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Find cheap flights to Wisconsin from C$ 152

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Canada to Wisconsin departing on 15/6. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sat 6/7
Sat 13/7

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Best Wisconsin Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Milwaukee
Milwaukee1 stopC$ 435
Madison
Madison1 stopC$ 361
Green Bay
Green Bay1 stopC$ 556
Wausau
Wausau1 stopC$ 749

Good to know

Low season

March

High season

July

Cheapest flight

C$ 152
Best time to beat the crowds (9% less expensive on average)
Most popular time to fly (5% more expensive on average)
Flight from Calgary to Chicago O'Hare Airport

FAQs - booking Wisconsin flights

  • How long is the flight to Wisconsin?

    An average direct flight from Canada to Wisconsin takes 6h 20m, covering a distance of 2639 km. The most popular route is Toronto - Chicago with an average flight time of 1h 53m.

  • What is the cheapest flight to Wisconsin?

    The cheapest ticket to Wisconsin from Canada found in the last 72 hours was C$ 261. The most popular route is Toronto Pearson Intl to Chicago O'Hare Intl and the cheapest round-trip airline ticket found on this route in the last 72 hours was C$ 311.

  • Which airlines fly to Wisconsin?

    Air Canada, United Airlines & Delta fly the most frequently from Canada to Wisconsin. The most popular route is from Toronto to Chicago, and Air Canada, United Airlines and Air New Zealand fly this route the most.

  • What are the most popular destinations in Wisconsin?

    Based on KAYAK flight searches, the most popular destination is Chicago (75% of total searches to Wisconsin). The next most popular destinations are Minneapolis (21%) and Milwaukee (2%). Searches for flights to Madison (0.7%), to Green Bay (0.7%) and to Duluth (0.1%) are also popular.

  • How does KAYAK’s flight Price Forecast tool help me choose the right time to buy?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a given destination and date is likely to change within 7 days, so travellers know whether to wait or book now.

See more FAQs

Top tips for finding cheap flights to Wisconsin

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Wisconsin flight deals.

Top 5 airlines flying to Wisconsin

Need help choosing which airline to fly with from Canada to Wisconsin? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.5
Korean AirOverall score based on 1137 reviews
8.3Comfort
8.8Crew
8.2Entertainment
8.1Food
8.6Boarding
Airline reviews

Overall, very uneventful and pleasant experience. Most importantly, no delays.

10.0 ExcellentAnonymous, May 2024SGN - ICN
Read more about Korean Air reviews

Overall, very uneventful and pleasant experience. Most importantly, no delays.

The flight crews were extremely professional helpful and courteous. Departure and arrival times were accurate. No delay. Thanks

Not very comfortable seated in the back plane due to turbulence

We were seated at the back and that was very uncomfortable for me with the turbulence we experienced on our way to Chicago.

Ford not that great the seat not to big for leg room like other airline

New plane. Perfect gluten free meal Very flawless procedures from check-in to the landing. Taking off on time and landing even earlier and the luggages are already there after shortest arrival report.

It was ok. Not good and not a bad experience

not too bad but not too great either. Service on all airlines declined ever since covid. Your Delta Stewardess are not that friendly at all. :-(

I like your stewardess, they are nice. However, your food could have been better and wheres your dessert? You do not offer beer or scotch. I do not drink alcohol biut my husband can have one or two, he has to ask if he can have one. during dinner or lunch, it should be offerred. Also, you do not have the most famous drinks ginger ale

Not accommodating ground staff On board slow service Crew members not very friendly

I was expecting that movie selection and food would have been better. Everything else was great.

The type of the food requested (Asian vegetarian) was not properly met with. They have very limited snack items that may compensate for the main meals.

The quality of the food is pretty good. Thank you, EVA Air.

Eva Air's Business Class is pretty decent. With the given price, I think that the food can be better.

Pleasant crew. Very long flight, a bit uncomfortable at times being seated, but not too bad.

No ice for the drinks. Only gave a half a cup of your beverage. Not enough water. I got very dehydrated.

seamless check in/ friendly staff, food is good, always love flying Eva Air

Eva is one of the top airlines in Asia... but often are over priced. Finally found a reasonable rate.

My original flight was rescheduled & EVA did a good job rescheduling my flight & connecting flight.

Polite hard working crew. No complaints really. Meals were not to my liking.

It was fine. I had a lot of trouble trying to buy a seat. The Westjet website charged me and then didn’t give me my seat. I ended up keeping the seat I was assigned and hope that the charges didn’t go through.. they didn’t. But this problem with the website (trying to purchase a seat at check in) has happened a few times before. But overall the flight was good.

Terrible! Delayed three times, landed at some corner of airport, walked in bitter cold night, took a bus, bad experience

My wife and I had an uncomfortable experience with your WestJet ticket counter rep at the WestJet Priority Member ticket counter at YYC (Calgary) on May 15, 2024. I not knowing this individual’s exact name, however, in order to easily identify her, she was one (of only two at the time) ticket counter reps at your Priority members ticket counter check-in, upon our arrival around 12:15 p.m. She was a Caucasian woman with blonde hair, and wore spectacles, approximate age being probably somewhere in her 30’s or 40’s. Background: After arriving in to the West Jet terminal in Calgary (YYC), I asked a terminal employee where the West Jet check-in ticket counter was. He told me, “Column 16”. My wife and I continuing to walk through the terminal, we finally arrived at the Column 16 area, i.e. this woman’s ticket counter area, which we discovered later was the Priority Member ticket counter. However, I was simply going by the directions given to me by the previous employee, i.e. “Walk to column 16.” Standing in her line (my wife and I being the only people in her line at the time), I tried to get her attention, and I then gestured to her, motioning to her as if to ask her if I should then possibly leave the waiting line in order to then proceed to walk up to her ticket counter. She never really motioned me to come forward. I sort of had to figure this out on my own, as my wife and I then finally decided to walk forward to her station. From this point on, after I arrived at her ticket counter, never once did she ever look me in the eye. She was always looking at her computer screen, or down at the ground, as she and I occasionally exchanged conversation with one another in order for me to be able to acquire my boarding passes from her. Shortly after she began servicing us, she commented that her work section is for Priority members only. Fair enough. I did not realize this at the time. Wishing to be polite, I then mentioned to her that, if I should, I could then walk over to the regular West Jet check-in ticket counter in order to complete the check-in process. She remained quiet, never responding to this goodwill gesture of mine. She continued to work in order to print out my boarding passes, and then finally handed them to me, never at all the entire time looking at me. I told her, “Thank you.” Never once did she respond. My wife and I then walked away. Even my wife commented to me afterward that this woman absolutely never looked at us. I cannot say that this attendant was outright rude. However, she certainly was not at all warm, congenial, nor friendly. Additionally, … After getting on the plane, we then discovered that she had needlessly assigned us seats in the very last row of the plane, these being the seats adjacent to the restroom back wall, thus, unfortunately not at all reclinable. I think that the row number of this last row of seats was 30. [However, I am not sure.] How strangely awkward that we were assigned these uncomfortable row of seats when in fact the row immediately ahead of us, i.e. I think that was row 29, had two vacancies, which could have otherwise easily seated my wife and me. That is, my wife and I could have easily been assigned these more comfortable seats, which would be reclinable, and then row 30 could have otherwise had instead our two vacancies. After our flight departed, and the fasten seatbelt sign was turned off, my wife and I had hoped to “jump seats”, that is, to leave row 30 and instead sit in row 29 to utilize the reclinable seats. However, another couple apparently had the same idea as us. That is, these other two people, for whatever reason, decided to leave their previously assigned seats, and instead, seat themselves in row 29. Thus, my wife and I were stuck with these miserably cramped row 30 seats for the entire 3.5 hour flight. To reiterate, the WestJet rep we originally encountered, knowledgeable of the plane lay-out as it appeared on her computer screen, could have easily assigned us the more comfortable row 29 seats, instead of the non-reclinable row 30 seats.

It was very, very cold extremely uncomfortable almost unbearable I was sitting at the front of the cabin

Was the longest flight I have ever taken to Orlando. Not Westjet’s fault necessarily. There was a traffic issue in Orlando. We sat in the airplane for about 2 hrs before leaving Calgary on a 5 hour flight was just a little long to be stuck in the plane. Once we arrived in Orlando we were stuck in traffic on the ground for another 30min. I guess maybe the flight could be delayed so boarding would have been later so we wouldn’t have to have the discomfort of being on the plane so long.

Airport monitors did not give the gate for our flight returning Detroit to Vancouver Juice served from glass storage containers are a far more healthy alternative for people. And would also minimize the need for recycling plastic or aluminum containers

I wish that seats closer to the front of the plan were available, but when I booked the flight the seats were VERY expensive so I did not book seats at that time. The day before flying only seats at the back of the plane were available. It takes so long to board the plane and empty the plane on arrival due to SO many roller bags.

Good flight. No I’m seat entertainment. But my phone worked just fine on the west jet app.

I had planned to watch the Westjet entertainment for the entire flight however, because the seat mounted outlets in our row did not work.

Not a bad flight but our priority tagged luggage was the very last to come down the carousel.

Marked by flight delays on all segments of the trip. Food in first class cabin was mediocre and overhead cabin storage was not adequate. Overall, the premium charge for first class cabin was poor and over hyped. This will be our last flight with UA.

We enjoyed that we boarded and took off on time. We didn’t like that our connection flight was a twenty minute walk through the airport with only one hour in between flights.

It was good! Appreciated that it was very on schedule so it made the connecting flight less stressful

Two flights,both poor. No entertainment. Cramped and uncomfortable seats, little space, the rest was OK. Staff were acceptable good.

The crew was doing their best on an old plane needing updating. Chairs that creaked and wouldn’t stay in position. My tray table was unusable as was on-board entertainment due the audio needing usb earphones (that were not provided). Prior to boarding in Toronto and despite being scheduled for a wheelchair and assistance, we were dropped off by clubcar without a wheelchair which I found myself by a gate. Due to no boarding gate assigned at that time we waited and when it was, it subsequently was moved from 64 to 95. No help could be found so I pushed my husband’s chair to that furthest gate in the airport at the highest speed possible for a 73 year old. And by that I mean I ran. It was a very stressful experience.

Wifi wasn't working on one of the UA flights after boarding.

Leg room was lacking. Legs crammed into seat in front.

T hey did a great job. Flight was on time .

the plane was old. the wifi didn’t work. the entertainment was boring and dated. the charging ports were impossible to find. i was mostly ignored by flight attendants that had no problem speaking to the man beside me. i got two drinks the entire time i was on the plane.

Crew was not very helpful. They forgot to serve me coffee and had to wait for a long time.It looked as if they were not very happy with what they were doing.

My husbands flight last night Vancouver/Sydney was 90 minutes late in leaving. My flight tonight Vancouver/Seattle was also late in departing.

My mother, 80years old, had arranged for wheelchair assist to and from the aircraft cabin and in the airport but, no one showed up for her to de-plane. Apart from Air Canada having a reputation of being late for every leg of its flight so nothing was new this time so this time they did worse by not assisting seniors. I guess our whole family is done with this airline

Flights delayed over 4 hours with no compensation. No agents at counters to assist with re-booking.

Seating for almost 3 hours in the plan before aircraft takeoff. Very exhausted .

The bathroom did not have hand soap. That is unacceptable.

The only problem I encountered was they changed the gate on me while I was sitting down but no one notified me, they had sent me an email and by coincidence I checked it and found out that they had changed my boarding terminal. No one notified me and when I had asked the lady she told me yes this is the spot while they had already changed to another gate/terminal

I was seated next to someone who was, to be polite, not a small person. I had to press myself against the wall as I had no personal space. Aside from that the crew was wonderful and they got me home safely, which is the most important part of my journey. I am very appreciative to your air crews for the job they have, which isn't easy, and appreciative of the fact that they are professional and courteous. The employees I encountered on my journey, with the few exceptions I mentioned in a previous review, are a credit to Air Canada.

Air Canada had a lot of delays on our flight going back to Seattle. So much inconvenience for a long trip.

Moderate size plane, not completely full, easy boarding, some rows with just 2 seats so a couple can have a row to themselves

The Carry-on luggage that approved by TSA and all other airlines,- always an issue with Air Canada. This is inappropriate as my carry on suitcase meets the requirements however it always asked to check in on AC flight on the gate. Yes I have it for free, but it takes extra time to pick up on the carousel. Apparently it fit the overhead space, so why AC has this issue all the time?

Book Cheap Wisconsin Plane Tickets

Recent round-trip flight deals

22/9Sun
directWestJet
3h 39mYYC-ORD
26/9Thu
directWestJet
3h 50mORD-YYC
C$ 241
5/7Fri
1 stopWestJet
7h 47mYVR-MSP
10/7Wed
1 stopWestJet
7h 10mMSP-YVR
C$ 274
9/7Tue
directAir Canada
1h 57mYYZ-ORD
11/7Thu
directAir Canada
1h 48mORD-YYZ
C$ 309
2/7Tue
directAir Canada
1h 57mYYZ-ORD
9/7Tue
1 stopAir Canada
5h 47mORD-YYZ
C$ 316
31/7Wed
directUnited Airlines
1h 57mYYZ-ORD
6/8Tue
directUnited Airlines
1h 48mORD-YYZ
C$ 322
5/7Fri
directLufthansa
1h 57mYYZ-ORD
12/7Fri
directLufthansa
1h 48mORD-YYZ
C$ 323
5/7Fri
directLufthansa
1h 56mYYZ-ORD
12/7Fri
1 stopLufthansa
10h 06mORD-YYZ
C$ 327
29/8Thu
directUnited Airlines
1h 59mYYZ-ORD
9/9Mon
directUnited Airlines
1h 32mORD-YYZ
C$ 328
2/7Tue
directAmerican Airlines
1h 55mYYZ-ORD
17/7Wed
1 stopAmerican Airlines
7h 40mORD-YYZ
C$ 341
31/7Wed
1 stopAmerican Airlines
8h 05mYYZ-ORD
6/8Tue
directAmerican Airlines
1h 50mORD-YYZ
C$ 346

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Recent one-way flight deals

15/6Sat
directWestJet
3h 27mYYC-ORD
C$ 152
1/7Mon
directWestJet
3h 27mYYC-ORD
C$ 153
12/6Wed
directUnited Airlines
3h 29mYYC-ORD
C$ 178
4/9Wed
1 stopAir Canada
7h 53mYYC-ORD
C$ 181
11/6Tue
1 stopUnited Airlines
16h 34mYYC-ORD
C$ 185
2/7Tue
1 stopAir Canada
7h 20mYTZ-ORD
C$ 189
5/8Mon
directAmerican Airlines
1h 55mYYZ-ORD
C$ 212
9/7Tue
1 stopAmerican Airlines
5h 58mYYZ-ORD
C$ 226
6/7Sat
directBritish Airways
2h 39mYUL-ORD
C$ 398
27/6Thu
2 stopsBritish Airways
10h 46mYYZ-MSP
C$ 619

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Recent domestic flight deals

20/6Thu
directSpirit Airlines
2h 54mBOS-ORD
24/6Mon
directSpirit Airlines
2h 28mORD-BOS
C$ 118
13/7Sat
directSpirit Airlines
2h 41mLGA-ORD
15/7Mon
directSpirit Airlines
2h 16mORD-LGA
C$ 137
24/8Sat
directDelta
2h 59mLGA-ORD
27/8Tue
directDelta
2h 12mORD-LGA
C$ 174
9/7Tue
directJetBlue
2h 53mJFK-ORD
10/7Wed
directJetBlue
2h 20mORD-JFK
C$ 174
17/7Wed
directDelta
2h 34mLGA-ORD
31/7Wed
directDelta
2h 16mORD-LGA
C$ 175
21/8Wed
directJetBlue
2h 54mBOS-ORD
24/8Sat
directJetBlue
2h 26mORD-BOS
C$ 187
1/7Mon
directUnited Airlines
2h 11mBWI-ORD
5/7Fri
directUnited Airlines
1h 54mORD-BWI
C$ 256
12/10Sat
directUnited Airlines
2h 38mEWR-ORD
15/10Tue
directUnited Airlines
2h 29mORD-EWR
C$ 259
5/7Fri
directAmerican Airlines
2h 14mDCA-ORD
12/7Fri
directAmerican Airlines
1h 49mORD-DCA
C$ 313
8/7Mon
multi-stopAmerican Airlines
4h 22mLGA-ORD
9/7Tue
directAmerican Airlines
2h 16mORD-LGA
C$ 360

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Last minute flights to Wisconsin

Last minute flight, train and bus deals

11/6Tue
multi-stop
18h 14mYYC-ORD
16/6Sun
direct
3h 45mORD-YYC
C$ 353
11/6Tue
multi-stop
12h 40mYYC-ORD
16/6Sun
direct
3h 45mORD-YYC
C$ 368
11/6Tue
directAmerican Airlines
4h 13mYVR-ORD
18/6Tue
directAmerican Airlines
4h 40mORD-YVR
C$ 378
11/6Tue
directUnited Airlines
4h 01mYVR-ORD
18/6Tue
multi-stopUnited Airlines
17h 31mORD-YVR
C$ 390
10/6Mon
directUnited Airlines
4h 01mYVR-ORD
19/6Wed
multi-stopUnited Airlines
6h 47mORD-YVR
C$ 402
8/6Sat
directAmerican Airlines
3h 25mYYC-ORD
11/6Tue
multi-stopAmerican Airlines
7h 39mORD-YYC
C$ 422
7/6Fri
directAir Canada
2h 02mYYZ-ORD
10/7Wed
directAir Canada
1h 43mORD-YYZ
C$ 527
11/6Tue
directAir Canada
1h 54mYYZ-ORD
17/6Mon
directAir Canada
1h 43mORD-YYZ
C$ 532
10/6Mon
multi-stopWestJet
10h 26mYYZ-ORD
17/6Mon
multi-stopWestJet
8h 23mORD-YYZ
C$ 605
7/6Fri
multi-stopWestJet
6h 47mYYZ-ORD
22/6Sat
multi-stopWestJet
3h 19mORD-YYZ
C$ 616

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