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Cheap flights from Illinois to Ontario from C$ 83

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Ontario departing on 27/3. 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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Find the cheapest flights from Illinois to Ontario

Cheap round-trip flights

Enter your travel dates to find the best prices.
Porter Airlines Logo
11:05 a.m. - 1:47 p.m.
MDW
-
YTZ
1h 42mdirect
Porter Airlines Logo
9:15 a.m. - 10:05 a.m.
YTZ
-
MDW
1h 50mdirect
C$ 250Porter Airlines
Tue, 24 Feb - Mon, 2 Mar
Porter Airlines Logo
11:05 a.m. - 1:47 p.m.
MDW
-
YTZ
1h 42mdirect
Porter Airlines Logo
2:30 p.m. - 3:20 p.m.
YTZ
-
MDW
1h 50mdirect
C$ 251Porter Airlines
Thu, 26 Feb - Sun, 1 Mar
Air Canada Logo
7:25 a.m. - 10:06 a.m.
ORD
-
YTZ
1h 41mdirect
Air Canada Logo
7:20 p.m. - 8:16 p.m.
YTZ
-
ORD
1h 56mdirect
C$ 258Air Canada
Tue, 2 Jun - Sun, 7 Jun
Air Canada Logo
7:25 a.m. - 10:06 a.m.
ORD
-
YTZ
1h 41mdirect
Air Canada Logo
7:20 p.m. - 8:16 p.m.
YTZ
-
ORD
1h 56mdirect
C$ 261Air Canada
Tue, 2 Jun - Sun, 7 Jun
United Airlines Logo
4:20 p.m. - 12:13 a.m.
ORD
-
YUL
6h 53m
1 stop
United Airlines Logo
9:45 a.m. - 11:37 a.m.
YUL
-
ORD
2h 52mdirect
C$ 292United Airlines
Sun, 29 Mar - Wed, 1 Apr
United Airlines Logo
6:00 p.m. - 9:17 p.m.
ORD
-
YUL
2h 17mdirect
United Airlines Logo
11:23 a.m. - 4:04 p.m.
YUL
-
ORD
5h 41m
1 stop
C$ 299United Airlines
Sat, 28 Mar - Wed, 1 Apr
American Airlines Logo
8:18 a.m. - 11:44 a.m.
ORD
-
YUL
2h 26mdirect
American Airlines Logo
7:45 a.m. - 11:58 p.m.
YUL
-
ORD
17h 13m
1 stop
C$ 300American Airlines
Tue, 14 Apr - Sat, 18 Apr
American Airlines Logo
8:18 a.m. - 11:44 a.m.
ORD
-
YUL
2h 26mdirect
American Airlines Logo
4:16 p.m. - 9:35 p.m.
YUL
-
ORD
6h 19m
1 stop
C$ 322American Airlines
Tue, 7 Apr - Tue, 14 Apr
Multiple Airlines Logo
6:10 p.m. - 7:55 p.m.
ORD
-
YYZ
24h 45m
1 stop
Multiple Airlines Logo
6:30 a.m. - 9:17 p.m.
YYZ
-
ORD
15h 47m
1 stop
C$ 329Multiple Airlines
Wed, 1 Apr - Wed, 15 Apr
Multiple Airlines Logo
8:16 p.m. - 5:25 p.m.
ORD
-
YOW
20h 09m
1 stop
Multiple Airlines Logo
4:15 p.m. - 10:36 a.m.
YOW
-
ORD
19h 21m
1 stop
C$ 387Multiple Airlines
Tue, 3 Mar - Tue, 10 Mar

United Airlines flights from Illinois to Region of Ontario

Our best United Airlines deals on Illinois to Region of Ontario flight tickets
United Airlines
28 Mar
ORD6:25 p.m.Chicago O'Hare Intl
1h 53m
YYZ9:18 p.m.Toronto Pearson Intl
3 Apr
YYZ10:15 a.m.Toronto Pearson Intl
2h 03m
ORD11:18 a.m.Chicago O'Hare Intl
C$ 322
United Airlines
13 Mar
ORD6:25 p.m.Chicago O'Hare Intl
1h 53m
YYZ9:18 p.m.Toronto Pearson Intl
26 Mar
YYZ5:30 p.m.Toronto Pearson Intl
2h 10m
ORD6:40 p.m.Chicago O'Hare Intl
C$ 355
United Airlines
2 Apr
ORD9:05 a.m.Chicago O'Hare Intl
1h 44m
YYZ11:49 a.m.Toronto Pearson Intl
2 Apr
YYZ2:30 p.m.Toronto Pearson Intl
10h 13m
1 stop
ORD11:43 p.m.Chicago O'Hare Intl
C$ 411

American Airlines flights from Illinois to Region of Ontario

Our best American Airlines deals on Illinois to Region of Ontario flight tickets
American Airlines
14 Apr
ORD8:18 a.m.Chicago O'Hare Intl
2h 26m
YUL11:44 a.m.Montreal Pierre Elliott Trudeau Intl
18 Apr
YUL7:45 a.m.Montreal Pierre Elliott Trudeau Intl
17h 13m
1 stop
ORD11:58 p.m.Chicago O'Hare Intl
C$ 300
American Airlines
1 Apr
ORD6:40 a.m.Chicago O'Hare Intl
7h 40m
1 stop
YUL3:20 p.m.Montreal Pierre Elliott Trudeau Intl
14 Apr
YUL7:45 a.m.Montreal Pierre Elliott Trudeau Intl
16h 49m
1 stop
ORD11:34 p.m.Chicago O'Hare Intl
C$ 313
American Airlines
7 Apr
ORD8:18 a.m.Chicago O'Hare Intl
2h 26m
YUL11:44 a.m.Montreal Pierre Elliott Trudeau Intl
14 Apr
YUL4:16 p.m.Montreal Pierre Elliott Trudeau Intl
6h 19m
1 stop
ORD9:35 p.m.Chicago O'Hare Intl
C$ 322

momondo Fare Finder

 
Customize your flight search to find flights from Illinois to Region of Ontario that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 96,600 searches. Data last updated 4 February 2026.
Use the filters below to find and compare flights from Illinois to Ontario that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 24/2

11:05 a.m.-1:47 p.m.

Nonstop1h 42m

Toronto Island

Mon 2/3

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

Nonstop1h 50m

C$ 250

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 26/2

11:05 a.m.-1:47 p.m.

Nonstop1h 42m

Toronto Island

Sun 1/3

2:30 p.m.-3:20 p.m.

Nonstop1h 50m

C$ 251

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Tue 2/6

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

Nonstop1h 41m

Toronto Island

Sun 7/6

7:20 p.m.-8:16 p.m.

Nonstop1h 56m

C$ 258

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Tue 2/6

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

Nonstop1h 41m

Toronto Island

Sun 7/6

7:20 p.m.-8:16 p.m.

Nonstop1h 56m

C$ 261

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Sun 29/3

4:20 p.m.-12:13 a.m.

1 stop6h 53m

Montreal Pierre Elliott Trudeau Intl

Wed 1/4

9:45 a.m.-11:37 a.m.

Nonstop2h 52m

C$ 292

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Sat 28/3

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

Nonstop2h 17m

Montreal Pierre Elliott Trudeau Intl

Wed 1/4

11:23 a.m.-4:04 p.m.

1 stop5h 41m

C$ 299

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Tue 14/4

8:18 a.m.-11:44 a.m.

Nonstop2h 26m

Montreal Pierre Elliott Trudeau Intl

Sat 18/4

7:45 a.m.-11:58 p.m.

1 stop17h 13m

C$ 300

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Tue 7/4

8:18 a.m.-11:44 a.m.

Nonstop2h 26m

Montreal Pierre Elliott Trudeau Intl

Tue 14/4

4:16 p.m.-9:35 p.m.

1 stop6h 19m

C$ 322

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 1/4

6:10 p.m.-7:55 p.m.

1 stop24h 45m

Toronto Pearson Intl

Wed 15/4

6:30 a.m.-9:17 p.m.

1 stop15h 47m

C$ 329

ChicagoOttawa

ORD - YOW

ORDYOW

Chicago O'Hare Intl

Tue 3/3

8:16 p.m.-5:25 p.m.

1 stop20h 09m

Ottawa

Tue 10/3

4:15 p.m.-10:36 a.m.

1 stop19h 21m

C$ 387

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Ontario from

How to get the cheapest flight ticket from Illinois 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?

In general, September is the cheapest month to fly from Illinois to Region of Ontario. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 287. If you are unable to visit Region of Ontario during the month of September, then departing from Illinois during the month July is also very affordable. Most momondo users find prices during this month for around C$ 321.

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

The cheapest day to depart from Illinois 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$ 324. The most expensive day to fly to Region of Ontario is Monday, with ticket prices averaging around C$ 503.

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 Illinois to Region of Ontario during this time can be as low as C$ 282. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are C$ 456 on average. Flights to Region of Ontario from Illinois in the morning are generally more expensive because this time of day is more convenient for travellers’ schedules.

What is the cheapest Illinois to Ontario flight route?

Fly from Chicago Midway to Toronto Island for the best Illinois - 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 Illinois 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 Illinois for as low as C$ 208 on momondo.

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

There are 3 cabin classes available to choose from on Illinois 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 Illinois to Region of Ontario flights?

No. A direct flight is the cheapest option for a flight between Illinois to Region of Ontario.

Cheap Illinois to Region of Ontario flight deals and tips

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

Best price found

C$ 219

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 Illinois in the past 72 hours is C$ 219. The best round-trip flight deal from Illinois to Region of Ontario found on momondo in the last 72 hours is C$ 117.
The fastest flight from Illinois to Region of Ontario takes 1h 39m
Direct flights go from Illinois to Region of Ontario every day.
There are 123 airports in Region of Ontario. From Illinois there are direct flights to Toronto Pearson Intl (YYZ), Toronto Island (YTZ).
Search flight deals

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

    Prices for flights from Illinois to Ontario are updated daily.

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

  • How old do you have to be to fly from Illinois to Ontario?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois to Ontario.

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

    The travel and health documents required for your trip to Ontario can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Ontario. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Illinois to Region of Ontario?

Best airlines flying from Illinois to Region of Ontario

Compare and see reviews for airlines that fly from Illinois to Region of Ontario with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom C$ 166Free CancellationRating
7.1
10,684 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 208Free CancellationRating
7.4
9,236 reviews
Search United Airlines flights

Why use momondo?

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

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

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

Yes. momondo enables you to select and highlight flights to Ontario from Illinois with this policy.

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

momondo provides multiple filters to help you find the best flight to Ontario from Illinois. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Yes. momondo can track prices for Illinois 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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Find better results for your trip to Ontario

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