
Best Illinois Flight Deals from Winnipeg
Cheapest round-trip prices found by our users on KAYAK in the last 5 daysCheap Flights from Winnipeg to Illinois
Recent round-trip flight deals from Winnipeg to Illinois
Recent one-way flight deals from Winnipeg to Illinois
Recent last minute flight deals from Winnipeg to Illinois
Recent direct flight deals from Winnipeg to Illinois
KAYAK's insights & trends for Winnipeg to Illinois flights
Get data-powered insights and trends into flights from Winnipeg to Illinois to help you find the cheapest flights, the best time to fly and much more.
How much is a round-trip flight from Winnipeg to Illinois?
Flight prices are below average for this route right now.
Flights to Illinois from Winnipeg usually cost between C$ 1,077 and C$ 1,906 in January.The lowest price found in the past 5 days was C$ 607 on Multiple Airlines (11 Jan–27 Jan).
What is the cheapest Winnipeg to Illinois flight route?
The cheapest ticket to Illinois from Winnipeg found in the last 5 days was to Chicago, at C$ 470 round-trip. The most popular route is from Winnipeg (YWG) to Chicago O'Hare Intl Airport (ORD), and the cheapest round-trip airline ticket found on this route in the last 5 days was C$ 470.
What is the cheapest time of day to fly to Illinois?
The cheapest time of day to fly to Illinois is generally in the morning, when round-trip flights cost C$ 905 on average. The most expensive time of day to fly to Illinois is generally in the afternoon, which is peak travel time and where the average cost of a ticket is C$ 1,014.
Can I save money by flying with a layover from Winnipeg to Illinois?
Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at C$ 1,009 on average.
What is the cheapest month to fly from Winnipeg to Illinois?
The cheapest month for flights from Winnipeg to Illinois is November, when tickets cost C$ 699 (return) on average. On the other hand, the most expensive months are October and June, when the average cost of round-trip tickets is C$ 996 and C$ 986 respectively.
Which airlines fly direct between Winnipeg and Illinois?
There are 2 airlines that fly direct from Winnipeg to Illinois. They are Air Canada and United Airlines. The cheapest airline for this route is United Airlines, with the best round-trip deal found costing C$ 707 and arriving in Chicago O'Hare Intl Airport (ORD). On average, Air Canada offers the best prices for direct flights between Winnipeg and Illinois.
Which airlines fly most frequently between Winnipeg and Illinois?
Winnipeg and Illinois are connected by different airlines. The airlines that fly that route the most regularly are United Airlines (21 flights per week), Air Canada (14 flights per week), and Air New Zealand (14 flights per week).
How long does a flight from Winnipeg to Illinois take?
The duration of a flight to Illinois depends on your arrival airport. The shortest route to Illinois from Winnipeg is to Chicago, which takes 3h 53m.
Which cabin class options are there for flights between Winnipeg and Illinois?
There are 4 cabin class options for the route. These are First, Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.
What’s the earliest departure time from Winnipeg to Illinois?
The earliest flight from Winnipeg to Illinois departs at 7:00 am, landing in Chicago at 9:35 am.
What’s the latest departure time from Winnipeg to Illinois?
If you prefer to fly at night, the last flight from Winnipeg to Illinois jets off at 2:15 pm and lands in Chicago at 4:50 pm.
Good to know
Low season | January |
|---|---|
High season | December |
Cheapest flight | C$ 266 |
FAQs - booking Illinois flights
Top tips for finding cheap flights to Illinois
Reviews of the top 3 airlines flying from Winnipeg to Illinois
Prefer not to have an almost 3 hour delay with useless communication that wasn't accurate.
Prefer not to have an almost 3 hour delay with useless communication that wasn't accurate.
Starlink is great Crew was polite Business class didn’t get a welcome drink just water and snacks were ok
very average service no complimentary alcoholics drinks unlike other airlines such as Porter airlines No decent seats available during check-in time the day before
Reliable, nice crew, I fly often on that flight and I like it all.
Efficient all round, very good crew. Short flight so the food, of course, was just snacks
My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.
So far so good but food and entertainment are not available for this flight
It was my first time with United Airlines and I would say it was very good experience and best of all the flights were on time. Will definitely fly with United Airlines next time.
lots of delays the crew were unclear about where to pick up my carry-on, which they took from me to check in on the plane.
They needed people to check a bag, they did check my bag and I had to wait 10 minutes after the flight to get it it wasn’t too bad
The flights were on time and I appreciated that the cabin crew helped passengers with overhead luggage - finding space etc - despite not being paid. Apparently their wages don’t start until takeoff. This makes no sense whatsoever.
Everything went well, smooth flight, arrived on time, no lost luggage!
My flight was cancelled due to weather but Westjet got me on a new flight in a timely and efficient manor.
No internet, not even westjet connect makes for a boring flight
Our first flight from LAX to Winnipeg was changed but you never informed us at all. It went from a nonstop flight to a stay at Calgary. This impacted our trip negatively as we arrived much later than we planned to. Our returning flight was horrible. The flight was delayed 6 hours!! And we were NOT going to wait that long. The only way we got on our original flight was running there. However all of our suitcases were now coming on the delayed flight. It was the worst experience we ever had flying. I want my money back.
Lots of overhead storage and a good crew and service.
On time. Friendly and efficient staff at check in and flight crew.
Very good over all , would have been nice to have entertainment on the flight
It was an awesome experience flying with Westjet. This was my first domestic flight experience in Canada.
The flight itself was fine, but two of the ladies at the gate were extremely rude to a few of us in line. Their customer service really needs some help. I’ve always had good experiences with WestJet until these two ladies. They had the worst attitudes and really left a bad taste in my mouth after a good trip
Terrible 12 hours delay Terrible We lost our suitcases No medication with us nothing
I like the fact air Canada is on time The food you guys serve is not good
Upgraded to sit at the exit door so good leg room.
Very tight leg room and not a fan of the new policy on no free carry on luggage. Besides that, it was fine.
Flight delay, cancellation rescheduling and misdirected luggage which created some stress. It all worked out in the end.
The flight was delayed several times, however , they kept me well informed with enough advance warning that I had not left home yet
Sat on the tarmac with no ventilation for almost an hour, without a single word from the crew. Appalling. When Air Canada goes bankrupt, again, almost everyone in Canada will be cheering.
If you have checked the status of my booking you would have seen that it was cancelled. And the travelers insurance we purchased only covered $100 per ticket. So my overall experience with kayak and air canada is poor
The plane for my second flight was reassigned. We had to wait for them to get a different plane out of the hangar and call in a crew
Send me 20 dollars and i will do the survey. You survey people think we do things in life to do surveys.