Air Canada offers priority boarding for Business Class and elite status passengers, enhancing travel efficiency.
Air Canada provides Wi-Fi on select flights, with free messaging for Aeroplan members.
Low season | March |
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High season | May |
Cheapest flight | C$ 150 |
Find which airlines fly direct from Winnipeg Airport to Chicago O'Hare Intl Airport, which days they fly and book direct flights.
Direct departures
Winnipeg to Chicago O'Hare Intl
Monday
Air Canada,Air New Zealand,Avianca, +2 more
Air Canada,Air New Zealand, +3 more
1
2
Tuesday
Air Canada,Air New Zealand,Avianca, +2 more
Air Canada,Air New Zealand, +3 more
1
2
Wednesday
Air Canada,Air New Zealand,Avianca, +2 more
Air Canada,Air New Zealand, +3 more
1
2
Thursday
Air Canada,Air New Zealand,Avianca, +1 more
Air Canada,Air New Zealand, +2 more
1
Friday
Air Canada,Air New Zealand,Avianca, +2 more
Air Canada,Air New Zealand, +3 more
1
2
Saturday
Air Canada,Air New Zealand,Avianca, +2 more
Air Canada,Air New Zealand, +3 more
1
2
Sunday
Air Canada,Air New Zealand,Avianca, +2 more
Air Canada,Air New Zealand, +3 more
1
2
Direct returns
Chicago O'Hare Intl to Winnipeg
Monday
Air Canada,Air New Zealand,Avianca, +1 more
Air Canada,Air New Zealand, +2 more
1
Tuesday
Air Canada,Air New Zealand,Avianca, +1 more
Air Canada,Air New Zealand, +2 more
1
Wednesday
Air Canada,Air New Zealand,Avianca, +1 more
Air Canada,Air New Zealand, +2 more
1
Thursday
Air Canada,Air New Zealand,Avianca, +1 more
Air Canada,Air New Zealand, +2 more
1
Friday
Air Canada,Air New Zealand,Avianca, +1 more
Air Canada,Air New Zealand, +2 more
1
Saturday
Air Canada,Air New Zealand,Avianca, +1 more
Air Canada,Air New Zealand, +2 more
1
Sunday
Air Canada,Air New Zealand,Avianca, +1 more
Air Canada,Air New Zealand, +2 more
1
Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.
Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.
Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint
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.
Very modern plane. Good seat spacing. Meals were good. Screens had tons of movies and worked
There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.
The crew were very nice. The Chocolate is good and v there’s no entertainment. Thanks
The crew were very nice. I would have appreciated a pillow for comfort. I had a special meal that was sloppy, but the salad was great. Thanks
The plane was in Moline all night. Consequently, we assumed an on time departure at 8:15am. Unfortunately, and as is the normal case with United in Moline, we departed 2.5 hours late. When the crew came, it was discovered that there was very little heat in the plane. Seems this should have been checked hours before the crew arrived. Then when we boarded and the plane was to be de-iced, the United de-icing truck was not working! We awaited the American Airlines truck. All of this caused us to miss our connection in Chicago. My suggestion is never take United Airlines flight from Moline. We have been disappointed 80% of the time and have vowed to not take United again from Moline.
Flight was delayed two hours. No snacks and no tv screens. My bag got stuck in Chicago
The aircrew was solid, the flight was chill, I had no issues. The gate agent was not the best. I was trying to use a military bag upgrade to move my bag from under the seat to the overhead bins and he told me there’s no overhead bins on the plane, argued with me why booking put a military member in basic economy (I don’t really understand this) and made it an issue to even try to help me stating I’d have to call reservations to get a bag upgrade. When every other agent with United can add it at the gate, this man couldn’t be bothered.
Internet on both flights was sketchy. Thus in flight entertainment was non- existent on MN - Balrimote leg.
It took 30 minutes to check in with the Westjet rep. They didn’t have enough seats and she needed to make a call… I am always “randomly” selected to be checked at security. Their “randomly “ selection system may need some updating. They treat people like criminals. It is not appropriate behavior.
Will never book through you again. Very disappointed in the notices and action taken or provided when planes are rescheduled, enough to cause missed connections
Lost my luggage. Filed a report and there is no response. Received a phone call from another airline that said they had the bag and they did not know what to do with it
Very good over all , would have been nice to have entertainment on the flight
Absolutely the worst airline I have ever taken. They lost my baggage and told me my bag tags had been cancelled. When my bags arrived days later I had to pick them up at 3:15 am. My return flight was delayed another 6 hours and they broke my bag. Westjet does nothing to try and make it a better customer experience and all the customers services representatives I spoke with were useless and incompetent. Never flying westjet again.
it's all good nothing you can do make better 😌
It was an awesome experience flying with Westjet. This was my first domestic flight experience in Canada.
Very old planes. Seats were not comfortable. Air was not on during the flight leading to incredibly stuffy conditions.
It was so bad experience they wanted just charged passengers for any reason.
My flight was overbooked and they would not let me board. I had to book another flight and pay the full amount of that flight. I did not get any help at all from Air Canada or United Airlines.
Everything was made rather simple, so I appreciate that. All the people I dealt with from entering the airport in Jacksonville to my lonnnnnnng walk to my next gate in Chicago were excellent and very helpful.
Terrible. 3 missed flights and 24 hours delayed with lost bag and promised $100 compensation from United and absolutely nothing from them…
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
flight was delayed 6 hours for weather, then cancelled because of the crash in toronto, but none of the links to cancel or rebook my flights are working
Ok Did not like that the second leg of flight was moved earlier making it a rush to make it
Minimal food offered (crackers). Had to clean the seat with a wet wipe because of dried food.
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.
They charge 5 dollars for plastic headphones for a flight of 1 hour! Seats are awful. Service is terrible.
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