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

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

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 March 2026. The most popular departure time for this route is 6:00p.m., with 35% of flights per day taking off in the evening.

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 654 per week as of March 2026. The most frequent departure day is Mon, with 15% of weekly flights leaving 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?

The number of operators available for flights from Chicago to Ontario is 2 as of March 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$ 112 Cheap Flights from Chicago to Ontario in 2026

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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.

12:50 p.m. - 4:05 p.m.

ORD

YUL

2h 15mdirect

6:30 p.m. - 8:05 p.m.

YUL

ORD

2h 35mdirect

C$ 272Air Canada

Thu, 16 Apr - Mon, 20 Apr

4:05 p.m. - 10:45 p.m.

MDW

YUL

5h 40m

1 stop

6:50 a.m. - 10:15 a.m.

YUL

MDW

4h 25m

1 stop

C$ 275Porter Airlines

Fri, 24 Apr - Tue, 28 Apr

12:50 p.m. - 4:05 p.m.

ORD

YUL

2h 15mdirect

9:15 a.m. - 1:05 p.m.

YUL

ORD

4h 50m

1 stop

C$ 275Air Canada

Thu, 16 Apr - Sun, 19 Apr

11:00 a.m. - 5:45 p.m.

MDW

YUL

5h 45m

1 stop

6:50 a.m. - 10:15 a.m.

YUL

MDW

4h 25m

1 stop

C$ 278Porter Airlines

Mon, 13 Apr - Thu, 16 Apr

7:55 a.m. - 1:21 p.m.

ORD

YUL

4h 26m

1 stop

7:00 a.m. - 1:05 p.m.

YUL

ORD

7h 05m

1 stop

C$ 279Air Canada

Thu, 16 Apr - Sun, 19 Apr

11:00 a.m. - 4:30 p.m.

MDW

YUL

4h 30m

1 stop

9:50 a.m. - 3:20 p.m.

YUL

MDW

6h 30m

1 stop

C$ 280Porter Airlines

Tue, 14 Apr - Sun, 19 Apr

6:34 p.m. - 10:39 p.m.

MDW

YYZ

3h 05m

1 stop

6:20 a.m. - 8:53 a.m.

YYZ

MDW

3h 33m

1 stop

C$ 399Delta

Thu, 2 Apr - Tue, 7 Apr

9:35 a.m. - 3:08 p.m.

MDW

YYZ

4h 33m

1 stop

6:20 a.m. - 12:29 p.m.

YYZ

MDW

7h 09m

1 stop

C$ 427Delta

Tue, 31 Mar - Sun, 5 Apr

5:30 p.m. - 5:20 a.m.

ORD

YXU

10h 50m

1 stop

6:10 a.m. - 4:40 p.m.

YXU

ORD

11h 30m

1 stop

C$ 540WestJet

Mon, 25 May - Thu, 28 May

5:30 p.m. - 5:20 a.m.

ORD

YXU

10h 50m

1 stop

6:10 a.m. - 4:40 p.m.

YXU

ORD

11h 30m

1 stop

C$ 595WestJet

Sun, 26 Apr - Sun, 3 May

American Airlines flights from Chicago to Region of Ontario

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

American Airlines

30 Apr

ORD11:48 a.m.Chicago O'Hare Intl

1h 45m

YYZ2:33 p.m.Toronto Pearson Intl

4 May

YYZ6:27 p.m.Toronto Pearson Intl

2h 05m

ORD7:32 p.m.Chicago O'Hare Intl

C$ 366

American Airlines

16 Apr

ORD5:00 a.m.Chicago O'Hare Intl

5h 13m

1 stop

YYZ11:13 a.m.Toronto Pearson Intl

19 Apr

YYZ6:15 a.m.Toronto Pearson Intl

2h 10m

ORD7:25 a.m.Chicago O'Hare Intl

C$ 377

American Airlines

7 May

ORD9:50 a.m.Chicago O'Hare Intl

1h 45m

YYZ12:35 p.m.Toronto Pearson Intl

11 May

YYZ7:15 a.m.Toronto Pearson Intl

7h 58m

1 stop

ORD2:13 p.m.Chicago O'Hare Intl

C$ 385

Delta flights from Chicago to Region of Ontario

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

Delta

3 Apr

MDW9:35 a.m.Chicago Midway

5h 18m

1 stop

YUL3:53 p.m.Montreal Pierre Elliott Trudeau Intl

7 Apr

YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl

7h 29m

1 stop

MDW12:29 p.m.Chicago Midway

C$ 355

Delta

14 May

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

10h 11m

1 stop

YUL11:41 p.m.Montreal Pierre Elliott Trudeau Intl

18 May

YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl

8h 01m

1 stop

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

C$ 385

Delta

2 Apr

ORD1:57 p.m.Chicago O'Hare Intl

7h 42m

1 stop

YYZ10:39 p.m.Toronto Pearson Intl

5 Apr

YYZ12:15 p.m.Toronto Pearson Intl

7h 19m

1 stop

ORD6:34 p.m.Chicago O'Hare Intl

C$ 399

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Thu 16/4

12:50 p.m.-4:05 p.m.

Nonstop2h 15m

Montreal Pierre Elliott Trudeau Intl

Mon 20/4

6:30 p.m.-8:05 p.m.

Nonstop2h 35m

C$ 272

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 24/4

4:05 p.m.-10:45 p.m.

1 stop5h 40m

Montreal Pierre Elliott Trudeau Intl

Tue 28/4

6:50 a.m.-10:15 a.m.

1 stop4h 25m

C$ 275

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Thu 16/4

12:50 p.m.-4:05 p.m.

Nonstop2h 15m

Montreal Pierre Elliott Trudeau Intl

Sun 19/4

9:15 a.m.-1:05 p.m.

1 stop4h 50m

C$ 275

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Mon 13/4

11:00 a.m.-5:45 p.m.

1 stop5h 45m

Montreal Pierre Elliott Trudeau Intl

Thu 16/4

6:50 a.m.-10:15 a.m.

1 stop4h 25m

C$ 278

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Thu 16/4

7:55 a.m.-1:21 p.m.

1 stop4h 26m

Montreal Pierre Elliott Trudeau Intl

Sun 19/4

7:00 a.m.-1:05 p.m.

1 stop7h 05m

C$ 279

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Tue 14/4

11:00 a.m.-4:30 p.m.

1 stop4h 30m

Montreal Pierre Elliott Trudeau Intl

Sun 19/4

9:50 a.m.-3:20 p.m.

1 stop6h 30m

C$ 280

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 2/4

6:34 p.m.-10:39 p.m.

1 stop3h 05m

Toronto Pearson Intl

Tue 7/4

6:20 a.m.-8:53 a.m.

1 stop3h 33m

C$ 399

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Tue 31/3

9:35 a.m.-3:08 p.m.

1 stop4h 33m

Toronto Pearson Intl

Sun 5/4

6:20 a.m.-12:29 p.m.

1 stop7h 09m

C$ 427

ChicagoLondon

ORD - YXU

ORDYXU

Chicago O'Hare Intl

Mon 25/5

5:30 p.m.-5:20 a.m.

1 stop10h 50m

London

Thu 28/5

6:10 a.m.-4:40 p.m.

1 stop11h 30m

C$ 540

ChicagoLondon

ORD - YXU

ORDYXU

Chicago O'Hare Intl

Sun 26/4

5:30 p.m.-5:20 a.m.

1 stop10h 50m

London

Sun 3/5

6:10 a.m.-4:40 p.m.

1 stop11h 30m

C$ 595

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$ 283. 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$ 325.

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 Friday. Travellers who choose to depart for Region of Ontario on a Friday will often find tickets for as low as C$ 310. The most expensive day to fly to Region of Ontario is Monday, with ticket prices averaging around C$ 502.

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$ 266. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are C$ 447 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$ 396 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$ 196 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$ 142
Fastest flight time	1h 40m
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$ 142. 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 40m

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

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 2 as of March 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 13.45% of all bookings. The subsequent popular models are Embraer 175 (Enhanced Winglets) at 13.29%, Embraer 170 at 10.85%, and Embraer 175 at 9.29%.

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 C$ 165	Free Cancellation	Rating 7.1 10,800 reviews		Search Air Canada flights
United Airlines	PriceFrom C$ 207	Free Cancellation	Rating 7.4 9,421 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

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Popular Cities in Ontario

Flights to Torontofrom C$ 151

Flights to Vancouverfrom C$ 83

Flights to Montrealfrom C$ 242

Flights to Calgaryfrom C$ 95

Flights to Ottawafrom C$ 140

Flights to Winnipegfrom C$ 136

Flights to Halifaxfrom C$ 151

Flights to Kelownafrom C$ 78

Flights to Saskatoonfrom C$ 193

Flights to Reginafrom C$ 200

Flights to St. John'sfrom C$ 226

Flights to Québec Cityfrom C$ 301

Cheap flights from Chicago to Ontario from C$ 112

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 13/5. 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

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Price Alerts

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American Airlines flights from Chicago to Region of Ontario

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

Delta flights from Chicago to Region of Ontario

Our best Delta 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

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 to Region of Ontario?

What cabin class options are available on Chicago to 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?

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

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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