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Cheap flights from Chicago to Ontario from C$ 105

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 22/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
14 Oct — 21 Oct1
1 adult
1 adult, Economy

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 14 September 2025.

Round-trip from

C$ 284

One-way from

C$ 105

Popular in

November

Cheapest in

July

Average price

C$ 357

Good round-trip deal

C$ 265 or less

Good one-way deal

C$ 125 or less
23/10-27/10
  • 23/10-27/10
  • 2 total stops
  • 15h 58m total
  • Chicago to Ontario
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22/10
  • 22/10
  • 1 total stop
  • 17h 22m total
  • Chicago to Ontario
Search Deals
Highest demand for flights based on searches. 6% potential increase in price (C$ 37 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease (C$ 9 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 14 September 2025.

Thu 23/1012:53 p.m.ORD - YYZ
1 stop7h 14mMultiple Airlines
Mon 27/104:00 p.m.YYZ - ORD
1 stop8h 44mMultiple Airlines
Deal found 12/9C$ 284
Tue 21/107:43 p.m.ORD - YYZ
1 stop17h 22mMultiple Airlines
Thu 23/106:30 a.m.YYZ - ORD
1 stop10h 34mMultiple Airlines
Deal found 11/9C$ 287
Thu 2/1010:11 a.m.ORD - YYZ
1 stop9h 56mMultiple Airlines
Sun 5/104:00 p.m.YYZ - ORD
1 stop26h 16mMultiple Airlines
Deal found 11/9C$ 288
Fri 26/96:44 p.m.ORD - YYZ
1 stop18h 21mMultiple Airlines
Tue 30/96:30 a.m.YYZ - ORD
1 stop12h 09mMultiple Airlines
Deal found 12/9C$ 293
Thu 16/101:26 p.m.ORD - YYZ
1 stop6h 41mMultiple Airlines
Mon 20/104:00 p.m.YYZ - ORD
1 stop8h 44mMultiple Airlines
Deal found 12/9C$ 298
Sat 27/95:05 a.m.ORD - YYZ
1 stop8h 00mMultiple Airlines
Tue 30/96:30 a.m.YYZ - ORD
1 stop12h 09mMultiple Airlines
Deal found 12/9C$ 302
Thu 16/101:26 p.m.ORD - YYZ
1 stop6h 41mMultiple Airlines
Sun 19/104:00 p.m.YYZ - ORD
1 stop24h 49mMultiple Airlines
Deal found 12/9C$ 303
Tue 7/105:05 a.m.ORD - YYZ
1 stop8h 00mMultiple Airlines
Mon 20/104:00 p.m.YYZ - ORD
1 stop8h 44mMultiple Airlines
Deal found 13/9C$ 306
Fri 17/107:20 p.m.ORD - YYZ
1 stop24h 47mMultiple Airlines
Mon 20/104:00 p.m.YYZ - ORD
1 stop8h 44mMultiple Airlines
Deal found 12/9C$ 309
Thu 23/1012:53 p.m.ORD - YYZ
1 stop7h 14mMultiple Airlines
Sun 26/104:00 p.m.YYZ - ORD
1 stop24h 49mMultiple Airlines
Deal found 12/9C$ 310
Tue 7/105:05 a.m.ORD - YYZ
1 stop8h 00mMultiple Airlines
Sun 19/104:00 p.m.YYZ - ORD
1 stop24h 49mMultiple Airlines
Deal found 13/9C$ 311
Sun 12/109:35 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 19/103:35 p.m.YTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 14/9C$ 334

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 629,999 searches. Data last updated 14 September 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

Sun 12/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

Toronto Island

Sun 19/10

3:35 p.m.-4:24 p.m.

Nonstop1h 49m

C$ 334

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 15/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

Toronto Island

Sun 19/10

3:35 p.m.-4:24 p.m.

Nonstop1h 49m

C$ 347

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 30/10

11:00 a.m.-4:30 p.m.

1 stop4h 30m

Montreal Pierre Elliott Trudeau Intl

Sun 2/11

11:25 a.m.-3:20 p.m.

1 stop4h 55m

C$ 363

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Mon 27/10

11:00 a.m.-5:45 p.m.

1 stop5h 45m

Montreal Pierre Elliott Trudeau Intl

Mon 3/11

11:25 a.m.-3:20 p.m.

1 stop4h 55m

C$ 363

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 23/10

5:20 p.m.-10:15 p.m.

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

Sun 26/10

11:25 a.m.-3:20 p.m.

1 stop4h 55m

C$ 364

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 24/10

5:20 p.m.-10:15 p.m.

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

Sun 26/10

11:25 a.m.-3:20 p.m.

1 stop4h 55m

C$ 365

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 23/10

5:20 p.m.-10:15 p.m.

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

Thu 30/10

11:25 a.m.-3:20 p.m.

1 stop4h 55m

C$ 365

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Sun 5/10

5:30 p.m.-12:40 a.m.

1 stop30h 10m

Hamilton

Sat 18/10

6:00 a.m.-4:43 p.m.

1 stop11h 43m

C$ 376

ChicagoHamilton

ORD - YHM

ORDYHM

Chicago O'Hare Intl

Sun 5/10

5:30 p.m.-12:40 a.m.

1 stop30h 10m

Hamilton

Sun 12/10

6:00 a.m.-4:43 p.m.

1 stop11h 43m

C$ 382

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Tue 28/10

12:50 p.m.-7:55 p.m.

1 stop6h 05m

Toronto Island

Tue 4/11

3:30 p.m.-8:00 p.m.

1 stop5h 30m

C$ 393

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/9

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 C$ 168). Flying from Chicago to Region of Ontario in July is currently the most expensive (average of C$ 258). 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 14 September 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 14 September 2025.

The most flights from CHI to CAON are scheduled on a Thursday (62 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (51 on average).

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 14 September 2025.
Read reviews from past customers who have flown Porter Airlines,United Airlines, andAir Canada from Chicago to Ontario. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
7.9
Good
363 reviews
Check prices

Comfort

7.9

Crew

8.6

Boarding

8.1

Food

7.6

Entertainment

7.0

Overall

7.9

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
Check prices

Comfort

7.9

Crew

8.6

Boarding

8.1

Food

7.6

Entertainment

7.0

Overall

7.9

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
8,931 reviews
Porter Airlines
7.9
Good
363 reviews
Check prices

Comfort

7.9

Crew

8.6

Boarding

8.1

Food

7.6

Entertainment

7.0

Overall

7.9

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
Check prices

Comfort

7.9

Crew

8.6

Boarding

8.1

Food

7.6

Entertainment

7.0

Overall

7.9

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 C$ 334. Chicago and Region of Ontario are separated by a distance of 711 km. This flight may include one or multiple stops.

  • 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 C$ 116. WestJet flights start at C$ 177 while deals on United Airlines start at C$ 183 one-way.

  • What are the most popular routes from Chicago to Region of Ontario?

    While some choose either Chicago O'Hare Intl - Montreal Pierre Elliott Trudeau Intl or Chicago Midway - Toronto Island, Chicago O'Hare Intl - Toronto Pearson Intl is the most popular route from Chicago to Region of Ontario.

  • What are the most reliable airlines from Chicago to Region of Ontario?

    Before booking your flight to Region of Ontario from Chicago, check out the most reliable airlines to get you to your destination on time: Qatar Airways (85%), Envoy Air (80%), SkyWest Airlines( 80%).

  • What are the cheapest flights from Chicago to Region of Ontario?

    The cheapest flight price from Chicago to Region of Ontario is C$ 124. On average you can expect to pay C$ 472. The most popular route, (Chicago O'Hare Intl - Toronto Pearson Intl), can usually be booked for C$ 280.

  • 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 C$ 168). Flying from Chicago to Region of Ontario in July is currently the most expensive (average of C$ 258). 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 2 airlines flying from Chicago to Ontario

Discover the top 2 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 629,999 searches. Data last updated 14 September 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 204AverageC$ 411FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 261AverageC$ 365FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Chicago to Ontario?

Deals for Chicago to Ontario flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Chicago to Ontario?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Chicago to Ontario.

Can Cheapflights find flights from Chicago to Ontario with no change fees?

Yes, we can. To see specific flights from Chicago to Ontario with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Chicago to Ontario become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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