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$61+ 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 2/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
ene. 22 — ene. 291
jue. 1/22
jue. 1/29
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 diciembre 23, 2025.

This Trip.com deal was found by Cheapflights users on 12/22. 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.
lun. 12/294:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
lun. 1/129:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/22$383
This Kiwi.com deal was found by Cheapflights users on 12/22. 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.
mar. 12/307:30 amORD - YYZ
1 stop14h 50mMultiple Airlines
lun. 1/123:40 pmYYZ - ORD
1 stop20h 42mMultiple Airlines
Deal found 12/22$385
This Kiwi.com deal was found by Cheapflights users on 12/22. 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.
mié. 12/316:35 amORD - YYZ
1 stop15h 45mMultiple Airlines
lun. 1/123:40 pmYYZ - ORD
1 stop20h 42mMultiple Airlines
Deal found 12/22$407
This Kiwi.com deal was found by Cheapflights users on 12/22. 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.
mié. 12/245:45 amORD - YYZ
1 stop33h 05mMultiple Airlines
lun. 1/127:00 amYYZ - ORD
1 stop29h 22mMultiple Airlines
Deal found 12/22$425
This Kiwi.com deal was found by Cheapflights users on 12/22. 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.
lun. 12/297:00 amORD - YYZ
1 stop3h 19mMultiple Airlines
lun. 1/123:40 pmYYZ - ORD
1 stop20h 42mMultiple Airlines
Deal found 12/22$436
This Kiwi.com deal was found by Cheapflights users on 12/22. 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.
jue. 12/255:25 amORD - YYZ
2 stops31h 55mMultiple Airlines
lun. 1/127:00 amYYZ - ORD
1 stop29h 22mMultiple Airlines
Deal found 12/22$441
This Kiwi.com deal was found by Cheapflights users on 12/22. 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.
mar. 12/307:20 amORD - YTZ
2 stops13h 43mMultiple Airlines
lun. 1/126:15 pmYTZ - ORD
1 stop5h 27mMultiple Airlines
Deal found 12/22$452
This FlightHub deal was found by Cheapflights users on 12/22. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/3111:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
lun. 1/129:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/22$464
This FlightHub deal was found by Cheapflights users on 12/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/304:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
vie. 1/22:30 pmYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/21$466
This Kiwi.com deal was found by Cheapflights users on 12/22. 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.
lun. 12/297:00 amORD - YYZ
1 stop3h 19mWestJet
lun. 1/1210:15 pmYYZ - ORD
2 stops20h 40mWestJet
Deal found 12/22$468
This FlightHub deal was found by Cheapflights users on 12/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/284:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
vie. 1/99:20 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/20$471
This Kiwi.com deal was found by Cheapflights users on 12/21. 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.
mar. 12/304:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
mié. 12/319:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/21$479

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 diciembre 23, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$185
(Kiwi.com)

One-way from

$61
(Trip.com)

Popular in

December

Cheapest in

September

Average price

$319

Good round-trip deal

$266 or less

Good one-way deal

$122 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. 8% potential increase in price ($26 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 December 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 diciembre 23, 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

jue. 2/19

11:00 am-1:42 pm

Nonstop1h 42m

Toronto Island

lun. 2/23

9:15 am-10:05 am

Nonstop1h 50m

$194

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

mié. 2/18

11:00 am-4:30 pm

1 stop4h 30m

Montreal Pierre Elliott Trudeau Intl

vie. 2/20

6:45 am-10:05 am

1 stop4h 20m

$203

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

jue. 2/19

11:05 am-5:45 pm

1 stop5h 40m

Montreal Pierre Elliott Trudeau Intl

mié. 2/25

6:45 am-10:10 am

1 stop4h 25m

$203

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

vie. 1/23

11:05 am-1:47 pm

Nonstop1h 42m

Toronto Island

mar. 1/27

9:20 am-10:10 am

Nonstop1h 50m

$203

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

dom. 1/18

4:15 pm-6:57 pm

Nonstop1h 42m

Toronto Island

dom. 1/25

2:30 pm-3:20 pm

Nonstop1h 50m

$203

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

jue. 1/15

11:05 am-1:47 pm

Nonstop1h 42m

Toronto Island

lun. 1/19

9:20 am-10:10 am

Nonstop1h 50m

$204

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

lun. 1/26

11:05 am-1:47 pm

Nonstop1h 42m

Toronto Island

sáb. 1/31

11:00 am-11:50 am

Nonstop1h 50m

$206

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

jue. 2/5

11:05 am-1:47 pm

Nonstop1h 42m

Toronto Island

dom. 2/8

7:00 am-7:52 pm

2 stops13h 52m

$223

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

vie. 1/16

11:05 am-1:47 pm

Nonstop1h 42m

Toronto Island

dom. 1/18

2:30 pm-3:20 pm

Nonstop1h 50m

$229

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

vie. 1/23

8:43 pm-10:12 pm

1 stop24h 29m

Toronto Pearson Intl

mar. 1/27

3:40 pm-11:22 am

1 stop20h 42m

$232

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

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 December is currently the most expensive (average of $217). 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 diciembre 23, 2025.

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 December 16, 2024.

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. 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 diciembre 23, 2025.

The most flights from CHI to CAON are scheduled on a Monday (62 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (32 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 diciembre 23, 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
399 reviews

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.6

Entertainment

7.0

Food

7.6

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
8.0
Very good
399 reviews
Porter Airlines
8.0
Very good
399 reviews

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.6

Entertainment

7.0

Food

7.6

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
7.8
Good
484 reviews
Porter Airlines
8.0
Very good
399 reviews

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.6

Entertainment

7.0

Food

7.6

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
9,106 reviews
Porter Airlines
8.0
Very good
399 reviews

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.6

Entertainment

7.0

Food

7.6

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
11,054 reviews
Porter Airlines
8.0
Very good
399 reviews

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.6

Entertainment

7.0

Food

7.6

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
10,551 reviews
Porter Airlines
8.0
Very good
399 reviews

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.6

Entertainment

7.0

Food

7.6

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 $194. 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 - Toronto Pearson Intl, Chicago O'Hare Intl - Montreal Pierre Elliott Trudeau 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 Korean Air (89%), Japan Airlines (75%) or SkyWest Airlines (74%) 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 $67. While the most popular route (Chicago O'Hare Intl - Toronto Pearson Intl) can be booked for $178 on average, our data indicates $1,257 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 December is currently the most expensive (average of $217). 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 diciembre 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$116Average$286FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$145Average$419FlexibilityNo cancel feeOn-time69%
Porter AirlinesCheapest$185Average$355FlexibilityNo cancel feeOn-time52%
American AirlinesCheapest$215Average$378FlexibilityNo cancel feeOn-time71%

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