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

American Airlines, Delta, 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 day?

As of October 2025, 88 flights take off from Chicago and land in Region of Ontario each day. The most common flight departure time for this route is 6:00PM, with 41% of daily flights taking off at noon.

What 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 38% of people opting to fly with this airline when traveling to Region of Ontario. Keep in mind that there are 4 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?

621 flights are operational weekly from Chicago to Region of Ontario as of October 2025. The most popular departure day for this route is Thu, with 17% of flights per week taking off on this day.

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?

There are 4 operators available for flights from Chicago to Ontario as of October 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.

$77 Cheap Flights from Chicago to Ontario in 2025/26

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Cheap round-trip flights

Enter your travel dates to find the best prices.

3:26 pm - 2:40 pmORD-YYZ

22h 14m1 stop

7:00 am - 9:47 amYYZ-ORD

27h 47m1 stop

$214Multiple Airlines

Find Deal

Wed, Nov 5 - Mon, Nov 10

9:20 pm - 11:59 pmORD-YYZ

1h 39mnonstop

6:52 am - 8:05 amYYZ-ORD

2h 13mnonstop

$225United Airlines

Find Deal

Sat, Dec 20 - Fri, Jan 2

11:00 am - 1:42 pmMDW-YTZ

1h 42mnonstop

9:15 am - 10:05 amYTZ-MDW

1h 50mnonstop

$231Porter Airlines

Find Deal

Sun, Nov 9 - Thu, Nov 13

4:15 pm - 6:57 pmMDW-YTZ

1h 42mnonstop

9:15 am - 10:05 amYTZ-MDW

1h 50mnonstop

$234Porter Airlines

Find Deal

Thu, Nov 13 - Thu, Nov 20

3:35 pm - 9:35 pmORD-YTZ

5h 00m1 stop

3:30 pm - 8:00 pmYTZ-ORD

5h 30m1 stop

$248Air Canada

Find Deal

Sat, Nov 15 - Sat, Nov 22

7:15 am - 10:20 amORD-YUL

2h 05mnonstop

8:00 am - 1:01 pmYUL-ORD

6h 01m1 stop

$250Air Canada

Find Deal

Thu, Feb 12 - Tue, Feb 17

11:00 am - 1:42 pmMDW-YTZ

1h 42mnonstop

9:15 am - 10:05 amYTZ-MDW

1h 50mnonstop

$273Air Transat

Find Deal

Thu, Nov 6 - Sun, Nov 9

4:15 pm - 6:57 pmMDW-YTZ

1h 42mnonstop

2:30 pm - 3:20 pmYTZ-MDW

1h 50mnonstop

$281Air Transat

Find Deal

Thu, Nov 6 - Sun, Nov 9

6:33 pm - 12:39 amORD-YOW

5h 06m1 stop

6:45 am - 12:27 pmYOW-ORD

6h 42m1 stop

$361American Airlines

Find Deal

Thu, Nov 6 - Sat, Nov 8

6:34 pm - 12:39 amORD-YOW

5h 05m1 stop

6:45 am - 12:27 pmYOW-ORD

6h 42m1 stop

$406American Airlines

Find Deal

Sat, Nov 22 - Tue, Nov 25

Air Canada flights from Chicago to Region of Ontario

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

Air Canada

Nov 15

ORD3:35 pmChicago O'Hare Intl

5h 00m

1 stop

YTZ9:35 pmToronto Island

Nov 22

YTZ3:30 pmToronto Island

5h 30m

1 stop

ORD8:00 pmChicago O'Hare Intl

$248

Find similar

Air Canada

Feb 12

ORD7:15 amChicago O'Hare Intl

2h 05m

YUL10:20 amMontreal Pierre Elliott Trudeau Intl

Feb 17

YUL8:00 amMontreal Pierre Elliott Trudeau Intl

6h 01m

1 stop

ORD1:01 pmChicago O'Hare Intl

$250

Find similar

Air Canada

Nov 6

ORD7:05 amChicago O'Hare Intl

5h 35m

1 stop

YYZ1:40 pmToronto Pearson Intl

Nov 9

YYZ6:30 pmToronto Pearson Intl

2h 00m

ORD7:30 pmChicago O'Hare Intl

$251

Find similar

WestJet flights from Chicago to Region of Ontario

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

WestJet

Oct 31

ORD2:20 pmChicago O'Hare Intl

9h 06m

1 stop

YYZ12:26 amToronto Pearson Intl

Nov 2

YYZ5:15 amToronto Pearson Intl

4h 28m

1 stop

ORD8:43 amChicago O'Hare Intl

$272

Find similar

WestJet

Oct 31

ORD2:20 pmChicago O'Hare Intl

15h 38m

2 stops

YYZ6:58 amToronto Pearson Intl

Nov 2

YYZ5:15 amToronto Pearson Intl

4h 28m

1 stop

ORD8:43 amChicago O'Hare Intl

$286

Find similar

WestJet

Nov 14

ORD6:00 amChicago O'Hare Intl

14h 53m

2 stops

YYZ9:53 pmToronto Pearson Intl

Nov 16

YYZ3:38 pmToronto Pearson Intl

3h 48m

1 stop

ORD6:26 pmChicago O'Hare Intl

$287

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 11/5

3:26 pm-2:40 pm

1 stop22h 14m

Toronto Pearson Intl

Mon 11/10

7:00 am-9:47 am

1 stop27h 47m

$214

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 12/20

9:20 pm-11:59 pm

Nonstop1h 39m

Toronto Pearson Intl

Fri 1/2

6:52 am-8:05 am

Nonstop2h 13m

$225

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 11/9

11:00 am-1:42 pm

Nonstop1h 42m

Toronto Island

Thu 11/13

9:15 am-10:05 am

Nonstop1h 50m

$231

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 11/13

4:15 pm-6:57 pm

Nonstop1h 42m

Toronto Island

Thu 11/20

9:15 am-10:05 am

Nonstop1h 50m

$234

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Sat 11/15

3:35 pm-9:35 pm

1 stop5h 00m

Toronto Island

Sat 11/22

3:30 pm-8:00 pm

1 stop5h 30m

$248

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Thu 2/12

7:15 am-10:20 am

Nonstop2h 05m

Montreal Pierre Elliott Trudeau Intl

Tue 2/17

8:00 am-1:01 pm

1 stop6h 01m

$250

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 11/6

11:00 am-1:42 pm

Nonstop1h 42m

Toronto Island

Sun 11/9

9:15 am-10:05 am

Nonstop1h 50m

$273

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 11/6

4:15 pm-6:57 pm

Nonstop1h 42m

Toronto Island

Sun 11/9

2:30 pm-3:20 pm

Nonstop1h 50m

$281

ChicagoOttawa

ORD - YOW

ORDYOW

Chicago O'Hare Intl

Thu 11/6

6:33 pm-12:39 am

1 stop5h 06m

Ottawa

Sat 11/8

6:45 am-12:27 pm

1 stop6h 42m

$361

ChicagoOttawa

ORD - YOW

ORDYOW

Chicago O'Hare Intl

Sat 11/22

6:34 pm-12:39 am

1 stop5h 05m

Ottawa

Tue 11/25

6:45 am-12:27 pm

1 stop6h 42m

$406

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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?

The month of July is, on average, the cheapest month to fly to Region of Ontario from Chicago, with most prices found around $234. If you aren’t able to travel during the month of July, then book flights to Region of Ontario from Chicago during August instead. Flights to Region of Ontario in August, while not as cheap as those in July, still average around $259.

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

According to our data, Thursday is the cheapest day to fly to Region of Ontario from Chicago. The lowest ticket price found for a Thursday departure recently was $617. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. Flights from Chicago to Region of Ontario on a Sunday will generally be more expensive and average around $760. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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

According to our data, the cheapest time of day to fly to Region of Ontario is in the morning. momondo users have found flights departing from Chicago to Region of Ontario in the morning for as low as $583. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights in the afternoon are often more expensive with an average ticket price of $760.

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 $306 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 $166 on momondo.

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

There are 4 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	$84
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 $84. The best round-trip flight deal from Chicago to Region of Ontario found on momondo in the last 72 hours is $197.

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?
There are 4 operators available for flights from Chicago to Ontario as of October 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?
Based on momondo bookings for flights between Chicago and Region of Ontario, the leading plane model is Embraer 175 (Enhanced Winglets), making up 19.23% of the total bookings. Other popular models include De Havilland (Bombardier) DHC-8-400 Dash 8Q with 17.78%, Embraer 175 with 13.61%, and Boeing 737-800 with 7.38%.

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 Canada	PriceFrom $118	Free Cancellation	Rating 7.1 10,000 reviews	Search Air Canada flights
United Airlines	PriceFrom $145	Free Cancellation	Rating 7.4 8,933 reviews	Search United Airlines flights
Porter Airlines	PriceFrom $187	Free Cancellation	Rating 7.9 372 reviews	Search Porter Airlines flights
American Airlines	PriceFrom $231	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Ontario. Millions of users trust and use momondo every year so you are in good hands.

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?

momondo helps you find the best flight between Chicago and Ontario by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Of course. momondo tracks the price of Chicago to Ontario flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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 $91

Flights to Vancouverfrom $74

Flights to Montrealfrom $180

Flights to Calgaryfrom $151

Flights to Ottawafrom $207

Flights to Halifaxfrom $204

Flights to Winnipegfrom $172

Flights to Québec Cityfrom $143

Flights to Saskatoonfrom $195

Flights to Kelownafrom $122

Flights to St. John'sfrom $211

Flights to Reginafrom $226

Cheap flights from Chicago to Ontario from $77

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 1/9. 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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Big names and deals

Filter for what you want

Filter for what you want

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Air Canada flights from Chicago to Region of Ontario

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

WestJet flights from Chicago to Region of Ontario

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

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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

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?

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?

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

There are 4 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, Delta, and Air Canada are the most popular carriers operating from Chicago to Ontario

What airlines fly to Region of Ontario?

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

As of October 2025, 88 flights take off from Chicago and land in Region of Ontario each day. The most common flight departure time for this route is 6:00PM, with 41% of daily flights taking off at noon.

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

621 flights are operational weekly from Chicago to Region of Ontario as of October 2025. The most popular departure day for this route is Thu, with 17% of flights per week taking off 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