Which airlines fly to Region of Ontario?

United Airlines, Air Canada and American Airlines are the top three most popular airlines that fly to Region of Ontario from Chicago according to our data. United Airlines is the first choice among our users, with 53% of people opting to fly with this airline when travelling to Region of Ontario. Keep in mind that there are 3 different airlines that fly to Region of Ontario on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Chicago to Ontario?

American Airlines, Porter Airlines, and Air Canada are the most popular carriers operating from Chicago to Ontario

How many flights depart from Chicago to Region of Ontario on average per week?

The number of flights available between Chicago and Region of Ontario is 628 per week as of November 2025. The most frequent departure day is Mon, with 16% of weekly flights leaving on this day.

How many flights depart from Chicago to Region of Ontario on average per day?

89 flights are operational daily from Chicago to Region of Ontario as of November 2025. The most popular departure time for this route is 6:00p.m., with 36% of flights per day taking off at noon.

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?

The number of operators available for flights from Chicago to Ontario is 3 as of November 2025.

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.

C$ 121 Cheap Flights from Chicago to Ontario in 2025/26

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Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:10 a.m. - 10:56 a.m.ORD-YYZ

1h 46mdirect

6:00 a.m. - 7:15 a.m.YYZ-ORD

2h 15mdirect

C$ 258American Airlines

Find Deal

Sat, 13 Dec - Sun, 14 Dec

8:30 p.m. - 11:09 p.m.ORD-YYZ

1h 39mdirect

9:00 p.m. - 10:05 p.m.YYZ-ORD

2h 05mdirect

C$ 260Air Canada

Find Deal

Thu, 8 Jan - Sun, 11 Jan

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

1h 42mdirect

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

1h 50mdirect

C$ 261Multiple Airlines

Find Deal

Sun, 3 May - Wed, 13 May

12:48 p.m. - 2:40 p.m.ORD-YYZ

24h 52m1 stop

3:40 p.m. - 8:57 p.m.YYZ-ORD

30h 17m1 stop

C$ 261Multiple Airlines

Find Deal

Thu, 8 Jan - Wed, 14 Jan

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

1h 42mdirect

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

1h 50mdirect

C$ 262Porter Airlines

Find Deal

Tue, 6 Jan - Thu, 8 Jan

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

1h 42mdirect

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

1h 50mdirect

C$ 265Porter Airlines

Find Deal

Mon, 26 Jan - Mon, 2 Feb

1:00 p.m. - 7:48 p.m.ORD-YUL

5h 48m1 stop

4:45 p.m. - 6:51 p.m.YUL-ORD

3h 06mdirect

C$ 268United Airlines

Find Deal

Mon, 26 Jan - Sat, 31 Jan

6:00 p.m. - 9:17 p.m.ORD-YUL

2h 17mdirect

2:13 p.m. - 11:43 p.m.YUL-ORD

10h 30m1 stop

C$ 275United Airlines

Find Deal

Sun, 15 Feb - Mon, 23 Feb

6:00 a.m. - 3:16 p.m.ORD-YUL

8h 16m1 stop

3:00 p.m. - 10:59 p.m.YUL-ORD

8h 59m1 stop

C$ 285Lufthansa

Find Deal

Thu, 8 Jan - Mon, 12 Jan

8:52 a.m. - 3:16 p.m.ORD-YUL

5h 24m1 stop

4:45 p.m. - 6:51 p.m.YUL-ORD

3h 06mdirect

C$ 288Lufthansa

Find Deal

Thu, 8 Jan - Mon, 12 Jan

American Airlines flights from Chicago to Region of Ontario

Our best American Airlines deals on Chicago to Region of Ontario flight tickets

American Airlines

13 Dec

ORD8:10 a.m.Chicago O'Hare Intl

1h 46m

YYZ10:56 a.m.Toronto Pearson Intl

14 Dec

YYZ6:00 a.m.Toronto Pearson Intl

2h 15m

ORD7:15 a.m.Chicago O'Hare Intl

C$ 258

Find similar

American Airlines

16 Jan

ORD8:12 a.m.Chicago O'Hare Intl

8h 28m

1 stop

YYZ5:40 p.m.Toronto Pearson Intl

19 Jan

YYZ7:04 p.m.Toronto Pearson Intl

2h 00m

ORD8:04 p.m.Chicago O'Hare Intl

C$ 272

Find similar

American Airlines

7 Jan

ORD9:41 a.m.Chicago O'Hare Intl

1h 53m

YYZ12:34 p.m.Toronto Pearson Intl

11 Jan

YYZ7:30 a.m.Toronto Pearson Intl

7h 29m

1 stop

ORD1:59 p.m.Chicago O'Hare Intl

C$ 281

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

8 Jan

ORD8:30 p.m.Chicago O'Hare Intl

1h 39m

YYZ11:09 p.m.Toronto Pearson Intl

11 Jan

YYZ9:00 p.m.Toronto Pearson Intl

2h 05m

ORD10:05 p.m.Chicago O'Hare Intl

C$ 260

Find similar

Air Canada

8 Jan

ORD2:00 p.m.Chicago O'Hare Intl

1h 39m

YYZ4:39 p.m.Toronto Pearson Intl

11 Jan

YYZ9:00 p.m.Toronto Pearson Intl

2h 05m

ORD10:05 p.m.Chicago O'Hare Intl

C$ 261

Find similar

Air Canada

9 Jan

ORD8:30 p.m.Chicago O'Hare Intl

1h 39m

YYZ11:09 p.m.Toronto Pearson Intl

11 Jan

YYZ9:00 p.m.Toronto Pearson Intl

2h 05m

ORD10:05 p.m.Chicago O'Hare Intl

C$ 269

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 13/12

8:10 a.m.-10:56 a.m.

Nonstop1h 46m

Toronto Pearson Intl

Sun 14/12

6:00 a.m.-7:15 a.m.

Nonstop2h 15m

C$ 258

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 8/1

8:30 p.m.-11:09 p.m.

Nonstop1h 39m

Toronto Pearson Intl

Sun 11/1

9:00 p.m.-10:05 p.m.

Nonstop2h 05m

C$ 260

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 3/5

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

Nonstop1h 42m

Toronto Island

Wed 13/5

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

Nonstop1h 50m

C$ 261

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 8/1

12:48 p.m.-2:40 p.m.

1 stop24h 52m

Toronto Pearson Intl

Wed 14/1

3:40 p.m.-8:57 p.m.

1 stop30h 17m

C$ 261

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 6/1

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

Nonstop1h 42m

Toronto Island

Thu 8/1

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

Nonstop1h 50m

C$ 262

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Mon 26/1

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

Nonstop1h 42m

Toronto Island

Mon 2/2

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

Nonstop1h 50m

C$ 265

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Mon 26/1

1:00 p.m.-7:48 p.m.

1 stop5h 48m

Montreal Pierre Elliott Trudeau Intl

Sat 31/1

4:45 p.m.-6:51 p.m.

Nonstop3h 06m

C$ 268

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Sun 15/2

6:00 p.m.-9:17 p.m.

Nonstop2h 17m

Montreal Pierre Elliott Trudeau Intl

Mon 23/2

2:13 p.m.-11:43 p.m.

1 stop10h 30m

C$ 275

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Thu 8/1

6:00 a.m.-3:16 p.m.

1 stop8h 16m

Montreal Pierre Elliott Trudeau Intl

Mon 12/1

3:00 p.m.-10:59 p.m.

1 stop8h 59m

C$ 285

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Thu 8/1

8:52 a.m.-3:16 p.m.

1 stop5h 24m

Montreal Pierre Elliott Trudeau Intl

Mon 12/1

4:45 p.m.-6:51 p.m.

Nonstop3h 06m

C$ 288

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Other information

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

In general, September 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$ 293. If you are unable to visit Region of Ontario during the month of September, then departing from Chicago during the month July is also very affordable. Most momondo users find prices during this month for around C$ 328.

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$ 328. The most expensive day to fly to Region of Ontario is Monday, with ticket prices averaging around C$ 517.

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$ 314. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are C$ 476 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$ 429 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$ 233 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$ 129
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$ 129. The best round-trip flight deal from Chicago to Region of Ontario found on momondo in the last 72 hours is C$ 351.

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?
The number of operators available for flights from Chicago to Ontario is 3 as of November 2025.
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?
momondo data reveals that the most frequently booked plane model on the route from Chicago to Region of Ontario is Embraer 175 (Enhanced Winglets), representing 18.38% of all bookings. The subsequent popular models are De Havilland (Bombardier) DHC-8-400 Dash 8Q at 17.19%, Embraer 175 at 10.84%, and Embraer 170 at 6.40%.

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
American Airlines	PriceFrom C$ 153	Free Cancellation	Rating 7.2 11,047 reviews	Search American Airlines flights
Air Canada	PriceFrom C$ 206	Free Cancellation	Rating 7.1 10,459 reviews	Search Air Canada flights
United Airlines	PriceFrom C$ 264	Free Cancellation	Rating 7.4 9,015 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.

An easier way to manage your Region of Ontario trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Find better results for your trip to Ontario

Popular Cities in Ontario

Flights to Torontofrom C$ 86

Flights to Vancouverfrom C$ 79

Flights to Montrealfrom C$ 49

Flights to Calgaryfrom C$ 80

Flights to Ottawafrom C$ 195

Flights to Winnipegfrom C$ 133

Flights to Halifaxfrom C$ 86

Flights to Kelownafrom C$ 73

Flights to Saskatoonfrom C$ 135

Flights to Reginafrom C$ 161

Flights to St. John'sfrom C$ 248

Flights to Québec Cityfrom C$ 295

Cheap flights from Chicago to Ontario from C$ 121

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 8/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names, great deals

Big names, great deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Chicago to Ontario

Cheap round-trip flights

Cheap one-way flights

Cheap last-minute flights

Cheap direct flights

American Airlines flights from Chicago to Region of Ontario

Our best American Airlines deals on Chicago to Region of Ontario flight tickets

Air Canada flights from Chicago to Region of Ontario

Our best Air Canada deals on Chicago to Region of Ontario flight tickets

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Use the filters below to find and compare flights from Chicago to Ontario that are best for you.

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?

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$ 328. The most expensive day to fly to Region of Ontario is Monday, with ticket prices averaging around C$ 517.

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

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?

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.

What is the cheapest airline that flies from Chicago to Ontario?

American Airlines, Porter Airlines, and Air Canada are the most popular carriers operating from Chicago to Ontario

Which airlines fly to Region of Ontario?

How many flights depart from Chicago to Region of Ontario on average per day?

89 flights are operational daily from Chicago to Region of Ontario as of November 2025. The most popular departure time for this route is 6:00p.m., with 36% of flights per day taking off at noon.

How many flights depart from Chicago to Region of Ontario on average per week?

The number of flights available between Chicago and Region of Ontario is 628 per week as of November 2025. The most frequent departure day is Mon, with 16% of weekly flights leaving on this day.

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

Fastest flight time

Direct flights

Airports in Region of Ontario

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

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?

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

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

Why use momondo?

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

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

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

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

An easier way to manage your Region of Ontario trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Ontario

Popular Cities in Ontario

Popular flights according to clicks in the last 7 days on momondo