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

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

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

The number of flights available between Region of Ontario and Chicago is 101 per day as of August 2026. The most frequent departure time is 1:00PM, with 45% of daily flights leaving at noon.

What airlines fly to Chicago?

Air Canada, United Airlines and Porter Airlines are the top three most popular airlines that fly to Chicago from Region of Ontario according to our data. Air Canada is the first choice among our users, with 46% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

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

As of August 2026, 708 flights take off from Region of Ontario and land in Chicago each week. The most common flight departure day for this route is Fri, with 18% of weekly flights taking off on this day.

How long does it take to fly to Chicago?

Average flight duration from Region of Ontario to Chicago depends on which airport you fly into and out of. Flying from Toronto to Chicago O'Hare Intl Airport is 1h 55m on average, while flying from Ottawa to Chicago O'Hare Intl Airport is 2h 19m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

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

Prices for flights from Ontario to Chicago are refreshed on a daily basis.

How many operators does momondo search for flights from Ontario to Chicago?

The number of operators available for flights from Ontario to Chicago is 4 as of August 2026.

How old do you have to be to fly from Ontario to Chicago?

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 Ontario to Chicago.

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

The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$136 Cheap Flights from Ontario to Chicago in 2026

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Find the cheapest flights from Ontario to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:50 am - 9:53 am

YYZ

ORD

2h 03mnonstop

9:18 pm - 11:59 pm

ORD

YYZ

1h 41mnonstop

$204United Airlines

Fri, Sep 4 - Tue, Sep 8

7:00 am - 8:00 am

YYZ

ORD

2h 00mnonstop

9:18 pm - 11:59 pm

ORD

YYZ

1h 41mnonstop

$204United Airlines

Mon, Oct 5 - Tue, Oct 6

8:55 am - 9:45 am

YTZ

MDW

1h 50mnonstop

3:20 pm - 6:00 pm

MDW

YTZ

1h 40mnonstop

$205Porter Airlines

Mon, Aug 31 - Wed, Sep 2

6:50 pm - 7:48 pm

YYZ

ORD

1h 58mnonstop

9:55 am - 12:40 pm

ORD

YYZ

1h 45mnonstop

$205Air Canada

Mon, Sep 14 - Mon, Sep 21

8:55 am - 9:45 am

YTZ

MDW

1h 50mnonstop

11:45 am - 2:25 pm

MDW

YTZ

1h 40mnonstop

$206Porter Airlines

Thu, Aug 27 - Wed, Sep 2

10:45 am - 2:52 pm

YTZ

ORD

5h 07m

1 stop

2:00 pm - 4:42 pm

ORD

YTZ

1h 42mnonstop

$206Air Canada

Thu, Sep 17 - Sun, Sep 20

8:55 am - 9:45 am

YTZ

MDW

1h 50mnonstop

10:25 am - 1:05 pm

MDW

YTZ

1h 40mnonstop

$206Air Transat

Tue, Aug 25 - Thu, Aug 27

1:00 pm - 2:05 pm

YYZ

ORD

2h 05mnonstop

3:45 pm - 10:56 pm

ORD

YYZ

6h 11m

1 stop

$208Multiple Airlines

Wed, Oct 21 - Sat, Oct 31

7:15 pm - 8:20 pm

YYZ

ORD

2h 05mnonstop

9:53 am - 4:45 pm

ORD

YYZ

5h 52m

1 stop

$209American Airlines

Fri, Sep 11 - Sat, Sep 12

6:30 am - 7:40 am

YYZ

ORD

2h 10mnonstop

8:30 pm - 11:26 pm

ORD

YYZ

1h 56mnonstop

$209American Airlines

Thu, Sep 17 - Sun, Sep 20

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United Airlines flights from Region of Ontario to Chicago

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

United Airlines

Sep 4

YYZ8:50 amToronto Pearson Intl

2h 03m

ORD9:53 amChicago O'Hare Intl

Sep 8

ORD9:18 pmChicago O'Hare Intl

1h 41m

YYZ11:59 pmToronto Pearson Intl

$204

United Airlines

Oct 8

YYZ11:00 amToronto Pearson Intl

2h 00m

ORD12:00 pmChicago O'Hare Intl

Oct 12

ORD7:09 amChicago O'Hare Intl

1h 45m

YYZ9:54 amToronto Pearson Intl

$208

United Airlines

Sep 6

YYZ7:00 amToronto Pearson Intl

2h 00m

ORD8:00 amChicago O'Hare Intl

Sep 9

ORD12:59 pmChicago O'Hare Intl

1h 47m

YYZ3:46 pmToronto Pearson Intl

$214

Air Canada flights from Region of Ontario to Chicago

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

Air Canada

Sep 14

YYZ6:50 pmToronto Pearson Intl

1h 58m

ORD7:48 pmChicago O'Hare Intl

Sep 21

ORD9:55 amChicago O'Hare Intl

1h 45m

YYZ12:40 pmToronto Pearson Intl

$205

Air Canada

Aug 20

YTZ9:30 amToronto Island

6h 14m

1 stop

ORD2:44 pmChicago O'Hare Intl

Aug 23

ORD8:40 amChicago O'Hare Intl

6h 11m

1 stop

YTZ3:51 pmToronto Island

$206

Air Canada

Sep 4

YYZ2:00 pmToronto Pearson Intl

1h 55m

ORD2:55 pmChicago O'Hare Intl

Sep 8

ORD8:40 pmChicago O'Hare Intl

1h 46m

YYZ11:26 pmToronto Pearson Intl

$207

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 9/4

8:50 am-9:53 am

Nonstop2h 03m

Chicago O'Hare Intl

Tue 9/8

9:18 pm-11:59 pm

Nonstop1h 41m

$204

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 10/5

7:00 am-8:00 am

Nonstop2h 00m

Chicago O'Hare Intl

Tue 10/6

9:18 pm-11:59 pm

Nonstop1h 41m

$204

Quickest round-trip

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Mon 8/31

8:55 am-9:45 am

Nonstop1h 50m

Chicago Midway

Wed 9/2

3:20 pm-6:00 pm

Nonstop1h 40m

$205

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 9/14

6:50 pm-7:48 pm

Nonstop1h 58m

Chicago O'Hare Intl

Mon 9/21

9:55 am-12:40 pm

Nonstop1h 45m

$205

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 8/27

8:55 am-9:45 am

Nonstop1h 50m

Chicago Midway

Wed 9/2

11:45 am-2:25 pm

Nonstop1h 40m

$206

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Thu 9/17

10:45 am-2:52 pm

1 stop5h 07m

Chicago O'Hare Intl

Sun 9/20

2:00 pm-4:42 pm

Nonstop1h 42m

$206

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Tue 8/25

8:55 am-9:45 am

Nonstop1h 50m

Chicago Midway

Thu 8/27

10:25 am-1:05 pm

Nonstop1h 40m

$206

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 10/21

1:00 pm-2:05 pm

Nonstop2h 05m

Chicago O'Hare Intl

Sat 10/31

3:45 pm-10:56 pm

1 stop6h 11m

$208

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 9/11

7:15 pm-8:20 pm

Nonstop2h 05m

Chicago O'Hare Intl

Sat 9/12

9:53 am-4:45 pm

1 stop5h 52m

$209

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 9/17

6:30 am-7:40 am

Nonstop2h 10m

Chicago O'Hare Intl

Sun 9/20

8:30 pm-11:26 pm

Nonstop1h 56m

$209

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How to get the cheapest flight ticket from Region of Ontario to Chicago

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 Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from Region of Ontario, with most prices found around $259. If you’re not able to fly to Chicago in January, then September is your next best option. Flight prices from Region of Ontario to Chicago during September average around $262.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $441. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Region of Ontario to Chicago for around $702.

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

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Region of Ontario to Chicago during this time can be as low as $392. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $731.

What is the cheapest Ontario to Chicago flight route?

Fly from Toronto Island to Chicago Midway for the best Ontario - Chicago flight prices

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

You are more likely to see cheaper flights to Chicago from Region of Ontario when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $305 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Region of Ontario for as low as $175 on momondo.

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

There are 4 cabin classes available to choose from on Region of Ontario to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Cheap Region of Ontario to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Region of Ontario to Chicago

Best Price Found	$137
Fastest flight time	1h 50m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Region of Ontario in the past 72 hours is $137. The best round-trip flight deal from Region of Ontario to Chicago found on momondo in the last 72 hours is $204.

The fastest flight from Region of Ontario to Chicago takes 1h 50m

Direct flights go from Region of Ontario to Chicago every day.

There are 3 airports in Chicago. From Region of Ontario there are direct flights to Chicago Midway (MDW).

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Frequently asked questions about flying from Ontario to Chicago

When did momondo last update prices for flights from Ontario to Chicago?
Prices for flights from Ontario to Chicago are refreshed on a daily basis.
How many operators does momondo search for flights from Ontario to Chicago?
The number of operators available for flights from Ontario to Chicago is 4 as of August 2026.
How old do you have to be to fly from Ontario to Chicago?
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 Ontario to Chicago.
What documentation or ID do you need to fly to Chicago?
The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Region of Ontario to Chicago?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Region of Ontario to Chicago is De Havilland (Bombardier) DHC-8-400 Dash 8Q (21.66% of total bookings). The next most popular plane models are Embraer 175 (Enhanced Winglets) (10.09%), Boeing 737-800 (10.06%), and Boeing 737-900 (8.31%).

Best airlines flying from Region of Ontario to Chicago

Compare and see reviews for airlines that fly from Region of Ontario to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Air Canada	PriceFrom $137	Free Cancellation	Rating 7.1 11,418 reviews	Search Air Canada flights
Porter Airlines	PriceFrom $168	Free Cancellation	Rating 8.0 449 reviews	Search Porter Airlines flights
American Airlines	PriceFrom $189	Free Cancellation	Rating 7.1 11,845 reviews	Search American Airlines flights
United Airlines	PriceFrom $189	Free Cancellation	Rating 7.4 10,062 reviews	Search United Airlines flights

Merrillville

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Hammond

Portage

Benton Harbor

Lansing

Saint Joseph

Valparaiso

Schererville

Munster

Chesterton

Monticello

Crown Point

Porter

Griffith

Saint John

Why use momondo?

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

It is quick and easy to find Ontario to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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

Flights from Ontario to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Ontario to Chicago.

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

Yes momondo offers price alerts on flights to Chicago from Ontario. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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Cheap flights from Ontario to Chicago from $136

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Ontario to Chicago departing on 9/19. 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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United Airlines flights from Region of Ontario to Chicago

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How to get the cheapest flight ticket from Region of Ontario to Chicago

What is the cheapest month to fly to Chicago?

What is the cheapest day to depart on your flight to Chicago?

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

What is the cheapest Ontario to Chicago flight route?

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

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

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

What airlines fly to Chicago?

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

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

How long does it take to fly to Chicago?

Cheap Region of Ontario to Chicago flight deals and tips

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Frequently asked questions about flying from Ontario to Chicago

Best airlines flying from Region of Ontario to Chicago

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Traveling to a place near Chicago?

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An easier way to manage your Chicago trip

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Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago

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Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

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