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$75+ 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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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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 September 11, 2025.

Round-trip from

$171
(Kiwi.com)

One-way from

$75
(Trip.com)

Popular in

January

Cheapest in

July

Average price

$276

Good round-trip deal

$201 or less

Good one-way deal

$90 or less
From Chicago (CHI) to Ontario
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One-way flight from Chicago (CHI) to Ontario
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Highest demand for flights based on searches. 8% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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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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 September 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Sat 10/49:35 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Wed 10/87:50 amYTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 9/10$171
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Tue 10/145:20 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Fri 10/177:50 amYTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 9/9$173
This Trip.com deal was found by Cheapflights users on 9/9. 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.
Sun 10/129:35 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 10/197:50 amYTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 9/9$178
This Trip.com deal was found by Cheapflights users on 9/10. 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.
Thu 10/304:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 11/22:30 pmYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 9/10$179
This Flightnetwork deal was found by Cheapflights users on 9/9. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/309:55 amORD - YYZ
Nonstop1h 42mAir Canada
Thu 10/28:15 amYYZ - ORD
Nonstop1h 54mAir Canada
Deal found 9/9$189
This Mytrip deal was found by Cheapflights users on 9/9. 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 10/410:40 amORD - YYZ
1 stop5h 44mAir Canada
Sun 10/56:15 amYYZ - ORD
1 stop4h 36mAir Canada
Deal found 9/9$194
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Sat 10/119:35 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Tue 10/143:35 pmYTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 9/9$195
This Mytrip deal was found by Cheapflights users on 9/9. 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.
Mon 10/207:43 pmORD - YYZ
1 stop17h 22mMultiple Airlines
Thu 10/236:30 amYYZ - ORD
1 stop10h 34mMultiple Airlines
Deal found 9/9$196
This Mytrip deal was found by Cheapflights users on 9/9. 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.
Fri 9/266:44 pmORD - YYZ
1 stop18h 21mMultiple Airlines
Tue 9/306:30 amYYZ - ORD
1 stop12h 09mMultiple Airlines
Deal found 9/9$199
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/175:20 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 10/197:50 amYTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 9/10$200
This Mytrip deal was found by Cheapflights users on 9/9. 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.
Tue 10/217:43 pmORD - YYZ
1 stop17h 22mMultiple Airlines
Thu 10/236:30 amYYZ - ORD
1 stop10h 34mMultiple Airlines
Deal found 9/9$200
This Trip.com deal was found by Cheapflights users on 9/9. 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.
Thu 10/212:52 pmORD - YYZ
Nonstop1h 54mUnited Airlines
Sun 10/57:00 amYYZ - ORD
Nonstop1h 58mUnited Airlines
Deal found 9/9$201

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 September 11, 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

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 10/4

9:35 am-12:17 pm

Nonstop1h 42m

Toronto Island

Wed 10/8

7:50 am-8:39 am

Nonstop1h 49m

$171

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 10/31

11:00 am-1:42 pm

Nonstop1h 42m

Toronto Island

Mon 11/3

9:15 am-10:05 am

Nonstop1h 50m

$171

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 10/15

9:35 am-12:17 pm

Nonstop1h 42m

Toronto Island

Wed 10/22

7:50 am-8:39 am

Nonstop1h 49m

$173

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 10/19

9:35 am-12:17 pm

Nonstop1h 42m

Toronto Island

Fri 10/24

3:35 pm-4:24 pm

Nonstop1h 49m

$173

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 10/2

9:35 am-12:17 pm

Nonstop1h 42m

Toronto Island

Sun 10/5

7:50 am-8:39 am

Nonstop1h 49m

$173

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 10/23

5:20 pm-8:02 pm

Nonstop1h 42m

Toronto Island

Sun 10/26

9:15 am-10:05 am

Nonstop1h 50m

$177

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 10/5

9:35 am-12:17 pm

Nonstop1h 42m

Toronto Island

Tue 10/7

7:50 am-8:39 am

Nonstop1h 49m

$190

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 10/11

9:35 am-12:17 pm

Nonstop1h 42m

Toronto Island

Sat 10/18

7:50 am-8:39 am

Nonstop1h 49m

$190

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 10/4

9:35 am-12:17 pm

Nonstop1h 42m

Toronto Island

Sun 10/5

7:50 am-8:39 am

Nonstop1h 49m

$199

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 10/8

7:10 am-9:58 am

Nonstop1h 48m

Toronto Pearson Intl

Sun 10/12

9:00 am-9:55 am

Nonstop1h 55m

$219

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

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, January is the cheapest month in which you can book a flight from Chicago to Region of Ontario (average of $243). Flying from Chicago to Region of Ontario in August is currently the most expensive (average of $348). 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 September 11, 2025.

When flying from Chicago to Region of Ontario, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 September 11, 2025.

The most flights from CHI to CAON are scheduled on a Thursday (61 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (40 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 September 11, 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
7.9
Good
363 reviews

Entertainment

7.0

Boarding

8.1

Comfort

7.9

Crew

8.6

Overall

7.9

Food

7.6

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
7.9
Good
363 reviews
Porter Airlines
7.9
Good
363 reviews

Entertainment

7.0

Boarding

8.1

Comfort

7.9

Crew

8.6

Overall

7.9

Food

7.6

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
438 reviews
Porter Airlines
7.9
Good
363 reviews

Entertainment

7.0

Boarding

8.1

Comfort

7.9

Crew

8.6

Overall

7.9

Food

7.6

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
8,937 reviews
Porter Airlines
7.9
Good
363 reviews

Entertainment

7.0

Boarding

8.1

Comfort

7.9

Crew

8.6

Overall

7.9

Food

7.6

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
10,000 reviews
Porter Airlines
7.9
Good
363 reviews

Entertainment

7.0

Boarding

8.1

Comfort

7.9

Crew

8.6

Overall

7.9

Food

7.6

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
10,000 reviews
Porter Airlines
7.9
Good
363 reviews

Entertainment

7.0

Boarding

8.1

Comfort

7.9

Crew

8.6

Overall

7.9

Food

7.6

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. Porter Airlines provides one of the quickest options available for as low as $171. 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 Porter Airlines, which is currently one of the cheapest options available, starting at $75. Air Canada flights start at $78 while deals on United Airlines start at $85 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 Midway - 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 (85%), Envoy Air (80%) or SkyWest Airlines (80%) 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 $74. While the most popular route (Chicago O'Hare Intl - Montreal Pierre Elliott Trudeau Intl) can be booked for $274 on average, our data indicates $1,016 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, January is the cheapest month in which you can book a flight from Chicago to Region of Ontario (average of $243). Flying from Chicago to Region of Ontario in August is currently the most expensive (average of $348). 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 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$118Average$318FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$146Average$433FlexibilityNo cancel feeOn-time69%
Porter AirlinesCheapest$187Average$329FlexibilityNo cancel feeOn-time52%
American AirlinesCheapest$221Average$390FlexibilityNo cancel feeOn-time71%

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