last minute, there are some impressive deals. The cheapest time to fly to Chicago is normally in May.

Reasons to book your flight from Winnipeg to Chicago with Expedia

Expedia makes it easy to find, book, and travel, with everything you need all in one place. When you enter your travel details, find fantastic deals just for you on flight tickets from Winnipeg to Chicago across all the main airline carriers, so you can save time, dollars, and hassle finding the perfect flight. If you think your plans could change, choose refundable flights so any changes won’t cost you more. Book your flight to Chicago right now and, if you join Expedia Rewards, you earn points this time and every time you travel with Expedia.

Frequently asked questions

How much is a flight from Winnipeg Airport to ORD?
Round-trip flights from Winnipeg Airport to ORD start from AU$565. This figure is based on fares advertised within the last 7 days on Expedia for flights departing within the next year — book today so you don’t miss 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 YWG to O'Hare Airport?
Each air carrier has its own set of terms and conditions. If you do decide to cancel, follow the instructions on our Customer Service Portal.
How do I find cheap flights from YWG to O'Hare Intl. Airport (ORD) 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 Winnipeg James Armstrong Richardson Intl. Airport (YWG) to O’Hare Airport flights, you’ll see a “no change fees” filter for you to select.
How far is the flight from Winnipeg Airport to O'Hare Airport?
With a flight distance of 1 150 kilometres, it’s just a hop from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to O’Hare Airport. It might be a quick journey, but it’s still worth bringing a book to read.
Which airlines fly direct from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to O'Hare Airport?
If you want to fly straight from Winnipeg Airport to O’Hare Airport, you’ll need to book a flight with at least one stop. Unfortunately, there are no airlines that fly directly on this route.
Are Winnipeg James Armstrong Richardson Intl. Airport (YWG) to O'Hare Airport flight tickets cheaper when they're purchased at the last minute?
Flight prices are constantly going up and down, so not always. While last-minute deals between Winnipeg James Armstrong Richardson Intl. Airport (YWG) and ORD are of course possible, it’s also a good idea to keep a close eye on prices well before you fly. In fact, some carriers release their prices up to a year ahead of the departure date. Expedia is constantly updating the biggest airfare bargains around, so keep checking and be ready to pounce when the price is low.
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