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Cheap flights from Chicago to Ontario from C$ 135

CHI — YYZ
13 Oct — 20 Oct1
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

Thu 1/1011:45 a.m. -
Nonstop1h 40m
Sun 4/1010:10 a.m. -
Nonstop1h 50m
Deal found 11/9C$ 297
Tue 27/106:20 p.m. -
Nonstop1h 46m
Thu 29/1010:35 a.m. -
Nonstop2h 05m
Deal found 11/9C$ 297
Mon 26/106:20 p.m. -
Nonstop1h 46m
Mon 2/1110:35 a.m. -
Nonstop2h 05m
Deal found 10/9C$ 298
Tue 3/114:30 p.m. -
Nonstop1h 40m
Sat 7/112:35 p.m. -
Nonstop2h 03m
Deal found 10/9C$ 298
Tue 13/103:20 p.m. -
Nonstop1h 40m
Sat 24/101:45 p.m. -
Nonstop1h 50m
Deal found 11/9C$ 300
Tue 27/1012:20 p.m. -
Nonstop1h 46m
Tue 3/114:35 p.m. -
Nonstop2h 05m
Deal found 12/9C$ 300
Thu 1/103:20 p.m. -
Nonstop1h 40m
Tue 6/1010:10 a.m. -
Nonstop1h 50m
Deal found 11/9C$ 301
Thu 1/109:55 a.m. -
Nonstop1h 45m
Sun 4/108:05 a.m. -
Nonstop1h 55m
Deal found 12/9C$ 301
Fri 16/103:20 p.m. -
Nonstop1h 40m
Tue 20/1010:10 a.m. -
Nonstop1h 50m
Deal found 11/9C$ 302
Thu 22/102:00 p.m. -
Nonstop1h 48m
Sun 25/1010:35 a.m. -
Nonstop2h 05m
Deal found 11/9C$ 302
Tue 27/108:45 a.m. -
Nonstop1h 42m
Tue 3/112:35 p.m. -
Nonstop2h 03m
Deal found 12/9C$ 302
Sat 26/93:20 p.m. -
Nonstop1h 40m
Mon 28/91:45 p.m. -
Nonstop1h 50m
Deal found 12/9C$ 305

Find flight deals from Chicago to Ontario

Round-trip from

C$ 297

One-way from

C$ 135

Popular in

August

Cheapest in

March

Average price

C$ 413

Good round-trip deal

C$ 276 or less

Good one-way deal

C$ 139 or less
Porter Airlines
  • Porter Airlines
  • 1/10-4/10
  • Nonstop
  • 3h 30m total
  • Chicago to Ontario
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Air Canada
  • Air Canada
  • 27/9-31/12
  • 1 total stop
  • 6h 05m total
  • Chicago to Ontario
Search Deals
Highest demand for flights based on searches. 5% potential increase in price (C$ 30 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease (C$ 6 potential savings vs. average RT price).
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Average for round-trip flights in September 2026
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Price to beat on a round-trip flight from Chicago (CHI) to Ontario.
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Price to beat on a one-way flight from Chicago (CHI) to Ontario.
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Cheapflights Fare Finder

 
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

ChicagoToronto

ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl

ORDYYZ

Chicago O'Hare Intl

Sat 5/12

10:25 a.m.-6:43 p.m.

1 stop7h 18m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 146

ChicagoToronto

ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl

ORDYYZ

Chicago O'Hare Intl

Fri 13/11

8:29 a.m.-5:20 p.m.

1 stop7h 51m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 146

ChicagoToronto

ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl

ORDYYZ

Chicago O'Hare Intl

Tue 20/10

6:06 p.m.-11:54 p.m.

1 stop4h 48m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 146

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Tue 20/10

1:27 p.m.-10:56 p.m.

1 stop8h 29m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 146

ChicagoToronto

ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl

ORDYYZ

Chicago O'Hare Intl

Sun 8/11

5:55 a.m.-2:25 p.m.

1 stop7h 30m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 146

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Thu 8/10

1:27 p.m.-10:56 p.m.

1 stop8h 29m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 146

ChicagoToronto

ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl

ORDYYZ

Chicago O'Hare Intl

Wed 23/9

12:16 p.m.-7:00 p.m.

1 stop5h 44m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 146

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Sat 10/10

1:27 p.m.-10:56 p.m.

1 stop8h 29m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 146

ChicagoToronto

ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl

ORDYYZ

Chicago O'Hare Intl

Fri 23/10

5:00 a.m.-11:43 a.m.

1 stop5h 43m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 146

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Sat 5/12

9:37 a.m.-5:20 p.m.

1 stop6h 43m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 146

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/9

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

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$ 397). Flying from Chicago to Region of Ontario in August is currently the most expensive (average of C$ 510). 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?

Unlike at noon, when flights are generally more expensive, you can save up to 43% 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

The most flights from CHI to CAON are scheduled on a Friday (68 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (39 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$ 380 and C$ 528 in November.
The cheapest round-trip price found within the last 5 days was C$ 298 on Air Canada (3 Nov-7 Nov).

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 71 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?

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

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
460 reviews
Check prices

Overall

8.0

Boarding

8.2

Entertainment

6.9

Food

7.6

Comfort

8.0

Crew

8.6

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
460 reviews
Porter Airlines
8.0
Very good
460 reviews
Check prices

Overall

8.0

Boarding

8.2

Entertainment

6.9

Food

7.6

Comfort

8.0

Crew

8.6

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
10,211 reviews
Porter Airlines
8.0
Very good
460 reviews
Check prices

Overall

8.0

Boarding

8.2

Entertainment

6.9

Food

7.6

Comfort

8.0

Crew

8.6

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
11,619 reviews
Porter Airlines
8.0
Very good
460 reviews
Check prices

Overall

8.0

Boarding

8.2

Entertainment

6.9

Food

7.6

Comfort

8.0

Crew

8.6

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

  • 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$ 297. Chicago and Region of Ontario are separated by a distance of 711 km. All flights are typically direct.

  • 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$ 88. American Airlines flights start at C$ 112 while deals on Air Canada start at C$ 134 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 (86%), Royal Jordanian (82%), Republic Airways( 75%).

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

    The cheapest flight price from Chicago to Region of Ontario is C$ 134. On average you can expect to pay C$ 412. The most popular route, (Chicago O'Hare Intl - Toronto Pearson Intl), can usually be booked for C$ 307.

  • 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$ 397). Flying from Chicago to Region of Ontario in August is currently the most expensive (average of C$ 510). 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

Top 3 airlines flying from Chicago to Ontario

AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapestC$ 135AverageC$ 659FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air CanadaCheapestC$ 286AverageC$ 469FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 342AverageC$ 443FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

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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.

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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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