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Cheap flights from Chicago to Ontario from C$ 97

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 4/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
4 Aug — 11 Aug1
1 adult

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 30 July 2025.

Round-trip from

C$ 237

One-way from

C$ 97

Popular in

November

Cheapest in

August

Average price

C$ 372

Good round-trip deal

C$ 114 or less

Good one-way deal

C$ 115 or less
Porter Airlines
  • Porter Airlines
  • 7/9-12/9
  • Nonstop
  • 3h 31m total
  • Chicago to Ontario
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Air Transat
  • Air Transat
  • 4/9
  • Nonstop
  • 1h 42m total
  • Chicago to Ontario
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (C$ 43 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2025
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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.
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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 30 July 2025.

Sun 7/99:35 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Fri 12/97:50 a.m.YTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 29/7C$ 237
Sat 13/98:50 a.m.ORD - YYZ
1 stop4h 29mUnited Airlines
Sat 13/95:15 p.m.YYZ - ORD
Nonstop1h 57mUnited Airlines
Deal found 30/7C$ 239
Fri 12/98:25 p.m.ORD - YYZ
Nonstop1h 43mAir Canada
Mon 15/92:10 p.m.YYZ - ORD
Nonstop1h 54mAir Canada
Deal found 30/7C$ 244
Wed 10/95:20 p.m.MDW - YTZ
Nonstop1h 42mAir Transat
Fri 12/93:35 p.m.YTZ - MDW
Nonstop1h 49mAir Transat
Deal found 29/7C$ 254
Wed 20/89:40 a.m.MDW - YTZ
Nonstop1h 40mMultiple Airlines
Sat 30/89:00 a.m.YTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 27/7C$ 261
Wed 24/95:20 p.m.MDW - YUL
1 stop3h 55mPorter Airlines
Fri 26/91:10 p.m.YUL - MDW
1 stop4h 14mPorter Airlines
Deal found 28/7C$ 270
Sat 20/912:33 p.m.ORD - YUL
1 stop8h 59mMultiple Airlines
Mon 22/98:20 a.m.YUL - ORD
Nonstop2h 31mMultiple Airlines
Deal found 30/7C$ 274
Wed 10/98:15 a.m.ORD - YYZ
Nonstop1h 44mAmerican Airlines
Sat 13/911:44 a.m.YYZ - ORD
Nonstop1h 55mAmerican Airlines
Deal found 30/7C$ 276
Sat 13/96:44 p.m.ORD - YYZ
1 stop18h 21mMultiple Airlines
Sat 20/92:10 p.m.YYZ - ORD
Nonstop1h 54mMultiple Airlines
Deal found 30/7C$ 279
Mon 22/98:40 a.m.ORD - YUL
Nonstop2h 17mAir Canada
Fri 26/98:20 a.m.YUL - ORD
Nonstop2h 31mAir Canada
Deal found 30/7C$ 280
Wed 29/109:12 p.m.ORD - YUL
1 stop14h 12mAmerican Airlines
Sun 2/113:52 p.m.YUL - ORD
Nonstop3h 00mAmerican Airlines
Deal found 29/7C$ 283
Tue 9/98:40 a.m.ORD - YTZ
1 stop7h 05mAir Canada
Sat 13/93:25 p.m.YTZ - ORD
1 stop5h 46mAir Canada
Deal found 29/7C$ 284

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 30 July 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 7/9

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

Nonstop1h 42m

Toronto Island

Fri 12/9

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

C$ 237

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 13/9

8:50 a.m.-2:19 p.m.

1 stop4h 29m

Toronto Pearson Intl

Sat 13/9

5:15 p.m.-6:12 p.m.

Nonstop1h 57m

C$ 239

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 12/9

8:25 p.m.-11:08 p.m.

Nonstop1h 43m

Toronto Pearson Intl

Mon 15/9

2:10 p.m.-3:04 p.m.

Nonstop1h 54m

C$ 244

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 10/9

5:20 p.m.-8:02 p.m.

Nonstop1h 42m

Toronto Island

Fri 12/9

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

Nonstop1h 49m

C$ 254

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 20/8

9:40 a.m.-12:20 p.m.

Nonstop1h 40m

Toronto Island

Sat 30/8

9:00 a.m.-9:50 a.m.

Nonstop1h 50m

C$ 261

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Wed 24/9

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

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

Fri 26/9

1:10 p.m.-4:24 p.m.

1 stop4h 14m

C$ 270

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Sat 20/9

12:33 p.m.-10:32 p.m.

1 stop8h 59m

Montreal Pierre Elliott Trudeau Intl

Mon 22/9

8:20 a.m.-9:51 a.m.

Nonstop2h 31m

C$ 274

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 10/9

8:15 a.m.-10:59 a.m.

Nonstop1h 44m

Toronto Pearson Intl

Sat 13/9

11:44 a.m.-12:39 p.m.

Nonstop1h 55m

C$ 276

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 13/9

6:44 p.m.-2:05 p.m.

1 stop18h 21m

Toronto Pearson Intl

Sat 20/9

2:10 p.m.-3:04 p.m.

Nonstop1h 54m

C$ 279

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Mon 22/9

8:40 a.m.-11:57 a.m.

Nonstop2h 17m

Montreal Pierre Elliott Trudeau Intl

Fri 26/9

8:20 a.m.-9:51 a.m.

Nonstop2h 31m

C$ 280

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/7

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$ 167). 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 30 July 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 30 July 2025.

The most flights from CHI to CAON are scheduled on a Monday (65 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (44 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 30 July 2025.
Read reviews from past customers who have flown Porter Airlines,Delta, andAir Transat from Chicago to Ontario. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
318 reviews
Check prices

Crew

8.7

Boarding

8.2

Comfort

8.0

Overall

8.0

Entertainment

7.0

Food

7.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Porter Airlines
8.0
Very good
318 reviews
Porter Airlines
8.0
Very good
318 reviews
Check prices

Crew

8.7

Boarding

8.2

Comfort

8.0

Overall

8.0

Entertainment

7.0

Food

7.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Delta
8.0
Very good
7,980 reviews
Porter Airlines
8.0
Very good
318 reviews
Check prices

Crew

8.7

Boarding

8.2

Comfort

8.0

Overall

8.0

Entertainment

7.0

Food

7.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Air Transat
7.7
Good
424 reviews
Porter Airlines
8.0
Very good
318 reviews
Check prices

Crew

8.7

Boarding

8.2

Comfort

8.0

Overall

8.0

Entertainment

7.0

Food

7.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
United Airlines
7.4
Good
8,896 reviews
Porter Airlines
8.0
Very good
318 reviews
Check prices

Crew

8.7

Boarding

8.2

Comfort

8.0

Overall

8.0

Entertainment

7.0

Food

7.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
American Airlines
7.2
Good
10,000 reviews
Porter Airlines
8.0
Very good
318 reviews
Check prices

Crew

8.7

Boarding

8.2

Comfort

8.0

Overall

8.0

Entertainment

7.0

Food

7.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience

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.

  • 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 Transat, which is currently one of the cheapest options available, starting at C$ 97. Air Canada flights start at C$ 98 while deals on Porter Airlines start at C$ 106 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: SkyWest Airlines (91%), Envoy Air (84%), Japan 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$ 92. On average you can expect to pay C$ 210. The most popular route, (Chicago O'Hare Intl - Toronto Pearson Intl), can usually be booked for C$ 219.

  • 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$ 167). 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.
O'Hare Intl to Pearson Intl flights
O'Hare Intl to Pierre Elliott Trudeau Intl flights
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O'Hare Intl to Calgary flights
Midway to Toronto Island flights
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Midway to Pearson Intl flights
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Midway to Kelowna flights
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St. Louis to Halifax flights
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St. Louis to Winnipeg flights
O'Hare Intl to Victoria flights
O'Hare Intl to Nanaimo flights
St. Louis to Saskatoon flights
O'Hare Intl to Yellowknife flights
O'Hare Intl to Regina flights

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 30 July 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 203AverageC$ 418FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 260AverageC$ 373FlexibilityNo 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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