₹21,875 Cheap Flights from Chicago (ORD) to Winnipeg (YWG)

View ₹21,875 flight on Wed, 28 Jan 2026Opens in a new window

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

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

Prices were available within the past 7 days and start at ₹21,875 for one-way flights and ₹46,676 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Wed, 28 Jan - Wed, 2 Sept
ORD
Chicago
YWG
Winnipeg
₹46,676 Return, found 2 days ago
₹46,676
Return
found 2 days ago
Select Air Canada flight, departing Wed, 28 Jan from Chicago to Winnipeg, returning Wed, 2 Sept, priced at ₹46,676 found 2 days ago
Delta
Wed, 28 Jan - Wed, 2 Sept
ORD
Chicago
YWG
Winnipeg
₹47,232 Return, found 2 days ago
₹47,232
Return
found 2 days ago
Select Delta flight, departing Wed, 28 Jan from Chicago to Winnipeg, returning Wed, 2 Sept, priced at ₹47,232 found 2 days ago
Delta
Wed, 28 Jan - Wed, 2 Sept
ORD
Chicago
YWG
Winnipeg
₹47,439 Return, found 2 days ago
₹47,439
Return
found 2 days ago
Select Delta flight, departing Wed, 28 Jan from Chicago to Winnipeg, returning Wed, 2 Sept, priced at ₹47,439 found 2 days ago
Delta
Wed, 28 Jan - Wed, 2 Sept
ORD
Chicago
YWG
Winnipeg
₹47,518 Return, found 2 days ago
₹47,518
Return
found 2 days ago
Select Delta flight, departing Wed, 28 Jan from Chicago to Winnipeg, returning Wed, 2 Sept, priced at ₹47,518 found 2 days ago
Air Canada
Wed, 28 Jan - Wed, 2 Sept
ORD
Chicago
YWG
Winnipeg
₹49,122 Return, found 2 days ago
₹49,122
Return
found 2 days ago
Select Air Canada flight, departing Wed, 28 Jan from Chicago to Winnipeg, returning Wed, 2 Sept, priced at ₹49,122 found 2 days ago
Delta
Wed, 28 Jan - Wed, 2 Sept
ORD
Chicago
YWG
Winnipeg
₹49,302 Return, found 2 days ago
₹49,302
Return
found 2 days ago
Select Delta flight, departing Wed, 28 Jan from Chicago to Winnipeg, returning Wed, 2 Sept, priced at ₹49,302 found 2 days ago
Air Canada
Wed, 28 Jan - Wed, 2 Sept
ORD
Chicago
YWG
Winnipeg
₹49,599 Return, found 2 days ago
₹49,599
Return
found 2 days ago
Select Air Canada flight, departing Wed, 28 Jan from Chicago to Winnipeg, returning Wed, 2 Sept, priced at ₹49,599 found 2 days ago
Delta
Wed, 28 Jan - Wed, 2 Sept
ORD
Chicago
YWG
Winnipeg
₹49,631 Return, found 2 days ago
₹49,631
Return
found 2 days ago
Select Delta flight, departing Wed, 28 Jan from Chicago to Winnipeg, returning Wed, 2 Sept, priced at ₹49,631 found 2 days ago
Delta
Wed, 28 Jan - Wed, 2 Sept
ORD
Chicago
YWG
Winnipeg
₹49,806 Return, found 2 days ago
₹49,806
Return
found 2 days ago
Select Delta flight, departing Wed, 28 Jan from Chicago to Winnipeg, returning Wed, 2 Sept, priced at ₹49,806 found 2 days ago
United
Wed, 28 Jan - Wed, 2 Sept
ORD
Chicago
YWG
Winnipeg
₹50,069 Return, found 2 days ago
₹50,069
Return
found 2 days ago
Select United flight, departing Wed, 28 Jan from Chicago to Winnipeg, returning Wed, 2 Sept, priced at ₹50,069 found 2 days ago

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

October is typically the cheapest month to fly

From ₹20,566 - ₹58,184 per traveller.
Flight from Chicago to Winnipeg route information
Origin airport
O'Hare Intl.
Destination airport
Winnipeg James Armstrong Richardson Intl.
Return price
₹46,676
Distance
1130 km
Average flight time
2 hours 35 mins

Perfect flights from Chicago to Winnipeg

Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from Chicago to Winnipeg. Whether you're aching for a romantic escape with your partner, craving an adventurous solo expedition, or yearning to immerse yourself in the local history and culture, we've got you covered.
 
Picture yourself strolling through the streets of , surrounded by breathtaking architecture and absorbing the vibrant atmosphere of this captivating city. Indulge in the mouth-watering local specialties, from tantalizing street food to exquisite fine dining. With Expedia, you can experience all of this and more, without sacrificing your budget.
 
Our flexible O'Hare Intl. to Winnipeg James Armstrong Richardson Intl. ticket options cater to your travel preferences, with incredible one-way fares from ₹21,875 and roundtrip prices from ₹46,676. Whether you're planning a short city break or a longer adventure, our dynamic pricing ensures that you find the best deals for your journey.
 
But the magic doesn't stop there. Expedia offers a range of partner services to enhance your trip. Rent a car at Winnipeg James Armstrong Richardson Intl. and explore and its surrounding areas at your own pace. Discover hidden gems off the beaten path, and create unforgettable memories. We also provide a handpicked selection of accommodations, from charming bed and breakfasts to luxury hotels, ensuring that you have a comfortable and memorable stay.
 
Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support are designed to make your travel experience seamless and stress-free. So, why wait? Book your to travel arrangements today and embark on the journey of a lifetime in Winnipeg.

Frequently asked questions

How much is a flight from ORD to Winnipeg Airport?
If you're planning on travelling from O'Hare Intl. Airport (ORD) to Winnipeg Airport, round-trip journeys start from ₹46,676. 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 kilometres. 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.

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