$129 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 10/19. 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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Cheap Flights from Toronto to Illinois

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Chicago
Chicago1 stop$215
Moline
Moline1 stop$479
Chicago
Chicago1 stop$215
Moline
Moline1 stop$479

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

Wed, Oct 15 - Wed, Oct 22
Multiple Airlines Logo
6:30 am - 6:38 pmYYZ-ORD
13h 08m1 stop
Multiple Airlines Logo
7:43 pm - 2:05 pmORD-YYZ
17h 22m1 stop
$215Multiple Airlines
Find Deal
Sun, Oct 19 - Fri, Oct 31
Multiple Airlines Logo
4:00 pm - 3:49 pmYYZ-ORD
24h 49m1 stop
Multiple Airlines Logo
5:05 am - 2:40 pmORD-YYZ
8h 35m1 stop
$217Multiple Airlines
Find Deal
Wed, Oct 8 - Sun, Oct 12
Porter Airlines Logo
7:50 am - 8:39 amYTZ-MDW
1h 49mnonstop
Porter Airlines Logo
9:35 am - 12:17 pmMDW-YTZ
1h 42mnonstop
$248Porter Airlines
Find Deal
Thu, Oct 9 - Sun, Oct 12
Porter Airlines Logo
7:50 am - 8:39 amYTZ-MDW
1h 49mnonstop
Porter Airlines Logo
9:35 am - 12:17 pmMDW-YTZ
1h 42mnonstop
$249Porter Airlines
Find Deal
Sat, Nov 1 - Sat, Nov 8
Air Canada Logo
3:30 pm - 8:00 pmYTZ-ORD
5h 30m1 stop
Air Canada Logo
3:35 pm - 9:35 pmORD-YTZ
5h 00m1 stop
$263Air Canada
Find Deal
Sat, Nov 1 - Sat, Nov 8
Air Canada Logo
3:30 pm - 8:00 pmYTZ-ORD
5h 30m1 stop
Air Canada Logo
12:50 pm - 7:55 pmORD-YTZ
6h 05m1 stop
$272Air Canada
Find Deal
Wed, Oct 15 - Tue, Oct 21
American Airlines Logo
1:15 pm - 11:54 pmYYZ-STL
11h 39m1 stop
American Airlines Logo
6:00 am - 2:30 pmSTL-YYZ
7h 30m1 stop
$377American Airlines
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Tue, Oct 7 - Tue, Oct 14
American Airlines Logo
1:15 pm - 8:26 pmYYZ-STL
8h 11m1 stop
American Airlines Logo
10:16 am - 6:35 pmSTL-YYZ
7h 19m1 stop
$405American Airlines
Find Deal
Sat, Oct 25 - Sat, Oct 25
United Airlines Logo
11:00 am - 2:27 pmYYZ-STL
4h 27m1 stop
United Airlines Logo
5:28 pm - 11:58 pmSTL-YYZ
5h 30m1 stop
$427United Airlines
Find Deal
Tue, Oct 7 - Sun, Oct 12
United Airlines Logo
7:30 am - 2:27 pmYYZ-STL
7h 57m2 stops
United Airlines Logo
5:15 am - 10:48 pmSTL-YYZ
16h 33m1 stop
$433United 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?

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 $120 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 $169.

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 $285, 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 December and February, when the average cost of round-trip tickets is $291 and $289 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 46% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 25 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$129
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly and prices are also 13% 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 $396 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 $613.

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.
7.9
Porter AirlinesOverall score based on 365 reviews
7.9Comfort
8.6Crew
7.0Entertainment
8.2Boarding
7.6Food
Airline reviews

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.

2.0 MediocreAnonymous, Sep 2025YDF - YHZ
Read more Porter Airlines reviews

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

Our flight was cancelled at the last minute for maintenance reasons and we were rebooked on a late flight when we purposefully booked our flight to be home early due to work.

Seemed like an old plane. Very noisy. The seat cushions were so old that the metal bracing of the seats were poking through. There was plenty of leg room though.

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.

YUL AIRPORT is the worst. 1 Hr to Get out of the plane, 1 Hr To Cross the Border. 1Hr waiting to be pick up curbside. Trafic is ubeliveble.

It’s ok just the boarding point is far too far

Check in slow even though completed online check in, there was no bag drop available so had to query for 90mins as only 2 staff on desks.

Flying to a far away destination is a miracle in itself, so please take these with a grain of salt. The seats are a bit tired, and need a freshen up. The entertainment could be a bit newer, especially with all services available now. The food really is where we need help. But again, flying is a privilege, so all is good.

Not so much porter it's your site! Not good

They are a sister company with Air Transat and the two companies do not work well together. If you have any issues the two companies will blame each other and you will miss your flights. The help line does not help

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

Inoperable monitor left no entert for 9 hours. Crew was not helpful Food was awful.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Overall it was good. I missed my connection but I was put on another flight.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

It was all good flight was on time, service was good I enjoyed a few movies and everything was smooth

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!

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

Good service, friendly staff. Food was average for airlines and the seats were small.

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

Worst flight ever. I was suppose to have a 3 1/2 hour layover in Chicago but got to the gate 4 minutes before boarding.

My flight got switched and my prepaid bag didnt transfer over properly so I paid to check ANOTHER BAG. I was placed in a middle seat and it was just miserable. At least it was a bulkhead row so I had legroom. The flight just never seem3d to end

They should have MSNBC available on board. A 4- hour flight should provide more than a cookie.

Was not able to watch most shows on the entertainment site. They would not load

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.

No food to provide, they forgot that, in some cases, people stay at the airport for hours without food. Now, to provide them with food, they have to ask them to pay, because some don't have money. That way, they can't eat.

After a long flight from Tokyo, our connecting flight home was canceled due to “maintenance” while we were on our layover in Toronto. Very frustrating to close out our honeymoon, although I’m sure others had it even worse during last week’s strike. Air Canada staff at Pearson Airport are the one thing that kept me remotely at peace during this — they were very helpful and deserve a lot of props. But I would not fly Air Canada again.

Horrible flight cancelled had to buy another very expensive ticket

Air Canada marooned me in Canada with no way back home during my summer vacation. I had to buy a last minute flight ticket for over $500 to make it back home. I have their credit card and have flown them for years. Never again.

Flight was cancelled last minute. Had to scramble and purchase a $2000 flight through a separate airlines. Stuck in Toronto two extra days. Missed my first two days on a new job. Had to rent a car for an additional two days. Scrambled to fins a place to live those extra two days. Spent a ton of extra money and lost a lot of money, as well as made a poor impression at work. Difficult difficult difficult

Terrible, return flight was cancelled a night before the flight was scheduled to depart and I was notified by an email and an automated message on their phone line. I’ll never book Air Canada again

Biggest problem for me is that I am Star Alliance Gold and they were not able to give me access to to Maple Lounge because of some computer glitch . It was management by information system. She could clearly see my status and still would not give me access because the computer woudl not let her. She should have override that be attentive to a customer and figure rhat out later

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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