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Cheap flights from Chicago to Ontario from C$ 108

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 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
17 Jun — 24 Jun1
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 12 June 2025.

Round-trip from

C$ 231

One-way from

C$ 108

Popular in

November

Cheapest in

July

Average price

C$ 383

Good round-trip deal

C$ 238 or less

Good one-way deal

C$ 111 or less
Porter Airlines
  • Porter Airlines
  • 18/9-20/9
  • Nonstop
  • 3h 31m total
  • Chicago to Ontario
American Airlines
  • American Airlines
  • 1/9
  • 1 total stop
  • 6h 29m total
  • Chicago to Ontario
Highest demand for flights based on searches. 6% potential increase in price (C$ 38 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease (C$ 9 potential savings vs. average RT price).
Average for round-trip flights in June 2025
Price to beat on a round-trip flight from Chicago (CHI) to Ontario.
Price to beat on a one-way flight from Chicago (CHI) to Ontario.

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 12 June 2025.

Thu 18/95:20 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Sat 20/97:30 a.m.YTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 12/6C$ 231
Mon 29/92:00 p.m.ORD - YYZ
Nonstop1h 43mAir Canada
Wed 1/104:40 p.m.YYZ - ORD
Nonstop1h 53mAir Canada
Deal found 12/6C$ 237
Thu 18/99:31 p.m.ORD - YYZ
1 stop11h 33mUnited Airlines
Wed 24/95:15 p.m.YYZ - ORD
Nonstop1h 57mUnited Airlines
Deal found 10/6C$ 242
Tue 24/69:40 a.m.MDW - YTZ
Nonstop1h 42mMultiple Airlines
Thu 26/67:55 a.m.YTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 12/6C$ 269
Tue 15/76:00 a.m.ORD - YYZ
1 stop5h 05mAmerican Airlines
Tue 15/73:45 p.m.YYZ - ORD
1 stop6h 46mAmerican Airlines
Deal found 12/6C$ 282
Wed 13/89:40 a.m.MDW - YTZ
Nonstop1h 40mAir Transat
Sat 16/87:55 a.m.YTZ - MDW
Nonstop1h 50mAir Transat
Deal found 11/6C$ 295
Fri 12/910:40 a.m.ORD - YTZ
1 stop5h 05mAir Canada
Sat 20/93:25 p.m.YTZ - ORD
1 stop5h 46mAir Canada
Deal found 11/6C$ 302
Sat 26/79:25 p.m.ORD - YYZ
1 stop10h 54mMultiple Airlines
Sat 2/89:45 a.m.YYZ - ORD
1 stop7h 48mMultiple Airlines
Deal found 11/6C$ 317
Tue 23/97:00 a.m.ORD - YYZ
1 stop3h 29mDelta
Fri 26/93:59 p.m.YYZ - ORD
1 stop3h 39mDelta
Deal found 11/6C$ 320
Tue 23/95:59 p.m.MDW - YYZ
1 stop3h 59mDelta
Tue 30/93:59 p.m.YYZ - MDW
1 stop3h 37mDelta
Deal found 11/6C$ 320
Fri 18/75:20 p.m.MDW - YTZ
Nonstop1h 42mAPG Airlines
Sun 20/77:55 a.m.YTZ - MDW
Nonstop1h 50mAPG Airlines
Deal found 11/6C$ 331
Thu 24/79:40 a.m.MDW - YOW
1 stop8h 13mPorter Airlines
Tue 29/79:35 a.m.YOW - MDW
1 stop7h 49mPorter Airlines
Deal found 12/6C$ 349

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 12 June 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

Thu 18/9

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

Nonstop1h 42m

Toronto Island

Sat 20/9

7:30 a.m.-8:19 a.m.

Nonstop1h 49m

C$ 231

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Mon 29/9

2:00 p.m.-4:43 p.m.

Nonstop1h 43m

Toronto Pearson Intl

Wed 1/10

4:40 p.m.-5:33 p.m.

Nonstop1h 53m

C$ 237

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 18/9

9:31 p.m.-10:04 a.m.

1 stop11h 33m

Toronto Pearson Intl

Wed 24/9

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

Nonstop1h 57m

C$ 242

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 24/6

9:40 a.m.-12:22 p.m.

Nonstop1h 42m

Toronto Island

Thu 26/6

7:55 a.m.-8:45 a.m.

Nonstop1h 50m

C$ 269

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 15/7

6:00 a.m.-12:05 p.m.

1 stop5h 05m

Toronto Pearson Intl

Tue 15/7

3:45 p.m.-9:31 p.m.

1 stop6h 46m

C$ 282

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 13/8

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

Nonstop1h 40m

Toronto Island

Sat 16/8

7:55 a.m.-8:45 a.m.

Nonstop1h 50m

C$ 295

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Fri 12/9

10:40 a.m.-4:45 p.m.

1 stop5h 05m

Toronto Island

Sat 20/9

3:25 p.m.-8:11 p.m.

1 stop5h 46m

C$ 302

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 26/7

9:25 p.m.-9:19 a.m.

1 stop10h 54m

Toronto Pearson Intl

Sat 2/8

9:45 a.m.-4:33 p.m.

1 stop7h 48m

C$ 317

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 23/9

6:00 a.m.-11:29 a.m.

1 stop4h 29m

Toronto Pearson Intl

Wed 1/10

2:40 p.m.-7:17 p.m.

1 stop5h 37m

C$ 320

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Tue 23/9

5:59 p.m.-10:58 p.m.

1 stop3h 59m

Toronto Pearson Intl

Sat 27/9

6:00 a.m.-8:45 a.m.

1 stop3h 45m

C$ 320

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/6

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$ 255). 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 12 June 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 12 June 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 (27 on average).

Rainfall in Ontario by month

Plan your trip to Ontario by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Region of Ontario ranges from 51.0 - 83.0 mm per month. June is typically the wettest month, when rainfall can reach 83.0 mm. February is typically the driest time to visit Region of Ontario when rainfall is around 51.0 mm.

Temperature in Ontario by month

Plan your trip to Ontario by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Region of Ontario, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 21.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -6.0 C).

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 12 June 2025.
Read through reviews of airlines operating flights from Chicago to Ontario, such as Japan Airlines, Porter Airlines and Delta. 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.

Entertainment

7.8

Boarding

8.4

Comfort

8.2

Food

7.7

Overall

8.3

Crew

8.7

Reviews

1 / 20
6.0
Good

Anonymous,May 2025

DFW - NRT

This flight was operated by American Airlines. The food was barely tolerable. Mid flight sandwich was ice cold, could not be bothered to warm it up. Staff did not seem to like their jobs very much. Too many seats packed in to maximize profit. A true “cattle car” experience. Subsequent flight from Tokyo to HCMC was on Japan Airlines which was excellent. No comparison between JAL and AA. Unfortunately that’s just the way service is in America nowadays.

Entertainment

7.8

Boarding

8.4

Comfort

8.2

Food

7.7

Overall

8.3

Crew

8.7

Reviews

1 / 20
6.0
Good

Anonymous,May 2025

DFW - NRT

This flight was operated by American Airlines. The food was barely tolerable. Mid flight sandwich was ice cold, could not be bothered to warm it up. Staff did not seem to like their jobs very much. Too many seats packed in to maximize profit. A true “cattle car” experience. Subsequent flight from Tokyo to HCMC was on Japan Airlines which was excellent. No comparison between JAL and AA. Unfortunately that’s just the way service is in America nowadays.

Entertainment

7.8

Boarding

8.4

Comfort

8.2

Food

7.7

Overall

8.3

Crew

8.7

Reviews

1 / 20
6.0
Good

Anonymous,May 2025

DFW - NRT

This flight was operated by American Airlines. The food was barely tolerable. Mid flight sandwich was ice cold, could not be bothered to warm it up. Staff did not seem to like their jobs very much. Too many seats packed in to maximize profit. A true “cattle car” experience. Subsequent flight from Tokyo to HCMC was on Japan Airlines which was excellent. No comparison between JAL and AA. Unfortunately that’s just the way service is in America nowadays.
8.0
Very good

Entertainment

7.8

Boarding

8.4

Comfort

8.2

Food

7.7

Overall

8.3

Crew

8.7

Reviews

1 / 20
6.0
Good

Anonymous,May 2025

DFW - NRT

This flight was operated by American Airlines. The food was barely tolerable. Mid flight sandwich was ice cold, could not be bothered to warm it up. Staff did not seem to like their jobs very much. Too many seats packed in to maximize profit. A true “cattle car” experience. Subsequent flight from Tokyo to HCMC was on Japan Airlines which was excellent. No comparison between JAL and AA. Unfortunately that’s just the way service is in America nowadays.

Entertainment

7.8

Boarding

8.4

Comfort

8.2

Food

7.7

Overall

8.3

Crew

8.7

Reviews

1 / 20
6.0
Good

Anonymous,May 2025

DFW - NRT

This flight was operated by American Airlines. The food was barely tolerable. Mid flight sandwich was ice cold, could not be bothered to warm it up. Staff did not seem to like their jobs very much. Too many seats packed in to maximize profit. A true “cattle car” experience. Subsequent flight from Tokyo to HCMC was on Japan Airlines which was excellent. No comparison between JAL and AA. Unfortunately that’s just the way service is in America nowadays.

Entertainment

7.8

Boarding

8.4

Comfort

8.2

Food

7.7

Overall

8.3

Crew

8.7

Reviews

1 / 20
6.0
Good

Anonymous,May 2025

DFW - NRT

This flight was operated by American Airlines. The food was barely tolerable. Mid flight sandwich was ice cold, could not be bothered to warm it up. Staff did not seem to like their jobs very much. Too many seats packed in to maximize profit. A true “cattle car” experience. Subsequent flight from Tokyo to HCMC was on Japan Airlines which was excellent. No comparison between JAL and AA. Unfortunately that’s just the way service is in America nowadays.

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 American Airlines, which is currently one of the cheapest options available, starting at C$ 108. Porter Airlines flights start at C$ 109 while deals on Air Canada start at C$ 109 one-way.

  • What are the most popular routes 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: Royal Jordanian (97%), SkyWest Airlines (94%), Korean Air( 93%).

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

    The cheapest flight price from Chicago to Region of Ontario is C$ 111. On average you can expect to pay C$ 304. The most popular route, (Chicago O'Hare Intl - Toronto Pearson Intl), can usually be booked for C$ 215.

  • 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$ 255). 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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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 12 June 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 201AverageC$ 456FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 211AverageC$ 402FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

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