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Cheap flights from Chicago to Ontario from C$ 100

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 7/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
30 May — 6 Jun1
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 30 April 2026.

Sun 17/53:20 p.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Tue 19/51:45 p.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 30/4C$ 286
Thu 28/59:55 a.m.
ORD
-
YYZ
Nonstop1h 40m
Air Canada
Sun 31/51:55 p.m.
YYZ
-
ORD
Nonstop2h 00m
Air Canada
Deal found 30/4C$ 286
Thu 16/73:20 p.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Sun 19/78:50 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 27/4C$ 291
Tue 4/87:25 a.m.
ORD
-
YTZ
Nonstop1h 41m
Air Canada
Sun 9/812:15 p.m.
YTZ
-
ORD
Nonstop1h 55m
Air Canada
Deal found 26/4C$ 291
Thu 28/59:55 a.m.
ORD
-
YYZ
Nonstop1h 40m
Air Canada
Mon 1/61:55 p.m.
YYZ
-
ORD
Nonstop2h 00m
Air Canada
Deal found 30/4C$ 291
Fri 15/53:20 p.m.
MDW
-
YTZ
Nonstop1h 40m
Multiple Airlines
Mon 18/58:55 a.m.
YTZ
-
MDW
Nonstop1h 50m
Multiple Airlines
Deal found 27/4C$ 292
Tue 2/62:00 p.m.
ORD
-
YTZ
Nonstop1h 41m
Air Canada
Tue 9/67:20 p.m.
YTZ
-
ORD
Nonstop1h 56m
Air Canada
Deal found 29/4C$ 292
Tue 5/59:55 a.m.
ORD
-
YYZ
Nonstop1h 40m
GOL
Sat 9/54:00 p.m.
YYZ
-
ORD
Nonstop1h 59m
GOL
Deal found 28/4C$ 292
Fri 15/53:20 p.m.
MDW
-
YTZ
Nonstop1h 40m
Multiple Airlines
Tue 19/58:55 a.m.
YTZ
-
MDW
Nonstop1h 50m
Multiple Airlines
Deal found 25/4C$ 293
Wed 27/59:55 a.m.
ORD
-
YYZ
Nonstop1h 40m
Air Canada
Wed 10/612:25 p.m.
YYZ
-
ORD
Nonstop2h 00m
Air Canada
Deal found 29/4C$ 293
Wed 27/510:30 a.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Fri 29/51:45 p.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 27/4C$ 295
Fri 19/63:20 p.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Sun 21/68:50 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 29/4C$ 296

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 30 April 2026.

Round-trip from

C$ 286

One-way from

C$ 100

Popular in

April

Cheapest in

September

Average price

C$ 423

Good round-trip deal

C$ 138 or less

Good one-way deal

C$ 133 or less
Porter Airlines
  • Porter Airlines
  • 17/5-19/5
  • Nonstop
  • 3h 30m total
  • Chicago to Ontario
Search Deals
Porter Airlines
  • Porter Airlines
  • 7/6
  • 1 total stop
  • 6h 00m total
  • Chicago to Ontario
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (C$ 21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 30 April 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

Wed 22/7

10:25 a.m.-1:05 p.m.

Nonstop1h 40m

Toronto Island

Sun 26/7

8:50 a.m.-9:40 a.m.

Nonstop1h 50m

C$ 297

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 21/7

10:25 a.m.-1:05 p.m.

Nonstop1h 40m

Toronto Island

Sat 25/7

8:50 a.m.-9:40 a.m.

Nonstop1h 50m

C$ 300

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 17/7

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

Nonstop1h 40m

Toronto Island

Sun 19/7

8:50 a.m.-9:40 a.m.

Nonstop1h 50m

C$ 304

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 29/5

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

Nonstop1h 40m

Toronto Island

Sat 30/5

8:55 a.m.-9:45 a.m.

Nonstop1h 50m

C$ 306

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 13/8

10:25 a.m.-1:05 p.m.

Nonstop1h 40m

Toronto Island

Sun 16/8

8:50 a.m.-9:40 a.m.

Nonstop1h 50m

C$ 308

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Mon 25/5

10:30 a.m.-1:10 p.m.

Nonstop1h 40m

Toronto Island

Mon 1/6

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

Nonstop1h 50m

C$ 310

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 29/5

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

Nonstop1h 40m

Toronto Island

Sun 31/5

8:55 a.m.-9:45 a.m.

Nonstop1h 50m

C$ 312

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sun 14/6

4:37 p.m.-7:37 p.m.

Nonstop2h 00m

Toronto Pearson Intl

Wed 24/6

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

Nonstop2h 00m

C$ 321

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Mon 11/5

5:57 p.m.-8:44 p.m.

Nonstop1h 47m

Toronto Pearson Intl

Fri 15/5

9:00 p.m.-10:01 p.m.

Nonstop2h 01m

C$ 321

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 28/5

5:55 p.m.-8:44 p.m.

Nonstop1h 49m

Toronto Pearson Intl

Sun 31/5

8:50 a.m.-9:50 a.m.

Nonstop2h 00m

C$ 321

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/4

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

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 85 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 month to book a flight from Chicago to Region of Ontario?

Currently, March is the cheapest month in which you can book a flight from Chicago to Region of Ontario (average of C$ 79). Flying from Chicago to Region of Ontario in October is currently the most expensive (average of C$ 1,331). 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 30 April 2026.

Unlike in the morning, when flights are generally more expensive, you can save up to 60% on flights from Chicago to Region of Ontario by exploring options for tickets in the evening.

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 25 April 2026.

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

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 30 April 2026.

The most flights from CHI to CAON are scheduled on a Thursday (67 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (33 on average).

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

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 30 April 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
435 reviews
Check prices

Entertainment

7.0

Overall

8.0

Comfort

8.0

Boarding

8.2

Crew

8.6

Food

7.6

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
Porter Airlines
8.0
Very good
435 reviews
Porter Airlines
8.0
Very good
435 reviews
Check prices

Entertainment

7.0

Overall

8.0

Comfort

8.0

Boarding

8.2

Crew

8.6

Food

7.6

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
United Airlines
7.4
Good
9,678 reviews
Porter Airlines
8.0
Very good
435 reviews
Check prices

Entertainment

7.0

Overall

8.0

Comfort

8.0

Boarding

8.2

Crew

8.6

Food

7.6

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
Air Canada
7.1
Good
10,983 reviews
Porter Airlines
8.0
Very good
435 reviews
Check prices

Entertainment

7.0

Overall

8.0

Comfort

8.0

Boarding

8.2

Crew

8.6

Food

7.6

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.

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$ 297. 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$ 94. American Airlines flights start at C$ 110 while deals on Porter Airlines start at C$ 118 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 Midway - 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: Finnair (100%), Korean Air (91%), 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$ 117. On average you can expect to pay C$ 379. The most popular route, (Chicago O'Hare Intl - Toronto Pearson Intl), can usually be booked for C$ 314.

  • 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, March is the cheapest month in which you can book a flight from Chicago to Region of Ontario (average of C$ 79). Flying from Chicago to Region of Ontario in October is currently the most expensive (average of C$ 1,331). 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 30 April 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapestC$ 133AverageC$ 675FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapestC$ 257AverageC$ 331FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 262AverageC$ 366FlexibilityNo cancel feeOn-time67%
Search Air Canada 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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