$87 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 1/30. 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$187
Ottawa
Ottawa1 stop$300
Thunder Bay
Thunder Bay1 stop$485
Toronto
Torontononstop$187
Ottawa
Ottawa1 stop$300
Thunder Bay
Thunder Bay1 stop$485

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, Jan 28 - Sun, Feb 1
Porter Airlines Logo
11:00 am - 1:42 pm
MDW
-
YTZ
1h 42mnonstop
Porter Airlines Logo
2:30 pm - 3:20 pm
YTZ
-
MDW
1h 50mnonstop
$187Porter Airlines
Fri, Feb 6 - Tue, Feb 10
Porter Airlines Logo
11:00 am - 1:42 pm
MDW
-
YTZ
1h 42mnonstop
Porter Airlines Logo
9:15 am - 10:05 am
YTZ
-
MDW
1h 50mnonstop
$194Porter Airlines
Sun, Jan 18 - Tue, Jan 20
Porter Airlines Logo
4:15 pm - 6:57 pm
MDW
-
YTZ
1h 42mnonstop
Porter Airlines Logo
9:20 am - 10:10 am
YTZ
-
MDW
1h 50mnonstop
$196Porter Airlines
Thu, Feb 5 - Sun, Feb 8
Delta Logo
9:53 am - 3:59 pm
MDW
-
YYZ
5h 06m1 stop
Delta Logo
6:00 am - 8:52 am
YYZ
-
MDW
3h 52m1 stop
$234Delta
Wed, Feb 4 - Mon, Feb 9
Delta Logo
12:46 pm - 11:50 pm
MDW
-
YUL
10h 04m1 stop
Delta Logo
6:00 am - 12:46 pm
YUL
-
MDW
7h 46m1 stop
$237Delta
Thu, Feb 5 - Sun, Feb 8
KLM Logo
9:33 am - 4:12 pm
MDW
-
YYZ
5h 39m1 stop
KLM Logo
6:00 am - 8:52 am
YYZ
-
MDW
3h 52m1 stop
$254KLM
Thu, Feb 5 - Sun, Feb 8
KLM Logo
9:33 am - 4:12 pm
MDW
-
YYZ
5h 39m1 stop
KLM Logo
6:00 am - 8:52 am
YYZ
-
MDW
3h 52m1 stop
$268KLM
Sun, Jan 18 - Mon, Mar 2
Multiple Airlines Logo
6:30 pm - 1:00 pm
MDW
-
YUL
17h 30m2 stops
Multiple Airlines Logo
6:45 am - 10:05 am
YUL
-
MDW
4h 20m1 stop
$274Multiple Airlines
Fri, Feb 6 - Fri, Feb 13
Multiple Airlines Logo
7:30 am - 7:47 pm
MDW
-
YYZ
11h 17m1 stop
Multiple Airlines Logo
6:15 am - 8:54 am
YYZ
-
MDW
3h 39m1 stop
$276Multiple Airlines
Fri, Jan 23 - Fri, Jan 30
WestJet Logo
7:16 pm - 3:10 pm
MDW
-
YQT
18h 54m2 stops
WestJet Logo
3:45 pm - 4:16 pm
YQT
-
MDW
25h 31m2 stops
$1,604WestJet
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 $139 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 $139.

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 $319, prices are generally cheapest when you fly direct.

Good to know

Low seasonJuly
Cheapest flight$87
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly and prices are also 31% lower on average.
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.

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

    The cheapest time of day to fly to Ontario is generally in the morning, when round-trip flights cost $259 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 afternoon, which is peak travel time and where the average cost of a ticket is $299.

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

    The cheapest month for flights from Chicago Midway Airport to Ontario is March, when tickets cost $97 (return) on average. On the other hand, the most expensive months are June and January, when the average cost of round-trip tickets is $371 and $344 respectively.

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 $192 one-way - $242 round-trip

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 401 reviews
8.6Crew
8.2Boarding
7.0Entertainment
7.6Food
8.0Comfort
Airline reviews

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

8.0 ExcellentDiane, Dec 2025
TPA - YYZ
Read more Porter Airlines reviews

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

On my e-boarding pass it shows free wifi, yet the plane I was on didn’t have wifi. Please remove false advertising from your website and boarding passes

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

3.5 hr delay for a 1 hr work flight. No information as to why the delay until 20 mins before boarding.

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

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.👍

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

Information on your arrival and departure airports