$107 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 7/22. 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

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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Cheap Flights from Chicago to Ontario

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Toronto
Torontononstop$229
Ottawa
Ottawa1 stop$417
Thunder Bay
Thunder Bay1 stop$536
Toronto
Torontononstop$229
Ottawa
Ottawa1 stop$417
Thunder Bay
Thunder Bay1 stop$536

Book Cheap Chicago to Ontario Plane Tickets

 
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

Wed, Jul 22 - Wed, Jul 29
Porter Airlines Logo
3:20 pm - 6:00 pm
MDW
-
YTZ
1h 40mnonstop
Porter Airlines Logo
8:50 am - 9:40 am
YTZ
-
MDW
1h 50mnonstop
$229Porter Airlines
Sat, Jul 18 - Wed, Jul 22
Porter Airlines Logo
10:25 am - 1:05 pm
MDW
-
YTZ
1h 40mnonstop
Porter Airlines Logo
1:45 pm - 2:35 pm
YTZ
-
MDW
1h 50mnonstop
$230Porter Airlines
Tue, Jul 21 - Thu, Jul 23
Porter Airlines Logo
10:25 am - 1:05 pm
MDW
-
YTZ
1h 40mnonstop
Porter Airlines Logo
8:50 am - 9:40 am
YTZ
-
MDW
1h 50mnonstop
$233Porter Airlines
Mon, Aug 10 - Mon, Aug 17
Porter Airlines Logo
3:15 pm - 5:55 pm
MDW
-
YTZ
1h 40mnonstop
Porter Airlines Logo
8:55 am - 9:45 am
YTZ
-
MDW
1h 50mnonstop
$234Porter Airlines
Fri, Sep 11 - Tue, Sep 15
Delta Logo
9:29 am - 5:20 pm
MDW
-
YYZ
6h 51m
1 stop
Delta Logo
6:00 am - 9:07 am
YYZ
-
MDW
4h 07m
1 stop
$298Delta
Fri, Sep 4 - Tue, Sep 8
Delta Logo
1:25 pm - 11:03 pm
MDW
-
YYZ
8h 38m
1 stop
Delta Logo
12:08 pm - 4:57 pm
YYZ
-
MDW
5h 49m
1 stop
$299Delta
Fri, Jul 10 - Sun, Jul 12
KLM Logo
9:19 am - 3:20 pm
MDW
-
YYZ
5h 01m
1 stop
KLM Logo
6:10 am - 12:38 pm
YYZ
-
MDW
7h 28m
1 stop
$316KLM
Fri, Jul 10 - Sun, Jul 12
KLM Logo
9:19 am - 5:24 pm
MDW
-
YYZ
7h 05m
1 stop
KLM Logo
12:09 pm - 6:25 pm
YYZ
-
MDW
7h 16m
1 stop
$324KLM
Mon, Jul 27 - Thu, Jul 30
Multiple Airlines Logo
10:25 am - 5:54 pm
MDW
-
YOW
6h 29m
1 stop
Multiple Airlines Logo
6:25 pm - 9:40 am
YOW
-
MDW
16h 15m
1 stop
$417Multiple Airlines
Thu, Jul 30 - Sun, Aug 2
Multiple Airlines Logo
3:20 pm - 12:20 am
MDW
-
YOW
8h 00m
1 stop
Multiple Airlines Logo
6:55 am - 2:35 pm
YOW
-
MDW
8h 40m
1 stop
$421Multiple Airlines
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.

What is the cheapest Chicago Midway Airport to Ontario flight route?

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

The cheapest ticket to Ontario from Chicago Midway Airport found in the last 5 days was to Toronto, at $199 round-trip. The most popular route is from Chicago Midway Airport (MDW) to Toronto Island Airport (YTZ), and the cheapest round-trip airline ticket found on this route in the last 5 days was $199.

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

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

The cheapest time of day to fly to Ontario is generally in the morning, when round-trip flights cost $267 on average. Morning departures are around 2% cheaper than evening flights, on average. The most expensive time of day to fly to Ontario is generally in the evening, which is peak travel time and where the average cost of a ticket is $274.

Can I save money by flying with a layover from Chicago Midway Airport 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.

No, with an average price for the route of $286, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport 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 Midway Airport to Ontario is March, when tickets cost $58 (return) on average. On the other hand, the most expensive months are October and January, when the average cost of round-trip tickets is $199 and $187 respectively.

Good to know

Low seasonJanuary
Cheapest flight$107
Best time to beat the crowds with an average 23% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Chicago Midway Airport to Toronto Island

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 travelers 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.

Top tips for finding cheap flights to Ontario

  • Looking for a cheap flight? 25% of our users found tickets from Chicago to the following destinations at these prices or less: Toronto $117 one-way - $240 round-trip

Reviews of the top 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 441 reviews
8.2Boarding
6.9Entertainment
7.5Food
8.6Crew
8.0Comfort
Airline reviews

A few improvements: 1. No signages at the airport that the porter airline was a codeshare and i could check-in at American counter. 2. Crew at the gate said they couldn't change my reward to Alaska - despite that being done previously 3. Despite there being many open seats, i was assigned a seat at the very back near lavatory, last row. Fortunately, the pilot wanted more people moved up so the flight attendants moved me up. It seemed very odd to have been stuck in last row with very few people nearby..

6.0 GoodHarsh, Apr 2026
JFK - YYZ
Read more Porter Airlines reviews

A few improvements: 1. No signages at the airport that the porter airline was a codeshare and i could check-in at American counter. 2. Crew at the gate said they couldn't change my reward to Alaska - despite that being done previously 3. Despite there being many open seats, i was assigned a seat at the very back near lavatory, last row. Fortunately, the pilot wanted more people moved up so the flight attendants moved me up. It seemed very odd to have been stuck in last row with very few people nearby..

The flight booking code given by Kayak was not the correct one used by the airline. I had to call to get the correct one. It was never sent to me. Totally unacceptable!

Much roomer than air Canada! Great flight for the price. No complaints

As a first time flyer with Porter I was happy with the service and comfort of the airline.

Other than wifi no on board entertainment. Will use them again, roomier seats than other airlines and snacks and beverages, better than average

I like it, but the food isn't good. They need to offer more simple things. This bowls that have so many things your don't know what your are eating. The milenials like it, no the rest. And last but not least, they allowed somebody have a huge dog, vey agressive and fidgety in the flight. That's horrible. No animals should be allowed inside the airplane, what about allergies, etc

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.

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

Three hours on the tarmac with almost zero communication from the cockpit. Not when offered a water in the interim. In my 67 years of flying all over the world the worst experience ever. The plane was half empty, however had to pay for seats to sit next to my girlfriend. Extra to take a carry on. I would never fly Porter again even for free.

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

The crew was very inconsiderate and rude. My flight was scheduled to depart at 6:00am. I received a call from the crew at 5:40am, asking if I was going to make the flight because I was the only one that hasn't boarded yet and boarding ends at 5:50am. I let them know that I will be at the gate in a few minutes, before the 5:50am cutoff. When I arrived at the gate at 5:45am the gate was closed. Departing early on last minute notice without having all passengers on board is inconsiderate and unprofessional.

Very easy to use and convenient, you can perform any action within the same portal

Okay considering we had weather delays which the Pilot notified us of immediately!

The boarding was organized and informative but the plane was tight meaning that you were sitting on one another and extremely uncomfortable. It’s disappointing that can’t have common seating comfort on the plane.

Everything could have benn better. Short fly, no food, no entertainment and no wifi.

Stop changing gates. Stop cancelling flights Stop moving my seat.

The staff was frielndly. The plane was terrible, it was too small and should be decommissioned. There were no back seat screens at all. The only beverages we had a choice from was coffee, tea or water. The only bathroom in the back was behind the flight attendant's jump seat and wasn't working. And I literally felt like I was sitting on top of the guy next to me. It was terribly hot in the plane and we had to sit on the tarmac in Chicago for 1/2 hour due to congestion in Mpls. Wouldn't they have know that before they even boarded us so that we could have sat in comfort in the terminal?

This was one of the worst flights I’ve been on in years. I upgraded to comfort and had such an uncomfortable experience. The person next to me was oversized - which I understand - however, they took up their space and mine. I could only use about 50% of my seat space to not be physically touching this person the entire flight and there was no spatial awareness. I also could not use the seat outlet because their body was obstructing it. It was very inconvenient. Their body kept touching me repeatedly during the flight and I felt very uncomfortable. To pay more for an upgraded space and then not even being able to use it was highly disappointing.

It was very cold because the air conditioner was on high power, and my son got sick.

Horrible. Flight ORD to CGH was okay, but Paris was a nightmare. Old planes, delays, involuntary downgrades, broken planes, terrible communication. CGH to CPT was my worst flight ever.

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

Information on your arrival and departure airports