YKF - CHI

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YKF — CHI
27 Jan — 3 Feb1
Return
1 adult
Economy
0 bags
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Thu 27/1
Thu 3/2

When to book flights from Toronto Kitchener-Waterloo to Chicago

Estimated round-trip price
Average price per month
Flight prices as travel date approaches

Top tips for finding a cheap flight

  • Morning departure is around 27% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for booking Toronto Kitchener-Waterloo to Chicago flights

Top airline flying Toronto Kitchener-Waterloo to Chicago

Scores according to KAYAK customer reviews
7.7
WestJetOverall score based on 9098 reviews
8.1Boarding
7.7Comfort
8.5Crew
7.0Entertainment
7.1Food
Airline reviews
Pros: "The seat was the most uncomfortable seat I have ever sat in, almost unbearable."
Cons: "No food option on a over 5 hour flight was no good."
Read more about WestJet
Pros: "The seat was the most uncomfortable seat I have ever sat in, almost unbearable."
Cons: "No food option on a over 5 hour flight was no good."
Cons: "Hello, I just needed to voice my dissatisfaction with this fight. I’m not sure if every Westjet flight I was lucky and had amazing crew members or if the staff on this flight was having a bad flight. Our flight was delayed by 75min. The flight crew did not attend to any requests from the customers for the 75min we were on the tarmac. I asked for headphones and the crew member look agitated I asked made a remark about how nobody buys them so she didn’t know how much they are. She said she would come back with the price, and did not. I had to wait for the beverage cart and then order them again. Then I asked for an additional can of ginger ale. The gentleman said he’ll need to come back (as he was cleaning the garbage). He never came back. I had to hit the assistance button again and got the original woman. Once again agitated and when I asked she said to wait for the beverage cart again. After another 10-15min they started the beverage service again. On previous flights there were delays, shorter like 30min westjet crew members gave free headphones. And those are the kind of experiences I’ve come to expect from westjet. Not the free aspect but flight crew that care about the customers. The entire crew on this flight was agitated and annoyed from boarding and it definitely showed. Small things like even a smile or even sorry everyone, would’ve gone a long way. But when the crew doesn’t care the flight gets 10x longer, and when the flight is already delayed by 25% of the flight duration it comes to a point where you’re counting down the seconds to get out. The delay was unfortunate and out of the control of the company and crew but that doesn’t mean the crew couldn’t still make it into a memorable experience for the guests."
Pros: "aircraft was new, clean, and with many new amenities that are appreciated - device charging, Internet access. The crew was great."
Cons: "The seats are tough after a few hours of siting. Children screamed throughout the flight. To the crews credit, they recognized the issue, and suggested a move to empty seats. However,there was a screaming and coughing child behind these seats also. Perhaps grouping families to a section would help?"
Pros: "crew"
Cons: "i would love to seat beside passenger who doesn’t snore bery loud."
Pros: "The check-in process was very easy and friendly. The flight attendants seemed nicer than other airlines."
Cons: "Lost bags"
Pros: "The crew was awesome"
Cons: "Such small seats, so hard to be comfortable"
Pros: "Crew."
Cons: "Timing. The flight was delayed by an hour."
Pros: "I liked the complementary beverages and snacks."
Cons: "It would have been nice to be able to access entertainment withou t having to download an app and having a cell phone."
Pros: "West jet always communicates"
Cons: "Waiting to board.. always a hassle"
Pros: "Flight was only delayed 20 minutes."
Cons: "Nothing."
Cons: "The non-ability to change seats to unoccupied seats with early check-in, without paying a $35USD upcharge! Plus the cost of checking a bag at $30. Ridiculous."
Pros: "The crew was friendly and courteous. The trips were on schedule."
Cons: "The food selection was poor and they were out of my first choice from that limited selection. Also, it seemed pricey for what it was. I was disappointed to find no crossword or sudoku puzzles in their magazine."
Cons: "I was told I had time to run to washroom before boarding, and 5 min later the boarding area was empty and I was locked out. Plane was ready to leave me because the guy at desk forgot to tell them I wasn’t there yet. Thankfully I was able to hunt someone down to let them know I was there."
Pros: "The crew made a bad day a Lil bit cheerful with the way they interacted with the passengers"
Cons: "Horrible delays, a flight that would found me in TO at 7pm got me here after 10pm"
Pros: "Airport staff went above and beyond to get my mother through the airport. We had a tight transfer and they helped us make it to the gate on time."
Cons: "There was no time to eat. Nothing other than snacks. The time allotted was *barely* sufficient to get from gate to gate. We were starving when we got to our destination."
Pros: "very nice."
Pros: "Love flying with westjet as the staff are always kind and going above and beyond for the guests."
Cons: "They did not serve coffee on this flight."
Pros: "Great leg room...clean"
Cons: "All of the onboard staff was great except for one. She was visible grumpy. She was rude to an elderly couple sitting next to me. Her impatience with them ended up that she didn't get their drink order right. She challenged them on whether they really said they wanted milk and sugar or just sugar. Then she rolled her eyes and huffed and puffed about someone else waiting to get down the aisle after going to the bathroom. The client was had patience and was talking to those around her. The server was verbally frustrated and everyone knew by her words and facial expressions. There was an elderly lady with a cane who she was very brusk and impatient with. Her tone was condesending and dismissive."
Pros: "Everything was fine with the flight except for the substantial delay of an hour in taking off."
Cons: "It was late taking off without too much explanation except they were waiting for a delivery of fuel it seems. We just sat in the plane for all that time. I wish they could have informed us earlier so we could have just waited at the airport."
Pros: "On time flight, great staff. Within Canada I will only fly Westjet."
Cons: "I assume the in flight entertainment was lame. Who uses that? Just give us a basic (no streaming) WiFi connection."
Cons: "24 hour delay in Calgary because of maintenance problems with the plane. Meant I lost one precious day while visiting my 91 year old mother."
Cons: "Terrible selection of new releases and most were in French only! With English subtitles. This made no sense!"
Cons: "Flight delayed 2 hours, missed connectionplus an hour on the tarmac"
Cons: "the 40 minute delay in toronto.not so bad in middle of day but when the delay means we get home at 1:00am this is not so good"
Pros: "Too much fog so plane could not land. Had to rebook out of Toronto for the late afternoon. Crew was very accommodating with my reschedule."
Cons: "Nothing to like. Never got on the plane. Not Westjet’s fault. They can’t control tye weather."
Pros: "All good,a little delay in my transfer as a result of original plane engine problem ,however they rectified that in a reasonable time frame. I will fly with you again no problem."
Pros: "West Jet never disappoints..."
Pros: "Direct flights to mazatlán!!"
Cons: "We are all customers paying to fly from one place to another. Give us all the same service. I’m guessing the ceo’s of WestJet are getting paid enough to care about us."
Pros: "Liked the convenience of flying so close from home the crew was amazing dealing with a difficult lady. And the girl I sat beside is now my friend. Woohoo"
Pros: "Got away a little late (full flight and de-icing) but still managed to get in to Phoenix well ahead of the scheduled arrival time."
Pros: "Crew was great"
Cons: "Who decided that seats should be shaped that way? Always gives me a backache."
Cons: "Snack was very minimal with no selection or option to purchase more."
Pros: "Everything"
Cons: "Nothing"
Pros: "the westjet app is great. however the flight home did not have it.."
Cons: "on our westjet to Puerto Vallarta the air conditioning vent above my brother's seat dripped all over him. on the trip back the screen on the back of the seat in front of my other brother didn't work so we had to share. not terrible, but a little annoying considering the amount we pay for tickets."
Pros: "Good flight, got in early"
Cons: "Ticketing in Kauai was extremely slow. Was worried some psssenegers wouldn’t make it into the flight from how slow it was."
Pros: "I needed assistance for my father and West jet went above and beyond in their service. Made an ol man very happy and gave him the ease of traveling alone."
Pros: "Cabin crew was good,"
Cons: "The seats where not compfie"
Pros: "Flight was on time."
Cons: "Seating was very cramped, uncomfortable."
Pros: "I really appreciated the leg room that we had on all our flights. The seating was most comfortable. Staff most friendly."
Pros: "Stewardess let me change seats to a cooler part of the cabin at the back of the plane."
Cons: "The air temperature in the cabin was too hot."
Pros: "Flight was very pleasant, not full, on time and seats had electrical outlets and USB ports."
Cons: "They destroyed my checked luggage and refused to give me an adequate replacement. They also refused to cover for the resulting damages to my items."
Cons: "Flight was delayed and they never let us onboard even when I was able to make it to the gate before it was closed. After missing the flight the hotel vouchers was provided but we were asked to report in 2 hours (i.e 4AM) so think abou whole night was literally wasted. Finally next flight was 11AM in the morning which I ended up boarding and finally reach Toronto after 8 hours of delay."
Pros: "Though there was lots of air turbulence the Crew added humour in executing their duties which made the trip cautious, calm and added comfortable."
Pros: "Excellent staff. I wish american carriers would take lessons from them."
Cons: "I was sitting next to a 5 year-old boy who had a hard time sitting and his mother had nothing for him to do. He kept kicking me, by accident, and was disruptive and noisy. Finally I decided on a counting game with his m &m's and that lasted for about half an hour. I know that West Jet had mo control over this situation."
Pros: "Check in was fast, on time, landed early, entertainment worked"
Pros: "The flight was pretty good specially during landing"
Pros: "The crew and staff as a whole were very accommodating"
Cons: "Nothing to be honest was a great experience"
Pros: "Tv coffee cookies staff"
Cons: "West Jet personnel did not give any information about the customs process for connecting flights that I would face in Vancouver or the requirement to go through another security check between West Jet flights. I was told that I should simply go to the next gate to board the plane for Los Angeles -- and that I would do customs in the USA - so the info person sent me to retrieve my luggage (wrong info) and I ended with a 45 minutes anxious trek through the Vancouver airport! Once I found my gate, the West Jet personnel could not have been more kind."
COVID-19 information

Safety measures for airlines flying from Toronto Kitchener-Waterloo to Chicago

Airlines flying from Toronto Kitchener-Waterloo to Chicago have enacted additional safety measures and adjusted policies to better accommodate travellers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Toronto Kitchener-Waterloo to Chicago

Mandatory masks

Masks required on board, masks provided on flights from Toronto Kitchener-Waterloo to Chicago

Social distancing seating

Middle seats unavailable to book on flights from Toronto Kitchener-Waterloo to Chicago

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Toronto Kitchener-Waterloo to Chicago

Flexible cancellations

Waiving of change fees. Search flexible flights from Toronto Kitchener-Waterloo to Chicago

Book cheap flights from Toronto Kitchener-Waterloo to Chicago

Recent round-trip flight deals

1/5Sun
1 stopMultiple Airlines
28h 34mYKF-ORD
4/5Wed
1 stopMultiple Airlines
19h 47mORD-YKF
C$ 284
1/5Sun
1 stopMultiple Airlines
28h 34mYKF-ORD
4/5Wed
1 stopMultiple Airlines
30h 00mORD-YKF
C$ 286
1/5Sun
1 stopMultiple Airlines
28h 34mYKF-ORD
4/5Wed
1 stopMultiple Airlines
30h 00mORD-YKF
C$ 304
1/5Sun
1 stopMultiple Airlines
28h 34mYKF-ORD
4/5Wed
2 stopsMultiple Airlines
17h 50mORD-YKF
C$ 313
1/5Sun
1 stopMultiple Airlines
28h 34mYKF-ORD
4/5Wed
2 stopsMultiple Airlines
30h 45mORD-YKF
C$ 332
28/4Thu
1 stopMultiple Airlines
13h 44mYKF-ORD
12/5Thu
1 stopMultiple Airlines
8h 00mORD-YKF
C$ 336
28/4Thu
1 stopMultiple Airlines
13h 44mYKF-ORD
1/5Sun
1 stopMultiple Airlines
8h 00mORD-YKF
C$ 339
26/4Tue
1 stopMultiple Airlines
26h 44mYKF-ORD
2/5Mon
1 stopMultiple Airlines
26h 47mORD-YKF
C$ 346
7/4Thu
1 stopMultiple Airlines
18h 42mYKF-ORD
10/4Sun
1 stopMultiple Airlines
8h 15mORD-YKF
C$ 354
28/4Thu
2 stopsMultiple Airlines
35h 16mYKF-ORD
1/5Sun
1 stopMultiple Airlines
8h 00mORD-YKF
C$ 365
28/4Thu
2 stopsMultiple Airlines
35h 16mYKF-ORD
1/5Sun
1 stopMultiple Airlines
8h 00mORD-YKF
C$ 366
15/5Sun
1 stopMultiple Airlines
18h 54mYKF-ORD
21/5Sat
1 stopMultiple Airlines
30h 00mORD-YKF
C$ 387
26/5Thu
1 stopMultiple Airlines
18h 46mYKF-ORD
29/5Sun
1 stopMultiple Airlines
8h 00mORD-YKF
C$ 388
21/4Thu
1 stopMultiple Airlines
28h 34mYKF-ORD
24/4Sun
1 stopMultiple Airlines
8h 00mORD-YKF
C$ 423
21/4Thu
2 stopsMultiple Airlines
27h 36mYKF-ORD
24/4Sun
1 stopMultiple Airlines
8h 00mORD-YKF
C$ 465
25/2Fri
1 stopMultiple Airlines
17h 10mYKF-ORD
27/2Sun
1 stopMultiple Airlines
28h 43mORD-YKF
C$ 467
25/2Fri
1 stopMultiple Airlines
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27/2Sun
2 stopsMultiple Airlines
18h 27mORD-YKF
C$ 533
11/3Fri
2 stopsMultiple Airlines
28h 03mYKF-ORD
13/3Sun
1 stopMultiple Airlines
19h 27mORD-YKF
C$ 547
11/3Fri
3 stopsMultiple Airlines
31h 08mYKF-ORD
13/3Sun
1 stopMultiple Airlines
19h 27mORD-YKF
C$ 586
11/3Fri
2 stopsMultiple Airlines
28h 03mYKF-ORD
12/3Sat
2 stopsMultiple Airlines
21h 09mORD-YKF
C$ 677

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3/3Thu
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C$ 171
26/5Thu
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18h 46mYKF-ORD
C$ 197
17/4Sun
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28h 28mYKF-ORD
C$ 245
28/5Sat
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26h 38mYKF-ORD
C$ 292
26/5Thu
2 stopsMultiple Airlines
27h 13mYKF-ORD
C$ 294
10/2Thu
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23h 35mYKF-ORD
C$ 330

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Toronto Kitchener-Waterloo - Chicago Flights

Departure:

Toronto Kitchener-Waterloo (YKF)Canada

Cabin classes:

Browse destinations:

C$ 336