$62+ 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 19 — Feb 261
1 adult, Economy
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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 January 20, 2026.
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 20, 2026.
This Booking.com deal was found by Cheapflights users on 1/18. 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 2/198:00 am
ORD
- YYZ
Nonstop1h 40m
Air Canada
Mon 2/236:45 pm
YYZ
- ORD
Nonstop1h 58m
Air Canada
Deal found 1/18![Air Canada logo]()
$190
This FlightHub deal was found by Cheapflights users on 1/19. 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.
Sat 2/1412:50 pm
MDW
- YTZ
Nonstop1h 42m
Porter Airlines
Tue 2/179:20 am
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 1/19![Porter Airlines logo]()
$191
This Booking.com deal was found by Cheapflights users on 1/19. 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 2/128:40 pm
ORD
- YYZ
Nonstop1h 39m
Air Canada
Sun 2/154:50 pm
YYZ
- ORD
Nonstop1h 58m
Air Canada
Deal found 1/19![Air Canada logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 1/19. 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.
Thu 2/1911:05 am
MDW
- YUL
1 stop4h 25m
Porter Airlines
Mon 2/236:45 am
YUL
- MDW
1 stop4h 25m
Porter Airlines
Deal found 1/19![Porter Airlines logo]()
$195
This SmartFares deal was found by Cheapflights users on 1/19. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/142:00 pm
ORD
- YYZ
Nonstop1h 39m
Air Canada
Sat 2/216:40 pm
YYZ
- ORD
Nonstop2h 05m
Air Canada
Deal found 1/19![Air Canada logo]()
$196
This oojo deal was found by Cheapflights users on 1/18. 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.
Mon 2/911:05 am
MDW
- YUL
1 stop5h 40m
Porter Airlines
Sat 2/148:55 am
YUL
- MDW
1 stop4h 00m
Porter Airlines
Deal found 1/18![Porter Airlines logo]()
$197
This Trip.com deal was found by Cheapflights users on 1/19. 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 2/2411:05 am
MDW
- YTZ
Nonstop1h 42m
Multiple Airlines
Fri 2/279:20 am
YTZ
- MDW
Nonstop1h 50m
Multiple Airlines
Deal found 1/19![Multiple Airlines logo]()
$198
This Trip.com deal was found by Cheapflights users on 1/19. 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.
Sat 2/1412:50 pm
MDW
- YTZ
Nonstop1h 42m
Multiple Airlines
Sat 2/2111:05 am
YTZ
- MDW
Nonstop1h 50m
Multiple Airlines
Deal found 1/19![Multiple Airlines logo]()
$200
This Trip.com deal was found by Cheapflights users on 1/19. 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 2/1211:05 am
MDW
- YTZ
Nonstop1h 42m
Porter Airlines
Sun 2/152:30 pm
YTZ
- MDW
Nonstop1h 50m
Porter Airlines
Deal found 1/19![Porter Airlines logo]()
$201
This FlightHub deal was found by Cheapflights users on 1/20. 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.
Thu 2/1911:05 am
MDW
- YTZ
Nonstop1h 42m
Multiple Airlines
Thu 2/269:20 am
YTZ
- MDW
Nonstop1h 50m
Multiple Airlines
Deal found 1/20![Multiple Airlines logo]()
$203
This United Airlines deal was found by Cheapflights users on 1/18. 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.
Tue 2/105:52 pm
ORD
- YUL
Nonstop2h 25m
United Airlines
Sat 2/146:00 am
YUL
- ORD
Nonstop3h 00m
United Airlines
Deal found 1/18![United Airlines logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 1/18. 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.
Thu 2/2611:05 am
MDW
- YUL
1 stop5h 40m
Porter Airlines
Wed 3/46:45 am
YUL
- MDW
1 stop4h 20m
Porter Airlines
Deal found 1/18![Porter Airlines logo]()
$212
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 20, 2026.
Most accurate provider | Mytrip 3 stars |
|---|---|
Most trusted provider | Mytrip 3 stars |
Round-trip from | $190 (Booking.com) |
One-way from | $62 (Trip.com) |
Popular in | January |
Cheapest in | September |
Average price | $309 |
Good round-trip deal | $235 or less |
Good one-way deal | $177 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 January 20, 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
ChicagoMontreal
MDW - YUL
MDWYUL
Chicago Midway
Mon 2/9
11:05 am-5:45 pm
1 stop5h 40m
Montreal Pierre Elliott Trudeau Intl
Sat 2/14
8:55 am-11:55 am
1 stop4h 00m
$197
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Mon 2/23
11:05 am-1:47 pm
Nonstop1h 42m
Toronto Island
Wed 2/25
9:20 am-10:10 am
Nonstop1h 50m
$200
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Thu 2/12
11:05 am-1:47 pm
Nonstop1h 42m
Toronto Island
Sun 2/15
2:30 pm-3:20 pm
Nonstop1h 50m
$201
ChicagoMontreal
MDW - YUL
MDWYUL
Chicago Midway
Thu 2/26
11:05 am-5:45 pm
1 stop5h 40m
Montreal Pierre Elliott Trudeau Intl
Wed 3/4
6:45 am-10:05 am
1 stop4h 20m
$212
ChicagoToronto
MDW - YTZ
MDWYTZ
Chicago Midway
Thu 2/12
11:05 am-1:47 pm
Nonstop1h 42m
Toronto Island
Tue 2/17
9:20 am-10:10 am
Nonstop1h 50m
$215
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Sun 2/8
1:13 pm-4:02 pm
Nonstop1h 49m
Toronto Pearson Intl
Wed 2/11
9:00 pm-10:05 pm
Nonstop2h 05m
$224
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Sun 2/15
11:11 am-2:01 pm
Nonstop1h 50m
Toronto Pearson Intl
Wed 2/18
10:51 am-12:00 pm
Nonstop2h 09m
$224
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Sat 2/14
11:11 am-2:01 pm
Nonstop1h 50m
Toronto Pearson Intl
Sun 2/15
8:45 am-9:50 am
Nonstop2h 05m
$224
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Thu 2/12
11:11 am-2:01 pm
Nonstop1h 50m
Toronto Pearson Intl
Mon 2/16
8:45 am-9:50 am
Nonstop2h 05m
$224
ChicagoToronto
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Sun 2/15
11:11 am-2:01 pm
Nonstop1h 50m
Toronto Pearson Intl
Sun 2/22
6:45 am-8:00 am
Nonstop2h 15m
$224
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 $211). 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 20, 2026.
It’s optimal to fly from Chicago to Region of Ontario in the morning. By choosing this option you can save up to 25% 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 17, 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 20, 2026.
The most flights from CHI to CAON are scheduled on a Monday (66 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 January 20, 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.
Overall
8.0
Crew
8.6
Food
7.6
Entertainment
6.9
Boarding
8.2
Comfort
7.9
Reviews
1 / 20
8.0
ExcellentMohameed,Nov 2025
LAS - YYZ
Overall
8.0
Crew
8.6
Food
7.6
Entertainment
6.9
Boarding
8.2
Comfort
7.9
Reviews
1 / 20
8.0
ExcellentMohameed,Nov 2025
LAS - YYZ
Overall
8.0
Crew
8.6
Food
7.6
Entertainment
6.9
Boarding
8.2
Comfort
7.9
Reviews
1 / 20
8.0
ExcellentMohameed,Nov 2025
LAS - YYZ
Overall
8.0
Crew
8.6
Food
7.6
Entertainment
6.9
Boarding
8.2
Comfort
7.9
Reviews
1 / 20
8.0
ExcellentMohameed,Nov 2025
LAS - YYZ
Overall
8.0
Crew
8.6
Food
7.6
Entertainment
6.9
Boarding
8.2
Comfort
7.9
Reviews
1 / 20
8.0
ExcellentMohameed,Nov 2025
LAS - YYZ
Overall
8.0
Crew
8.6
Food
7.6
Entertainment
6.9
Boarding
8.2
Comfort
7.9
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 January 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$100 | Average$257 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$109 | Average$351 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$140 | Average$403 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$218 | Average$368 | FlexibilityNo cancel fee | On-time71% |