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$60+ 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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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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 January 27, 2026.

This eDestinos deal was found by Cheapflights users on 1/26. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2011:00 am
MDW
-
YUL
1 stop5h 45m
Porter Airlines
Thu 4/3010:15 am
YUL
-
MDW
1 stop6h 05m
Porter Airlines
Deal found 1/26$186
This Kiwi.com deal was found by Cheapflights users on 1/25. 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.
Mon 5/2510:25 am
MDW
-
YUL
1 stop5h 50m
Porter Airlines
Wed 5/2712:25 pm
YUL
-
MDW
1 stop5h 25m
Porter Airlines
Deal found 1/25$188
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 4/34:15 pm
MDW
-
YTZ
Nonstop1h 42m
Porter Airlines
Mon 4/69:15 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 1/27$188
This Booking.com deal was found by Cheapflights users on 1/26. 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 2/1910:00 am
ORD
-
YYZ
Nonstop1h 40m
Air Canada
Mon 2/232:15 pm
YYZ
-
ORD
Nonstop1h 55m
Air Canada
Deal found 1/26$189
This oojo deal was found by Cheapflights users on 1/25. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/911:00 am
MDW
-
YUL
1 stop5h 45m
Porter Airlines
Mon 4/1310:15 am
YUL
-
MDW
1 stop6h 05m
Porter Airlines
Deal found 1/25$191
This Trip.com deal was found by Cheapflights users on 1/26. 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 3/1311:00 am
MDW
-
YTZ
Nonstop1h 42m
Porter Airlines
Mon 3/169:15 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 1/26$192
This Booking.com deal was found by Cheapflights users on 1/27. 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.
Fri 3/132:00 pm
ORD
-
YYZ
Nonstop1h 39m
Air Canada
Fri 3/204:50 pm
YYZ
-
ORD
Nonstop1h 58m
Air Canada
Deal found 1/27$193
This Mytrip deal was found by Cheapflights users on 1/27. 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.
Sat 4/412:45 pm
MDW
-
YTZ
Nonstop1h 42m
Multiple Airlines
Sat 4/1111:00 am
YTZ
-
MDW
Nonstop1h 50m
Multiple Airlines
Deal found 1/27$194
This oojo deal was found by Cheapflights users on 1/26. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/111:00 am
MDW
-
YUL
1 stop6h 15m
Porter Airlines
Tue 4/1412:05 pm
YUL
-
MDW
1 stop4h 15m
Porter Airlines
Deal found 1/26$195
This Super.com deal was found by Cheapflights users on 1/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/1711:05 am
MDW
-
YTZ
Nonstop1h 42m
Porter Airlines
Thu 2/199:20 am
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 1/27$195
This Mytrip deal was found by Cheapflights users on 1/26. 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 3/1211:00 am
MDW
-
YTZ
Nonstop1h 42m
Multiple Airlines
Thu 3/192:30 pm
YTZ
-
MDW
Nonstop1h 50m
Multiple Airlines
Deal found 1/26$196
This Trip.com deal was found by Cheapflights users on 1/26. 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 2/1711:05 am
MDW
-
YTZ
Nonstop1h 42m
Multiple Airlines
Thu 2/199:20 am
YTZ
-
MDW
Nonstop1h 50m
Multiple Airlines
Deal found 1/26$197

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 January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$186
(eDestinos)

One-way from

$60
(Trip.com)

Popular in

January

Cheapest in

September

Average price

$309

Good round-trip deal

$211 or less

Good one-way deal

$167 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. 11% potential increase in price ($34 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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 January 27, 2026.
Use the filters below to find and compare flights from Chicago to Ontario that are best for you.

Fly from

Chicago

Fly to

Ontario

Route

Depart

Return

Price

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 6/4

5:35 pm-8:15 pm

Nonstop1h 40m

Toronto Island

Sun 6/7

4:00 pm-4:50 pm

Nonstop1h 50m

$194

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 3/12

11:00 am-1:42 pm

Nonstop1h 42m

Toronto Island

Thu 3/19

2:30 pm-3:20 pm

Nonstop1h 50m

$196

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 4/11

12:45 pm-3:27 pm

Nonstop1h 42m

Toronto Island

Sun 4/12

9:15 am-10:05 am

Nonstop1h 50m

$196

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 3/14

12:45 pm-3:27 pm

Nonstop1h 42m

Toronto Island

Tue 3/17

9:15 am-10:05 am

Nonstop1h 50m

$197

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 4/16

11:00 am-1:42 pm

Nonstop1h 42m

Toronto Island

Sun 4/19

9:15 am-10:05 am

Nonstop1h 50m

$197

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 4/3

11:00 am-1:42 pm

Nonstop1h 42m

Toronto Island

Mon 4/6

9:15 am-10:05 am

Nonstop1h 50m

$198

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 5/7

10:25 am-1:05 pm

Nonstop1h 40m

Toronto Island

Sun 5/10

8:50 am-9:40 am

Nonstop1h 50m

$198

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 3/13

11:00 am-1:42 pm

Nonstop1h 42m

Toronto Island

Mon 3/16

9:15 am-10:05 am

Nonstop1h 50m

$198

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 2/25

11:05 am-1:47 pm

Nonstop1h 42m

Toronto Island

Sat 2/28

11:05 am-11:55 am

Nonstop1h 50m

$199

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 2/25

11:05 am-1:47 pm

Nonstop1h 42m

Toronto Island

Wed 3/4

9:15 am-10:05 am

Nonstop1h 50m

$200

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

Showing 1-10 of 60 results
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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, March is the cheapest month in which you can book a flight from Chicago to Region of Ontario (average of $79). Flying from Chicago to Region of Ontario in January is currently the most expensive (average of $177). 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 January 27, 2026.

It’s optimal to fly from Chicago to Region of Ontario in the morning. By choosing this option you can save up to 26% on the cost of your flight, compared to a flight at noon.

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 January 24, 2026.

Travelers seeking maximum savings on their Chicago to Region of Ontario flight should consider departing on Monday mornings when fares are most often at their lowest. Sunday evenings 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 January 27, 2026.

The most flights from CHI to CAON are scheduled on a Friday (66 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (41 on average).

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 January 27, 2026.
See what other customers who have flown with Porter Airlines, Air Transat, and United 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
7.9
Good
412 reviews

Comfort

7.9

Boarding

8.2

Food

7.5

Entertainment

6.9

Crew

8.6

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out
Porter Airlines
7.9
Good
412 reviews
Porter Airlines
7.9
Good
412 reviews

Comfort

7.9

Boarding

8.2

Food

7.5

Entertainment

6.9

Crew

8.6

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out
Air Transat
7.7
Good
501 reviews
Porter Airlines
7.9
Good
412 reviews

Comfort

7.9

Boarding

8.2

Food

7.5

Entertainment

6.9

Crew

8.6

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out
United Airlines
7.4
Good
9,205 reviews
Porter Airlines
7.9
Good
412 reviews

Comfort

7.9

Boarding

8.2

Food

7.5

Entertainment

6.9

Crew

8.6

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out
American Airlines
7.2
Good
11,197 reviews
Porter Airlines
7.9
Good
412 reviews

Comfort

7.9

Boarding

8.2

Food

7.5

Entertainment

6.9

Crew

8.6

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out
Air Canada
7.1
Good
10,660 reviews
Porter Airlines
7.9
Good
412 reviews

Comfort

7.9

Boarding

8.2

Food

7.5

Entertainment

6.9

Crew

8.6

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

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 42m. Porter Airlines provides one of the quickest options available for as low as $197. Airlines will cover a distance of 442 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 $54. Porter Airlines flights start at $58 while deals on United Airlines start at $69 one-way.

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

    Most travelers choose Chicago O'Hare Intl - Montreal Pierre Elliott Trudeau Intl, Chicago O'Hare Intl - Toronto Pearson 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 (88%), Alaska Airlines (73%) or Japan Airlines (72%) 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 $85. While the most popular route (Chicago O'Hare Intl - Montreal Pierre Elliott Trudeau Intl) can be booked for $183 on average, our data indicates $1,329 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, March is the cheapest month in which you can book a flight from Chicago to Region of Ontario (average of $79). Flying from Chicago to Region of Ontario in January is currently the most expensive (average of $177). 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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Alternative routes for Chicago to Ontario

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Chicago to Ontario

Discover the top 5 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 January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$88Average$359FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$100Average$258FlexibilityNo cancel feeOn-time67%
Porter AirlinesCheapest$109Average$351FlexibilityNo cancel feeOn-time52%
United AirlinesCheapest$140Average$405FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$217Average$359FlexibilityNo cancel feeOn-time71%

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