Find cheap flights from Illinois to Canada

Find cheap flights from Illinois to Canada

Round-trip
Economy
Boston (BOS)
Canada
Fri 1/24
Fri 1/31
Any month
Compare vs. KAYAK |
Search hundreds of travel sites at once for deals on flights to Canada

Illinois to Canada Flight Information

Flights Arrive in Canada
Flights Depart from Illinois
Flight Price $163
Airlines United Airlines, Porter Airlines, Major Airline, American Airlines, Delta, Air Canada, Frontier, WestJet

FAQs for booking Illinois to Canada flights

How does KAYAK find such low flight prices?
KAYAK processes over 2 billion travel queries annually and displays results from hundreds of airlines and third party sites, allowing it to find a variety of flight prices and options. It also displays results from 2M+ properties along with rental cars, vacation packages, activities and millions of verified reviews so users can see as many available travel options as possible.
How can Hacker Fares save me money?
Hacker Fares allow you to combine one-way tickets on different airlines when it can save you money over a traditional round-trip ticket.
Does KAYAK query more flight providers than competitors?
Yes, KAYAK has access to more data and information than online travel agencies and consistently outperforms the competition in accuracy, globally.
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 travelers know whether to wait or book now.

Book cheap flights from Illinois to Canada (round-trip)

Airports
Origin
Chicago
$163
only
$163
$181
only
$181
Destination
Calgary
$163
only
$163
Thunder Bay
$181
only
$181
Ottawa
$337
only
$337
Montreal
$274
only
$274
Toronto
$189
only
$189
$203
only
$203
Mon, Feb 3
ORD
Chicago O'Hare Intl
YYC
Calgary
4h 14m
Thu, Feb 6
YYC
Calgary
ORD
Chicago O'Hare Intl
3h 42m
Trip: 4 days
7.3Good Show reviews
Overall 7.3 Good
Based on 26 reviews
Overall
7.3
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.6
Food
6.5
ORD
AUS
Excellent 10.0

Pros: Made up time on delayed flight. Friendly, efficient and helpful.

Cons: Food

SFO
IAD
Good 6.4

Pros: The crew were kind and helpful and kept us hydrated

Cons: The seats are so tightly packed that it’s quite uncomfortable

ORD
YYC
Okay 4.0

Cons: Two flights in the same day, both delayed. This one was a tire issue that kept us stuck in the cabin on for over an hour.

CHA
ORD
Okay 4.3

Pros: The crew was great. Not some of the gate agents.

Cons: Re-routing us better not to miss the flight.

CMH
EWR
Good 7.6

Pros: The staff was helpful

Cons: Better food

Fri, Apr 3
MDW
Chicago Midway
YQT
Thunder Bay
7h 18m
Wed, Apr 8
YQT
Thunder Bay
MDW
Chicago Midway
4h 40m
Trip: 6 days
7.9Good Show reviews
Overall 7.9 Good
Based on 2,699 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.8
MDW
YTZ
Excellent 8.0

Cons: Flight delayed but good

YTZ
EWR
Okay 4.6

Cons: That don’t let you go standby on an earlier flight with a “basic” fare, even when there are empty seats. Not clear when you purchase through Kayak.

MDW
YTZ
Excellent 8.0

Cons: Nothing really. Maybe new planes ?

YTZ
BOS
Okay 5.2

Pros: Wine and food on flight, nice crew

Cons: The people at the ytz airport missed our boarding call and then had to tell us in person to board and our flight was late.

YTZ
IAD
Good 7.0

Pros: Nice crew, loved the complimentary wine!

Cons: Airplane was too warm and made the flight uncomfortable.

Fri, May 15
ORD
Chicago O'Hare Intl
YYZ
Toronto Pearson Intl
1h 40m
Tue, May 19
YYZ
Toronto Pearson Intl
ORD
Chicago O'Hare Intl
1h 55m
Trip: 5 days
Based on 0 reviews
Thu, Mar 5
ORD
Chicago O'Hare Intl
YYZ
Toronto Pearson Intl
1h 42m
Sun, Mar 8
YYZ
Toronto Pearson Intl
ORD
Chicago O'Hare Intl
1h 50m
Trip: 4 days
7.4Good Show reviews
Overall 7.4 Good
Based on 7 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.9
Food
6.7
MSN
DFW
Excellent 10.0

Cons: Faster baggage pickup at DFW

MIA
BDA
Excellent 8.0

Pros: The 1st class crew were amazing!

LAX
OMA
Good 7.6

Pros: Great staff.

Cons: I hate that American Airlines doesn’t sign seats together even when there are spots available.

BGR
PHL
Okay 4.0

Cons: Fog in Philly. AA should have diverted our plane to a bigger airport where AA could have serviced us (eg. Washington DC). Instead AA diverted us to Salibury/Ocean City!! We missed our connections.

SAV
PHL
Mediocre 3.0

Pros: It was quick.

Cons: The plane could have arrived on time, made sure everything worked fine, and got me to my destination like they said they were going to... instead, stand by for a different flight was not what I paid for... but it is what I got.

Sun, Feb 16
ORD
Chicago O'Hare Intl
YYZ
Toronto Pearson Intl
3h 55m
Sat, Feb 22
YYZ
Toronto Pearson Intl
ORD
Chicago O'Hare Intl
5h 41m
Trip: 7 days
8.1Excellent Show reviews
Overall 8.1 Excellent
Based on 27,562 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.8
Food
7.5
NAS
DTW
Excellent 8.0

Pros: Nassau security line was quick. US Customs line was quick.

Cons: The Delta line to drop my bags was long and unorganized. The ticket agents were moving in slow motion. I waited over an hour to drop my bag. I thought I was going to miss my flight.

CUN
JFK
Excellent 10.0

Pros: Very kind associate working at the gate. She helped me obtain my seat assignment and was a pleasure to speak with. Her happiness was contagious (even at 6am!). She put me at ease.

Cons: The last travelers in boarding line (including myself) had to check their carry on luggage because “there was no more room in the overhead compartments”. However, while I was walking to my seat, I saw ample storage space as well as suitcases that were laying horizontally or flat and could easily have been adjusted to create even more space. Given that most people pack their most valuable items in their carry on bags (as well as anything fragile), I was a bit uneasy checking mine. The associate who helped check my bag on the tarmac was kind. I was grateful that my luggage had a hard shell case.

SNA
ATL
Good 7.3

Pros: Had seat open next to me

Cons: Delays on afternoon flights East create all sorts of problems; fewer options the later the arrival

BOS
ATL
Excellent 9.6

Pros: Delayed boarding but made up for lost time in the air

Cons: Delayed boarding

BOS
MSP
Okay 5.6

Cons: No mechanical failures or delays would be nice

Tue, Apr 7
ORD
Chicago O'Hare Intl
YUL
Montreal Pierre Elliott Trudeau Intl
2h 04m
Wed, Apr 15
YUL
Montreal Pierre Elliott Trudeau Intl
ORD
Chicago O'Hare Intl
2h 49m
Trip: 9 days
7.3Good Show reviews
Overall 7.3 Good
Based on 96 reviews
Overall
7.3
Boarding
7.4
Comfort
7.1
Crew
7.8
Entertainment
6.9
Food
6.5
ORD
YUL
Good 7.6

Pros: The crew was very friendly.

Cons: The plane boarded early and the food was not good. The pasta was over cooked and essentially a mash.

ORD
YYZ
Mediocre 2.0

Cons: Terrible. Flights delayed by 90 minutes. Then on boarding we as a couple weren’t sat next to each other on the four across plane, but in the two aisle seats. This was bad. But then no one was sat next to my wife. So an empty seat, my wife, me, then a stranger. C’mon Air Canada, figures it out.

ORD
YUL
Good 7.0

Pros: Very friendly staff.

Cons: Left late so missed connection. Was put up in a mediocre hotel.

ORD
YUL
Excellent 10.0

Pros: The plane was delayed and I had a short layover so I was maybe not going to make it to my next flight so they transferred me to another airline and was upgraded to first class for free!

Cons: I disliked that my flight was originally at 4 pm and the one that I was changed to didn't leave until 8 pm

MSP
YYZ
Excellent 9.0

Pros: On-time performance, upgrades, staff

Sat, Mar 28
ORD
Chicago O'Hare Intl
YYC
Calgary
7h 25m
Sun, Apr 5
YYC
Calgary
ORD
Chicago O'Hare Intl
3h 45m
Trip: 9 days
6.0Good Show reviews
Overall 6.0 Good
Based on 38,755 reviews
Overall
6.0
Boarding
6.4
Comfort
5.5
Crew
6.9
Entertainment
4.6
Food
4.8
MKE
TPA
Excellent 8.6

Pros: The flight, crew, etc. were great.

Cons: I would have liked to get coffee or soda for no charge.

TPA
PHL
Good 6.4

Pros: The boarding process was fine, flights reached in time, crew was nice

Cons: Horrible seats which makes it impossible to fly to long distance. Long baggage claim delay.

SAN
AUS
Good 6.0

Pros: The effort to make up the delay time

Cons: Seats. They used to be normal. Now they are too thin on cushion. Perhaps for up to 90 minutes of flight, but for 2 and a half hours were not enjoyable

TPA
MKE
Excellent 8.6

Pros: No frills but clean and on time

Cons: You get what you paid for. Compared to higher-priced carriers I got good value for my money

PHL
MCO
Excellent 9.0

Pros: Clean aircraft

Thu, Feb 6
MDW
Chicago Midway
YOW
Ottawa
8h 30m
Thu, Feb 13
YOW
Ottawa
MDW
Chicago Midway
4h 13m
Trip: 8 days
8.0Excellent Show reviews
Overall 8.0 Excellent
Based on 8,856 reviews
Overall
8.0
Boarding
8.2
Comfort
7.8
Crew
8.5
Entertainment
7.1
Food
7.2
YVR
HNL
Okay 5.6

Pros: Quick and convenient

Cons: Comfort and food was lacking

YYZ
YYC
Excellent 9.3

Cons: Better, healthier food choices would be nice.

LGW
YYC
Excellent 9.3

Pros: The crew was very friendly, helpful and accommodating. We were in business class and appreciated the use of the Clubroom Lounge at Gatwick airport, (although none of the ground people told us about it, we happened to ask on our own.)

Cons: Baggage check in was a hassle. Too automated.

YYZ
MBJ
Okay 4.0

Cons: 4 hour delay

CDG
YYC
Excellent 10.0

Pros: It was all very standard- crew was nice, plenty of food

Cons: the system for checking bags at Paris CDG was really bad. The Kiosks to print bag tags were really hard to use - esp for older folks.

Sat, Apr 11
ORD
Chicago O'Hare Intl
YYC
Calgary
8h 15m
Wed, Apr 15
YYC
Calgary
ORD
Chicago O'Hare Intl
3h 46m
Trip: 5 days
7.3Good Show reviews
Overall 7.3 Good
Based on 26 reviews
Overall
7.3
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.6
Food
6.5
EWR
GRU
Mediocre 2.0

Pros: Horrendous experience. 6 hours on the tarmac, followed by a another 7 hour delay. I missed my connecting flight in Sao Paolo - had to spend another $1300 to get to my final destination

Cons: Everything was terrible.

ORD
NRT
Mediocre 3.6

Pros: The crew was great.

Cons: On our way to Japan, the flight didn't wait for us though we were on the ground. We had 4 h lay over and missed it by 20 min which was by their system confusion. We missed our christmas plan and business prep time in Japan. Then on our way back, the plane turned around to the gate to pick up customers causing 40min delay. Made us furious. They gave us $200 credit each for our missing flight but we think we deserve more.

AUS
IAD
Excellent 8.0

Cons: Paid over 300$ and got no screen at all, no movies, no bending headrest. This airline is bad quality and overpriced

COS
LAX
Excellent 9.0

Cons: Flight delayed

ORD
LAX
Excellent 9.3

Cons: Long time with taxiing on both ends. Flight was delayed as well but landing on time

Sat, Apr 11
ORD
Chicago O'Hare Intl
YYZ
Toronto Pearson Intl
1h 45m
Tue, Apr 14
YYZ
Toronto Pearson Intl
ORD
Chicago O'Hare Intl
1h 59m
Trip: 4 days
7.4Good Show reviews
Overall 7.4 Good
Based on 7 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.9
Food
6.7
DFW
DEN
Excellent 10.0

Pros: Really enjoy flying first class.

Cons: Excellent

AJF
RUH
Okay 5.6

Pros: None stop flight

Cons: Delay and unorganized boarding.

GCM
ORD
Okay 4.0

Cons: Sat on runway for 30 Minutes at the end of the flight.

SAT
DFW
Excellent 8.6

Cons: The plane to Guatemala was the worst plane I've got in on

LHR
DFW
Excellent 10.0

Pros: Excellent American Airlines crew the purser Lisa was very welcoming and helpful and attentive during the flight. Seamless!

Cons: Nothing.

Thu, Feb 27
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
Tue, Mar 3
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
Trip: 6 days
Based on 0 reviews
Thu, Feb 27
MDW
Chicago Midway
YTZ
Toronto Island
1h 35m
Sun, Mar 1
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
Trip: 4 days
7.9Good Show reviews
Overall 7.9 Good
Based on 136 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.8
MDW
YTZ
Excellent 9.6

Pros: Comfy large seats. Great service

Cons: Little slow to leave

MDW
YTZ
Excellent 9.0

Pros: The Toronto to Chicago crew was amazing. The Chicago to Tooronto crew was at times testy. We showed our boarding passes for passport check in, when boarding began at the gate, and then again when boarding the plane. Did we somehow sneak by down the jetway? We fly frequently and this as our first experience with having to show our boarding pass again. It was the act so much as the testiness of the flight attendant.

MDW
YTZ
Good 6.0

Cons: Time to de-board took some time

MDW
YTZ
Excellent 10.0

Cons: Honestly, even if the aircraft was delayed, there is nothing one can do and just be patient. Lunch and dinner vouchers were issued, that was well appreciated!

MDW
YTZ
Excellent 8.6

Pros: Snacks and the complimentary wines

Cons: Flight attendant did not allow earbud headphone during landing. I have not seen this in other airlines.

Tue, Apr 14
ORD
Chicago O'Hare Intl
YYC
Calgary
3h 46m
Wed, Apr 22
YYC
Calgary
ORD
Chicago O'Hare Intl
3h 46m
Trip: 9 days
7.3Good Show reviews
Overall 7.3 Good
Based on 26 reviews
Overall
7.3
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.6
Food
6.5
IAH
GDL
Good 6.0

Pros: This was a full-size jet, and the seats were more comfortable than those on the regional jet.

PUJ
IAH
Okay 4.6

Cons: Airplane tire had to be replaced. Even though this was done fast, the flight was quite delayed.

SFO
ORD
Okay 5.3

Cons: We could have had our non-stop flight that we booked

LAX
IAD
Okay 4.5

Pros: We arrived nearly on time & without issue.

Cons: The plane was warm & no cool air was being dispersed in the cabin & because of that it was very dry. Better temperature regulation, climate control is needed to make fir a more comfortable flight.

PIT
IAH
Excellent 10.0

Cons: Excellent

Fri, Apr 3
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
Tue, Apr 7
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
Trip: 5 days
Based on 0 reviews
Thu, Mar 5
MDW
Chicago Midway
YTZ
Toronto Island
1h 35m
Sun, Mar 8
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
Trip: 4 days
7.9Good Show reviews
Overall 7.9 Good
Based on 136 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.8
MDW
YTZ
Excellent 10.0

Pros: Very pleasant and accommodating staff.

MDW
YTZ
Excellent 9.0

Pros: The Toronto to Chicago crew was amazing. The Chicago to Tooronto crew was at times testy. We showed our boarding passes for passport check in, when boarding began at the gate, and then again when boarding the plane. Did we somehow sneak by down the jetway? We fly frequently and this as our first experience with having to show our boarding pass again. It was the act so much as the testiness of the flight attendant.

MDW
YTZ
Mediocre 2.0

Cons: The service was horrible. I have been reaching out to the desk people every 30 min to understand what's the situation and if I will be able to catch my flight from Toronto to Montreal. The lady promised that we will make it and that all the flights were delayed anyway. I explained to her it's better for me to stay I. Chicago and just be on the earliest flight to Montreal following day, again she promised we will make it. We were 9 people that heard that. Once we made it to Toronto, no communication was made to tell us if we were going to catch the flight then they hold us on the plane for 10-15 min being told can't mixe us with another domestic flight. Once we made it to the connection we were told we missed it and that they book is on the SATURDAY morning flight... This was Thursday night. Nothing else, not even a hotel was paid. I had to buy another to Montreal because of plan I had on Saturday afternoon.... tHiS WAS THE Crapiest and worst service I had. Can get a hotel, or even a flight paid until Saturday this is absolutely not acceptable, and the people at the desk were not understanding, rude and not helpful until we talked with them for an hour We were also that because of weather nothing was going to be better then us flighting Saturday

MDW
YTZ
Okay 5.3

Cons: You have been delayed in all our planes.

MDW
YTZ
Okay 5.6

Cons: Flight was delayed.

Tue, Feb 25
MDW
Chicago Midway
YYZ
Toronto Pearson Intl
4h 04m
Thu, Feb 27
YYZ
Toronto Pearson Intl
MDW
Chicago Midway
6h 39m
Trip: 3 days
8.1Excellent Show reviews
Overall 8.1 Excellent
Based on 27,562 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.8
Food
7.5
ATL
CLE
Mediocre 3.0

Cons: Old plane with no video screens or room. Boo!

ATL
HOU
Good 7.6

Cons: No option to watch movies

FLL
JFK
Excellent 10.0

Cons: Nothing. Perfect flight.

ATL
CVG
Good 7.6

Pros: Seats were comfortable.

Cons: We didn’t get offered a snack or drink.

LAX
JFK
Excellent 9.6

Pros: Seating and serving, both very good

Cons: I couln't get my view on for movies, since there was (I presume) a charge for the earphones. Won't know now what happened to Jean Grey. Maybe offer a small book cart as an alternative entertainment for us cheapskates? do-de-do...

Fri, May 15
MDW
Chicago Midway
YTZ
Toronto Island
1h 42m
Tue, May 19
YTZ
Toronto Island
MDW
Chicago Midway
1h 47m
Trip: 5 days
Based on 0 reviews
Thu, Feb 27
ORD
Chicago O'Hare Intl
YYZ
Toronto Pearson Intl
1h 37m
Sun, Mar 1
YYZ
Toronto Pearson Intl
ORD
Chicago O'Hare Intl
2h 17m
Trip: 4 days
7.3Good Show reviews
Overall 7.3 Good
Based on 67 reviews
Overall
7.3
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.6
Food
6.5
ORD
YYZ
Good 6.0

Pros: Flight was fine

Cons: I didn't get an email to check in (normally when I book with air canada I get an email as soon as I can check in - to check in) I like this - so I have a chance to change seat without additional cost otherwise I have to risk it when I get to the airport or I have to just accept the seat given (which is usually in the back of the plane - this time the last seat).

PUJ
IAH
Okay 4.6

Cons: Airplane tire had to be replaced. Even though this was done fast, the flight was quite delayed.

SJO
ORD
Mediocre 3.0

Cons: This was a red-eye from Costa Rica to Chicago. I sat in the very back row, so I really felt the turbulence back there. But I had no chance of sleeping through it because my seat would not lean back; in fact it was so far upright that I was almost leaning forward. I can normally sleep on any flight but this was like sitting in a tiny cage designed to prevent me from finding any remotely comfortable position or getting any rest at all. They should not be allowed to sell a seat like this.

IAH
DEN
Mediocre 3.3

Cons: For one my bag happened to some how end up on another flight I arrived at 4 pm in denver and didnt get my bag till 11 pm yesterday evening

STL
SFO
Good 6.0

Cons: The internet connection was terrible i was not able to see anything that was being offered

Fri, May 8
ORD
Chicago O'Hare Intl
YYZ
Toronto Pearson Intl
1h 40m
Sun, May 10
YYZ
Toronto Pearson Intl
ORD
Chicago O'Hare Intl
1h 59m
Trip: 3 days
7.4Good Show reviews
Overall 7.4 Good
Based on 7 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.9
Food
6.7
ORD
EWR
Okay 4.0

Cons: The flight was delayed for two hours

IAH
MIA
Mediocre 3.0

Pros: the crew was nice

Cons: leaving on time. more than 4 hours delayed. we had to deplane the aircraft and all the time there was not a certain answer.

ATL
DFW
Excellent 8.8

Pros: The overall flight was good!

Cons: Maybe make sure that communication between connecting flights are quick and efficient.

LAX
DFW
Good 7.3

Cons: Just doesn’t compare to the new 787’s

DFW
FLL
Excellent 10.0

Cons: The experience was excellent.

Tue, Feb 18
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
Fri, Feb 21
YTZ
Toronto Island
MDW
Chicago Midway
1h 53m
Trip: 4 days
7.9Good Show reviews
Overall 7.9 Good
Based on 136 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.8
MDW
YTZ
Okay 5.6

Cons: Flight was delayed.

MDW
YTZ
Okay 5.3

Cons: You have been delayed in all our planes.

MDW
YTZ
Good 7.6

Pros: The flight attendants were very nice. Timely boarding.

Cons: Very small plane with only one bathroom.

MDW
YTZ
Excellent 8.6

Pros: Snacks and the complimentary wines

Cons: Flight attendant did not allow earbud headphone during landing. I have not seen this in other airlines.

MDW
YTZ
Mediocre 2.0

Cons: They were not organized. Delayed every flight and cancelled two flights and offered no complemsation. I thought there'd be better customer service.

*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

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.

-
1
  • Round-trip
  • One-way
  • Multi-city
  • Trip Builder
  • Economy
  • Premium Economy
  • Business
  • First
  • Multiple
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First