C$ 120 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 9/6. 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

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
ChicagodirectC$ 180

Cheap Flight Deals from Toronto to Illinois (YTZ-USIL)

 
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.

Recent round-trip flight deals from Toronto to Illinois

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Toronto to Illinois.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
Porter Airlines Logo
7:55 a.m. - 8:45 a.m.YTZ-MDW
1h 50mdirect
Porter Airlines Logo
9:40 a.m. - 12:22 p.m.MDW-YTZ
1h 42mdirect
C$ 180Porter Airlines
Find Deal
Fri, 23 May - Mon, 26 May
Porter Airlines Logo
3:35 p.m. - 4:24 p.m.YTZ-MDW
1h 49mdirect
Porter Airlines Logo
5:50 p.m. - 8:32 p.m.MDW-YTZ
1h 42mdirect
C$ 181Porter Airlines
Find Deal
Tue, 3 Jun - Sun, 8 Jun
Porter Airlines Logo
7:55 a.m. - 8:45 a.m.YTZ-MDW
1h 50mdirect
Porter Airlines Logo
9:40 a.m. - 12:20 p.m.MDW-YTZ
1h 40mdirect
C$ 184Porter Airlines
Find Deal
Tue, 10 Jun - Thu, 12 Jun
Porter Airlines Logo
3:35 p.m. - 4:24 p.m.YTZ-MDW
1h 49mdirect
Porter Airlines Logo
5:20 p.m. - 8:02 p.m.MDW-YTZ
1h 42mdirect
C$ 185Porter Airlines
Find Deal
Tue, 20 May - Tue, 3 Jun
Air Canada Logo
7:25 a.m. - 11:32 a.m.YTZ-ORD
5h 07m1 stop
Air Canada Logo
8:40 a.m. - 2:50 p.m.ORD-YTZ
5h 10m1 stop
C$ 227Air Canada
Find Deal
Tue, 13 May - Wed, 14 May
Air Canada Logo
10:25 a.m. - 2:47 p.m.YTZ-ORD
5h 22m1 stop
Air Canada Logo
3:35 p.m. - 9:35 p.m.ORD-YTZ
5h 00m1 stop
C$ 229Air Canada
Find Deal
Sat, 24 May - Wed, 28 May
 Logo
3:35 p.m. - 4:24 p.m.YTZ-MDW
1h 49mdirect
 Logo
9:40 a.m. - 12:22 p.m.MDW-YTZ
1h 42mdirect
C$ 238
Find Deal
Thu, 22 May - Thu, 29 May
 Logo
7:55 a.m. - 8:45 a.m.YTZ-MDW
1h 50mdirect
 Logo
9:40 a.m. - 12:20 p.m.MDW-YTZ
1h 40mdirect
C$ 239
Find Deal
Fri, 6 Jun - Fri, 13 Jun
Air Transat Logo
7:55 a.m. - 8:45 a.m.YTZ-MDW
1h 50mdirect
Air Transat Logo
5:20 p.m. - 8:02 p.m.MDW-YTZ
1h 42mdirect
C$ 259Air Transat
Find Deal
Sun, 22 Jun - Thu, 26 Jun
Air Transat Logo
4:05 p.m. - 4:54 p.m.YTZ-MDW
1h 49mdirect
Air Transat Logo
5:50 p.m. - 8:32 p.m.MDW-YTZ
1h 42mdirect
C$ 297Air Transat
Find Deal
Wed, 7 May - Sun, 11 May

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 Island Airport 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 Island Airport to Illinois.
The cheapest ticket to Illinois from Toronto Island Airport found in the last 72 hours was to Chicago, at C$ 239 round-trip. The most popular route is from Toronto Island Airport (YTZ) to Chicago Midway Airport (MDW), and the cheapest round-trip airline ticket found on this route in the last 72 hours was C$ 239.

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

The average price for all round-trip flights from Toronto Island Airport 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 in the morning, when round-trip flights cost C$ 252 on average. Morning departures are around 3% cheaper than evening flights, on average. The most expensive time of day to fly to Illinois is generally at night, which is peak travel time and where the average cost of a ticket is C$ 270.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Toronto Island Airport 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 Island Airport to Illinois is April, when tickets cost C$ 317 (return) on average. On the other hand, the most expensive months are January and September, when the average cost of round-trip tickets is C$ 471 and C$ 464 respectively.

Good to know

Low season

January

High season

May

Cheapest flight

C$ 120
Best time to beat the crowds but there is an average 26% increase in price.
Most popular time to fly and prices are also 14% lower on average.
Flight from Toronto Island to Chicago Midway Airport

FAQs - booking Illinois flights

  • 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 travellers 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.

See more FAQs

Top tips for finding cheap flights to Illinois

  • Looking for a cheap flight? 25% of our users found tickets from Toronto to the following destinations at these prices or less: Chicago C$ 165 one-way - C$ 267 round-trip

Top 3 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 284 reviews
8.8Crew
8.1Comfort
8.2Boarding
7.6Food
7.0Entertainment
Airline reviews

It was amazing although they did bump us up to the front which gave us more leg room and a meal. The service was great! The staff were friendly. :)

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

It was amazing although they did bump us up to the front which gave us more leg room and a meal. The service was great! The staff were friendly. :)

Overall very good... staff were friendly and helpful. boarding was good for the most part, but a little hard to get our carry-on bags on there.... I think people should be directed to keep their coats and small bags with them until all the carry-ons are loaded, and then, if there is space, they can put their small bags and coats up top.. makes it much easier to put baggage up. i loved the internet feature, but the entertainment was not there unless you have your own Netflix or similar platform. My chair did not recline, which was very annoying, and the arms won't go up near the isle, which makes it tough to get in and out of the seat.

Staff were excellant. Only snacks served. Some turbulence so we were offered Free beer or wine.

The staff is always great. Just the fact that our flight was the only one delayed from Halifax when all other carries were still flying. It happen a year ago out of Toronto as well. All others were flying but our flight got cancelled 1 hr before the time of departure.

The only issue had when i mentioned about comfort was the man beside me was on the larger side and took about 1/3 of my seat where i was pressed against the wall/window of the plane for the trip.

The check-in staff, boarding staff, and flight crew were all very friendly. Really miss the Porter lounge in Ottawa.

Thanks for giving a beer to everyone in the seat infront of me and then telling me that I can’t have one because they are going to land. I guess I need to pay for a seat and then pick one in the very front of the plane

The flight was delayed by more than one hour. The terminal was consequently overcrowded and hot. We lost our car reservation and hit rush hour traffic in Boston, which added two hours stuck in traffic to our trip.

Awesome, the whole way through. Thank you, this is the new Canadian Airline benchmark.

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

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

Flight delayed any hour and couple of big gate changes

The pilot came out and chatted with the passengers. He explained why there was a slight delay. The crew was excellent. Very helpful. I had to buy meals for my whole family and they were in different seats, so the crew had to deal with that. They were very pleasant and accommodating and did a great job!

We were unable to land in Liberia. It was not the airline’s fault, but we had to be diverted to SJO.

We had things stolen from our luggage, we also were refused an upgrade on a flight that was not full.

When we left, it wasn't Great . People were drinking heavily, very disrespectful Extremely loud, the entire trip. I think the crew members, should have get their attention. Coming back was great.

I sat in the club. The seeds were fantastic. The meal was great and Entertainment was good. The crew was fantastic. I recommend it to everybody.

The food was small portions and not fresh. I was seated at the back of the plane so by the time the cart approached me most of the food options were sold out. The cabin crew was fantastic however.

Great flight and crew. Food isn't free and neither are headphones...

We were in economy class but paid for option Plus which offer you an extra snack after take off, free earplugs & blanket. The crew were very attentive. The comfort however wasn’t great, hard to be comfortable in such restraint place. Wasn’t able to sleep through out the 7hrs flight and was exhausted upon arrival.

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.

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

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

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

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

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

Information on your arrival and departure airports

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