$130 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 12/4. 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, 0 bags

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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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Cheap Flights from Toronto to Illinois

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Chicago
Chicago1 stop$181
Moline
Moline1 stop$443
Chicago
Chicago1 stop$181
Moline
Moline1 stop$443

Book Cheap Toronto to Illinois Plane Tickets

 
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, Nov 14 - Mon, Nov 17
Air Canada Logo
7:00 am - 11:18 amYYZ-ORD
5h 18m1 stop
Air Canada Logo
8:15 pm - 10:54 pmORD-YYZ
1h 39mnonstop
$181Air Canada
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Fri, Jan 16 - Mon, Jan 19
Air Canada Logo
9:00 am - 2:55 pmYYZ-ORD
6h 55m1 stop
Air Canada Logo
2:00 pm - 4:39 pmORD-YYZ
1h 39mnonstop
$183Air Canada
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Wed, Nov 26 - Wed, Dec 3
American Airlines Logo
4:07 pm - 10:56 pmYYZ-ORD
7h 49m1 stop
American Airlines Logo
8:29 am - 5:27 pmORD-YYZ
7h 58m1 stop
$184American Airlines
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Thu, Dec 4 - Mon, Dec 8
Porter Airlines Logo
2:30 pm - 3:20 pmYTZ-MDW
1h 50mnonstop
Porter Airlines Logo
11:00 am - 1:42 pmMDW-YTZ
1h 42mnonstop
$185Porter Airlines
Find Deal
Fri, Dec 5 - Mon, Dec 8
Porter Airlines Logo
2:30 pm - 3:20 pmYTZ-MDW
1h 50mnonstop
Porter Airlines Logo
4:15 pm - 6:57 pmMDW-YTZ
1h 42mnonstop
$187Porter Airlines
Find Deal
Thu, Dec 4 - Sun, Dec 7
American Airlines Logo
6:00 am - 7:15 amYYZ-ORD
2h 15mnonstop
American Airlines Logo
9:39 am - 12:30 pmORD-YYZ
1h 51mnonstop
$189American Airlines
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Fri, Nov 14 - Mon, Nov 17
Air Transat Logo
2:30 pm - 3:20 pmYTZ-MDW
1h 50mnonstop
Air Transat Logo
4:15 pm - 6:57 pmMDW-YTZ
1h 42mnonstop
$201Air Transat
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Wed, Nov 26 - Sun, Nov 30
United Airlines Logo
5:30 pm - 6:39 pmYYZ-ORD
2h 09mnonstop
United Airlines Logo
7:10 am - 9:58 amORD-YYZ
1h 48mnonstop
$202United Airlines
Find Deal
Thu, Mar 19 - Sat, Mar 21
Air Transat Logo
2:30 pm - 3:20 pmYTZ-MDW
1h 50mnonstop
Air Transat Logo
12:45 pm - 3:27 pmMDW-YTZ
1h 42mnonstop
$209Air Transat
Find Deal
Mon, Dec 15 - Thu, Jan 15
United Airlines Logo
2:57 pm - 8:07 pmYYZ-ORD
6h 10m1 stop
United Airlines Logo
7:10 am - 9:58 amORD-YYZ
1h 48mnonstop
$212United Airlines
Find Deal
Booking Insights

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.

How much is a round-trip flight from Toronto to Illinois?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Toronto to Illinois departing in November.

What is the cheapest Toronto to Illinois flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Illinois from Toronto found in the last 72 hours was to Chicago, at $223 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 $223.

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.

No, with an average price for the route of $369, prices are generally cheapest when you fly direct.

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 July, when tickets cost $217 (return) on average. On the other hand, the most expensive months are October and November, when the average cost of round-trip tickets is $296 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 Saturdays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Illinois, Thursday 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 4 weeks before departure, which saves you about 45% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$130
Best time to beat the crowds but there is an average 9% increase in price.
Most popular time to fly and prices are also 14% lower on average.
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 $439 on average. Morning departures are around 23% 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 $617.

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.

Reviews of the 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 384 reviews
8.0Comfort
7.0Entertainment
7.6Food
8.2Boarding
8.6Crew
Airline reviews

Smaller plane. Food and bar service for free is amazing. Drinks were in glass not plastic cups.

10.0 ExcellentMike, Oct 2025YYC - YYZ
Read more Porter Airlines reviews

Smaller plane. Food and bar service for free is amazing. Drinks were in glass not plastic cups.

The flight was half empty yet they charged me $50 for a basic carry on! I saw how passengers of different colors were treated differently.

Poor landing as we overshot the runway and had to re land the plane. Lost both of my luggage not found as of yet. Had to pay extra money for my luggage in USD, now great my luggage is gone. Will not fly with Porter again.

This flight to St. Johns was really good. Boarding was a breeze. We left spot on time. Seats were actually pretty good. Recliner further than I expected. Three more flights to go we will see if this is the status quo for Porter.👍

I was not happy with AirfareAssist, the agency that kayak advised me would be handling my booking. I was advised by porter airlines that I had been overcharged for the Basic express , a option that I had asked airfare assist to help arrange after I realized that the basic fare I had chosen with porter did not include a carryon. At each checkin porter advised I had been overcharged for this . They advised that money would be refunded to my credit card, however, this is not likely to happen as it is not my name and credit card that appeared on the porter invoice, but that of another individual/agent. When airfare assist was arranging the basic express with porter on my behalf, they asked me to confirm that I agreed to pay $263 USD for this. I did agree, as I was advised this was needed to proceed. When I checked the invoice on the porter website and saw that it was not my name and credit card on the invoice, I was advised that this was how airfareassist processed the payment. The Porter invoice indicated a billed amount of $126USD I will not use Kayak or their designated AirfareAssist again

Our flight was delayed by a bit. I appreciated that we were kept informed on why periodically. Boarding was fine. I overheard one flight attendant sounding very rude to a passenger who was not paying attention to the safety demonstration. The snacks were minimal as it was a short flight. There was no entertainment. Overall the flight was good back to LGA.

There was a 5 hour delay. Missed connection and now an almost 21 hour lay over!

The flight was fine see earlier note for the problem

All good the seats a little tight and no I pad screen

Everything was good except the fact you charge more for a carry on bag vs a check in bag and to top it off in US$ that was not impressive

It was very good but no tv but the experience was great

Thank you for making my first experience very enjoyable. You made it all very pleasant

Great flight great seats will absolutely fly with you again

Porter airlines was good. I didn't have the best experience when booking through airfare assist however, as I got no final confirmation from them that the flight was booked until I called them. Even then, the confirmation code they gave me was incorrect and couldn't be used for check in. On a positive note airfare assist was actually picked up the phone relatively quickly when calling

The flight crew were very good, polite, and professional. Unfortunately, the rest of the experience left much to be desired. The food was extremely bland—almost tasteless. We chose the non vegetarian .The lasagna was just plain pasta with a tiny garnish and no seasoning. It felt like eating starch only, The bigger issue was with luggage and space. We boarded with three tickets, and while the seats in front of us were nearly empty, all the overhead compartments had already been filled by passengers boarding to the back. This left us and many others with no overhead storage for our carry-ons. Our bags couldn’t fit well under the seats either, which meant we lost the little legroom we had. The result was a horrible, cramped experience—sore knees, no space to stretch, and no way to rest or sleep comfortably. According to the crew this was a rather normal thing. It is obviously normal that people board with handbag and carry on but they should be only allowed to use their overhead compartment and under their seat not the way it is managed that all the spaces in the front of the plane being occupied by the people sitting way back in the plane.

Nice complete meal included and great services. Plus the plane was very clean.

Everything was horrible. On the day of my departure, I was denied check-in and boarding because my reservation only showed one of my last names, while my passport contains both. This minor discrepancy could have been easily corrected, but I was informed that no adjustment could be made. As a result, I lost not only my outbound flight but also my return flight and had to purchase a new ticket at a significantly higher cost.

This has been the worst experience I’ve ever had. Basically, I lost my round-trip tickets because one of my last names was missing, and you didn’t allow me to correct it. I had to purchase a full ticket again. Once I get home, I will start legal proceedings against you.

The crew were polite and courteous. The Pilot did an excellent landing. It was very smooth and gentle. My only regret is that I was charged twice for my luggage . The attendant gave me no receipt . I didn't realize until I was about to board. How can this be resolved? Thank you.

Very smooth flights Toronto to Rome and return. Crews were great, food was fine but very narrow seats and limited leg room. Aisle seats on our return helped with a bit more space.

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

Excellent all round, first time flying United. App is very helpful.

Efficient all round, very good crew. Short flight so the food, of course, was just snacks

Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.

Trip was great. A wild landing in Ottawa with the wind and rain, but the pilot did a great job. Always love flying United.👍

Excellent experience. Starting with the agent at the Premier bag drop who noticed I was very early for my scheduled flight and offered to rebook me on an earlier flight with my seat preference. She would not let me leave the counter until she knew that all of the changes and new boarding pass showed up on my United app. At the gate, the flight boarded quickly such that we departed early and the flight was smooth. We arrived 20 minutes early at ORD and I was able to be home in time for dinner. One of the best flights I've had.

Salina to travers city was great! But the sept 24 Tranverse city was not! Traverse city to chichago was cancelled, i went to Denver & got to Salina 6 hours later!

See previous note about the passenger in Denver who threw my husband's bag out of the overhead bin in order to maker room for his own. And the flight attendant back up the new passenger.

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Flight, food and crew were all good, friendly and very satisfactory.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

Premium economy seat was decent. As always poor headphones, poor food and beverage, crew is not overly friendly

Excellent - explanations were clear staff was nice and flight was comfortable

Lost bag and 2 days no word leaving for cruise no clothes or stuff

The flight was on time and crew were nice, seats were tight and there was entertainment available

The free Wi-fi for Aeroplan members was a great touch. The time passed quickly. I found the seats seemed a little closer together than I remember. Not Air Canada's fault, but we were about 20 minutes late landing because the airport was too busy. We had to circle around for a while. The boarding and disembarking went very smoothly.

Extremely turbulent landing. Crew was friendly and plane comfortable. Airport and US pre clearance was understaffed

The airplane is way too tight, you can hardly enter into your row to sit.. more like kids seats than adults.

Wifi was great. Kind air crew and comfortable seating. Also liked the entertainment options.

First message when all on board was that we didnt have a pilot, then they found one, then it was something about the bridge something not working, they will either fix or do manually. Flight of course was leaving late with all the cruise guests worrying about making it to their ship in time. Then only some luggage made it off the ship. Around 15 to 20 people waiting. 45 min later arrived except mine. I asked the rep at the luggage conveyor, he asked me my name. Then said it was not picked up with the first batch so they put it in a room. I was going to take public transport but now worried about time so took a taxi that cost me $65 USD

The flight was very smooth and good. Boarding was fast, but the staff was just decently friendly.

Air Canada flight staff are in contact negotiations and they are less than happy and it show. The process of self checking baggage is less than desirable with lack of support staff to help

A sandwich and a drink would have been better thank a snack bar...

I liked the behaviour of the crew members.The flight was good.

I swear airplane seats keep getting smaller and smaller but everything else was great. Smooth sailing and we got in early.

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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