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Cheap flights from Chicago to Ontario from C$ 81

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 12/11. 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

United Airlines Logo
8:48 a.m. - 2:14 p.m.ORD-YYZ
4h 26m1 stop
United Airlines Logo
5:30 p.m. - 6:39 p.m.YYZ-ORD
2h 09mdirect
C$ 211United Airlines
Find Deal
Sat, 1 Nov - Sat, 1 Nov
Porter Airlines Logo
5:20 p.m. - 8:02 p.m.MDW-YTZ
1h 42mdirect
Porter Airlines Logo
3:35 p.m. - 4:24 p.m.YTZ-MDW
1h 49mdirect
C$ 218Porter Airlines
Find Deal
Wed, 3 Sep - Mon, 8 Sep
United Airlines Logo
1:19 p.m. - 4:02 p.m.ORD-YYZ
1h 43mdirect
United Airlines Logo
6:40 p.m. - 11:34 p.m.YYZ-ORD
5h 54m1 stop
C$ 219United Airlines
Find Deal
Sun, 2 Nov - Sun, 2 Nov
Air Canada Logo
12:50 p.m. - 3:57 p.m.ORD-YUL
2h 07mdirect
Air Canada Logo
9:25 a.m. - 11:18 a.m.YUL-ORD
2h 53mdirect
C$ 224Air Canada
Find Deal
Fri, 14 Nov - Sun, 16 Nov
Air Canada Logo
3:35 p.m. - 6:40 p.m.ORD-YUL
2h 05mdirect
Air Canada Logo
1:10 p.m. - 2:55 p.m.YUL-ORD
2h 45mdirect
C$ 234Air Canada
Find Deal
Mon, 10 Nov - Sat, 22 Nov
American Airlines Logo
6:10 a.m. - 11:59 a.m.ORD-YYZ
4h 49m1 stop
American Airlines Logo
3:11 p.m. - 4:05 p.m.YYZ-ORD
1h 54mdirect
C$ 238American Airlines
Find Deal
Sat, 4 Oct - Sat, 4 Oct
American Airlines Logo
6:10 a.m. - 11:59 a.m.ORD-YYZ
4h 49m1 stop
American Airlines Logo
3:45 p.m. - 8:27 p.m.YYZ-ORD
5h 42m1 stop
C$ 260American Airlines
Find Deal
Sat, 4 Oct - Sat, 4 Oct
Porter Airlines Logo
9:35 a.m. - 12:17 p.m.MDW-YTZ
1h 42mdirect
Porter Airlines Logo
7:50 a.m. - 8:39 a.m.YTZ-MDW
1h 49mdirect
C$ 263Porter Airlines
Find Deal
Wed, 3 Sep - Sat, 6 Sep
Delta Logo
6:00 a.m. - 4:08 p.m.ORD-YYZ
9h 08m1 stop
Delta Logo
6:09 p.m. - 8:23 p.m.YYZ-ORD
3h 14m1 stop
C$ 321Delta
Find Deal
Thu, 2 Oct - Sat, 11 Oct
Delta Logo
9:35 a.m. - 5:19 p.m.MDW-YYZ
6h 44m1 stop
Delta Logo
12:15 p.m. - 5:55 p.m.YYZ-MDW
6h 40m1 stop
C$ 321Delta
Find Deal
Wed, 29 Oct - Sat, 1 Nov

American Airlines flights from Chicago to Region of Ontario

Our best American Airlines deals on Chicago to Region of Ontario flight tickets
American Airlines
4 Oct
ORD6:10 a.m.Chicago O'Hare Intl
4h 49m
1 stop
YYZ11:59 a.m.Toronto Pearson Intl
4 Oct
YYZ3:11 p.m.Toronto Pearson Intl
1h 54m
ORD4:05 p.m.Chicago O'Hare Intl
C$ 238
Find similar
American Airlines
4 Oct
ORD6:10 a.m.Chicago O'Hare Intl
4h 49m
1 stop
YYZ11:59 a.m.Toronto Pearson Intl
4 Oct
YYZ3:45 p.m.Toronto Pearson Intl
5h 42m
1 stop
ORD8:27 p.m.Chicago O'Hare Intl
C$ 260
Find similar
American Airlines
21 Nov
ORD6:04 a.m.Chicago O'Hare Intl
4h 48m
1 stop
YYZ11:52 a.m.Toronto Pearson Intl
25 Nov
YYZ6:20 p.m.Toronto Pearson Intl
2h 00m
ORD7:20 p.m.Chicago O'Hare Intl
C$ 268
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
14 Nov
ORD12:50 p.m.Chicago O'Hare Intl
2h 07m
YUL3:57 p.m.Montreal Pierre Elliott Trudeau Intl
16 Nov
YUL9:25 a.m.Montreal Pierre Elliott Trudeau Intl
2h 53m
ORD11:18 a.m.Chicago O'Hare Intl
C$ 224
Find similar
Air Canada
10 Nov
ORD3:35 p.m.Chicago O'Hare Intl
2h 05m
YUL6:40 p.m.Montreal Pierre Elliott Trudeau Intl
22 Nov
YUL1:10 p.m.Montreal Pierre Elliott Trudeau Intl
2h 45m
ORD2:55 p.m.Chicago O'Hare Intl
C$ 234
Find similar
Air Canada
2 Oct
ORD8:25 p.m.Chicago O'Hare Intl
1h 43m
YYZ11:08 p.m.Toronto Pearson Intl
5 Oct
YYZ12:20 p.m.Toronto Pearson Intl
1h 54m
ORD1:14 p.m.Chicago O'Hare Intl
C$ 245
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 14 August 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

Sat 1/11

8:48 a.m.-2:14 p.m.

1 stop4h 26m

Toronto Pearson Intl

Sat 1/11

5:30 p.m.-6:39 p.m.

Nonstop2h 09m

C$ 211

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 3/9

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

Nonstop1h 42m

Toronto Island

Mon 8/9

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

Nonstop1h 49m

C$ 218

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sun 2/11

1:19 p.m.-4:02 p.m.

Nonstop1h 43m

Toronto Pearson Intl

Sun 2/11

6:40 p.m.-11:34 p.m.

1 stop5h 54m

C$ 219

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Fri 14/11

12:50 p.m.-3:57 p.m.

Nonstop2h 07m

Montreal Pierre Elliott Trudeau Intl

Sun 16/11

9:25 a.m.-11:18 a.m.

Nonstop2h 53m

C$ 224

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Mon 10/11

3:35 p.m.-6:40 p.m.

Nonstop2h 05m

Montreal Pierre Elliott Trudeau Intl

Sat 22/11

1:10 p.m.-2:55 p.m.

Nonstop2h 45m

C$ 234

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 4/10

6:10 a.m.-11:59 a.m.

1 stop4h 49m

Toronto Pearson Intl

Sat 4/10

3:11 p.m.-4:05 p.m.

Nonstop1h 54m

C$ 238

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 4/10

6:10 a.m.-11:59 a.m.

1 stop4h 49m

Toronto Pearson Intl

Sat 4/10

3:45 p.m.-8:27 p.m.

1 stop5h 42m

C$ 260

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 3/9

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

Nonstop1h 42m

Toronto Island

Sat 6/9

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

Nonstop1h 49m

C$ 263

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 2/10

6:00 a.m.-4:08 p.m.

1 stop9h 08m

Toronto Pearson Intl

Sat 11/10

6:09 p.m.-8:23 p.m.

1 stop3h 14m

C$ 321

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 29/10

9:35 a.m.-5:19 p.m.

1 stop6h 44m

Toronto Pearson Intl

Sat 1/11

12:15 p.m.-5:55 p.m.

1 stop6h 40m

C$ 321

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$ 322. If you are unable to visit Region of Ontario during the month of July, then departing from Chicago during the month June is also very affordable. Most momondo users find prices during this month for around C$ 359.

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 Saturday. Travellers who choose to depart for Region of Ontario on a Saturday will often find tickets for as low as C$ 338. The most expensive day to fly to Region of Ontario is Monday, with ticket prices averaging around C$ 578.

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$ 321. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are C$ 462 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 Midway to Toronto Island 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$ 420 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$ 229 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$ 81

Fastest flight time

1h 38m

Direct flights

Every day

Airports in Region of Ontario

3 airports
The best one-way flight to Region of Ontario from Chicago in the past 72 hours is C$ 81. The best round-trip flight deal from Chicago to Region of Ontario found on momondo in the last 72 hours is C$ 211.
The fastest flight from Chicago to Region of Ontario takes 1h 38m
Direct flights go from Chicago to Region of Ontario every day.
There are 3 airports near Region of Ontario: Montreal Pierre Elliott Trudeau Intl (YUL), 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$ 203Free CancellationRating
7.1
9,949 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 259Free CancellationRating
7.4
8,916 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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