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Cheap flights from Chicago to Ontario from C$ 149

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 21/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
1 Sep — 8 Sep1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Chicago to Ontario

Enter your travel dates to find the best prices.

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 2 August 2026.

Wed 2/911:45 a.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Sat 5/91:45 p.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 28/7C$ 331
Wed 9/911:45 a.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Wed 16/910:10 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 28/7C$ 332
Thu 10/95:35 p.m.
ORD
-
YYZ
Nonstop1h 43m
Air Canada
Sun 13/912:25 p.m.
YYZ
-
ORD
Nonstop1h 58m
Air Canada
Deal found 28/7C$ 332
Thu 3/93:20 p.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Tue 8/91:45 p.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 28/7C$ 333
Tue 22/910:47 a.m.
ORD
-
YYZ
Nonstop1h 55m
Multiple Airlines
Tue 22/94:00 p.m.
YYZ
-
ORD
1 stop5h 12m
Multiple Airlines
Deal found 28/7C$ 333
Thu 3/93:20 p.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Sun 6/91:45 p.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 28/7C$ 335
Fri 11/911:05 a.m.
ORD
-
YYZ
1 stop6h 07m
Air Canada
Fri 18/97:10 a.m.
YYZ
-
ORD
2 stops8h 42m
Air Canada
Deal found 28/7C$ 335
Wed 9/98:45 a.m.
ORD
-
YTZ
1 stop6h 05m
Air Canada
Thu 10/97:35 p.m.
YTZ
-
ORD
Nonstop2h 06m
Air Canada
Deal found 31/7C$ 336
Sun 23/88:50 a.m.
ORD
-
YYZ
Nonstop1h 59m
United Airlines
Sun 30/89:00 p.m.
YYZ
-
ORD
Nonstop2h 05m
United Airlines
Deal found 31/7C$ 336
Mon 5/1011:45 a.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Sat 10/101:45 p.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 1/8C$ 338
Tue 25/82:00 p.m.
ORD
-
YTZ
Nonstop1h 53m
Air Canada
Sat 29/810:45 a.m.
YTZ
-
ORD
1 stop5h 10m
Air Canada
Deal found 30/7C$ 338
Tue 8/94:38 p.m.
ORD
-
YYZ
Nonstop2h 02m
Multiple Airlines
Sat 12/94:00 p.m.
YYZ
-
ORD
Nonstop1h 58m
Multiple Airlines
Deal found 1/8C$ 338

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 2 August 2026.

Round-trip from

C$ 331

One-way from

C$ 149

Popular in

August

Cheapest in

March

Average price

C$ 436

Good round-trip deal

C$ 150 or less

Good one-way deal

C$ 165 or less
Porter Airlines
  • Porter Airlines
  • 2/9-5/9
  • Nonstop
  • 3h 30m total
  • Chicago to Ontario
Search Deals
Porter Airlines
  • Porter Airlines
  • 21/9
  • Nonstop
  • 1h 40m total
  • Chicago to Ontario
Search Deals
Highest demand for flights based on searches. 3% potential increase in price (C$ 17 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 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 629,999 searches. Data last updated 2 August 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

Thu 3/9

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

Toronto Island

Sun 6/9

1:45 p.m.-2:35 p.m.

Nonstop1h 50m

C$ 335

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 17/9

2:52 p.m.-5:56 p.m.

Nonstop2h 04m

Toronto Pearson Intl

Thu 17/9

9:00 p.m.-10:05 p.m.

Nonstop2h 05m

C$ 338

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 24/10

5:53 p.m.-8:44 p.m.

Nonstop1h 51m

Toronto Pearson Intl

Tue 27/10

4:30 p.m.-5:43 p.m.

Nonstop2h 13m

C$ 338

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 9/9

7:09 a.m.-9:54 a.m.

Nonstop1h 45m

Toronto Pearson Intl

Thu 17/9

10:15 a.m.-11:21 a.m.

Nonstop2h 06m

C$ 338

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 19/9

5:53 p.m.-8:44 p.m.

Nonstop1h 51m

Toronto Pearson Intl

Tue 22/9

7:00 a.m.-8:00 a.m.

Nonstop2h 00m

C$ 338

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Mon 19/10

12:59 p.m.-3:46 p.m.

Nonstop1h 47m

Toronto Pearson Intl

Sun 25/10

6:45 a.m.-7:54 a.m.

Nonstop2h 09m

C$ 338

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 12/9

11:45 a.m.-2:25 p.m.

Nonstop1h 40m

Toronto Island

Sat 19/9

10:10 a.m.-11:00 a.m.

Nonstop1h 50m

C$ 343

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 12/9

11:45 a.m.-2:25 p.m.

Nonstop1h 40m

Toronto Island

Tue 15/9

1:45 p.m.-2:35 p.m.

Nonstop1h 50m

C$ 343

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 29/8

10:20 a.m.-1:00 p.m.

Nonstop1h 40m

Toronto Island

Mon 31/8

1:45 p.m.-2:35 p.m.

Nonstop1h 50m

C$ 346

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 9/9

12:59 p.m.-3:46 p.m.

Nonstop1h 47m

Toronto Pearson Intl

Fri 11/9

4:00 p.m.-8:12 p.m.

1 stop5h 12m

C$ 349

Flights are sorted by cheapest round-trip flights first.

Deals found on 31/7

Showing 1-10 of 60 resultsSorted by cheapest first
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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 C$ 398). Flying from Chicago to Region of Ontario in August is currently the most expensive (average of C$ 499). 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 2 August 2026.

Unlike at noon, when flights are generally more expensive, you can save up to 56% on flights from Chicago to Region of Ontario by exploring options for tickets in the evening.

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 2 August 2026.

The most flights from CHI to CAON are scheduled on a Friday (68 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (38 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 C$ 447 and C$ 656 in September.
The cheapest round-trip price found within the last 5 days was C$ 332 on Air Canada (10 Sep-13 Sep).

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

To ensure you get the cheapest price possible for a flight from Chicago to Region of Ontario, you should look to book at least 64 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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 1 August 2026.

Travelers seeking maximum savings on their Chicago to Region of Ontario flight should consider departing on Thursday mornings when fares are most often at their lowest. Monday mornings 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 2 August 2026.
Read reviews from past customers who have flown Porter Airlines,United Airlines, andAir Canada from Chicago to Ontario. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
449 reviews
Check prices

Entertainment

6.9

Crew

8.6

Comfort

8.0

Food

7.5

Boarding

8.2

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
449 reviews
Porter Airlines
8.0
Very good
449 reviews
Check prices

Entertainment

6.9

Crew

8.6

Comfort

8.0

Food

7.5

Boarding

8.2

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
10,062 reviews
Porter Airlines
8.0
Very good
449 reviews
Check prices

Entertainment

6.9

Crew

8.6

Comfort

8.0

Food

7.5

Boarding

8.2

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
11,419 reviews
Porter Airlines
8.0
Very good
449 reviews
Check prices

Entertainment

6.9

Crew

8.6

Comfort

8.0

Food

7.5

Boarding

8.2

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 C$ 335. Chicago and Region of Ontario are separated by a distance of 711 km. This flight may include one or multiple stops.

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

    To fly one-way, consider booking your trip with United Airlines, which is currently one of the cheapest options available, starting at C$ 104. American Airlines flights start at C$ 113 while deals on Porter Airlines start at C$ 123 one-way.

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

    While some choose either Chicago O'Hare Intl - Montreal Pierre Elliott Trudeau Intl or Chicago O'Hare Intl - Toronto Island, Chicago O'Hare Intl - Toronto Pearson Intl is the most popular route from Chicago to Region of Ontario.

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

    Before booking your flight to Region of Ontario from Chicago, check out the most reliable airlines to get you to your destination on time: Korean Air (91%), Royal Jordanian (91%), Republic Airways( 83%).

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

    The cheapest flight price from Chicago to Region of Ontario is C$ 162. On average you can expect to pay C$ 360. The most popular route, (Chicago O'Hare Intl - Toronto Pearson Intl), can usually be booked for C$ 319.

  • 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 C$ 398). Flying from Chicago to Region of Ontario in August is currently the most expensive (average of C$ 499). 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

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Top 3 airlines flying from Chicago to Ontario

Discover the top 3 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 629,999 searches. Data last updated 2 August 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapestC$ 136AverageC$ 666FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air CanadaCheapestC$ 289AverageC$ 446FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 344AverageC$ 448FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Chicago to Ontario?

Deals for Chicago to Ontario flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Chicago to Ontario?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Chicago to Ontario.

Can Cheapflights find flights from Chicago to Ontario with no change fees?

Yes, we can. To see specific flights from Chicago to Ontario with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Chicago to Ontario become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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