$87 Find Cheap Flights from Ontario to Illinois

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Good to know

Low season

January

High season

August

Cheapest flight

$87
Best time to beat the crowds but there is an average 5% increase in price.
Most popular time to fly with an average 6% increase in price.
Flight from Toronto Island to Chicago Midway Airport

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

Insights shared by verified travelers 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 travelers 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.

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

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Illinois is Chicago Midway Airport (MDW), with an average flight price of $252.

  • What is the cheapest day to fly to Illinois?

    Based on KAYAK data, the cheapest day to fly to Illinois is Friday where round-trip tickets can be as cheap as $423. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $762 on average.

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

    The cheapest time of day to fly to Illinois is generally at night, when round-trip flights cost $350 on average. Morning departures are around 32% cheaper than evening flights, on average. The most expensive time of day to fly to Illinois is generally in the evening, which is peak travel time and where the average cost of a ticket is $691.

  • What is the cheapest flight to Illinois?

    The cheapest ticket to Illinois from Ontario found in the last 72 hours was to Chicago O'Hare Intl Airport, at $132 round-trip. The most popular route is Ottawa (YOW) to Chicago O'Hare Intl Airport (ORD) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $132.

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

    The cheapest month for flights from Ontario to Illinois is December, when tickets cost $302 (return) on average. On the other hand, the most expensive months are March and September, when the average cost of round-trip tickets is $720 and $461 respectively.

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

    To get a below average price on the flight from Ontario to Illinois, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

  • How long is the flight to Illinois?

    An average nonstop flight from Ontario to Illinois takes 8h 03m, covering a distance of 605 miles. The shortest route is Toronto Island Airport (YTZ) to Chicago Midway Airport (MDW) with an average flight time of 1h 49m.

  • What are the most popular destinations in Illinois?

    Based on KAYAK flight searches, the most popular destination is St. Louis (86% of total searches to Illinois). The next most popular destinations are Peoria (6%) and Bloomington (2%). Searches for flights to Champaign (2%), to Moline (2%) and to Dubuque (2%) are also popular.

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.
8.0
Porter AirlinesOverall score based on 284 reviews
8.8Crew
8.2Boarding
7.0Entertainment
8.1Comfort
7.6Food
Airline reviews

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. :)

10.0 ExcellentDiane, Apr 2025YYZ - TPA
Read more Porter Airlines reviews

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.

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

Over the wing seat at emergency exit only downside people using lavatory have no respect and wait in the space

Flight delayed any hour and couple of big gate changes

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.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

We tried to upgrade to economy premium but were told this was not possible as we had booked through United Airlines (and Air Canada was operating the flight). This seemed silly given there was ample space in economy premium. Additionally, we had to wait almost 1.5 hours upon arrival to taxi to the gate. Otherwise, the crew were very pleasant and passengers were friendly.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

It was my first time with United Airlines and I would say it was very good experience and best of all the flights were on time. Will definitely fly with United Airlines next time.

headphone jack didnt work for the first flight and not much variety

Very modern plane. Good seat spacing. Meals were good. Screens had tons of movies and worked

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.

To start, I’d like to say that every American Airline personnel I interacted with on the ground, especially flight crew, was very friendly and did their best to help me out. Despite this, however, my experience with the airline was an entire mess. The 7:19 PM flight was heavily delayed due to weather, and pushed to 10:30 AM the next morning. Because of this, I had to spend the night inside of the airport. At some point later in the night, I got an email saying that the flight had been canceled. I called the support number, and the representative on the other line told me that the flight was still on and that I didn’t need to rebook. The next morning, no one came to the gate to open the door for the crew until almost 11 AM. By this time the flight crew had been waiting for over an hour, and they had called management to get someone to open the door for them multiple times. Around 11:30, the gate screen had changed to a different flight. I ended up buying a last minute ticket with Southwest airline just to get to Chicago, because the next flight with American wasn’t until 7:19 pm that day. Now, earlier that morning my suitcase had been sent ahead of me to ORD. I went to baggage claim to ask them if I could have my suitcase forwarded to where I was staying. The representative at SDF baggage claim said they could and put the claim in for me. As I was going back through TSA, I got an email that the airline had found my suitcase, but the next step was to send it BACK to SDF. I called the airline support number again, and I made it clear that my suitcase needed to stay in Chicago and to not come back to SDF. The representative told me that they would hold my suitcase at ORD and that it wasn’t going to be forwarded anywhere. Once I got there, I found that they had loaded my suitcase onto a plane to send it back to SDF. Thankfully, I had gotten to the baggage claim counter in time for them to put in a request to bring my suitcase back up. My refund with the airline is processing already, but because of this entire experience and miscommunication at every turn of the way, I will not book with American Airlines in the future.

The plane was late and then sat on the runway for almost 45 minutes before taking off.

Crew professional. Easy bag drop off. On time. Good entertainment.

Everything was great. Boarding, early departure, early arrival, and deplaning were smooth. Smooth flight.

Per usual, flight status, staff courtesy and professionalism were excellent

Everything was on time, we arrived early, everything worked well.

The only thing is if Wi-Fi is available after you land and taxi to the gate. It takes forever to get to the gate, and having the Wi-Fi continue would be great to bide the time at least 5 minutes before you arrive at the entrance. That is my only comment; otherwise, everything was good.

Had to wait on pilot and crew to depart and had to wait to arrive at the gate because they only had 2 crews working. Delays, delays....Planes just keep getting smaller and tighter and they nickle and dime for everything. When will an airline actually wake up and make flying more enjoyable?

Flight delayed, missed connection, had to stay overnight. Next flight instead of our business class we were booked on the very back row. Second time this had happened in 2 months.

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.

Overall good experience. The flight from Toronto to Denver does not have entertainment - movies to watch.

Terrible. 3 missed flights and 24 hours delayed with lost bag and promised $100 compensation from United and absolutely nothing from them…

Ensure prepaid food arrangements are appropriately understood by flight crew of who purchased and who did not

All was fine. Weather was a bit stormy, but nothing kayak can do about that! 😊

I paid for a comfort class seat and was seated in economy.

My plane was cancelled and had to be rebook for the evening was not happy.

The flight was cancelled and we had to rebook on Porter to make our cruise the next day. Air Canada has not compensated. We won’t be flying with them again. This is the second time this has happened. Also the return flight was delayed 2 hours who knows why.

Separated me and my wife and wife’s sister in far apart different seats even though I booked them all together. Just scams after scams to make us pay more. Worst airline

If you want your flight to get delayed constantly for 13+ hours and given a 10 dollar food voucher the. I would say take air canada. Worst experience ever.

My flight was cancelled and I was left to figure out where to find a hotel, something to eat and how to get a new flight at 11:30pm. Wasted a day. Thanks, Air Canada!

Book cheap flights from Ontario to Illinois

Recent round-trip flight deals

5/23Fri
nonstopPorter Airlines
1h 50mYTZ-MDW
5/26Mon
nonstopPorter Airlines
1h 42mMDW-YTZ
$130
6/3Tue
nonstopPorter Airlines
1h 49mYTZ-MDW
6/8Sun
nonstopPorter Airlines
1h 42mMDW-YTZ
$131
6/11Wed
nonstopAir Canada
1h 55mYYZ-ORD
6/12Thu
nonstopAir Canada
1h 42mORD-YYZ
$146
6/7Sat
nonstopAir Canada
1h 55mYYZ-ORD
6/14Sat
nonstopAir Canada
1h 42mORD-YYZ
$149
6/7Sat
1 stopUnited Airlines
7h 12mYYZ-ORD
6/10Tue
1 stopUnited Airlines
5h 13mORD-YYZ
$187
6/22Sun
nonstopAir Transat
1h 50mYTZ-MDW
6/26Thu
nonstopAir Transat
1h 42mMDW-YTZ
$187
6/28Sat
nonstopUnited Airlines
1h 54mYYZ-ORD
7/6Sun
nonstopUnited Airlines
1h 54mORD-YYZ
$193
5/6Tue
nonstopAmerican Airlines
1h 55mYYZ-ORD
5/8Thu
nonstopAmerican Airlines
1h 40mORD-YYZ
$223
5/8Thu
nonstopAir Transat
1h 49mYTZ-MDW
5/10Sat
nonstopAir Transat
1h 42mMDW-YTZ
$230
5/22Thu
nonstopAmerican Airlines
1h 55mYYZ-ORD
5/31Sat
1 stopAmerican Airlines
14h 25mORD-YYZ
$231

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Recent one-way flight deals

6/9Mon
nonstopPorter Airlines
1h 50mYTZ-MDW
$87
5/15Thu
nonstopPorter Airlines
1h 50mYTZ-MDW
$88
6/6Fri
1 stopAir Canada
7h 30mYTZ-ORD
$99
6/6Fri
nonstopAir Canada
1h 55mYYZ-ORD
$103
5/21Wed
nonstopAmerican Airlines
1h 55mYYZ-ORD
$106
7/27Sun
nonstopAir Transat
1h 50mYTZ-MDW
$110
6/17Tue
nonstopAir Transat
1h 49mYTZ-MDW
$114
6/25Wed
1 stopUnited Airlines
7h 41mYYZ-ORD
$127
6/12Thu
1 stopUnited Airlines
14h 25mYYZ-ORD
$128
5/26Mon
nonstopAmerican Airlines
1h 55mYYZ-ORD
$143

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Last minute flights from Ontario to Illinois

Last minute flight, train and bus deals

4/28Mon
nonstop
1h 50mYTZ-MDW
5/5Mon
nonstop
1h 42mMDW-YTZ
$286
4/26Sat
nonstop
1h 50mYTZ-MDW
5/27Tue
nonstop
1h 42mMDW-YTZ
$337
4/26Sat
nonstopPorter Airlines
1h 50mYTZ-MDW
4/30Wed
nonstopPorter Airlines
1h 42mMDW-YTZ
$357
4/25Fri
nonstopPorter Airlines
1h 50mYTZ-MDW
4/28Mon
nonstopPorter Airlines
1h 42mMDW-YTZ
$366
4/26Sat
multi-stopAir Canada
5h 35mYTZ-ORD
5/27Tue
multi-stopAir Canada
5h 10mORD-YTZ
$376
4/26Sat
multi-stopAir Canada
5h 55mYYZ-ORD
5/27Tue
nonstopAir Canada
1h 42mORD-YYZ
$382
4/26Sat
nonstopAmerican Airlines
1h 55mYYZ-ORD
4/30Wed
nonstopAmerican Airlines
1h 40mORD-YYZ
$402
4/25Fri
nonstopAmerican Airlines
1h 55mYYZ-ORD
5/2Fri
multi-stopAmerican Airlines
7h 35mORD-YYZ
$412
4/26Sat
nonstopUnited Airlines
2h 03mYYZ-ORD
5/4Sun
nonstopUnited Airlines
1h 53mORD-YYZ
$444
4/26Sat
nonstopUnited Airlines
2h 01mYYZ-ORD
4/28Mon
multi-stopUnited Airlines
4h 37mORD-YYZ
$550

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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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