Book Cheap United flight from Winnipeg (YWG) to Chicago (ORD)

Find The Best Day to Book a Cheap United Flights From Winnipeg to Chicago

Frequently asked questions

Can I catch a flight from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to ORD right now?
Make sure you visit our Covid-19 Travel Advisor to discover if there are any present quarantine requirements and travel advice reports in place in O'Hare Intl. Airport (ORD) when jet-setting from YWG.
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 ORD, please visit our Customer Service Portal.
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.

Grab a great United flight from YWG to ORD 

To find a great deal on United flights with Travelocity, simply enter your origin and destination airports, pick your travel dates, and hit search. From here, you can sort by price, flight duration, and arrival/departure time. You can also filter to find nonstop flights. 

Flying United Winnipeg to Chicago gives you fights to choose from. With that direct flight time of , you’ll be touching down before you know it.  

 

Find cheap flights with United between Winnipeg and Chicago 

United has a range of great fares on stacks of flights, and to find the most affordable for you, there are a few tricks you can try. Booking in advance, for example, is a great way to grab a fantastic deal. Also, choose the cheapest month, if you can. One-way flights from Winnipeg to Chicago with United are .  

The more flexible you are, the more affordable flights you’re likely to find. Consider one-way flights and connecting flights, as well as standard roundtrip and direct options. Even if you’re flying today, cheap last-minute flights are easy to find by entering your travel dates and hitting search.  

 

Reasons to book your United flights with Travelocity 

Travelocity makes it easy to book a seat, anywhere in the world. The vast inventory, fast search, and advanced filters put some of the best deals on the planet in one place. Whether you’re traveling on business, with friends, family, or on your own, take your pick from some fantastic options. And with free cancellation and pay later options, you can travel more and worry less.  

United Airports
Hop on a(n) United flight today by flying to many destinations out of these domestic and international airports:
Airport code
Country
Airport name
Number of flights
ORDUSAO'Hare Intl.227
DENUSADenver Intl.226
IAHUSAGeorge Bush Intercontinental136
IADUSAWashington Dulles Intl.100
SFOUSASan Francisco Intl.64
LAXUSALos Angeles Intl.23
EWRUSALiberty Intl.20
FRADEUFrankfurt Intl.19
NRTJPNNarita Intl.19
PEKCHNCapital Intl.16

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