$64+ 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 2/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
Jan 7 — Jan 141
1 adult, Economy
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1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Ontario
Cheapest flights from Chicago to OntarioExplore 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 December 8, 2025.
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 December 8, 2025.
This United Airlines deal was found by Cheapflights users on 12/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:16 pmORD - YYZ
Nonstop2h 05mUnited Airlines
Mon 1/59:00 pmYYZ - ORD
Nonstop2h 05mUnited Airlines
Deal found 12/7![United Airlines logo]()
$243
This Kiwi.com deal was found by Cheapflights users on 12/5. 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 12/3011:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Tue 1/69:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/5![Porter Airlines logo]()
$260
This United Airlines deal was found by Cheapflights users on 12/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2511:15 amORD - YYZ
1 stop11h 31mUnited Airlines
Sun 1/1810:45 amYYZ - ORD
1 stop7h 11mUnited Airlines
Deal found 12/7![United Airlines logo]()
$268
This United Airlines deal was found by Cheapflights users on 12/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/269:20 pmORD - YYZ
Nonstop1h 39mUnited Airlines
Fri 1/97:40 pmYYZ - ORD
1 stop4h 59mUnited Airlines
Deal found 12/7![United Airlines logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 12/7. 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 12/304:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Fri 1/29:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/7![Porter Airlines logo]()
$281
This United Airlines deal was found by Cheapflights users on 12/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:16 pmORD - YYZ
Nonstop2h 05mUnited Airlines
Sun 1/189:00 amYYZ - ORD
Nonstop2h 06mUnited Airlines
Deal found 12/7![United Airlines logo]()
$285
This Kiwi.com deal was found by Cheapflights users on 12/5. 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.
Wed 12/3111:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Tue 1/69:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/5![Porter Airlines logo]()
$288
This Kiwi.com deal was found by Cheapflights users on 12/5. 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.
Wed 12/3111:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Mon 1/59:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/5![Porter Airlines logo]()
$299
This Air Canada deal was found by Cheapflights users on 12/7. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/318:30 pmORD - YUL
1 stop4h 23mAir Canada
Tue 1/68:00 amYUL - ORD
1 stop6h 01mAir Canada
Deal found 12/7![Air Canada logo]()
$301
This FlightHub deal was found by Cheapflights users on 12/5. 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.
Fri 12/264:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Tue 12/309:15 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/5![Porter Airlines logo]()
$302
This deal was found by Cheapflights users on 12/6. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3011:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Thu 1/12:30 pmYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/6![Porter Airlines logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 12/6. 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 12/122:26 pmORD - YYZ
1 stop22h 54mMultiple Airlines
Mon 2/93:40 pmYYZ - ORD
1 stop20h 42mMultiple Airlines
Deal found 12/6![Multiple Airlines logo]()
$308
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 December 8, 2025.
Most accurate provider | Mytrip 3 stars |
|---|---|
Most trusted provider | Mytrip 3 stars |
Round-trip from | $187 (American Airlines) |
One-way from | $64 (Air Canada) |
Popular in | February |
Cheapest in | September |
Average price | $294 |
Good round-trip deal | $241 or less |
Good one-way deal | $122 or less |
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 December 8, 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
Tue 1/20
11:05 am-1:47 pm
Nonstop1h 42m
Toronto Island
Tue 1/27
9:20 am-10:10 am
Nonstop1h 50m
$193
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Thu 1/22
11:00 am-1:42 pm
Nonstop1h 42m
Toronto Island
Thu 1/29
9:15 am-10:05 am
Nonstop1h 50m
$196
ChicagoMontreal
ORD - YUL
ORDYUL
Chicago O'Hare Intl
Mon 2/9
5:26 pm-10:59 pm
1 stop4h 33m
Montreal Pierre Elliott Trudeau Intl
Wed 2/11
3:50 pm-5:50 pm
Nonstop3h 00m
$197
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Mon 1/19
11:05 am-1:47 pm
Nonstop1h 42m
Toronto Island
Mon 1/26
9:20 am-10:10 am
Nonstop1h 50m
$199
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Thu 1/22
2:00 pm-4:39 pm
Nonstop1h 39m
Toronto Pearson Intl
Thu 1/29
12:05 pm-1:01 pm
Nonstop1h 56m
$203
ChicagoToronto
ORD - YTZ
ORDYTZ
Chicago O'Hare Intl
Thu 1/22
7:15 am-2:55 pm
1 stop6h 40m
Toronto Island
Thu 1/29
8:30 am-2:55 pm
1 stop7h 25m
$210
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Wed 1/21
11:00 am-1:42 pm
Nonstop1h 42m
Toronto Island
Wed 1/28
9:15 am-10:05 am
Nonstop1h 50m
$212
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Tue 1/20
11:00 am-1:42 pm
Nonstop1h 42m
Toronto Island
Tue 1/27
9:20 am-10:10 am
Nonstop1h 50m
$217
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Fri 1/30
12:00 pm-7:17 pm
1 stop6h 17m
Toronto Pearson Intl
Mon 2/2
9:00 am-10:06 am
Nonstop2h 06m
$220
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Fri 2/13
4:10 pm-11:20 pm
1 stop6h 10m
Toronto Pearson Intl
Mon 2/16
9:00 am-10:07 am
Nonstop2h 07m
$220
Showing 1-10 of 60 results
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 $210). 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 December 8, 2025.
It’s optimal to fly from Chicago to Region of Ontario in the evening. By choosing this option you can save up to 23% 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 December 8, 2025.
The most flights from CHI to CAON are scheduled on a Friday (64 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (53 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 December 8, 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.
Boarding
8.2
Food
7.6
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.0
Reviews
1 / 20
8.0
ExcellentMohameed,Nov 2025
LAS - YYZ
Boarding
8.2
Food
7.6
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.0
Reviews
1 / 20
8.0
ExcellentMohameed,Nov 2025
LAS - YYZ
Boarding
8.2
Food
7.6
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.0
Reviews
1 / 20
8.0
ExcellentMohameed,Nov 2025
LAS - YYZ
Boarding
8.2
Food
7.6
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.0
Reviews
1 / 20
8.0
ExcellentMohameed,Nov 2025
LAS - YYZ
Boarding
8.2
Food
7.6
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.0
Reviews
1 / 20
8.0
ExcellentMohameed,Nov 2025
LAS - YYZ
Boarding
8.2
Food
7.6
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.0
Reviews
1 / 20
8.0
ExcellentMohameed,Nov 2025
LAS - YYZ
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.
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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.
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 December 8, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$116 | Average$273 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$146 | Average$423 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$185 | Average$357 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$215 | Average$378 | FlexibilityNo cancel fee | On-time71% |