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$77+ 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 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
Nov 13 — Nov 201
Thu 11/13
Thu 11/20
1 adult, Economy
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Find 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 October 14, 2025.

This American Airlines deal was found by Cheapflights users on 10/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/128:09 amORD - YYZ
Nonstop1h 43mAmerican Airlines
Wed 11/191:14 pmYYZ - ORD
Nonstop2h 00mAmerican Airlines
Deal found 10/13$184
This American Airlines deal was found by Cheapflights users on 10/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/206:47 amORD - YYZ
1 stop7h 43mAmerican Airlines
Mon 11/246:00 amYYZ - ORD
Nonstop2h 15mAmerican Airlines
Deal found 10/12$194
This American Airlines deal was found by Cheapflights users on 10/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/58:09 amORD - YYZ
Nonstop1h 43mAmerican Airlines
Fri 11/75:15 pmYYZ - ORD
1 stop5h 08mAmerican Airlines
Deal found 10/13$200
This American Airlines deal was found by Cheapflights users on 10/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/35:00 amORD - YYZ
1 stop5h 14mAmerican Airlines
Fri 11/75:15 pmYYZ - ORD
1 stop5h 08mAmerican Airlines
Deal found 10/12$209
This American Airlines deal was found by Cheapflights users on 10/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/88:03 amORD - YYZ
Nonstop1h 43mAmerican Airlines
Sun 11/96:00 amYYZ - ORD
Nonstop2h 15mAmerican Airlines
Deal found 10/14$213
This American Airlines deal was found by Cheapflights users on 10/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/145:00 amORD - YYZ
1 stop5h 14mAmerican Airlines
Fri 11/211:14 pmYYZ - ORD
Nonstop2h 00mAmerican Airlines
Deal found 10/13$214
This American Airlines deal was found by Cheapflights users on 10/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/66:50 amORD - YYZ
1 stop7h 40mAmerican Airlines
Sat 11/86:00 amYYZ - ORD
Nonstop2h 15mAmerican Airlines
Deal found 10/14$217
This American Airlines deal was found by Cheapflights users on 10/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/137:10 amORD - YYZ
1 stop7h 47mAmerican Airlines
Sun 11/166:00 amYYZ - ORD
Nonstop2h 15mAmerican Airlines
Deal found 10/12$218
This American Airlines deal was found by Cheapflights users on 10/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/266:34 pmORD - YYZ
Nonstop1h 55mAmerican Airlines
Wed 12/35:16 pmYYZ - ORD
1 stop5h 03mAmerican Airlines
Deal found 10/12$219
This American Airlines deal was found by Cheapflights users on 10/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/158:30 amORD - YYZ
1 stop6h 00mAmerican Airlines
Fri 11/216:00 amYYZ - ORD
1 stop5h 42mAmerican Airlines
Deal found 10/13$223
This Delta deal was found by Cheapflights users on 10/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/78:55 amORD - YYZ
1 stop4h 50mDelta
Sun 11/96:05 amYYZ - ORD
1 stop4h 56mDelta
Deal found 10/14$233
This Delta deal was found by Cheapflights users on 10/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/83:00 pmMDW - YYZ
1 stop7h 18mDelta
Sun 11/912:08 pmYYZ - MDW
1 stop7h 00mDelta
Deal found 10/14$233

Cheap flight deals from Chicago to Ontario

Keep the following information in mind while searching for Chicago to Ontario flight deals. Data was last updated October 14, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$178
(United Airlines)

One-way from

$77
(American Airlines)

Popular in

January

Cheapest in

September

Average price

$285

Good round-trip deal

$222 or less

Good one-way deal

$89 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 ($35 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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 October 14, 2025.
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

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 3/6

6:40 pm-9:28 pm

Nonstop1h 48m

Toronto Pearson Intl

Sun 3/8

9:00 am-10:09 am

Nonstop2h 09m

$178

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sun 3/22

7:10 am-9:55 am

Nonstop1h 45m

Toronto Pearson Intl

Sat 3/28

2:15 pm-3:10 pm

Nonstop1h 55m

$178

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sun 3/22

7:10 am-9:55 am

Nonstop1h 45m

Toronto Pearson Intl

Wed 3/25

3:00 pm-4:09 pm

Nonstop2h 09m

$178

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 3/5

6:40 pm-9:28 pm

Nonstop1h 48m

Toronto Pearson Intl

Sun 3/15

9:00 am-10:09 am

Nonstop2h 09m

$178

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 11/18

6:06 am-11:54 am

1 stop4h 48m

Toronto Pearson Intl

Thu 11/27

11:32 am-12:27 pm

Nonstop1h 55m

$194

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 2/20

7:00 am-3:10 pm

1 stop7h 10m

Toronto Pearson Intl

Wed 2/25

4:45 pm-5:45 pm

Nonstop2h 00m

$194

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sun 12/7

6:05 am-4:35 pm

1 stop9h 30m

Toronto Pearson Intl

Thu 12/11

6:24 pm-7:24 pm

Nonstop2h 00m

$194

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 2/20

11:00 am-1:42 pm

Nonstop1h 42m

Toronto Island

Wed 2/25

2:30 pm-3:20 pm

Nonstop1h 50m

$203

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 4/10

11:00 am-1:42 pm

Nonstop1h 42m

Toronto Island

Mon 4/13

2:30 pm-3:20 pm

Nonstop1h 50m

$206

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 11/8

7:10 am-11:20 am

1 stop3h 10m

Toronto Pearson Intl

Sun 11/9

12:08 pm-6:26 pm

1 stop7h 18m

$233

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/13

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 $106). Flying from Chicago to Region of Ontario in July is currently the most expensive (average of $173). 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 October 14, 2025.

It’s optimal to fly from Chicago to Region of Ontario in the evening. By choosing this option you can save up to 18% 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 December 16, 2024.

Travelers seeking maximum savings on their Chicago to Region of Ontario flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Monday 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 October 14, 2025.

The most flights from CHI to CAON are scheduled on a Monday (58 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (42 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 October 14, 2025.
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
8.0
Very good
379 reviews

Entertainment

7.0

Overall

8.0

Food

7.6

Comfort

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Porter Airlines
8.0
Very good
379 reviews
Porter Airlines
8.0
Very good
379 reviews

Entertainment

7.0

Overall

8.0

Food

7.6

Comfort

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Air Transat
7.7
Good
456 reviews
Porter Airlines
8.0
Very good
379 reviews

Entertainment

7.0

Overall

8.0

Food

7.6

Comfort

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
United Airlines
7.4
Good
8,975 reviews
Porter Airlines
8.0
Very good
379 reviews

Entertainment

7.0

Overall

8.0

Food

7.6

Comfort

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
American Airlines
7.2
Good
11,043 reviews
Porter Airlines
8.0
Very good
379 reviews

Entertainment

7.0

Overall

8.0

Food

7.6

Comfort

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Air Canada
7.1
Good
10,291 reviews
Porter Airlines
8.0
Very good
379 reviews

Entertainment

7.0

Overall

8.0

Food

7.6

Comfort

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.

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. United Airlines provides one of the quickest options available for as low as $203. 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 American Airlines, which is currently one of the cheapest options available, starting at $81. Delta flights start at $89 while deals on Porter Airlines start at $107 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 Qatar Airways (93%), Finnair (88%) or Envoy Air (87%) 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 $122. While the most popular route (Chicago O'Hare Intl - Toronto Pearson Intl) can be booked for $166 on average, our data indicates $719 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 $106). Flying from Chicago to Region of Ontario in July is currently the most expensive (average of $173). 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.

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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 4 airlines flying from Chicago to Ontario

Discover the top 4 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 October 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$117Average$312FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$145Average$429FlexibilityNo cancel feeOn-time69%
Porter AirlinesCheapest$185Average$304FlexibilityNo cancel feeOn-time52%
American AirlinesCheapest$231Average$390FlexibilityNo cancel feeOn-time71%

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