$89 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 5/2. 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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Flight Deals

Cheap Flights from Chicago to Ontario

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Toronto
Torontononstop$188
Ottawa
Ottawa1 stop$336
Thunder Bay
Thunder Bay1 stop$492
Toronto
Torontononstop$188
Ottawa
Ottawa1 stop$336
Thunder Bay
Thunder Bay1 stop$492

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

Thu, Nov 27 - Mon, Dec 1
Porter Airlines Logo
11:00 am - 1:42 pmMDW-YTZ
1h 42mnonstop
Porter Airlines Logo
2:30 pm - 3:20 pmYTZ-MDW
1h 50mnonstop
$188Porter Airlines
Find Deal
Fri, Nov 28 - Mon, Dec 1
Porter Airlines Logo
4:15 pm - 6:57 pmMDW-YTZ
1h 42mnonstop
Porter Airlines Logo
2:30 pm - 3:20 pmYTZ-MDW
1h 50mnonstop
$190Porter Airlines
Find Deal
Thu, Mar 26 - Sun, Mar 29
Porter Airlines Logo
11:00 am - 1:42 pmMDW-YTZ
1h 42mnonstop
Porter Airlines Logo
2:30 pm - 3:20 pmYTZ-MDW
1h 50mnonstop
$191Porter Airlines
Find Deal
Mon, Dec 1 - Sun, Dec 7
Porter Airlines Logo
4:15 pm - 6:57 pmMDW-YTZ
1h 42mnonstop
Porter Airlines Logo
9:15 am - 10:05 amYTZ-MDW
1h 50mnonstop
$192Porter Airlines
Find Deal
Thu, Nov 27 - Tue, Dec 2
Porter Airlines Logo
11:00 am - 1:42 pmMDW-YTZ
1h 42mnonstop
Porter Airlines Logo
9:15 am - 10:05 amYTZ-MDW
1h 50mnonstop
$193Porter Airlines
Find Deal
Fri, Dec 5 - Sun, Dec 7
Porter Airlines Logo
4:15 pm - 6:57 pmMDW-YTZ
1h 42mnonstop
Porter Airlines Logo
9:15 am - 10:05 amYTZ-MDW
1h 50mnonstop
$194Porter Airlines
Find Deal
Mon, Dec 15 - Sun, Jan 11
Multiple Airlines Logo
3:10 pm - 2:20 pmMDW-YYZ
22h 10m1 stop
Multiple Airlines Logo
8:00 pm - 9:13 amYYZ-MDW
14h 13m1 stop
$230Multiple Airlines
Find Deal
Wed, Feb 4 - Thu, Feb 26
Delta Logo
1:28 pm - 7:08 pmMDW-YYZ
4h 40m1 stop
Delta Logo
10:05 am - 12:48 pmYYZ-MDW
3h 43m1 stop
$233Delta
Find Deal
Sat, Feb 14 - Sat, Feb 21
Delta Logo
1:28 pm - 11:12 pmMDW-YUL
8h 44m1 stop
Delta Logo
7:00 am - 3:23 pmYUL-MDW
9h 23m1 stop
$236Delta
Find Deal
Sat, Dec 13 - Sun, Jan 11
Delta Logo
1:14 pm - 5:15 pmMDW-YYZ
3h 01m1 stop
Delta Logo
6:00 am - 8:54 amYYZ-MDW
3h 54m1 stop
$241Delta
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.

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 72 hours was to Toronto, at $198 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 72 hours was $198.

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 $336, 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 July, when tickets cost $179 (return) on average. On the other hand, the most expensive months are March and June, when the average cost of round-trip tickets is $375 and $375 respectively.

Good to know

Low seasonMarch
Cheapest flight$89
Best time to beat the crowds but there is an average 36% increase in price.
Most popular time to fly and prices are also 35% lower on average.
Flight from Chicago Midway Airport to Toronto Pearson Airport

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.

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

    The cheapest time of day to fly to Ontario is generally in the evening, when round-trip flights cost $270 on average. On average, there is no price difference when choosing to fly in the morning or the evening on this flight route. The most expensive time of day to fly to Ontario is generally at night, which is peak travel time and where the average cost of a ticket is $360.

Reviews of the top airline 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 389 reviews
8.2Boarding
8.0Comfort
7.6Food
8.6Crew
7.0Entertainment
Airline reviews

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

8.0 ExcellentPilar, Oct 2025FLL - YOW
Read more Porter Airlines reviews

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

Smaller plane. Food and bar service for free is amazing. Drinks were in glass not plastic cups.

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.

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

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

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.

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

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

Information on your arrival and departure airports