Find Cheap Flights to Chicago

Search hundreds of travel sites at once for deals on flights to Chicago

Depart
Return
Any month
Compare vs. KAYAK |

Canada to Chicago Flight Information

Flights Arrive in Chicago
Flights Depart from Canada
Flight Price C$ 230
Airlines Porter Airlines, United Airlines, American Airlines, Air Canada, Qantas Airways, Delta, Aer Lingus, Major Airline, WestJet

Top Tips for Finding Cheap Flights to Chicago

Looking for cheap airfare to Chicago? 25% of our users found round-trip tickets to Chicago for the following prices or less: From Toronto C$ 266, from Vancouver Intl C$ 351, from Montreal C$ 376
Book at least 3 weeks before departure in order to get a below-average price.
High season is considered to be May, June and July. The cheapest month to fly to Chicago is February.
Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.
If you’re interested in flights to Chicago, there are three primary airports that you can fly into. While Chicago Midway International Airport is most convenient for travelers that will be staying in the city center, O'Hare International Airport services the highest number of flights. Chicago Rockford International Airport is a practical choice for individuals staying in the suburbs.
For those that would like a direct flight to Chicago, there are several airlines that you can choose from. While American and Porter Airlines are known for having affordable flights and comfortable chairs, United Airlines provides travelers with above-average legroom.
To unwind after a long day of traveling, stop by the yoga room in Chicago Midway International Airport. Located in Concourse C, this room provides travelers with complimentary mats and DVD footage of popular yoga positions. It is open 7 days a week from 6 AM to 10 PM.
Traveling with your family? Chicago Midway International Airport has a large baby care room that contains a sink, a private nursing area and change tables, making it a convenient place to tend to your child after your flight has landed.
If you would like to freshen up after a long day of traveling, purchase an access pass to either the Hilton Athletic Club, Airlines Admirals Club or United Club in O'Hare International Airport in order to access their private showers. Each of these locations provides complimentary towels and toiletries, so you will have everything you need.

FAQs - Booking Chicago flights

How long is the flight to Chicago?

Flights from Montreal 2h 20m
Flights from Vancouver 4h 17m
Flights from Toronto 1h 44m
Flights from Calgary 3h 42m

What is the cheapest flight to Chicago?

The cheapest airline ticket to Chicago from Canada in the last 72 hours was C$ 230 round-trip on the route Toronto to Chicago. The most popular route is Toronto to Chicago and the cheapest ticket found on this route in the last 72 hours was C$ 430 round-trip.

Which airlines fly to Chicago?

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

Which Chicago airport is closest to central Chicago?

Chicago is served by 3 major airports. Midway (14 kilometres) is the closest to the centre of Chicago, O'Hare Intl is 26 kilometres from the centre and Greater Rockford is 126 kilometres away from the centre. View on Map.

What hotels are near Rockford International Airport?

The Red Roof Inn is a budget-friendly choice that is a 15-minute drive from Rockford International Airport and a 6-minute drive to the Magic Waters Waterpark. The Radisson Hotel & Conference Center is a modern choice that is a 20-minute drive from the airport and an 8-minute drive from the Midway Village Museum.

What is the best way to travel from O'Hare International Airport to downtown Chicago?

The easiest and quickest way to travel from O'Hare International Airport to downtown Chicago is by either renting a car or grabbing a taxi, as the drive only takes 25 to 30 minutes in good traffic. If you prefer a more affordable option, it is also possible to use public transportation, such as the local train, which takes approximately 45 minutes.

Does O'Hare International Airport have a prayer room?

O'Hare International Airport has a multi-faith chapel that is located inside of Terminal 1 on the Mezzanine level. Religious books, rosaries and prayer rugs are available for use, and the chapel is open to all travelers, no matter what their religious affiliation is. It is open 7 days a week during standard business hours.

What shopping options are there at O'Hare International Airport?

O'Hare International Airport has several duty-free stores located in Terminals 1, 2 and 3. In these stores, you can find a variety of electronics, clothing, liquor, cosmetics, food products and even local souvenirs. There are also several smaller shops that sell travel essentials, such as books, snacks, headphones and basic medicine.

Book Cheap Chicago Plane Tickets

(Round-trip)
Airports
Origin
Vancouver
C$ 395
only
C$ 395
Edmonton
C$ 417
only
C$ 417
Ottawa
C$ 321
only
C$ 321
Toronto
C$ 272
only
C$ 272
C$ 230
only
C$ 230
Destination
Chicago
C$ 272
only
C$ 272
C$ 230
only
C$ 230
Fri, 24 May
YTZ
Toronto Island
MDW
Chicago Midway
1h 47m
Wed, 29 May
MDW
Chicago Midway
YTZ
Toronto Island
1h 42m
C$ 230
Trip: 6 days
8.3ExcellentShow reviews
Overall 8.3 Excellent
Based on 131 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.8
YTZ
MDW
Mediocre 2.0

Pros: Free bar nuts while delayed 10 hours

Cons: Kicked us out of the airport when connection cancelled, NEVER fly Porter!!!! The horror stories are true as could be

YOW
YTZ
Excellent 10.0

Pros: Crew very nice

YTZ
BOS
Excellent 8.6

Cons: No WiFi!

YTZ
MDW
Excellent 8.0

Pros: I liked the lounge

Cons: There were a lot of people and not enough outlets

YTZ
YQG
Excellent 8.0

Pros: Same

Cons: Same

Tue, 9 Apr
YYZ
Toronto Pearson Intl
ORD
Chicago O'Hare Intl
1h 57m
Tue, 16 Apr
ORD
Chicago O'Hare Intl
YYZ
Toronto Pearson Intl
1h 33m
C$ 272
Trip: 8 days
6.1GoodShow reviews
Overall 6.1 Good
Based on 70 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
ORD
SFO
Excellent 8.6

Cons: If they had veggie options or any options for food when they arrived to my seat

YYZ
ORD
Mediocre 2.0

Pros: Nothing

Cons: Everything

YYZ
ORD
Okay 5.6

Pros: Plenty of leg room in first class.

Cons: Paid for upgrade to first class for smoother flight with more leg room. Flight attendant whose job is to server first class customers avoided me entire flight looking the other way whenever she was passing, making it impossible to ask for anything. I ended up asking different flight attendant for glass of water.

STI
EWR
Good 6.4

Pros: The crew, and boarding process was good.

Cons: The snacks are really bad.

PHL
DEN
Excellent 10.0

Pros: The attendants were amazing, fun, attentive and provided for a very quick four-hour trip!

Cons: Not one thing.

Tue, 4 Jun
YYZ
Toronto Pearson Intl
ORD
Chicago O'Hare Intl
2h 02m
Sat, 8 Jun
ORD
Chicago O'Hare Intl
YYZ
Toronto Pearson Intl
1h 37m
C$ 289
Trip: 5 days
6.1GoodShow reviews
Overall 6.1 Good
Based on 16 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.8
Food
6.7
LAX
LHR
Excellent 8.3

Cons: We had a good trip

PHL
LAS
Mediocre 2.4

Pros: Not much. The pilot did try to keep us updated on our 5 hour delay The airline had conflicting rules on getting off the plane while waiting at the gate the pilot said yes, the attendants said no

Cons: At least offer water while trapped on a plane

DFW
BOS
Excellent 8.0

Pros: on time; new plane with entertainment system on the seat

Cons: seat was not clean

BOS
PHX
Good 6.8

Cons: PHX airport baggage claim was a mess. I had to wait 40 min to pick up the luggages.

YYZ
ORD
Good 6.3

Pros: The crew was great and made light of a relatively tense situation. This was a connecting flight for many passengers which was delayed so many of us were missing our connections. The crew still did a great job keeping everyone comfortable and boarding us quickly.

Cons: Unfortunately our plane was grounded in Chicago before our leg of the trip even began. By the time it arrived in YYZ many of us would already be missing connections. Due to a smaller plane we have to stow most of our carry on below which caused a bit of chaos while disembarking trying to retrieve bags and hustle to the next flights. Since I knew before leaving YYZ we were quite delayed my husband drove to ORD to pick me up instead of waiting 24hr for the next flight to St. Louis. It added 8 hours of driving for him to an already long day but we made the best of it.

Sun, 28 Apr
YYZ
Toronto Pearson Intl
ORD
Chicago O'Hare Intl
1h 45m
Wed, 1 May
ORD
Chicago O'Hare Intl
YYZ
Toronto Pearson Intl
6h 37m
C$ 318
Trip: 4 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 214 reviews
Overall
7.2
Boarding
7.4
Comfort
7.1
Crew
7.7
Entertainment
6.9
Food
6.5
YYZ
ORD
Okay 4.0

Pros: 55 minutes before flight, after getting boarding pass they refused to accept baggage. Had to overnight at my expense.

Cons: Entertainment system didn't work, but only at my seat, after rebooting from electrical problem.

YYZ
ORD
Excellent 8.3

Pros: Nice staff

Cons: Not much

YYZ
ORD
Mediocre 3.6

Pros: The only person who who tried to relax customers waiting to board was the pilot. Flight was delayed. No updates on monitors, no crew at desk. The pilot was first to arrive and had no information but was engaging and joked with all the passengers just standing around. He was our only assurance that flight was still going. He had same attitude on the plane and seemed determined to get us home eventually.

Cons: No communication from airline. The flight was delayed but we only find out because we show up to gate and nobody is there. No counter agents. When they eventually show up, there is no explanation. Just acted like everything was normal.

YYZ
ORD
Okay 5.6

Pros: Why is it ok for flights to the US to always be 20-30 mins late ?

Cons: Delayed flight and tv screens were not working well

YYZ
ORD
Mediocre 2.0

Cons: the gate changed FOUR times and passengers were never notified as there were no crew at the gate. The flight was delayed by two hours. there was no in-flight entertainment on board as it wasn't working. upon landing, we were forced to stay in the plane for an extra 30 minutes because the gate and crew were not ready. I was NOT impressed by this flight and am very upset with how things went. I expected better of AC and will not be flying again with them.

Tue, 26 Mar
YYZ
Toronto Pearson Intl
ORD
Chicago O'Hare Intl
1h 53m
Sat, 30 Mar
ORD
Chicago O'Hare Intl
YYZ
Toronto Pearson Intl
1h 34m
C$ 321
Trip: 5 days
8.0ExcellentShow reviews
Overall 8.0 Excellent
Based on 4,330 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.9
Food
7.6
ADL
MEL
Excellent 10.0

Pros: Crew very friendly and accommodating.

CNS
MEL
Excellent 10.0

Pros: all good

Cons: all good

ZQN
SYD
Excellent 8.3

Pros: Good food and snacks. Great boarding and off boarding experience. Appreciated the help by Qantas ground crew who helped me with my wheelchair in Sydney.

Cons: Small, uncomfortable economy seating. Crew came by infrequently but were attentive when they came.

BNE
LAX
Excellent 9.0

Pros: Slightly wider seats

LAX
SYD
Excellent 9.3

Pros: Service and staff were great. Especially liked that they provide a personal kit for everyone which has a toothbrush, toothpaste and an eye mask and ear plugs. Excellent!

Cons: As always, more seat room.

Tue, 16 Apr
YOW
Ottawa
ORD
Chicago O'Hare Intl
9h 37m
Sun, 21 Apr
ORD
Chicago O'Hare Intl
YOW
Ottawa
7h 22m
C$ 321
Trip: 6 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,552 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
CVG
ATL
Excellent 9.0

Pros: Crew was very professional. Seat uncomfortable. No entertainment. did get water or coffee.

Cons: Comfort

CHS
ATL
Okay 5.0

Cons: I had window seats on all flights and was boarded after those in middle/aisle seats 3 out of 4 times. Less legroom in the cheap seats. High whining pitch on speaker during announcements on last leg.

CDG
MSP
Excellent 10.0

Pros: The care and good food was much appreciated. There were plenty of excellent movies to watch to make the time pass in an enjoyable way.

LAS
SLC
Okay 5.0

Cons: At least free water

ATL
TPA
Okay 4.0

Pros: Boarded on time.

Cons: After boarding the door was closed and the jet way was moved back. 5 minutes later they said they were going to bring the jet way back and open door to let more people on board. They broke 2 FAA regulations by doing this and we were delayed an hour because Deltas computer would not allow this.

Thu, 6 Jun
YVR
Vancouver Intl
ORD
Chicago O'Hare Intl
4h 03m
Sun, 9 Jun
ORD
Chicago O'Hare Intl
YVR
Vancouver Intl
4h 34m
C$ 395
Trip: 4 days
7.4GoodShow reviews
Overall 7.4 Good
Based on 5,499 reviews
Overall
7.5
Boarding
7.6
Comfort
7.3
Crew
8.0
Entertainment
7.1
Food
6.8
AMS
DUB
Excellent 10.0

Pros: The whole crew was amazing! Meals were very tasty. The pillow and blanket was a nice touch. We really enjoyed the fact we all had entertainment screens.

Cons: The selection of movies was not very grand.

LGW
DUB
Good 7.0

Pros: Flight attendants were great!

Cons: Roomier seats, include a beverage (soda, juice, and at least water), child free section

DUB
LBA
Mediocre 2.0

Pros: I liked the service once we left Dublin but once it was time to arrive to Leeds everything went downhill.

Cons: Our flight did not land to Leeds but to Manchester. I thought this would not be an issue to get my connecting flight to London. As I tried to explain to the airline attendants about my connecting flight they had no idea what was going on and said it wasn't their issue I would have to go to Leeds and explain to them what was happening. I asked if there was a way we could call them and see if I could just get a flight to London from Manchester. They said no. I tried to get a number to call myself still nothing. They sent everyone from the flight onto a coach bus to Leeds. Once I arrived to Leeds, I spoke with Ben and explained my situation. He said there were no more flights to London or anywhere near there. And there wasn't any flights to Austin, TX which was my end point either. He explained there wasn't anything they could do except fly me in the morning to London. I agreed but then come to find out he had to send me back to Manchester. Now I had already had my arrangements to stay in London for the night so I did not have much money left. He said they would take care of the accommodations and the flight to London. I was VERY PATIENT. Within this he was telling me how close they were to closing. I explained I needed everything in place before they even left because I was traveling alone in an unknown country or city. He arranged a cab to take me back to Manchester and a hotel to stay in with dinner and breakfast available. I thought everything would get better but of course it didn't. Ben clearly knew I had my checked bag and carry on. When I'm about to board the flight to London they charged me 60 pounds for my CHECKED BAG. Now this was already included on flight to begin with if all of this had not happened. The attendant did not want to listen to my story and kept passing me to another attendant that said there's nothing they could do. I had to pay since I couldn't leave my belongings. Once i arrived to London. I had to get my bag and RECHECK IN MY BAG. AGAIN they tried to charge me for my checked bag. This time I had enough of your airline and explained it was all included in my flight and I went on a rant with the attendant. He just stared and printed out the ticket for my bag. Didn't look at the computer. Didn't even explain why it's all of sudden taken care of that I don't have to pay anymore. I had no patience to hear his excuse but just wanted to get back home. This has been the worst experience I have ever had with an airline. Frontier isn't even this unorganized. Shouldn't there be a process for these kind of situations already?

DUB
ACE
Excellent 10.0

Pros:

DUB
BRS
Good 7.6

Pros: Plane was comfortable, twin prop, nothing special but as expected. Smoother than expected ride.

Cons: Boarding was by bus, which had to keep stopping for moving aircraft. And it was a cold, wet & windy Dublin day!

Thu, 13 Jun
YYZ
Toronto Pearson Intl
MDW
Chicago Midway
10h 05m
Sat, 15 Jun
MDW
Chicago Midway
YYZ
Toronto Pearson Intl
5h 55m
C$ 398
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Sat, 4 May
YEG
Edmonton
ORD
Chicago O'Hare Intl
6h 10m
Wed, 8 May
ORD
Chicago O'Hare Intl
YEG
Edmonton
9h 43m
C$ 417
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 7,913 reviews
Overall
8.0
Boarding
8.2
Comfort
7.8
Crew
8.5
Entertainment
7.1
Food
7.2
YLW
PHX
Excellent 9.2

Cons: More than 1 drink served

YYZ
KIN
Mediocre 2.0

Cons: Flight delay so far 2 hours

YXC
YYC
Excellent 8.8

Pros: Crew was funny and friendly and efficient

Cons: I dunno if it's something WestJet rules dictate for landing, but EVERY WestJet flight I've been on, the landing into YXJ is short and very hard!! I'm NOT at all an AC fan, but AC, CMA all land longer and MUCH smoother...in all weather conditions

YYZ
YYC
Okay 4.0

Pros: Hmmmm... I got free earbuds. Though movies were “pay per watch” grrr... I thoroughly enjoyed every one of the 67 movie trailers....

Cons: The seat hurt, it really should be comfortable if you’re going to sit in it for upwards of 7 hours. FOOOOD... something complimentary to give to your passengers who payed so much for a great trip and are now starving to death in the back seat, chewing on the magazines as nourishment.

MIA
YYZ
Good 6.0

Cons: Flight was delayed over 2 hours at Pearson Airport.

Thu, 13 Jun
YTZ
Toronto Island
MDW
Chicago Midway
1h 45m
Sat, 15 Jun
MDW
Chicago Midway
YTZ
Toronto Island
1h 42m
C$ 240
Trip: 3 days
8.3ExcellentShow reviews
Overall 8.3 Excellent
Based on 131 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.8
YOW
YTZ
Excellent 8.4

Pros: Beverages and variety of snacks on such a short flight - impressive

BOS
YTZ
Mediocre 2.0

Pros: Crew was nice

Cons: Flight was cancelled and rescheduled 2 days later!

YTZ
MDW
Excellent 9.2

Pros: There were mechanical delays, so Porter gave an $8 voucher to spend in the airport, which was a nice touch since I had never received that from other airlines who also had mechanical delays.

YTZ
MDW
Excellent 9.6

Pros: Convenient, easy boarding, snacks and free wine on leg from toronto to chicago

YTZ
MDW
Excellent 10.0

Pros: First time in 10 flights in 3 months flying with Porter in time - what a miracle!

Sat, 22 Jun
YTZ
Toronto Island
MDW
Chicago Midway
1h 47m
Tue, 25 Jun
MDW
Chicago Midway
YTZ
Toronto Island
1h 42m
C$ 240
Trip: 4 days
8.3ExcellentShow reviews
Overall 8.3 Excellent
Based on 131 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.8
YTZ
MDW
Excellent 10.0

Pros: First time in 10 flights in 3 months flying with Porter in time - what a miracle!

YTZ
MDW
Excellent 10.0

Cons: Good

YTZ
MDW
Excellent 9.3

Pros: Departing from Billy Bishop is amazing. Incredibly quick and convenient. Complimentary nacks and drinks in the gate area?!

YTZ
MDW
Excellent 8.0

Cons: Delay

YTZ
MDW
Excellent 8.0

Pros: Love that porter lounge

Mon, 15 Apr
YYZ
Toronto Pearson Intl
ORD
Chicago O'Hare Intl
1h 55m
Tue, 16 Apr
ORD
Chicago O'Hare Intl
YYZ
Toronto Pearson Intl
1h 33m
C$ 272
Trip: 2 days
6.1GoodShow reviews
Overall 6.1 Good
Based on 70 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
PHX
SFO
Excellent 8.3

Pros: Seats were very comfortable in first class. Very happy with that experience for short haul flight. Enjoyed the service. Flight attendant checked on me multiple times and offered beverages.

Cons: Snack/food choices.

DEN
PHL
Excellent 10.0

Pros: Attendants were wonderful!

Cons: Baggage claim time - but that's a Philly issue.

SJC
ORD
Good 6.3

Cons: The seats are getting smaller and the leg space is nonexistent.

SFO
BOS
Okay 5.6

Cons: Flight was delayed. Reasons not given . Did not see enough of the crew to evaluate.

NRT
ORD
Good 7.6

Pros: Seats were comfortable

Cons: One flight attendant a little short with customers or maybe just dry humor, hard to tell. My daughter did not want to talk to him entire trip because of earlier altercation. It would be great if United could put in foot rests in economy and economy.

Fri, 12 Apr
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
Tue, 16 Apr
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
C$ 241
Trip: 5 days
8.3ExcellentShow reviews
Overall 8.3 Excellent
Based on 131 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.8
YTZ
MDW
Okay 5.3

Cons: If Porter was a budget airline the dreadful customer service might be partially understood, but it's not. Somebody needs to put passenger considerations into operational planning for situations where travel plans are disrupted, especially when they are because of mechanical or airline problems.

YTZ
MDW
Excellent 8.0

Pros: Love that porter lounge

YTZ
MDW
Excellent 10.0

Pros: Porter lounge in Toronto

Cons: Nothing!

YTZ
MDW
Excellent 10.0

Pros: It was hassle free. Trace and arrival times were perfect. Thank you for caring.

YFC
YOW
Excellent 9.0

Pros: I was surprised by the quality of the snacks and service.

Cons: When sitting next to the window, your leg is usually forced up against the lower part of the concave wall within the plane.

Fri, 31 May
YYZ
Toronto Pearson Intl
ORD
Chicago O'Hare Intl
8h 48m
Tue, 4 Jun
ORD
Chicago O'Hare Intl
YYZ
Toronto Pearson Intl
1h 37m
C$ 296
Trip: 5 days
6.1GoodShow reviews
Overall 6.1 Good
Based on 16 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.8
Food
6.7
LAX
LAS
Good 7.3

Pros: Crew was very nice

Cons: No drunk option other than orange juice or water, and orange juice gives me heartburn so more options necessary

CRW
CLT
Mediocre 3.6

Pros: I liked that we arrived on time. Besides that. Not much.

Cons: Having to us use our cell phones to watch a few channels was terrible. No movie. No help. You were just left on your own. Total of waste of time. Give us a monitor. Give us options. You are American Airlines, not Allegiant Air

DFW
OAK
Excellent 10.0

Pros: Comfortable seat

Cons: Umm, maybe a tv in the headrest

LAX
LHR
Excellent 8.3

Cons: We had a good trip

PHX
SEA
Good 6.6

Pros: comfortable seats

Cons: food

Thu, 25 Apr
YYZ
Toronto Pearson Intl
ORD
Chicago O'Hare Intl
1h 49m
Tue, 30 Apr
ORD
Chicago O'Hare Intl
YYZ
Toronto Pearson Intl
1h 33m
C$ 272
Trip: 6 days
6.1GoodShow reviews
Overall 6.1 Good
Based on 70 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
PDX
IAH
Good 7.2

Cons: Nothing extra but great crew. The seats on the new plane barely recline so that’s a bit annoying but overall a good experience for an airline that doesn’t have the best reputation

LGA
DEN
Good 6.0

Cons: I was in coach. I am 6’2” and my legs were pressed against the seat in front of me for the full 4 hours. Uncomfortable.

SFO
LHR
Good 7.2

Pros: The crew and the food was good.

Cons: Flight was delayed and one of our bags was left in London.

MCO
EWR
Mediocre 2.0

Pros: Absolutely horrible aircraft. I am 6 ft 3 and there was no way I could fit my body into the seat without crushing my knees. So I had one leg underneath the seat in front of me the other leg in the Isle. The flight attendant came down the aisle with the drink cart running it squarely into my knee.

Cons: I cried out in pain with tears in my eyes and all she could say was you shouldn't have your leg in the Isle.

SEA
LAX
Okay 5.2

Pros: Was your standard airlplane.

Cons: Plane was delayed due to a mechanical, then again because the cleaning crew didn’t do a good enough job the first time, then a seat mechanical, and then the truck used to back out onto the tarmac broke down

Sat, 28 Sep
YYZ
Toronto Pearson Intl
MDW
Chicago Midway
3h 43m
Mon, 30 Sep
MDW
Chicago Midway
YYZ
Toronto Pearson Intl
5h 45m
C$ 321
Trip: 3 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,575 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
ATL
TPA
Okay 4.0

Pros: Boarded on time.

Cons: After boarding the door was closed and the jet way was moved back. 5 minutes later they said they were going to bring the jet way back and open door to let more people on board. They broke 2 FAA regulations by doing this and we were delayed an hour because Deltas computer would not allow this.

LGA
SRQ
Excellent 8.0

Pros: Didn’t like security. They were rude

Cons: Security

DUB
JFK
Excellent 8.0

Cons: The seats are not very comfortable for such a long flight

JFK
AMS
Excellent 8.0

Pros: Crew was courteous.

MSP
ATL
Excellent 8.0

Pros: Attendant was friendly and efficient.

Cons: No beverages or snacks.

Fri, 6 Sep
YYZ
Toronto Pearson Intl
ORD
Chicago O'Hare Intl
1h 55m
Tue, 10 Sep
ORD
Chicago O'Hare Intl
YYZ
Toronto Pearson Intl
1h 36m
C$ 296
Trip: 5 days
6.1GoodShow reviews
Overall 6.1 Good
Based on 16 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.8
Food
6.7
PDX
PHX
Good 7.2

Pros: The free movie

LAX
LHR
Excellent 8.3

Cons: We had a good trip

CDG
DFW
Okay 5.3

Pros: Some of the flight attendants were helpful, some were not. The movie selection was good.

Cons: The Food was not fully warmed, seats were uncomfortable. The boarding process did not seem organized.

PHX
SEA
Good 6.6

Pros: comfortable seats

Cons: food

DFW
RNO
Mediocre 2.0

Cons: Delayed

Thu, 23 May
YTZ
Toronto Island
MDW
Chicago Midway
1h 45m
Mon, 27 May
MDW
Chicago Midway
YTZ
Toronto Island
1h 42m
C$ 246
Trip: 5 days
8.3ExcellentShow reviews
Overall 8.3 Excellent
Based on 131 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.8
YFC
YOW
Excellent 9.0

Pros: I was surprised by the quality of the snacks and service.

Cons: When sitting next to the window, your leg is usually forced up against the lower part of the concave wall within the plane.

YTZ
MDW
Excellent 10.0

Pros: Porter Airlines is the best I've been on within North America. Delighted that my 2nd flight was still Porter.

YTZ
MDW
Good 6.6

Pros: Onboard crew was very nice

Cons: Crew didn't answer any of my questions, were snappy, and rude.

YOW
YTZ
Excellent 8.0

Pros: On time, loved the Porter Lounge at Billy Bishop. Crew was friendly and helpful.

Cons: Didn’t realize that my fare didn’t include carryon, so had to pay extra to bring my briefcase.

YTZ
MDW
Excellent 10.0

Pros: All ok

Cons: Not a thing

Wed, 1 May
YTZ
Toronto Island
ORD
Chicago O'Hare Intl
4h 45m
Fri, 17 May
ORD
Chicago O'Hare Intl
YTZ
Toronto Island
5h 10m
C$ 334
Trip: 17 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 23,721 reviews
Overall
7.2
Boarding
7.4
Comfort
7.1
Crew
7.7
Entertainment
6.9
Food
6.5
YYZ
HND
Excellent 8.6

Pros: Crew was great, there was nobody sitting beside me so that was a big bonus. Smooth flight and the wine was pretty good.

YYZ
YUL
Good 6.0

Cons: improve the accompaniment of the drink

PVR
YYZ
Good 6.0

Pros: Good no - frills flight.

Cons: Food & drinks are expensive.

AMS
YYZ
Mediocre 3.0

Cons: Screen is slow and outdated. Easy upgrade from one class to another.

YUL
LAS
Mediocre 2.0

Pros: Did not board because you screwed up my reservation

Cons: Not screwing up my reservation!

Sat, 4 May
YYZ
Toronto Pearson Intl
ORD
Chicago O'Hare Intl
1h 59m
Tue, 7 May
ORD
Chicago O'Hare Intl
YYZ
Toronto Pearson Intl
1h 40m
C$ 286
Trip: 4 days
6.1GoodShow reviews
Overall 6.1 Good
Based on 70 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
YYZ
ORD
Good 6.6

Cons: Entertainment was frustrating and expensive

YYZ
ORD
Excellent 10.0

Pros: comfortable and on time

ORD
SFO
Excellent 8.6

Cons: If they had veggie options or any options for food when they arrived to my seat

YYZ
ORD
Okay 5.6

Pros: Plenty of leg room in first class.

Cons: Paid for upgrade to first class for smoother flight with more leg room. Flight attendant whose job is to server first class customers avoided me entire flight looking the other way whenever she was passing, making it impossible to ask for anything. I ended up asking different flight attendant for glass of water.

YYZ
ORD
Mediocre 2.0

Cons: Delayed departure

Show more results
*
Prices are per person, are for e–tickets and include all taxes & fees in CAD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an and someone from our team will get back to you promptly.