C$ 106 Find Cheap Flights from Illinois to Ontario

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Good to know

Low seasonJanuary
High seasonJuly
Cheapest flightC$ 106
Best time to beat the crowds (7% less expensive on average)
Most popular time to fly and prices are also 18% lower on average.
Flight from Chicago Midway Airport to Toronto Island

Flights from Illinois to Ontario: the best tips from KAYAK users

Insights shared by verified travellers who flew the route from Illinois to Ontario 
Verified travelerFlew with Porter AirlinesMDW-YTZSep 2024
Please start bags check-in at least 2.5 hour before flight and finish at 30 min before flight.
Verified travelerFlew with Air CanadaORD-YOWNov 2024
Ottawa, as a small airport is easiest to navigate! Overhead baggage compartments seem to be smaller, and on every flight they seem to need travellers to volunteer to put carryons in checked luggage instead.
JohannesFlew with Air CanadaORD-YYZSep 2024
Avoid the red eye flight if you get older/retire.
MarcFlew with United AirlinesORD-YOWMar 2024
United's fleet of smaller aircraft on this route is very comfortable.
Verified travelerFlew with United AirlinesORD-YOWJan 2024
I always expect issues with United but there doesn't seem to be another airline to use. Advice: Give yourself and extra day to get anywhere - don't be in a hurry to get home either.

FAQs for booking flights from Illinois to Ontario

  • How does KAYAK find such low prices on flights from Illinois to Ontario?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Illinois to Ontario.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Illinois to Ontario?

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

  • What is the Hacker Fare option on flights from Illinois to Ontario?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Illinois to Ontario with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Illinois to Ontario?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Illinois to Ontario up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which is the cheapest airport to fly into in Ontario?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Ontario is Ottawa Airport (YOW), with an average flight price of C$ 128.

  • What is the cheapest day to fly to Ontario?

    Based on KAYAK data, the cheapest day to fly to Ontario is Tuesday when round-trip tickets can be as cheap as C$ 429. On the other hand, the most expensive day to fly is Sunday, when round-trip prices are C$ 544 on average.

  • What is the cheapest time of day to fly to Ontario?

    The cheapest time of day to fly to Ontario is generally in the evening, when round-trip flights cost C$ 339 on average. Morning departures are around 5% more expensive than evening flights, on average. The most expensive time of day to fly to Ontario is generally in the morning, which is peak travel time and where the average cost of a ticket is C$ 358.

  • What is the cheapest flight to Ontario?

    The cheapest ticket to Ontario from Illinois found in the last 72 hours was to Toronto Island Airport, at C$ 101 round-trip. The most popular route is Chicago Midway Airport (MDW) to Toronto Island Airport (YTZ) and the cheapest round-trip airline ticket found on this route in the last 72 hours was C$ 101.

  • What is the cheapest month to fly from Illinois to Ontario?

    The cheapest month for flights from Illinois to Ontario is March, when tickets cost C$ 361 (return) on average. On the other hand, the most expensive months are August and September, when the average cost of round-trip tickets is C$ 1,042 and C$ 966 respectively.

  • How far in advance should I book a flight from Illinois to Ontario?

    To get a below-average price on the flight from Illinois to Ontario, you should book around 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

  • How long is the flight to Ontario?

    An average direct flight from Illinois to Ontario takes 7h 41m, covering a distance of 1490 km. The shortest route is Chicago Midway Airport (MDW) to Toronto Island Airport (YTZ) with an average flight time of 1h 40m.

  • What are the most popular destinations in Ontario?

    Based on KAYAK flight searches, the most popular destination is London (73% of total searches to Ontario). The next most popular destination is Thunder Bay (27%).

Top 3 airlines serving from Illinois to Ontario

Need help choosing which airline to fly with from Illinois to Ontario? 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.
8.0
Porter AirlinesOverall score based on 285 reviews
7.6Food
7.0Entertainment
8.2Boarding
8.8Crew
8.1Comfort
Airline reviews

I love the 2 seats per row. More room. The crew were excellent.

10.0 ExcellentAnonymous, Apr 2025YHZ - YOW
Read more Porter Airlines reviews

I love the 2 seats per row. More room. The crew were excellent.

It was amazing although they did bump us up to the front which gave us more leg room and a meal. The service was great! The staff were friendly. :)

Overall very good... staff were friendly and helpful. boarding was good for the most part, but a little hard to get our carry-on bags on there.... I think people should be directed to keep their coats and small bags with them until all the carry-ons are loaded, and then, if there is space, they can put their small bags and coats up top.. makes it much easier to put baggage up. i loved the internet feature, but the entertainment was not there unless you have your own Netflix or similar platform. My chair did not recline, which was very annoying, and the arms won't go up near the isle, which makes it tough to get in and out of the seat.

Staff were excellant. Only snacks served. Some turbulence so we were offered Free beer or wine.

The staff is always great. Just the fact that our flight was the only one delayed from Halifax when all other carries were still flying. It happen a year ago out of Toronto as well. All others were flying but our flight got cancelled 1 hr before the time of departure.

The only issue had when i mentioned about comfort was the man beside me was on the larger side and took about 1/3 of my seat where i was pressed against the wall/window of the plane for the trip.

The check-in staff, boarding staff, and flight crew were all very friendly. Really miss the Porter lounge in Ottawa.

Thanks for giving a beer to everyone in the seat infront of me and then telling me that I can’t have one because they are going to land. I guess I need to pay for a seat and then pick one in the very front of the plane

The flight was delayed by more than one hour. The terminal was consequently overcrowded and hot. We lost our car reservation and hit rush hour traffic in Boston, which added two hours stuck in traffic to our trip.

Awesome, the whole way through. Thank you, this is the new Canadian Airline benchmark.

A bit rush for transit. Food and entertainment are not available

Boarding was a little difficult. The gate area at O'Hare was very small and crowded due to multiple gates in the area. Could not hear the intercom, so had to rely on signage to see when my group was boarding and the signage was blocked by passengers standing in the gate. Flight was great and we arrived in Montreal on time.

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

I do prefer to fly United and have always had excellent service, except for bad weather. Flights are on time and staff is alway curtious and helpful

They switched out gate from terminal 1 to terminal two ten minutes before boarding. So we had to make a 20 min crazy fast walk to a different terminal. Then we boarded the plane and waited for over 40 minutes until push back. Brutal

We were delayed in Toronto on the tarmac for THREE hours with no clear indication as to why except that it was not a safety hazard. Pilot did apologize more than once but even he was unable to explain why exactly we were delayed. I overheard the stewards saying that the captain was very frustrated with the situation as well because he was not able to explain why except it had something to do with water supply or system on the aircraft and now we needed to wait for an engineer to approve the aircraft for flight. It was very frustrating and distressing as a passenger and we should have been given complimentary meals at the very least.

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service

All male crew was just too woke for me. I felt like a sardine. I will never take a window seat or the rearmost seat again. I booked early and did not pay for seat selection and that was a mistake. The security at IAH was atrocious. I was violated and radiated as I was in a hurry to connect to my other flight. I may have lost items under the seat in front of me that I couldn't see nor bend over to look.

2.5 hour delay sitting in the plane on the tarmac, you tell me how the experience was

I hope these comments will find their way to AC customer experience team. Me and my spouse 50 years of aged coming back from 7 days perfect vacation... While boarding in FLL flight AC1621, one of the boarding agents (tall aged african american) man literelly yeld at my wife during the picture talking process. MAM ! STEP !! BACK !!! We are not illegal immegrants beying deported, nor are we in the millitary. We are customers returning home. This was unacceptable. While boarding in YYZ flight AC1154, one of the boarding agents (tall aged caucasian) man criticied with several complesant remarks my passport condition saying that I could not travel intl with it due to stain, decoloration, and BLOOD. My passport does not have blood on it! Yes it might be in less than perfect condition, but their are ways to talk to customer that does not imply not allow a boarding agent to be angry fathery like, or a custom agent looking at a suspicious individual. Both experience were less than acceptable for might I remind you a paying CUSTOMER returning home.

This flight didn't happen for me because of overbooking.

Terrible experience, flight was delayed both ways. Limited compensation for the 5+ hour delay. Will not be flying Air Canada Rouge, and don’t recommend you do either.

The boarding was relatively quick, the crew welcoming and flight uneventful. The omission of meals on all airlines is unacceptable especially when the flight is during a mealtime such as this one, (lunchtime), is unacceptable.

Everything was simple and easy. The lady at the gate was super friendly, I wish I had her name to share. She's a little older, dark-haired. You can tell she likes her job and would be a great influence on any young people training with her.

No Charging ports for personal electronics, which were required to use wifi entertainment.

Rushed, the boarding was a great deal like a Chinese fire drill.

it was red eye flight, it was ok, there was beverage service, thats it i didnt care much as i wanted to sleep

Everything went smoothly. I appreciate the selection of free movies.

Book cheap flights from Illinois to Ontario

Recent round-trip flight deals

26/9Fri
directPorter Airlines
1h 42mMDW-YTZ
30/9Tue
directPorter Airlines
1h 49mYTZ-MDW
C$ 245
1/8Fri
directPorter Airlines
1h 40mMDW-YTZ
9/8Sat
directPorter Airlines
1h 50mYTZ-MDW
C$ 246
14/6Sat
direct
1h 42mMDW-YTZ
21/6Sat
direct
1h 50mYTZ-MDW
C$ 263
12/6Thu
1 stopAir Canada
5h 21mORD-YTZ
19/6Thu
1 stopAir Canada
4h 06mYTZ-ORD
C$ 272
29/5Thu
directAir Canada
1h 59mORD-YYZ
30/5Fri
directAir Canada
2h 01mYYZ-ORD
C$ 275
14/6Sat
direct
1h 42mMDW-YTZ
21/6Sat
direct
1h 50mYTZ-MDW
C$ 276
15/6Sun
directAir Transat
1h 42mMDW-YTZ
22/6Sun
directAir Transat
1h 50mYTZ-MDW
C$ 321
18/7Fri
directAir Transat
1h 42mMDW-YTZ
22/7Tue
directAir Transat
1h 49mYTZ-MDW
C$ 322
15/6Sun
directUnited Airlines
2h 21mORD-YUL
23/6Mon
directUnited Airlines
2h 44mYUL-ORD
C$ 423
15/6Sun
1 stopUnited Airlines
10h 00mORD-YUL
19/6Thu
directUnited Airlines
2h 26mYUL-ORD
C$ 435

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Recent one-way flight deals

29/5Thu
directPorter Airlines
1h 42mMDW-YTZ
C$ 106
24/5Sat
directPorter Airlines
1h 42mMDW-YTZ
C$ 109
28/5Wed
1 stop
24h 24mORD-YYZ
C$ 113
24/5Sat
1 stopAir Canada
5h 21mORD-YTZ
C$ 122
10/6Tue
directAir Canada
1h 42mORD-YYZ
C$ 122
20/6Fri
directAmerican Airlines
2h 00mORD-YYZ
C$ 126
20/6Fri
1 stop
14h 02mORD-YYZ
C$ 131
31/5Sat
2 stopsAmerican Airlines
15h 30mORD-YYZ
C$ 155
27/5Tue
directUnited Airlines
2h 19mORD-YUL
C$ 176
23/6Mon
directUnited Airlines
2h 18mORD-YUL
C$ 189

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Last minute flights from Illinois to Ontario

Last minute flight, train and bus deals

6/5Tue
directPorter Airlines
1h 42mMDW-YTZ
7/5Wed
directPorter Airlines
1h 49mYTZ-MDW
C$ 620
1/5Thu
multi-stop
12h 15mORD-YYZ
10/5Sat
multi-stop
13h 12mYYZ-ORD
C$ 644
1/5Thu
directAmerican Airlines
1h 39mORD-YYZ
22/5Thu
directAmerican Airlines
1h 55mYYZ-ORD
C$ 662
1/5Thu
multi-stopAmerican Airlines
4h 55mORD-YYZ
22/5Thu
directAmerican Airlines
1h 55mYYZ-ORD
C$ 676
6/5Tue
multi-stopAir Canada
5h 10mORD-YTZ
10/5Sat
multi-stopAir Canada
5h 47mYTZ-ORD
C$ 680
6/5Tue
multi-stopAir Canada
5h 10mORD-YTZ
7/5Wed
multi-stopAir Canada
5h 22mYTZ-ORD
C$ 724
5/5Mon
multi-stopDelta
4h 13mORD-YUL
9/5Fri
multi-stopDelta
7h 04mYUL-ORD
C$ 727
5/5Mon
multi-stopDelta
9h 44mORD-YUL
9/5Fri
multi-stopDelta
10h 47mYUL-ORD
C$ 772
3/5Sat
multi-stopUnited Airlines
11h 52mORD-YYZ
4/5Sun
directUnited Airlines
2h 03mYYZ-ORD
C$ 851
2/5Fri
directUnited Airlines
1h 57mORD-YYZ
4/5Sun
directUnited Airlines
2h 01mYYZ-ORD
C$ 871

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Everything you need to know for your flight to Ontario

Cabin class types available on flights to Illinois

Cabin classes available on flights to Illinois. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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