$135 Find Cheap Flights from Toronto to Illinois - Compare and Save

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 9/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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Cheap Flights from Toronto to Illinois

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Chicago
Chicagononstop$203
Moline
Moline1 stop$464
Chicago
Chicagononstop$203
Moline
Moline1 stop$464

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

Mon, Sep 14 - Wed, Sep 16
Porter Airlines Logo
8:40 pm - 9:35 pm
YTZ
-
ORD
1h 55mnonstop
Porter Airlines Logo
7:00 am - 9:40 am
ORD
-
YTZ
1h 40mnonstop
$203Porter Airlines
Thu, Sep 24 - Tue, Sep 29
Porter Airlines Logo
1:40 pm - 2:35 pm
YTZ
-
ORD
1h 55mnonstop
Porter Airlines Logo
7:00 am - 9:40 am
ORD
-
YTZ
1h 40mnonstop
$204Porter Airlines
Thu, Jul 16 - Sun, Jul 19
Air Canada Logo
12:15 pm - 1:19 pm
YTZ
-
ORD
2h 04mnonstop
Air Canada Logo
7:25 am - 10:07 am
ORD
-
YTZ
1h 42mnonstop
$207Air Canada
Fri, Sep 11 - Tue, Sep 29
Air Canada Logo
12:15 pm - 1:19 pm
YTZ
-
ORD
2h 04mnonstop
Air Canada Logo
8:45 am - 3:50 pm
ORD
-
YTZ
6h 05m
1 stop
$210Air Canada
Wed, Sep 16 - Mon, Sep 28
Delta Logo
6:00 am - 12:39 pm
YYZ
-
MDW
7h 39m
1 stop
Delta Logo
9:29 am - 3:15 pm
MDW
-
YYZ
4h 46m
1 stop
$255Delta
Thu, Sep 3 - Tue, Sep 8
Delta Logo
12:09 pm - 6:33 pm
YYZ
-
MDW
7h 24m
1 stop
Delta Logo
5:45 pm - 10:59 pm
MDW
-
YYZ
4h 14m
1 stop
$256Delta
Tue, Sep 22 - Sat, Sep 26
American Airlines Logo
6:30 am - 1:16 pm
YYZ
-
STL
7h 46m
1 stop
American Airlines Logo
5:00 am - 2:32 pm
STL
-
YYZ
8h 32m
1 stop
$346American Airlines
Tue, Jul 21 - Wed, Jul 22
American Airlines Logo
11:39 am - 8:11 pm
YYZ
-
STL
9h 32m
1 stop
American Airlines Logo
6:55 am - 5:34 pm
STL
-
YYZ
9h 39m
1 stop
$354American Airlines
Wed, Jul 29 - Wed, Aug 5
United Airlines Logo
7:00 am - 10:04 am
YYZ
-
MLI
4h 04m
1 stop
United Airlines Logo
8:15 am - 3:46 pm
MLI
-
YYZ
6h 31m
1 stop
$482United Airlines
Tue, Aug 25 - Sun, Aug 30
United Airlines Logo
7:00 am - 12:22 pm
YYZ
-
MLI
6h 22m
1 stop
United Airlines Logo
8:14 am - 7:37 pm
MLI
-
YYZ
10h 23m
1 stop
$497United Airlines
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 September.

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 5 days was to Chicago, at $141 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 5 days was $218.

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

The average price for all round-trip flights from Toronto to Illinois depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Illinois is generally at night, when round-trip flights cost $391 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 $734.

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 $273, 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 August, when tickets cost $256 (return) on average. On the other hand, the most expensive months are January and December, when the average cost of round-trip tickets is $835 and $731 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, 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 50% 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$135
Best time to beat the crowds with an average 15% drop 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 Canada
YYZ
-
ORD
Oct 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 Airlines
YYZ
-
ORD
Mar 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.

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 4 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 442 reviews
8.2Boarding
7.9Comfort
6.9Entertainment
8.6Crew
7.5Food
Airline reviews

Look, I understand that Kayak doesn't know I cancelled my flight on Porter. So I didn't actually fly yesterday. My main disappointment is with Porter ticket fare policies, and maybe you can pass this on to them: At my employer's request, I had booked a full fare ticket with no change fees since my trip to Toronto would likely be extended. Indeed, when I went to change my flight home to a later date, I was told the Fare Difference would cost an additional $550. So much for no change fees lol! While I had the agent on the line, I hopped over to Kayak, searched for new flights on the date in question, and saw a one-way ticket that got me home for only $355. So I got reimbursed about $450for the unused half of my roundtrip and bought a new ticket for $355. What good is a full fare / no change fee ticket if they screw you with "fare difference" BS. I'm still flying home on Porter Airlines but they just lost a hundred bucks with their stupid shenanigans.

4.0 OkayJeff, Jul 2026
YYZ - SFO
Read more Porter Airlines reviews

Look, I understand that Kayak doesn't know I cancelled my flight on Porter. So I didn't actually fly yesterday. My main disappointment is with Porter ticket fare policies, and maybe you can pass this on to them: At my employer's request, I had booked a full fare ticket with no change fees since my trip to Toronto would likely be extended. Indeed, when I went to change my flight home to a later date, I was told the Fare Difference would cost an additional $550. So much for no change fees lol! While I had the agent on the line, I hopped over to Kayak, searched for new flights on the date in question, and saw a one-way ticket that got me home for only $355. So I got reimbursed about $450for the unused half of my roundtrip and bought a new ticket for $355. What good is a full fare / no change fee ticket if they screw you with "fare difference" BS. I'm still flying home on Porter Airlines but they just lost a hundred bucks with their stupid shenanigans.

I flew with Porter yesterday and overall had a positive experience. The flight was delayed, but the airline did a good job keeping passengers informed with frequent updates throughout the process. My biggest challenge was actually in Terminal 3, where the speaker system wasn’t very clear. It was often difficult to hear the announcements, which made it harder to follow updates at the gate. On board, the experience improved significantly. The aircraft felt very new and well maintained, and the seats were surprisingly comfortable for a short-haul flight. One of the flight attendants seemed a little disengaged, but the other was excellent—friendly, professional, and a pleasure to interact with. Despite the delay, the comfortable aircraft, clear communication from Porter, and positive onboard service made for a good overall experience.

It was okay. Had a thing with the front desk, she had me repack my suitcases to have them be under the weight restrictions, but then the other one was overweight, she argued with me about it when there were tons of people in line. Wasn’t great.

Organization and the adjusted times but the snacks could be of a bigger portion

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.

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

Just an evening before they canceled my ticket and offered me ticket costing 3 x times more than. I will not fall prey to these scams,Will never book through kayak now. Such a bad experience.

was okay except.. 1)the porter check in webpage doesn't let you print your boarding pass from home 2)that there was a 90 min cut off for checking in on the kiosk in general, and to print a boarding pass, even tho i checked in online already....

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. :)

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.

Prefer not to have an almost 3 hour delay with useless communication that wasn't accurate.

Boarding was smooth and efficient. The only food was some pretzels, but it was a short flight. Not much to order if you were hungry.

Seats very comfortable; service efficient and pleasant; flight was on-time; boarding organized.

Starlink is great Crew was polite Business class didn’t get a welcome drink just water and snacks were ok

Hopped on time for the flight only to get deplaned and delayed another 2.5 hours.

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

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.

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

My flight from Toronto was delayed but the connecting United flight waited for me 👍

Flight was late so we were sent with another airline

Air conditioning was out for about 15 minutes that made it uncomfortable. WiFi went out halfway into the flight. Flight was about 45 minutes late.

Delayed due to weather in Dallas (arriving flight arrived late), then boarded the plane only to deboard immediately afterwards, tire needed to be replaced. Flight supposed to depart at 6:15pm but departed at 9:35pm.

Meals were not so good. Snack between the meals was very bad. Like Japan Airlines, they could eliminate the snack and make the second meal much better.

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

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.

Due to the long delays and rescheduling boarding was horrible. However, the gate staff and the flight attendants went above and beyond to remedy our frustrations. They were able to handle every potential harsh situation with Grace, compassion and coolness of head. Kudos to the MIA Gate A12 and night crew of flight 1572 YYZ to MIA.

I liked nothing about this particular flight. Not only it was initially delayed for two hours due to late arrival of the plane, but the flight attendants were also very late to show up coming from a hotel (based on the announcement made by the gate agent). They did not arrive on another late flight, so why couldn't they be on time? Total disrespect of the passengers!! The plane itself was cramped and the seats super uncomfortable. To top off the poor experience, my video screen did not work. To summarize: flight delayed for 3 hours, cramped and no entertainment (for me).

They kept posting delaying flight due to maintenance issues from incoming arrival flight since 10am, the flight is supposed to depart at 3:45pm, after kept delay until 12am, they finally said it’s canceled. What were they doing for the last 13 hours? After 2am, they still don’t find hotel where we can stay. terrible experience!

lounge was the highlight - seats weren't that comfortable - it was a full flight but no complaints

Incompetent crew at the boarding counter. Never flying AA again.

It's kindof ridiculous that your system is even asking me about this since my flight was canceled and I wasn't rescheduled.

flight was delayed 6 hours for weather, then cancelled because of the crash in toronto, but none of the links to cancel or rebook my flights are working

They charge 5 dollars for plastic headphones for a flight of 1 hour! Seats are awful. Service is terrible.

Everything was seamless. I would have appreciated knowing there would not be any real food available for purchase in advance. Otherwise a great experience. Thank you!

I was mostly pleased. My greatest disappointment was with respect to the timely update to the estimated departure and arrival times. It was especially sad that the arrival time was not updated online once we were in flight so as to allow my wife to arrive on time to the airport. She was not happy.

Seats weren't comfortable, could have used more let room

Flight was delayed more than 120 min. I had carry on bag but the airplane was full and they had to get it checked in. I had to wait for the small carry on bag at the airport carousel

Flight was delayed 3 hrs, one of the flt attendants was rude to me & I was forced to pay for a middle seat.

Ontime boarding. Almost 1 hour take off delay. We could have boarded slightly later since the pilots were in traffic

This was the first AC flight in a long time that we experienced no delays or frustrations. The gate attendant was extremely polite and accommodating to my husband who has Parkinson’s disease which made boarding extremely stress free. Flight departed ON TIME and was a smooth ride. If only all my AC experiences could be like this.

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.