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

Porter Airlines, United Airlines, and Delta are the most popular carriers operating from Chicago to Ontario

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.

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 653 per week as of April 2026. The most frequent departure day is Sun, with 16% of weekly flights leaving on this day.

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

93 flights are operational daily from Chicago to Region of Ontario as of April 2026. The most popular departure time for this route is 2:00p.m., with 42% 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 April 2026.

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$ 100 Cheap Flights from Chicago to Ontario in 2026

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Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Ontario

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

10:25 a.m. - 1:05 p.m.

MDW

YTZ

1h 40mdirect

8:50 a.m. - 9:40 a.m.

YTZ

MDW

1h 50mdirect

C$ 291Porter Airlines

Wed, 15 Jul - Mon, 20 Jul

7:25 a.m. - 10:06 a.m.

ORD

YTZ

1h 41mdirect

12:15 p.m. - 1:10 p.m.

YTZ

ORD

1h 55mdirect

C$ 291Air Canada

Tue, 4 Aug - Sun, 9 Aug

10:30 a.m. - 1:10 p.m.

MDW

YTZ

1h 40mdirect

1:45 p.m. - 2:35 p.m.

YTZ

MDW

1h 50mdirect

C$ 295Porter Airlines

Wed, 27 May - Fri, 29 May

6:30 a.m. - 2:19 p.m.

ORD

YYZ

6h 49m

1 stop

5:15 p.m. - 6:19 p.m.

YYZ

ORD

2h 04mdirect

C$ 301United Airlines

Wed, 27 May - Wed, 27 May

2:00 p.m. - 4:41 p.m.

ORD

YTZ

1h 41mdirect

12:15 p.m. - 1:10 p.m.

YTZ

ORD

1h 55mdirect

C$ 301Air Canada

Thu, 11 Jun - Thu, 18 Jun

12:55 p.m. - 3:46 p.m.

ORD

YYZ

1h 51mdirect

7:43 p.m. - 11:26 p.m.

YYZ

ORD

4h 43m

1 stop

C$ 309United Airlines

Fri, 29 May - Fri, 29 May

9:22 a.m. - 5:21 p.m.

MDW

YYZ

6h 59m

1 stop

12:09 p.m. - 6:33 p.m.

YYZ

MDW

7h 24m

1 stop

C$ 355Delta

Fri, 29 May - Sun, 31 May

9:22 a.m. - 1:30 p.m.

MDW

YYZ

3h 08m

1 stop

12:09 p.m. - 6:31 p.m.

YYZ

MDW

7h 22m

1 stop

C$ 357Delta

Thu, 7 May - Fri, 12 Jun

9:22 a.m. - 5:21 p.m.

MDW

YYZ

6h 59m

1 stop

12:09 p.m. - 6:31 p.m.

YYZ

MDW

7h 22m

1 stop

C$ 420KLM

Thu, 4 Jun - Mon, 8 Jun

9:22 a.m. - 5:21 p.m.

MDW

YYZ

6h 59m

1 stop

12:09 p.m. - 6:33 p.m.

YYZ

MDW

7h 24m

1 stop

C$ 426KLM

Fri, 29 May - Sun, 31 May

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Delta flights from Chicago to Region of Ontario

Our best Delta deals on Chicago to Region of Ontario flight tickets

Delta

29 May

ORD12:30 p.m.Chicago O'Hare Intl

9h 44m

1 stop

YYZ11:14 p.m.Toronto Pearson Intl

31 May

YYZ6:10 a.m.Toronto Pearson Intl

7h 51m

1 stop

ORD1:01 p.m.Chicago O'Hare Intl

C$ 355

Delta

7 May

ORD9:25 a.m.Chicago O'Hare Intl

3h 05m

1 stop

YYZ1:30 p.m.Toronto Pearson Intl

12 May

YYZ6:10 a.m.Toronto Pearson Intl

3h 35m

1 stop

ORD8:45 a.m.Chicago O'Hare Intl

C$ 357

Delta

23 Jun

ORD8:52 a.m.Chicago O'Hare Intl

3h 42m

1 stop

YYZ1:34 p.m.Toronto Pearson Intl

13 Jul

YYZ6:10 a.m.Toronto Pearson Intl

7h 53m

1 stop

ORD1:03 p.m.Chicago O'Hare Intl

C$ 384

United Airlines flights from Chicago to Region of Ontario

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

United Airlines

27 May

ORD6:30 a.m.Chicago O'Hare Intl

6h 49m

1 stop

YYZ2:19 p.m.Toronto Pearson Intl

27 May

YYZ5:15 p.m.Toronto Pearson Intl

2h 04m

ORD6:19 p.m.Chicago O'Hare Intl

C$ 301

United Airlines

29 May

ORD12:55 p.m.Chicago O'Hare Intl

1h 51m

YYZ3:46 p.m.Toronto Pearson Intl

29 May

YYZ7:43 p.m.Toronto Pearson Intl

4h 43m

1 stop

ORD11:26 p.m.Chicago O'Hare Intl

C$ 309

United Airlines

29 May

ORD9:20 p.m.Chicago O'Hare Intl

1h 39m

YYZ11:59 p.m.Toronto Pearson Intl

2 Jun

YYZ11:00 a.m.Toronto Pearson Intl

2h 00m

ORD12:00 p.m.Chicago O'Hare Intl

C$ 321

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 15/7

10:25 a.m.-1:05 p.m.

Nonstop1h 40m

Toronto Island

Mon 20/7

8:50 a.m.-9:40 a.m.

Nonstop1h 50m

C$ 291

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Tue 4/8

7:25 a.m.-10:06 a.m.

Nonstop1h 41m

Toronto Island

Sun 9/8

12:15 p.m.-1:10 p.m.

Nonstop1h 55m

C$ 291

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 27/5

10:30 a.m.-1:10 p.m.

Nonstop1h 40m

Toronto Island

Fri 29/5

1:45 p.m.-2:35 p.m.

Nonstop1h 50m

C$ 295

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 27/5

6:30 a.m.-2:19 p.m.

1 stop6h 49m

Toronto Pearson Intl

Wed 27/5

5:15 p.m.-6:19 p.m.

Nonstop2h 04m

C$ 301

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Thu 11/6

2:00 p.m.-4:41 p.m.

Nonstop1h 41m

Toronto Island

Thu 18/6

12:15 p.m.-1:10 p.m.

Nonstop1h 55m

C$ 301

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 29/5

12:55 p.m.-3:46 p.m.

Nonstop1h 51m

Toronto Pearson Intl

Fri 29/5

7:43 p.m.-11:26 p.m.

1 stop4h 43m

C$ 309

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 29/5

9:22 a.m.-5:21 p.m.

1 stop6h 59m

Toronto Pearson Intl

Sun 31/5

12:09 p.m.-6:33 p.m.

1 stop7h 24m

C$ 355

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 7/5

9:22 a.m.-1:30 p.m.

1 stop3h 08m

Toronto Pearson Intl

Fri 12/6

12:09 p.m.-6:31 p.m.

1 stop7h 22m

C$ 357

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 4/6

9:22 a.m.-5:21 p.m.

1 stop6h 59m

Toronto Pearson Intl

Mon 8/6

12:09 p.m.-6:31 p.m.

1 stop7h 22m

C$ 420

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 29/5

9:22 a.m.-5:21 p.m.

1 stop6h 59m

Toronto Pearson Intl

Sun 31/5

12:09 p.m.-6:33 p.m.

1 stop7h 24m

C$ 426

Flights are sorted by cheapest round-trip flights first.

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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, November 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$ 79. If you are unable to visit Region of Ontario during the month of November, then departing from Chicago during the month March is also very affordable. Most momondo users find prices during this month for around C$ 79.

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$ 257. The most expensive day to fly to Region of Ontario is Monday, with ticket prices averaging around C$ 504.

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$ 258. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are C$ 449 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 from Chicago to 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$ 406 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$ 247 on momondo.

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

There are 3 cabin classes available to choose from on Chicago to Region of 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$ 133
Fastest flight time	1h 39m
Direct flights	Every day
Airports in Region of Ontario	123 airports

The best one-way flight to Region of Ontario from Chicago in the past 72 hours is C$ 133. The best round-trip flight deal from Chicago to Region of Ontario found on momondo in the last 72 hours is C$ 138.

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 123 airports in Region of Ontario. From Chicago there are direct flights to Toronto Pearson Intl (YYZ), Toronto Island (YTZ).

Search flight deals

Frequently asked questions about flying from Chicago to Ontario

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 April 2026.
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 De Havilland (Bombardier) DHC-8-400 Dash 8Q, representing 16.34% of all bookings. The subsequent popular models are Embraer 175 (Enhanced Winglets) at 12.13%, Embraer 170 at 8.73%, and Embraer 175 at 8.59%.

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$ 133	Free Cancellation	Rating 7.1 11,671 reviews	Search American Airlines flights
United Airlines	PriceFrom C$ 257	Free Cancellation	Rating 7.4 9,672 reviews	Search United Airlines flights
Air Canada	PriceFrom C$ 262	Free Cancellation	Rating 7.1 10,974 reviews	Search Air Canada 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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Popular Cities in Ontario

Flights to Torontofrom C$ 183

Flights to Vancouverfrom C$ 111

Flights to Montrealfrom C$ 238

Flights to Calgaryfrom C$ 153

Flights to Ottawafrom C$ 232

Flights to Winnipegfrom C$ 197

Flights to Halifaxfrom C$ 175

Flights to Kelownafrom C$ 142

Flights to Saskatoonfrom C$ 201

Flights to Reginafrom C$ 236

Flights to St. John'sfrom C$ 268

Flights to Québec Cityfrom C$ 291

Cheap flights from Chicago to Ontario from C$ 100

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 7/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from Chicago to Ontario

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Delta flights from Chicago to Region of Ontario

Our best Delta deals on Chicago to Region of Ontario flight tickets

United Airlines flights from Chicago to Region of Ontario

Our best United Airlines 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

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?

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?

How far in advance should I book a flight from Chicago to Ontario?

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

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

What is the cheapest airline that flies 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?

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

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

Frequently asked questions about flying from Chicago to 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?

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

Chicago flight routes

According to popular flight searches on momondo this year

Region of Ontario flight routes

According to popular flight searches on momondo this year

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