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Cheap flights from Chicago to Ontario from C$ 107

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Ontario departing on 9/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
9:41 a.m. - 12:34 p.m.ORD-YYZ
1h 53mdirect
American Airlines Logo
4:44 p.m. - 5:44 p.m.YYZ-ORD
2h 00mdirect
C$ 258American Airlines
Find Deal
Wed, 7 Jan - Sun, 11 Jan
American Airlines Logo
8:13 a.m. - 3:30 p.m.ORD-YYZ
6h 17m1 stop
American Airlines Logo
4:44 p.m. - 5:44 p.m.YYZ-ORD
2h 00mdirect
C$ 270American Airlines
Find Deal
Wed, 7 Jan - Sun, 11 Jan
Air Canada Logo
1:13 p.m. - 4:02 p.m.ORD-YYZ
1h 49mdirect
Air Canada Logo
11:00 a.m. - 12:05 p.m.YYZ-ORD
2h 05mdirect
C$ 294Air Canada
Find Deal
Thu, 1 Jan - Sat, 3 Jan
Multiple Airlines Logo
3:26 p.m. - 2:40 p.m.ORD-YYZ
22h 14m1 stop
Multiple Airlines Logo
7:00 a.m. - 9:47 a.m.YYZ-ORD
27h 47m1 stop
C$ 298Multiple Airlines
Find Deal
Wed, 5 Nov - Mon, 10 Nov
United Airlines Logo
9:20 p.m. - 11:59 p.m.ORD-YYZ
1h 39mdirect
United Airlines Logo
3:30 p.m. - 4:40 p.m.YYZ-ORD
2h 10mdirect
C$ 313United Airlines
Find Deal
Sat, 20 Dec - Thu, 1 Jan
Air Canada Logo
10:00 a.m. - 12:40 p.m.ORD-YYZ
1h 40mdirect
Air Canada Logo
7:00 a.m. - 11:06 a.m.YYZ-ORD
5h 06m1 stop
C$ 320Air Canada
Find Deal
Fri, 20 Feb - Wed, 25 Feb
Porter Airlines Logo
11:00 a.m. - 1:42 p.m.MDW-YTZ
1h 42mdirect
Porter Airlines Logo
9:15 a.m. - 10:05 a.m.YTZ-MDW
1h 50mdirect
C$ 322Porter Airlines
Find Deal
Sun, 9 Nov - Thu, 13 Nov
Multiple Airlines Logo
3:26 p.m. - 2:40 p.m.ORD-YYZ
22h 14m1 stop
Multiple Airlines Logo
5:15 p.m. - 11:06 p.m.YYZ-ORD
30h 51m1 stop
C$ 322Multiple Airlines
Find Deal
Wed, 5 Nov - Tue, 11 Nov
Porter Airlines Logo
4:15 p.m. - 6:57 p.m.MDW-YTZ
1h 42mdirect
Porter Airlines Logo
9:15 a.m. - 10:05 a.m.YTZ-MDW
1h 50mdirect
C$ 326Porter Airlines
Find Deal
Thu, 13 Nov - Thu, 20 Nov
United Airlines Logo
6:21 p.m. - 11:46 p.m.ORD-YYZ
4h 25m1 stop
United Airlines Logo
11:00 a.m. - 12:05 p.m.YYZ-ORD
2h 05mdirect
C$ 327United Airlines
Find Deal
Thu, 25 Dec - Thu, 1 Jan

WestJet flights from Chicago to Region of Ontario

Our best WestJet deals on Chicago to Region of Ontario flight tickets
WestJet
31 Oct
ORD2:20 p.m.Chicago O'Hare Intl
9h 06m
1 stop
YYZ12:26 a.m.Toronto Pearson Intl
2 Nov
YYZ5:15 a.m.Toronto Pearson Intl
4h 28m
1 stop
ORD8:43 a.m.Chicago O'Hare Intl
C$ 379
Find similar
WestJet
25 Oct
ORD5:30 p.m.Chicago O'Hare Intl
11h 43m
1 stop
YYZ6:13 a.m.Toronto Pearson Intl
7 Nov
YYZ6:00 p.m.Toronto Pearson Intl
17h 13m
1 stop
ORD10:13 a.m.Chicago O'Hare Intl
C$ 389
Find similar
WestJet
23 Oct
MDW9:20 a.m.Chicago Midway
12h 58m
1 stop
YYZ11:18 p.m.Toronto Pearson Intl
24 Oct
YYZ6:00 p.m.Toronto Pearson Intl
5h 14m
1 stop
MDW10:14 p.m.Chicago Midway
C$ 403
Find similar

Air Canada flights from Chicago to Region of Ontario

Our best Air Canada deals on Chicago to Region of Ontario flight tickets
Air Canada
1 Jan
ORD1:13 p.m.Chicago O'Hare Intl
1h 49m
YYZ4:02 p.m.Toronto Pearson Intl
3 Jan
YYZ11:00 a.m.Toronto Pearson Intl
2h 05m
ORD12:05 p.m.Chicago O'Hare Intl
C$ 294
Find similar
Air Canada
20 Feb
ORD10:00 a.m.Chicago O'Hare Intl
1h 40m
YYZ12:40 p.m.Toronto Pearson Intl
25 Feb
YYZ7:00 a.m.Toronto Pearson Intl
5h 06m
1 stop
ORD11:06 a.m.Chicago O'Hare Intl
C$ 320
Find similar
Air Canada
15 Nov
ORD3:35 p.m.Chicago O'Hare Intl
5h 00m
1 stop
YTZ9:35 p.m.Toronto Island
22 Nov
YTZ3:30 p.m.Toronto Island
5h 30m
1 stop
ORD8:00 p.m.Chicago O'Hare Intl
C$ 345
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Region of 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, momondo users made 96,600 searches. Data last updated 2 October 2025.
Use the filters below to find and compare flights from Chicago to Ontario that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 7/1

9:41 a.m.-12:34 p.m.

Nonstop1h 53m

Toronto Pearson Intl

Sun 11/1

4:44 p.m.-5:44 p.m.

Nonstop2h 00m

C$ 258

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 7/1

8:13 a.m.-3:30 p.m.

1 stop6h 17m

Toronto Pearson Intl

Sun 11/1

4:44 p.m.-5:44 p.m.

Nonstop2h 00m

C$ 270

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 1/1

1:13 p.m.-4:02 p.m.

Nonstop1h 49m

Toronto Pearson Intl

Sat 3/1

11:00 a.m.-12:05 p.m.

Nonstop2h 05m

C$ 294

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 5/11

3:26 p.m.-2:40 p.m.

1 stop22h 14m

Toronto Pearson Intl

Mon 10/11

7:00 a.m.-9:47 a.m.

1 stop27h 47m

C$ 298

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 20/12

9:20 p.m.-11:59 p.m.

Nonstop1h 39m

Toronto Pearson Intl

Thu 1/1

3:30 p.m.-4:40 p.m.

Nonstop2h 10m

C$ 313

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 20/2

10:00 a.m.-12:40 p.m.

Nonstop1h 40m

Toronto Pearson Intl

Wed 25/2

7:00 a.m.-11:06 a.m.

1 stop5h 06m

C$ 320

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 9/11

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

Toronto Island

Thu 13/11

9:15 a.m.-10:05 a.m.

Nonstop1h 50m

C$ 322

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 5/11

3:26 p.m.-2:40 p.m.

1 stop22h 14m

Toronto Pearson Intl

Tue 11/11

5:15 p.m.-11:06 p.m.

1 stop30h 51m

C$ 322

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 13/11

4:15 p.m.-6:57 p.m.

Nonstop1h 42m

Toronto Island

Thu 20/11

9:15 a.m.-10:05 a.m.

Nonstop1h 50m

C$ 326

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 25/12

6:21 p.m.-11:46 p.m.

1 stop4h 25m

Toronto Pearson Intl

Thu 1/1

11:00 a.m.-12:05 p.m.

Nonstop2h 05m

C$ 327

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Ontario from

How to get the cheapest flight ticket from Chicago to Region of Ontario

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Region of Ontario?

In general, July is the cheapest month to fly from Chicago to Region of Ontario. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 326. If you are unable to visit Region of Ontario during the month of July, then departing from Chicago during the month August is also very affordable. Most momondo users find prices during this month for around C$ 361.

What is the cheapest day to depart on your flight to Region of Ontario?

The cheapest day to depart from Chicago to Region of Ontario is on a Thursday. Travellers who choose to depart for Region of Ontario on a Thursday will often find tickets for as low as C$ 333. The most expensive day to fly to Region of Ontario is Monday, with ticket prices averaging around C$ 585.

What is the cheapest time of day to depart on your flight to Region of Ontario?

Our most recent data shows that the best time of day to fly to Region of Ontario is in the evening. Flights from Chicago to Region of Ontario during this time can be as low as C$ 323. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are C$ 472 on average. Flights to Region of Ontario from Chicago in the morning are generally more expensive because this time of day is more convenient for travellers’ schedules.

What is the cheapest Chicago to Ontario flight route?

Fly from Chicago O'Hare Intl to Toronto Pearson Intl for the best Chicago - Ontario flight prices

How far in advance should I book a flight to Region of Ontario?

You are more likely to see cheaper flights to Region of Ontario from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Region of Ontario for around C$ 427 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Region of Ontario from Chicago for as low as C$ 231 on momondo.

What cabin class options are available on Chicago to Ontario flights?

There are 3 cabin classes available to choose from on Chicago to Ontario flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Region of Ontario flights?

No. A direct flight is the cheapest option for a flight between Chicago to Region of Ontario.

Cheap Chicago to Region of Ontario flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Region of Ontario

Best price found

C$ 109

Fastest flight time

1h 39m

Direct flights

Every day

Airports in Region of Ontario

2 airports
The best one-way flight to Region of Ontario from Chicago in the past 72 hours is C$ 109. The best round-trip flight deal from Chicago to Region of Ontario found on momondo in the last 72 hours is C$ 290.
The fastest flight from Chicago to Region of Ontario takes 1h 39m
Direct flights go from Chicago to Region of Ontario every day.
There are 2 airports near Region of Ontario: Toronto Pearson Intl (YYZ), Toronto Island (YTZ)
Search flight deals

  • When did momondo last update prices for flights from Chicago to Ontario?

    Prices for flights from Chicago to Ontario refresh daily.

  • How many operators does momondo search for flights from Chicago to Ontario?

  • How old do you have to be to fly from Chicago to Ontario?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Ontario.

  • What documentation or ID do you need to fly to Ontario?

    The necessary travel and health documents for your Ontario trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago to Region of Ontario?

Best airlines flying from Chicago to Region of Ontario

Compare and see reviews for airlines that fly from Chicago to Region of Ontario with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom C$ 205Free CancellationRating
7.1
10,000 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 262Free CancellationRating
7.4
8,933 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Ontario?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Ontario for you.

Can I find flights from Chicago to Ontario with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to Ontario flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to Ontario?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Ontario from Chicago.

I’m not ready to book a flight from Chicago to Ontario right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Ontario flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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