$99 Find Cheap Flights from Toronto 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 Toronto to Illinois departing on 9/8. 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.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Illinois

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Toronto to Illinois, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Toronto to Illinois, as well as popular online travel agencies
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Best Illinois Flight Deals from Toronto

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Chicago
Chicagononstop$147
Moline
Moline1 stop$479
Chicago
Chicagononstop$147
Moline
Moline1 stop$479

Cheap Flights from Toronto to Illinois

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Toronto to Illinois that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Toronto to Illinois

Fri, Sep 19 - Sun, Sep 21
Air Canada Logo
12:20 pm - 1:14 pmYYZ-ORD
1h 54mnonstop
Air Canada Logo
3:50 pm - 6:33 pmORD-YYZ
1h 43mnonstop
$147Air Canada
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Mon, Aug 25 - Fri, Sep 12
Porter Airlines Logo
3:35 pm - 4:24 pmYTZ-MDW
1h 49mnonstop
Porter Airlines Logo
5:20 pm - 8:02 pmMDW-YTZ
1h 42mnonstop
$154Porter Airlines
Find Deal
Thu, Jul 3 - Mon, Jul 7
Porter Airlines Logo
3:35 pm - 4:24 pmYTZ-MDW
1h 49mnonstop
Porter Airlines Logo
9:40 am - 12:20 pmMDW-YTZ
1h 40mnonstop
$155Porter Airlines
Find Deal
Fri, Sep 19 - Mon, Sep 22
United Airlines Logo
7:00 am - 7:59 amYYZ-ORD
1h 59mnonstop
United Airlines Logo
9:31 pm - 10:04 amORD-YYZ
11h 33m1 stop
$157United Airlines
Find Deal
Mon, Aug 25 - Fri, Sep 12
Air Canada Logo
6:35 pm - 7:29 pmYYZ-ORD
1h 54mnonstop
Air Canada Logo
3:50 pm - 6:33 pmORD-YYZ
1h 43mnonstop
$166Air Canada
Find Deal
Thu, Sep 4 - Wed, Sep 10
United Airlines Logo
2:30 pm - 7:48 pmYYZ-ORD
6h 18m1 stop
United Airlines Logo
7:15 am - 1:47 pmORD-YYZ
5h 32m1 stop
$172United Airlines
Find Deal
Sat, Aug 30 - Fri, Sep 12
Air Transat Logo
7:55 am - 8:45 amYTZ-MDW
1h 50mnonstop
Air Transat Logo
9:15 am - 11:57 amMDW-YTZ
1h 42mnonstop
$186Air Transat
Find Deal
Tue, Sep 30 - Thu, Oct 2
American Airlines Logo
3:45 pm - 8:27 pmYYZ-ORD
5h 42m1 stop
American Airlines Logo
9:48 am - 5:15 pmORD-YYZ
6h 27m1 stop
$191American Airlines
Find Deal
Thu, Jun 26 - Mon, Jun 30
Air Transat Logo
7:55 am - 8:45 amYTZ-MDW
1h 50mnonstop
Air Transat Logo
9:40 am - 12:20 pmMDW-YTZ
1h 40mnonstop
$191Air Transat
Find Deal
Tue, Sep 30 - Thu, Oct 2
American Airlines Logo
1:15 pm - 2:10 pmYYZ-ORD
1h 55mnonstop
American Airlines Logo
9:48 am - 5:15 pmORD-YYZ
6h 27m1 stop
$204American Airlines
Find Deal
Useful Info

KAYAK's insights & trends for Toronto to Illinois flights

Get data-powered insights and trends into flights from Toronto to Illinois to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Toronto to Illinois flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Toronto to Illinois.

The cheapest ticket to Illinois from Toronto found in the last 72 hours was to Chicago, at $117 round-trip. The most popular route is from Toronto Pearson Intl Airport (YYZ) to Chicago O'Hare Intl Airport (ORD), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $130.

Can I save money by flying with a layover from Toronto to Illinois?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $437 on average.

What is the cheapest month to fly from Toronto to Illinois?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Toronto to Illinois, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Toronto to Illinois is April, when tickets cost $235 (return) on average. On the other hand, the most expensive months are December and November, when the average cost of round-trip tickets is $302 and $294 respectively.

What’s the cheapest day of the week to fly from Toronto to Illinois?

The average price of all round-trip flights from Toronto to Illinois clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Toronto to Illinois, look for departures on Fridays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Illinois, Friday is the cheapest day to fly and Sunday is the most expensive.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Toronto to Illinois, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Toronto to Illinois, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 12 weeks before departure.


Good to know

Low seasonJanuary
High seasonAugust
Cheapest flight$99
Best time to beat the crowds but there is an average 7% increase in price.
Most popular time to fly with an average 10% increase in price.
Flight from Toronto Pearson Airport to Chicago O'Hare Airport

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

Insights shared by verified travelers who flew the route from Toronto 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.
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

FAQs - booking Illinois flights

  • Is it necessary for me to secure a visa before flying from Toronto to Illinois?

    Anyone who plans to fly from Toronto to Illinois and stay put for several months will have to explore the idea of getting a visa. But if you’re only going to be in Illinois for a few days or weeks, you won’t need to have a visa. Just make sure to bring your passport along.

  • Which cabin classes will be available to me when I fly from Toronto to Illinois?

    While booking a flight from Toronto to Illinois, you’ll be able to choose from four different cabin classes. First class, business class, premium economy class, and economy class will be your options on most airlines.

  • Where are the common layovers for a flight from Toronto to Illinois?

    Ideally, you won’t need to worry about encountering any layovers while flying from Toronto to Illinois. But there are a couple of common layovers for flights between these two places, including Detroit Metropolitan Wayne County Airport (DTW).

  • What steps can I take to make a flight from Toronto to Illinois sustainable?

    If your goal is to make your flight from Toronto to Illinois as sustainable as possible, you can do it by flying with an airline like Air Canada. This airline updated its fleet to be more eco-friendly and has also committed to achieving net zero carbon emissions by 2050.

  • How does KAYAK find such low prices on flights from Toronto 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 Toronto to Illinois.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Toronto 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 Toronto 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 Toronto 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 Toronto 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 Toronto to Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • 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 $368 on average. Morning departures are around 20% 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 $608.

Top tips for finding cheap flights to Illinois

  • To get from Toronto to Illinois, you will need to go through Toronto Pearson International Airport (YYZ). A number of airlines, including Air Canada, American Airlines, Delta, and United, can help you reach Illinois from this airport. However, you will also need to give thought to which airport in Illinois you would like to fly to since there will be a few options. Chicago O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW) will be two of the main ones to consider.
  • If you don’t mind making a stop between Toronto and Illinois, you’re welcome to choose a flight that includes a layover. But since Toronto and Illinois aren’t that far apart, a better option will be taking a direct flight. Most of the direct flights from Toronto Pearson International Airport will only take about two hours. You’ll like taking a flight like this as opposed to one with a layover that could subject you to more than 10 hours of travel time.
  • Since flying from Toronto to Illinois shouldn’t take too long, you might be okay with booking a seat in economy class. But once you do this, you should look out for any special deals that airlines might offer on first-class upgrades. You may be able to track down a first-class ticket that won’t cost much more than your economy ticket.
  • Whether you’re going to Illinois for business or pleasure, you should pack lightly when you know you’ll be headed there. Most airlines are going to charge you around $30 to check a bag, and if you want to check more than one of them, you could be looking at spending about $50 per bag. If you’re able to make your way to Illinois with only a carry-on bag, it’ll help keep your travel costs under control.
  • The funny part about flying from Toronto to Illinois is that you’ll usually spend more time waiting in the airport for your flight than you will on your flight itself. You should plan to arrive at Toronto Pearson International Airport two to three hours ahead of time for this international flight. But you can keep yourself occupied by visiting one of the lounges in YYZ, such as Air Canada’s Maple Leaf Lounge, with any extra time you may have before boarding.

Top 5 airlines serving from Toronto to Illinois

 
See real verified KAYAK customer reviews for airlines flying from Toronto to Illinois. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Toronto 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 288 reviews
7.0Entertainment
8.1Comfort
7.6Food
8.2Boarding
8.7Crew
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.

The flight and crew were good. Departure and arrival were timely. Check-in was professional and helpful in Malaga on return trip (same on outbound trip from Toronto). The ad before ach program was punishing - specifically for the internet/data service with the content creator that was showed twice in each ad pod. It was so annoying I made an effort to forget the name and would not use the service. Provide an opportunity to fast forward or skip the darn ads once they have been initially viewed.

Extra attention to kids, thank you, we appreciate! Perfect landing

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.

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

All flight attendants could benefit by taking an international flight on Qantas Airline. Qantas attendants are much more hospitable in every way. Much superior than and attendants on any US airline.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

So far so good but food and entertainment are not available for this flight

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

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

Not sure the logic of the boarding in Groups. I was loaded first on the aisle. Then the guy in the middle. Then the guy by the window. Constantly holding up the other people boarding behind them with us blocking the aisle and this happened in most of the other rows

Not very good , the stewardess were unfriendly and they don't like to be bothered. Cos was a night flight and they need to sleep.

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.

Somebody either kayak or Air Canada booked my flight under my preferred name Betty instead of my legal name and I almost was denied boarding my flight

The ground staff was so rude in Toronto airport ...very rude and did not answer simple questions, and made me look like a fool. Very rude ground staff.

My flight got delayed 5 times and then got cancelled eventually, I had to get a hotel and uber and pay for food for an extra night without any plans. It was a horrible experience, instead of Air Canada, I was flying with United .

I had a nice flight with free wifi. So I was able to message family members and stream music during my flight, which made the trip go by fast. I also enjoyed flying on there Airbus A220. The plane looked very new and it also got up to speed fast down the runway and didn't need much runway to get airborne.

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

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.

Everything you need to know for your flight from Toronto to Illinois

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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