$194 Cheap flights from Winnipeg James Armstrong Richardson Intl. to O'Hare Intl. (YWG to ORD)

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Find The Best Dates To Fly from Winnipeg James Armstrong Richardson Intl. to O'Hare Intl.

Compare Flight Prices from Winnipeg to Chicago

Affordable Airfare Tickets from YWG to ORD Airport

The cheapest flights to O'Hare Intl. found within the past 7 days were $339 round trip and $194 one way. Prices and availability subject to change. Additional terms may apply.

Sun, Sep 14 - Sun, Sep 21
YWG
Winnipeg
ORD
Chicago
$339 Roundtrip, found 2 days ago
$339
Roundtrip
found 2 days ago
Select WestJet flight, departing Sun, Sep 14 from Winnipeg to Chicago, returning Sun, Sep 21, priced at $339 found 2 days ago
Sun, Sep 14 - Sun, Sep 21
YWG
Winnipeg
ORD
Chicago
$366 Roundtrip, found 2 days ago
$366
Roundtrip
found 2 days ago
Select WestJet flight, departing Sun, Sep 14 from Winnipeg to Chicago, returning Sun, Sep 21, priced at $366 found 2 days ago
Sun, Sep 14 - Sun, Sep 21
YWG
Winnipeg
ORD
Chicago
$393 Roundtrip, found 2 days ago
$393
Roundtrip
found 2 days ago
Select WestJet flight, departing Sun, Sep 14 from Winnipeg to Chicago, returning Sun, Sep 21, priced at $393 found 2 days ago
Sat, Sep 13 - Wed, Sep 17
YWG
Winnipeg
ORD
Chicago
$424 Roundtrip, found 3 days ago
$424
Roundtrip
found 3 days ago
Select WestJet flight, departing Sat, Sep 13 from Winnipeg to Chicago, returning Wed, Sep 17, priced at $424 found 3 days ago
Sun, Sep 14 - Thu, Sep 18
YWG
Winnipeg
ORD
Chicago
$436 Roundtrip, found 2 days ago
$436
Roundtrip
found 2 days ago
Select WestJet flight, departing Sun, Sep 14 from Winnipeg to Chicago, returning Thu, Sep 18, priced at $436 found 2 days ago
Wed, Aug 20 - Sun, Aug 24
YWG
Winnipeg
ORD
Chicago
$440 Roundtrip, found 5 days ago
$440
Roundtrip
found 5 days ago
Select WestJet flight, departing Wed, Aug 20 from Winnipeg to Chicago, returning Sun, Aug 24, priced at $440 found 5 days ago
Wed, Aug 27 - Sat, Aug 30
YWG
Winnipeg
ORD
Chicago
$445 Roundtrip, found 2 days ago
$445
Roundtrip
found 2 days ago
Select WestJet flight, departing Wed, Aug 27 from Winnipeg to Chicago, returning Sat, Aug 30, priced at $445 found 2 days ago
Sat, Jul 19 - Sun, Jul 27
YWG
Winnipeg
ORD
Chicago
$449 Roundtrip, found 4 days ago
$449
Roundtrip
found 4 days ago
Select WestJet flight, departing Sat, Jul 19 from Winnipeg to Chicago, returning Sun, Jul 27, priced at $449 found 4 days ago
Fri, Aug 1 - Fri, Aug 8
YWG
Winnipeg
ORD
Chicago
$450 Roundtrip, found 1 day ago
$450
Roundtrip
found 1 day ago
Select WestJet flight, departing Fri, Aug 1 from Winnipeg to Chicago, returning Fri, Aug 8, priced at $450 found 1 day ago
Fri, Aug 15 - Tue, Aug 19
YWG
Winnipeg
ORD
Chicago
$456 Roundtrip, found 4 days ago
$456
Roundtrip
found 4 days ago
Select WestJet flight, departing Fri, Aug 15 from Winnipeg to Chicago, returning Tue, Aug 19, priced at $456 found 4 days ago

Frequently asked questions

Can I catch a flight from YWG to O'Hare Airport right now?
It's always prudent to know about any travel advice reports and quarantine requirements in place in your destination. Be sure to go to our Covid-19 Travel Advisor for up-to-date info on catching a flight to O'Hare Intl. Airport (ORD).
Are there direct flights from Winnipeg Airport to O'Hare Airport?
Be prepared for a stopover when traveling from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to ORD. No direct flights are on offer on this route, however Air Canada, United Airlines and WestJet will get you to your destination as fast as possible.
If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to O'Hare Airport, please visit our Customer Service Portal.
How long is the flight from Winnipeg Airport to ORD?
Begin your travels feeling relaxed by having a nap and a snack during your flight to O'Hare Airport. With a general travel time of 4 hours and 52 minutes from YWG, you'll have ample time to enjoy both.
What is the flight distance from YWG to O'Hare Intl. Airport (ORD)?
The flight distance from YWG to O'Hare Intl. Airport (ORD) is an easy 710 mi. You'll be disembarking the plane at your destination in no time at all.
What airlines fly from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to ORD?
When traveling from Winnipeg Airport to ORD, you'll need to plan ahead --- no airlines currently offer direct flights. Booking early should help you find the ideal route and price.
What airlines have practices regarding COVID-19 in place and use social distancing?
From the moment you enter the departure terminal to when you leave the arrivals terminal, if you're flying with United Airlines, American Airlines or Delta you can be sure that COVID-19 measures and social distancing rules have been adhered to. Many airlines have introduced capped capacity flights and keeping the middle seat empty.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It's possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Flight information from Winnipeg to Chicago

 

Traveling From
Winnipeg James Armstrong Richardson Intl.
Traveling To
O'Hare Intl.
Shortest Flight Time
 hours mins
Earliest Departure Time
Latest Departure Time
Lowest Flight Price
$339

Route Info

Flight path for flights from Winnipeg James Armstrong Richardson International Airport to O'Hare International Airport


Origin:
YWG - Winnipeg James Armstrong Richardson International Airport
Destination:
ORD - O'Hare International Airport
Distance:
731.00 miles


Airlines & Aircraft Used on YWG to ORD Flight Routes


Airline Carrier
Aircraft
Delta Air Lines
Airbus A319
Delta Air Lines
Avro RJ85 Avroliner

Discover our best flights from Winnipeg YWG to Chicago ORD. 

With 20 airlines to choose from on Travelocity, you can easily find the best option for you. Use our filters to sort by price, compare airlines, and find the most convenient flight times. 

 

Find our best return flights from Winnipeg YWG to Chicago ORD at the right price  

Airfares to Chicago ORD from Winnipeg YWG currently cost between $339 and $456. It’s usually cheaper to book a round trip than two separate one-way flights. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way flights from Winnipeg YWG to Chicago ORD 

If you want to be flexible about when you return, or keep your travel options open ended, a one-way flight could be just the ticket! You’ll find one-way airfares from Winnipeg YWG to Chicago ORD on Travelocity starting at $194. Prices and availability subject to change. Additional terms may apply. 

 

Get to Chicago ORD from Winnipeg YWG quicker with direct flights. 

Get to Chicago faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to ORD from YWG to take around hour(s) min(s).  

 

Find our cheapest airfares for flights from Winnipeg YWG to Chicago ORD

Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to ORD from YWG. Our Price Match Promise means if you find a lower rate on Travelocity.com or on another US-based website within 24 hours of booking, we’ll credit or refund the difference.  

 

Get our best airfare deals for your flight from Winnipeg YWG to Chicago ORD today 

If you’re flexible about when you travel, September is usually the cheapest month to fly from Winnipeg YWG to Chicago ORD. If you need to be more specific, search by date and arrival and departure times.Then, compare prices across different airlines, and sort results by lowest price first. 

 

Book flexible airline tickets for flights to Chicago ORD from Winnipeg YWG 

Some airlines let you change your travel dates without charging a fee. Use our ‘no change fee’ filter to see which flights to ORD from YWG have this option.  

 

Travel with confidence when you book flights to Chicago ORD from Winnipeg YWG with Travelocity 

We’ve secured fantastic deals with all the main airline carriers and it’s easy to compare, choose, and book with Travelocity. With 24/7 customer service and our free 'App', we’ll always keep you moving. 

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.