C$ 81 Find Cheap Flights from Chicago to Ontario

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Ontario departing on 1/11. 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.
1 adult
1 adult, Economy

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

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

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Ottawa
Ottawa1 stopC$ 440
Thunder Bay
Thunder Bay1 stopC$ 566
London
London1 stopC$ 439
Ottawa
Ottawa1 stopC$ 440
Thunder Bay
Thunder Bay1 stopC$ 566
London
London1 stopC$ 439

Cheap Flights from Chicago to Ontario

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Ontario 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 Chicago to Ontario

Sat, 1 Nov - Sat, 8 Nov
Air Canada Logo
12:50 p.m. - 3:57 p.m.ORD-YUL
2h 07mdirect
Air Canada Logo
9:25 a.m. - 11:18 a.m.YUL-ORD
2h 53mdirect
C$ 221Air Canada
Find Deal
Thu, 11 Sep - Mon, 15 Sep
Porter Airlines Logo
9:35 a.m. - 12:17 p.m.MDW-YTZ
1h 42mdirect
Porter Airlines Logo
7:50 a.m. - 8:39 a.m.YTZ-MDW
1h 49mdirect
C$ 226Porter Airlines
Find Deal
Thu, 4 Sep - Sun, 7 Sep
Porter Airlines Logo
9:35 a.m. - 12:17 p.m.MDW-YTZ
1h 42mdirect
Porter Airlines Logo
7:50 a.m. - 8:39 a.m.YTZ-MDW
1h 49mdirect
C$ 228Porter Airlines
Find Deal
Sat, 22 Nov - Sat, 29 Nov
United Airlines Logo
6:28 p.m. - 9:21 p.m.ORD-YYZ
1h 53mdirect
United Airlines Logo
5:30 p.m. - 6:39 p.m.YYZ-ORD
2h 09mdirect
C$ 232United Airlines
Find Deal
Wed, 3 Sep - Wed, 3 Sep
United Airlines Logo
8:50 a.m. - 2:19 p.m.ORD-YYZ
4h 29m1 stop
United Airlines Logo
5:15 p.m. - 6:12 p.m.YYZ-ORD
1h 57mdirect
C$ 239United Airlines
Find Deal
Sat, 13 Sep - Sat, 20 Sep
Air Canada Logo
12:00 p.m. - 2:38 p.m.ORD-YYZ
1h 38mdirect
Air Canada Logo
2:10 p.m. - 3:04 p.m.YYZ-ORD
1h 54mdirect
C$ 240Air Canada
Find Deal
Wed, 10 Sep - Fri, 12 Sep
Air Transat Logo
5:20 p.m. - 8:02 p.m.MDW-YTZ
1h 42mdirect
Air Transat Logo
3:35 p.m. - 4:24 p.m.YTZ-MDW
1h 49mdirect
C$ 254Air Transat
Find Deal
Wed, 3 Sep - Wed, 3 Sep
American Airlines Logo
6:10 a.m. - 11:59 a.m.ORD-YYZ
4h 49m1 stop
American Airlines Logo
3:45 p.m. - 8:27 p.m.YYZ-ORD
5h 42m1 stop
C$ 261American Airlines
Find Deal
Fri, 21 Nov - Tue, 25 Nov
American Airlines Logo
6:04 a.m. - 11:52 a.m.ORD-YYZ
4h 48m1 stop
American Airlines Logo
11:32 a.m. - 12:27 p.m.YYZ-ORD
1h 55mdirect
C$ 269American Airlines
Find Deal
Thu, 28 Aug - Mon, 1 Sep
Air Transat Logo
9:40 a.m. - 12:20 p.m.MDW-YTZ
1h 40mdirect
Air Transat Logo
9:00 a.m. - 9:50 a.m.YTZ-MDW
1h 50mdirect
C$ 324Air Transat
Find Deal
Booking Insights

KAYAK's insights & trends for Chicago to Ontario flights

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

How much is a round-trip flight from Chicago to Region of Ontario?

What is the cheapest Chicago to Ontario flight route?

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

The cheapest ticket to Ontario from Chicago found in the last 72 hours was to Toronto, at C$ 92 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Toronto Pearson Intl Airport (YYZ), and the cheapest round-trip airline ticket found on this route in the last 72 hours was C$ 92.

Can I save money by flying with a layover from Chicago to Ontario?

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 C$ 466 on average.

What is the cheapest month to fly from Chicago to Ontario?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Ontario, 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 Chicago to Ontario is August, when tickets cost C$ 357 (return) on average. On the other hand, the most expensive months are November and January, when the average cost of round-trip tickets is C$ 469 and C$ 447 respectively.

What’s the cheapest day of the week to fly from Chicago to Ontario?

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

For Chicago to Ontario, Saturday is the cheapest day to fly on average and Monday is the most expensive. Flying from Ontario back to Chicago, the best deals are generally found on Friday, with Tuesday being the most expensive.

How far in advance should I book a flight from Chicago to Ontario?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Ontario, 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 a flight from Chicago to Ontario, you should book around 4 weeks before departure, which saves you about 48% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.


Good to know

Low seasonJanuary
Cheapest flightC$ 81
Best time to beat the crowds (6% less expensive on average)
Most popular time to fly (4% more expensive on average)
Flight from Chicago O'Hare Airport to Toronto Pearson Airport

Flights from Chicago to Ontario: the best tips from KAYAK users

Insights shared by verified travellers who flew the route from Chicago to Ontario 
NikhilFlew with Air CanadaORD-YYZJul 2025
small flight, not much storage space as per the passengers. Try to get a booking which is Group 1 or 2 latest.
Verified travelerFlew with Air CanadaORD-YOWNov 2024
Ottawa, as a small airport is easiest to navigate! Overhead baggage compartments seem to be smaller, and on every flight they seem to need travellers to volunteer to put carryons in checked luggage instead.
Verified travelerFlew with Porter AirlinesMDW-YTZSep 2024
Please start bags check-in at least 2.5 hour before flight and finish at 30 min before flight.
Verified travelerFlew with United AirlinesORD-YOWJan 2024
I always expect issues with United but there doesn't seem to be another airline to use. Advice: Give yourself and extra day to get anywhere - don't be in a hurry to get home either.

FAQs - booking Ontario flights

  • How does KAYAK find such low prices on flights from Chicago to Ontario?

    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 Chicago to Ontario.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago to Ontario 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 Chicago to Ontario?

    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 Chicago to Ontario 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 Chicago to Ontario?

    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 Chicago to Ontario 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 Ontario?

    The cheapest time of day to fly to Ontario is generally at night, when round-trip flights cost C$ 249 on average. Morning departures are around 21% more expensive than evening flights, on average. The most expensive time of day to fly to Ontario is generally in the morning, which is peak travel time and where the average cost of a ticket is C$ 337.

Reviews of the top 3 airlines flying from Chicago to Ontario

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Ontario. 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 Chicago to Ontario? 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 318 reviews
7.6Food
7.0Entertainment
8.2Boarding
8.7Crew
8.0Comfort
Airline reviews

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

10.0 ExcellentAnonymous, Jul 2025YYZ - RSW
Read more Porter Airlines reviews

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.

Flight was delayed over 2 hours, then landed at a different airport!

The whole experience from check in to deboarding was fantastic.

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....

Great! Personable crew. I love that they pour complimentary beer and wine.

I love the 2 seats per row. More room. The crew were excellent.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

The boarding of took of late.The presentation of the food was horrable as was the tast of the food was cold and tastless.

Delay and keep changing gates. I have to run around from B to C then to E.

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

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!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Boarding was a little difficult. The gate area at O'Hare was very small and crowded due to multiple gates in the area. Could not hear the intercom, so had to rely on signage to see when my group was boarding and the signage was blocked by passengers standing in the gate. Flight was great and we arrived in Montreal on time.

I booked my flight months ago, and checked-in online about 12 hours before the flight. I received an email confirmation of check-in. I had no subsequent communication from Air Canada after my original booking. After arriving at the airport three hours before the flight, as instructed, I waited 90 minutes for an agent to appear to check my bag. I was informed that my flight had been canceled many weeks before, and that flight was no longer being run!! I showed a copy of my check-in confirmation, but no explanation could be found. I was placed on standby for the next flight and the connection. Luckily, those flights were not full and I arrived at my destination. I double checked my email, but I received no update about the flight from Air Canada until the day of the flight.

I was forcefully re-routed to another destination and was delayed a total of 8hours. I have still not received my bags, no one is taking responsibility. The agents at the airport lied to me that I will get to my destination same time as my previous flight where I was forcefully re-routed from.

Flight was delayed by 1.5hrs. Once inside, people had their small handbags on the storage. The crew (male guy) was not helpful in making some space in the storage. Instead, he asked few bags to be checked-in and it was not a great experience. No attempt to help but just followed the things with a straight face. People had their literally small bags and he wouldnt not move from one storage to another even if there was space and would not let us do i as well. Once flight was on, they ran out of Orange juice, really running out of orange juice when the temp were 32.degrees outside. didnt made the sense. Onasking for a extra snack, he made a face as if he was giving me out of his pocket. if the flight was delayed, there could have an attempt to provide something extra incase people did asked.

Our flight was canceled at the last minute. Someone on the flight said the exact same thing happened to her the day before. I will say they helped us book a flight on another airline so that we could still make our vacation with little delay.

We had a very long delay. First the inbound flight took a while, then maintenance, they “fixed it” to then do boarding and leave the gate, and waste a lot of time to have to go back to the gate and eventually deplane. Had to wait for a new aircraft, wait for a gate, and do the whole thing again. Instead of leaving at 9:50am we left until past 1. I could’ve not woken up at 5am, or spend some more time with my family if they gave more grace period of time between flights to give some time in case of any issues. But they have to make all and every dollar possible

Abandoned me in hallway in a wheelchair… which I asked for because I sprained my back. After waiting in the hallway, I decided to walk the rest of the way since someone respecting me up.. My experience with the united was totally the opposite. Wheelchair access, propped swift and save me a lot of grief. Air Canada totally disorganized.

Bad experience boarding and flight got delayed didn’t make it to my next flight

The food on the trip Toronto to Athens could be better: the chicken didn’t taste good.

Terrible confusion btw air Canada and United. Wasn’t able to change ticket because I had purchased on kayak. Rethinking booking tickets on this site, and will try to avoid United and aircanada going forward.

Conflicting information provided about baggage allowance. One screen said I had a carry on and another said I didnt.

Everything you need to know for your flight from Chicago to Ontario

Cabin class types available on flights to Ontario

Cabin classes available on flights to Ontario. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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