C$ 155 Find Cheap Flights from Ontario to Illinois

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Ontario to Illinois departing on 23/2. 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.
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Low season

January

High season

August

Cheapest flight

C$ 155
Best time to beat the crowds (23% less expensive on average)
Most popular time to fly (9% more expensive on average)
Flight from Toronto Island to Chicago Midway Airport

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

Insights shared by verified travellers who flew the route from Ontario to Illinois 
BrianFlew with Air CanadaYYZ-ORDOct 2024
Be prepared for a labyrinthine experience traversing the various levels and passages of the Toronto airport. Bring quality walking shoes, as it is likely well over a km in total walking time.
Jo AnnFlew with Air CanadaYYZ-ORDJun 2024
It seemed that anyone who checked a bag was able to retrieve it quickly.
Verified travelerFlew with United AirlinesYYZ-ORDMar 2024
Carry-on baggage sizing for United US bound flights appears to be much smaller than for Canadian flights, which forced me to check my bag at the last minute. So check online ahead of time
Verified travelerFlew with Air CanadaYYZ-ORDFeb 2024
I would definitely choose Air Canada over dirty old United airplanes any day.
Verified travelerFlew with United AirlinesYYZ-ORDDec 2023
The departure time was very convenient with the United.

FAQs for booking flights from Ontario to Illinois

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

    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 Ontario to Illinois.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Ontario to Illinois 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 Ontario to Illinois?

    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 Ontario to Illinois 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 Ontario to Illinois?

    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 Ontario to Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 5 airlines serving from Ontario to Illinois

Need help choosing which airline to fly with from Ontario to Illinois? 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.
7.9
Porter AirlinesOverall score based on 277 reviews
8.2Boarding
7.6Food
8.7Crew
8.0Comfort
6.9Entertainment
Airline reviews

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.

8.0 ExcellentJason, Dec 2024YUL - YHZ
Read more Porter Airlines reviews

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.

We were given a complimentary seat upgrade which was so unexpected but so lovely!

Porter was excellent. Boarding was a breeze. The seats were a little uncomfortably but the overall trip was excellent.

Only packaged snacks were served. It was a flight at lunchtime and a hot meal would have been a great.

Reserve check-in was very slow compared to regular check-in. Internet was slow

Lavatories broke with an hour to go. At least we were on time.

The pilot came out and chatted with the passengers. He explained why there was a slight delay. The crew was excellent. Very helpful. I had to buy meals for my whole family and they were in different seats, so the crew had to deal with that. They were very pleasant and accommodating and did a great job!

We were unable to land in Liberia. It was not the airline’s fault, but we had to be diverted to SJO.

We had things stolen from our luggage, we also were refused an upgrade on a flight that was not full.

When we left, it wasn't Great . People were drinking heavily, very disrespectful Extremely loud, the entire trip. I think the crew members, should have get their attention. Coming back was great.

I sat in the club. The seeds were fantastic. The meal was great and Entertainment was good. The crew was fantastic. I recommend it to everybody.

The food was small portions and not fresh. I was seated at the back of the plane so by the time the cart approached me most of the food options were sold out. The cabin crew was fantastic however.

Great flight and crew. Food isn't free and neither are headphones...

We were in economy class but paid for option Plus which offer you an extra snack after take off, free earplugs & blanket. The crew were very attentive. The comfort however wasn’t great, hard to be comfortable in such restraint place. Wasn’t able to sleep through out the 7hrs flight and was exhausted upon arrival.

The flights were on time and the crew was friendly and helpful. The food was ok. The seats were quite cramped and if the seat in front was tipped back there was very very little room. The entertainment was only on your own device and there was no usb charging

Boarding and staff were excellent. The food was ok. Very cramped seating. No existent entertainment other than on iPhone over wifi with poor choices of movie or shows. Bring your own entertainment. Nowhere to charge your phone

There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.

The crew were very nice. The Chocolate is good and v there’s no entertainment. Thanks

The crew were very nice. I would have appreciated a pillow for comfort. I had a special meal that was sloppy, but the salad was great. Thanks

The plane was in Moline all night. Consequently, we assumed an on time departure at 8:15am. Unfortunately, and as is the normal case with United in Moline, we departed 2.5 hours late. When the crew came, it was discovered that there was very little heat in the plane. Seems this should have been checked hours before the crew arrived. Then when we boarded and the plane was to be de-iced, the United de-icing truck was not working! We awaited the American Airlines truck. All of this caused us to miss our connection in Chicago. My suggestion is never take United Airlines flight from Moline. We have been disappointed 80% of the time and have vowed to not take United again from Moline.

Flight was delayed two hours. No snacks and no tv screens. My bag got stuck in Chicago

The flight was delayed, it took longer than anticipated because of weather, and they broke my luggage.

The aircrew was solid, the flight was chill, I had no issues. The gate agent was not the best. I was trying to use a military bag upgrade to move my bag from under the seat to the overhead bins and he told me there’s no overhead bins on the plane, argued with me why booking put a military member in basic economy (I don’t really understand this) and made it an issue to even try to help me stating I’d have to call reservations to get a bag upgrade. When every other agent with United can add it at the gate, this man couldn’t be bothered.

Everything was good. Flight was on time, luggage pickup was quick. The staff were great. Could not ask for anything more.

lots of delays the crew were unclear about where to pick up my carry-on, which they took from me to check in on the plane.

They needed people to check a bag, they did check my bag and I had to wait 10 minutes after the flight to get it it wasn’t too bad

Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.

Delayed due to no crew. On a major holiday travel day.

Other than being delayed 5.5 hours and having to get a hotel because I missed my connecting flight, it was an okay flight. No in-flight Wi-Fi or entertainment.

It was nice being on a flight that had working wifi. The boarding was quick - why don’t all airlines have small boarding groups window to aisle? Makes so much sense!!! I was disappointed to be the first person stopped to have to gate check my carryon. Especially when there was plenty of overhead space at the back! But I get it…keeps it moving. Crew was nice.

The flight from Buffalo to Chicago was on an older and smaller plane. Seating was tight. Looking closely at the interior of the aircraft there were definitely signs of aging and wear.

The flight encountered a delay exceeding 4 hours. The food voucher issued was valued at $12, insufficient to cover our meal expenses. Consequently, I was unable to take my medication, leading to a drop in blood sugar levels and exacerbating my anxiety.

Airplane was cold. Flight attendants were rude. Phone charger did not work. No food available.

3hour delay In the last 3 months i had 3 flights and 2 of these had a more than 2:40 hrs delayed

My initial flight to ORD was extended without reason. We circled the airport a few time and then drove on the ground for at least 20 minutes. These kinds of delays are annoying but somewhat expected… it would be nice if the crew would make an announcement to give updates on how long we could expect to be delayed.

Fantastic. I am low vision and was impressed with how helpful and accommodating the service tam was. It was super appreciated! I was pleasantly surprised about how delicious the food was. Like, “I wish I had more even though I’m no longer hungry” delicious. 100% enjoyable trip.

So we didn't actually go. We were hoping to go for the Inauguration of the first female president. When That Guy got elected, we bailed. Unfortunately, we got basically none of our money back, despite having travel insurance. Would not fly with Air Canada again unless I had to.

flight was delayed, there was open communication about the delay the delay pushed way past the posted delay time and

This was my first time flying on Air Canada and the experience was good and pleasant enough, great crew members and the price I paid was amazing,

This was my first time and the experience was good and pleasant enough, great crew members and the price I paid was amazing,

I was overcharged either by United or sister airline Air Canada. It's exhausting dealing with companies nowadays that irresponsibly abuse access to credit/debit cards.

Air Canada is not only the worst airline in the business but the worst business in history.

Minimal food offered (crackers). Had to clean the seat with a wet wipe because of dried food.

I overpaid for the trip. They would not consider giving me any compensation or a credit.

Service was excellent, but they ran out of food options by the time they got to my seat (row 36).

The idea of needing to go outside in the winter to board in icy cold temperatures is totally a non starter for me. Seats were very uncomfortable though the leg room not too terrible. Attendants were nice

Book cheap flights from Ontario to Illinois

Recent round-trip flight deals

6/3Thu
directPorter Airlines
1h 50mYTZ-MDW
13/3Thu
directPorter Airlines
1h 42mMDW-YTZ
C$ 259
13/2Thu
directPorter Airlines
1h 50mYTZ-MDW
16/2Sun
directPorter Airlines
1h 42mMDW-YTZ
C$ 261
13/2Thu
directAir Transat
1h 50mYTZ-MDW
16/2Sun
directAir Transat
1h 42mMDW-YTZ
C$ 297
13/2Thu
directAir Transat
1h 50mYTZ-MDW
16/2Sun
directAir Transat
1h 42mMDW-YTZ
C$ 298
1/3Sat
directAmerican Airlines
2h 00mYYZ-ORD
5/3Wed
directAmerican Airlines
1h 40mORD-YYZ
C$ 343
10/4Thu
directAmerican Airlines
1h 55mYYZ-ORD
12/4Sat
directAmerican Airlines
1h 40mORD-YYZ
C$ 348
16/2Sun
directAir Canada
1h 51mYYZ-ORD
23/2Sun
directAir Canada
1h 41mORD-YYZ
C$ 351
13/2Thu
directAir Canada
2h 06mYYZ-ORD
20/2Thu
directAir Canada
1h 41mORD-YYZ
C$ 354
13/2Thu
directUnited Airlines
2h 04mYYZ-ORD
16/2Sun
directUnited Airlines
1h 41mORD-YYZ
C$ 426
14/2Fri
directUnited Airlines
2h 09mYYZ-ORD
16/2Sun
directUnited Airlines
1h 41mORD-YYZ
C$ 439

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Recent one-way flight deals

23/2Sun
directPorter Airlines
1h 50mYTZ-MDW
C$ 155
19/2Wed
directPorter Airlines
1h 50mYTZ-MDW
C$ 160
5/7Sat
directAir Canada
1h 54mYYZ-ORD
C$ 173
11/4Fri
directAir Transat
1h 50mYTZ-MDW
C$ 189
21/2Fri
directAmerican Airlines
2h 00mYYZ-ORD
C$ 206
14/2Fri
1 stopAir Canada
5h 09mYTZ-ORD
C$ 209
20/2Thu
directAmerican Airlines
2h 15mYYZ-ORD
C$ 215
7/2Fri
directAir Transat
1h 50mYTZ-MDW
C$ 229
18/4Fri
directUnited Airlines
2h 05mYYZ-ORD
C$ 232
20/4Sun
directUnited Airlines
2h 05mYYZ-ORD
C$ 246

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Last minute flights from Ontario to Illinois

Last minute flight, train and bus deals

24/1Fri
multi-stop
18h 07mYYZ-ORD
27/1Mon
multi-stop
16h 39mORD-YYZ
C$ 425
24/1Fri
multi-stop
18h 07mYYZ-ORD
27/1Mon
multi-stop
16h 10mORD-YYZ
C$ 430
24/1Fri
directPorter Airlines
1h 50mYTZ-MDW
10/2Mon
directPorter Airlines
1h 42mMDW-YTZ
C$ 435
26/1Sun
directAmerican Airlines
2h 00mYYZ-ORD
29/1Wed
directAmerican Airlines
1h 45mORD-YYZ
C$ 533
26/1Sun
directAir Canada
1h 57mYYZ-ORD
29/1Wed
multi-stopAir Canada
6h 40mORD-YYZ
C$ 547
24/1Fri
directPorter Airlines
1h 50mYTZ-MDW
27/1Mon
directPorter Airlines
1h 42mMDW-YTZ
C$ 551
24/1Fri
multi-stopAir Canada
7h 25mYTZ-ORD
20/2Thu
multi-stopAir Canada
6h 30mORD-YTZ
C$ 553
23/1Thu
directAmerican Airlines
2h 15mYYZ-ORD
2/2Sun
directAmerican Airlines
1h 45mORD-YYZ
C$ 605
22/1Wed
multi-stopUnited Airlines
6h 44mYYZ-ORD
23/1Thu
directUnited Airlines
1h 53mORD-YYZ
C$ 733
25/1Sat
directUnited Airlines
2h 35mYUL-ORD
26/1Sun
multi-stopUnited Airlines
4h 44mORD-YUL
C$ 775

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Everything you need to know for your flight to Illinois

Cabin class types available on flights to Ontario

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

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