HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Ontario

$106+ Cheap flights from Chicago (CHI) to Ontario

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
Aug 24 — Aug 311
Mon 8/24
Mon 8/31
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Ontario with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Chicago to Ontario

Cheapest flights from Chicago to Ontario
Explore the most affordable flight options available from Chicago to Ontario. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 25, 2026.

This Trip.com deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2510:25 am
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Mon 9/710:10 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/21$235
This Mytrip deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/102:00 pm
ORD
-
YTZ
Nonstop1h 42m
Air Canada
Sun 9/1312:15 pm
YTZ
-
ORD
Nonstop2h 06m
Air Canada
Deal found 7/21$235
This Booking.com deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1011:05 am
ORD
-
YYZ
1 stop6h 07m
Air Canada
Sun 9/1312:25 pm
YYZ
-
ORD
Nonstop1h 58m
Air Canada
Deal found 7/21$235
This Air Canada deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/117:25 am
ORD
-
YTZ
Nonstop1h 42m
Air Canada
Sun 9/1312:15 pm
YTZ
-
ORD
Nonstop2h 06m
Air Canada
Deal found 7/20$236
This FlightHub deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2810:25 am
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Mon 8/318:55 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/20$237
This Kiwi.com deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/143:15 pm
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Mon 8/171:45 pm
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/20$238
This Air Canada deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/88:45 am
ORD
-
YYZ
1 stop5h 48m
Air Canada
Tue 9/86:50 pm
YYZ
-
ORD
Nonstop1h 58m
Air Canada
Deal found 7/23$238
This Kiwi.com deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/133:15 pm
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Mon 8/171:45 pm
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/20$239
This Flightnetwork deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/87:25 am
ORD
-
YTZ
Nonstop1h 42m
Air Canada
Tue 9/158:30 am
YTZ
-
ORD
1 stop7h 22m
Air Canada
Deal found 7/24$239
This iWofly deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure iWofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/82:15 pm
ORD
-
YYZ
Nonstop1h 46m
Air Canada
Tue 9/156:50 pm
YYZ
-
ORD
Nonstop1h 58m
Air Canada
Deal found 7/24$239
This Trip.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/283:15 pm
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Sat 9/51:45 pm
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 7/22$240
This Trip.com deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2211:45 am
MDW
-
YTZ
Nonstop1h 40m
Air Transat
Thu 9/241:45 pm
YTZ
-
MDW
Nonstop1h 50m
Air Transat
Deal found 7/23$241

Find flight deals from Chicago to Ontario

Keep the following information in mind while searching for Chicago to Ontario flight deals. Data was last updated July 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$235
(Trip.com)

One-way from

$106
(Air Canada)

Popular in

August

Cheapest in

March

Average price

$303

Good round-trip deal

$242 or less

Good one-way deal

$106 or less
Provider with most accurate pricing for Chicago (CHI)-Toronto (YTO) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Toronto (YTO) flights.
Search Deals
From Chicago (CHI) to Ontario
Search Deals
One-way flight from Chicago (CHI) to Ontario
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($9 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Ontario.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Ontario.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Ontario that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 25, 2026.
Use the filters below to find and compare flights from Chicago to Ontario that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 9/8

11:45 am-2:25 pm

Nonstop1h 40m

Toronto Island

Tue 9/15

10:10 am-11:00 am

Nonstop1h 50m

$245

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 8/20

3:15 pm-5:55 pm

Nonstop1h 40m

Toronto Island

Mon 8/24

8:55 am-9:45 am

Nonstop1h 50m

$247

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 8/22

10:20 am-1:00 pm

Nonstop1h 40m

Toronto Island

Sat 8/29

8:50 am-9:40 am

Nonstop1h 50m

$249

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 8/20

10:25 am-1:05 pm

Nonstop1h 40m

Toronto Island

Wed 8/26

1:45 pm-2:35 pm

Nonstop1h 50m

$249

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 9/16

12:59 pm-3:46 pm

Nonstop1h 47m

Toronto Pearson Intl

Sat 9/19

8:50 am-9:53 am

Nonstop2h 03m

$253

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 8/26

3:15 pm-5:55 pm

Nonstop1h 40m

Toronto Island

Mon 8/31

8:55 am-9:45 am

Nonstop1h 50m

$263

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 9/5

3:20 pm-6:00 pm

Nonstop1h 40m

Toronto Island

Mon 9/7

10:10 am-11:00 am

Nonstop1h 50m

$267

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Mon 8/31

2:00 pm-4:53 pm

Nonstop1h 53m

Toronto Island

Thu 9/3

12:15 pm-1:21 pm

Nonstop2h 06m

$267

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 9/18

10:50 am-7:02 pm

1 stop7h 12m

Toronto Pearson Intl

Sun 9/20

2:00 pm-2:55 pm

Nonstop1h 55m

$269

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 9/5

9:39 pm-10:04 am

1 stop11h 25m

Toronto Pearson Intl

Tue 9/8

3:00 pm-8:12 pm

1 stop6h 12m

$272

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/20

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
6

Best time to book a flight from Chicago to Ontario

Have a flexible travel schedule? Discover the best time to fly to Ontario from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Chicago to Region of Ontario?

Currently, February is the cheapest month in which you can book a flight from Chicago to Region of Ontario (average of $284). Flying from Chicago to Region of Ontario in August is currently the most expensive (average of $356). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to ON?

Find hourly flight availability from Chicago to Ontario. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 25, 2026.

It’s optimal to fly from Chicago to Region of Ontario in the evening. By choosing this option you can save up to 27% on the cost of your flight, compared to a flight at noon.

Weekly flight availability from Chicago to Region of Ontario

Explore weekly flight availability from Chicago to Ontario. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 25, 2026.

The most flights from CHI to CAON are scheduled on a Wednesday (70 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (44 on average).

How much does it cost to fly round-trip from Chicago to Region of Ontario?

Airfare is below average for this route at the moment.
Chicago to Region of Ontario flights typically cost between $318 and $450 in September.
The cheapest round-trip price found within the last 5 days was $235 on Air Canada (Sep 10-Sep 13).

How far ahead should I book a flight from Chicago to Region of Ontario?

Booking 64 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Region of Ontario. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest day to fly from Chicago to Region of Ontario?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Ontario. Price data was last updated on July 18, 2026.

Travelers seeking maximum savings on their Chicago to Region of Ontario flight should consider departing on Saturday mornings when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Ontario

Get insights into the airlines that provide service to Ontario. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Ontario. Reviews last updated July 25, 2026.
See what other customers who have flown with Porter Airlines,Air Transat, andUnited Airlines from Chicago to Ontario have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
448 reviews

Boarding

8.2

Comfort

8.0

Entertainment

6.9

Crew

8.6

Food

7.5

Overall

8.0

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
Porter Airlines
8.0
Very good
448 reviews
Porter Airlines
8.0
Very good
448 reviews

Boarding

8.2

Comfort

8.0

Entertainment

6.9

Crew

8.6

Food

7.5

Overall

8.0

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
Air Transat
7.8
Good
567 reviews
Porter Airlines
8.0
Very good
448 reviews

Boarding

8.2

Comfort

8.0

Entertainment

6.9

Crew

8.6

Food

7.5

Overall

8.0

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
United Airlines
7.4
Good
10,034 reviews
Porter Airlines
8.0
Very good
448 reviews

Boarding

8.2

Comfort

8.0

Entertainment

6.9

Crew

8.6

Food

7.5

Overall

8.0

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
American Airlines
7.1
Good
11,851 reviews
Porter Airlines
8.0
Very good
448 reviews

Boarding

8.2

Comfort

8.0

Entertainment

6.9

Crew

8.6

Food

7.5

Overall

8.0

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
Air Canada
7.1
Good
11,382 reviews
Porter Airlines
8.0
Very good
448 reviews

Boarding

8.2

Comfort

8.0

Entertainment

6.9

Crew

8.6

Food

7.5

Overall

8.0

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats

Related info for your journey

Find useful and relevant information for your journey from Chicago to Ontario. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago to Region of Ontario?

    A quick flight from Chicago to Region of Ontario can take about 1h 40m. Porter Airlines provides one of the quickest options available for as low as $245. Airlines will cover a distance of 442 mi. Generally, flights for this route are nonstop.

  • What are the cheapest airlines to fly from Chicago to Region of Ontario one-way?

    To fly one-way, consider booking your trip with Air Canada, which is currently one of the cheapest options available, starting at $69. United Airlines flights start at $85 while deals on Porter Airlines start at $88 one-way.

  • What are the most popular routes from Chicago to Region of Ontario?

    Most travelers choose Chicago O'Hare Intl - Toronto Pearson Intl, Chicago O'Hare Intl - Montreal Pierre Elliott Trudeau Intl or Chicago O'Hare Intl - Toronto Island when deciding on the best route from Chicago to Region of Ontario.

  • What are the most reliable airlines from Chicago to Region of Ontario?

    Consider Korean Air (91%), Royal Jordanian (91%) or Republic Airways (83%) when booking your flight. These represent the most reliable airlines when flying from Chicago to Region of Ontario.

  • What are the cheapest flights from Chicago to Region of Ontario?

    Looking at all options, your cheapest flight can be booked for $106. While the most popular route (Chicago O'Hare Intl - Toronto Pearson Intl) can be booked for $246 on average, our data indicates $1,537 when flying from Chicago to Region of Ontario.

  • Can I find deals for flights from Chicago to Ontario that include hotel bookings?

    Yes. In addition to deals on Chicago to Ontario flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Ontario?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Ontario.

  • Can I find deals for business class flights from Chicago to Ontario?

    Yes. Cheapflights offers flight deals from Chicago to Ontario by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Region of Ontario?

    Currently, February is the cheapest month in which you can book a flight from Chicago to Region of Ontario (average of $284). Flying from Chicago to Region of Ontario in August is currently the most expensive (average of $356). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 7 airlines flying from Chicago to Ontario

Discover the top 7 airlines that operate flights from Chicago to Ontario. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 25, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$88Average$359FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$106Average$294FlexibilityNo cancel feeOn-time67%
Qantas AirwaysCheapest$160Average$403FlexibilityNo cancel feeOn-time74%
WestJetCheapest$170Average$319FlexibilityNo cancel feeOn-time60%
Porter AirlinesCheapest$174Average$348FlexibilityNo cancel feeOn-time52%
United AirlinesCheapest$192Average$500FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$223Average$380FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.