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Cheap flights from Chicago Midway Airport to Ontario from C$ 120

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 Midway Airport to Ontario departing on 16/4. 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 Chicago Midway Airport to Ontario

Cheap round-trip flights

Enter your travel dates to find the best prices.
Porter Airlines Logo
11:00 a.m. - 1:42 p.m.
MDW
-
YTZ
1h 42mdirect
Porter Airlines Logo
2:30 p.m. - 3:20 p.m.
YTZ
-
MDW
1h 50mdirect
C$ 256Porter Airlines
Wed, 28 Jan - Sun, 1 Feb
Multiple Airlines Logo
11:00 a.m. - 1:42 p.m.
MDW
-
YTZ
1h 42mdirect
Multiple Airlines Logo
9:20 a.m. - 10:10 a.m.
YTZ
-
MDW
1h 50mdirect
C$ 262Multiple Airlines
Tue, 10 Feb - Tue, 17 Feb
Porter Airlines Logo
4:15 p.m. - 6:57 p.m.
MDW
-
YTZ
1h 42mdirect
Porter Airlines Logo
9:15 a.m. - 10:05 a.m.
YTZ
-
MDW
1h 50mdirect
C$ 265Porter Airlines
Mon, 16 Feb - Fri, 20 Feb
Porter Airlines Logo
4:15 p.m. - 6:57 p.m.
MDW
-
YTZ
1h 42mdirect
Porter Airlines Logo
9:20 a.m. - 10:10 a.m.
YTZ
-
MDW
1h 50mdirect
C$ 268Porter Airlines
Sun, 18 Jan - Tue, 20 Jan
Delta Logo
9:53 a.m. - 3:59 p.m.
MDW
-
YYZ
5h 06m1 stop
Delta Logo
6:00 a.m. - 8:52 a.m.
YYZ
-
MDW
3h 52m1 stop
C$ 320Delta
Thu, 5 Feb - Sun, 8 Feb
Delta Logo
12:46 p.m. - 11:50 p.m.
MDW
-
YUL
10h 04m1 stop
Delta Logo
6:00 a.m. - 12:46 p.m.
YUL
-
MDW
7h 46m1 stop
C$ 324Delta
Wed, 4 Feb - Mon, 9 Feb
Delta Logo
9:33 a.m. - 4:12 p.m.
MDW
-
YYZ
5h 39m1 stop
Delta Logo
6:30 a.m. - 11:05 a.m.
YYZ
-
MDW
5h 35m1 stop
C$ 331Delta
Thu, 5 Feb - Sun, 8 Feb
KLM Logo
9:33 a.m. - 4:12 p.m.
MDW
-
YYZ
5h 39m1 stop
KLM Logo
6:00 a.m. - 8:52 a.m.
YYZ
-
MDW
3h 52m1 stop
C$ 347KLM
Thu, 5 Feb - Sun, 8 Feb
KLM Logo
9:33 a.m. - 4:12 p.m.
MDW
-
YYZ
5h 39m1 stop
KLM Logo
6:00 a.m. - 8:52 a.m.
YYZ
-
MDW
3h 52m1 stop
C$ 366KLM
Thu, 5 Feb - Sun, 8 Feb
WestJet Logo
7:16 p.m. - 3:10 p.m.
MDW
-
YQT
18h 54m2 stops
WestJet Logo
3:45 p.m. - 4:16 p.m.
YQT
-
MDW
25h 31m2 stops
C$ 2,192WestJet
Fri, 23 Jan - Fri, 30 Jan

Delta flights from Chicago Midway Airport to Region of Ontario

Our best Delta deals on Chicago Midway Airport to Region of Ontario flight tickets
Delta
5 Feb
MDW9:33 a.m.Chicago Midway
5h 39m
1 stop
YYZ4:12 p.m.Toronto Pearson Intl
9 Feb
YYZ10:05 a.m.Toronto Pearson Intl
3h 41m
1 stop
MDW12:46 p.m.Chicago Midway
C$ 320
Find similar
Delta
4 Feb
MDW12:46 p.m.Chicago Midway
10h 04m
1 stop
YUL11:50 p.m.Montreal Pierre Elliott Trudeau Intl
9 Feb
YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl
7h 46m
1 stop
MDW12:46 p.m.Chicago Midway
C$ 324
Find similar
Delta
5 Feb
MDW1:26 p.m.Chicago Midway
8h 16m
1 stop
YYZ10:42 p.m.Toronto Pearson Intl
8 Feb
YYZ6:00 a.m.Toronto Pearson Intl
3h 52m
1 stop
MDW8:52 a.m.Chicago Midway
C$ 331
Find similar

WestJet flights from Chicago Midway Airport to Region of Ontario

Our best WestJet deals on Chicago Midway Airport to Region of Ontario flight tickets
WestJet
23 Mar
MDW6:34 p.m.Chicago Midway
13h 31m
1 stop
YYZ9:05 a.m.Toronto Pearson Intl
26 Mar
YYZ10:05 a.m.Toronto Pearson Intl
3h 24m
1 stop
MDW12:29 p.m.Chicago Midway
C$ 413
Find similar
WestJet
23 Feb
MDW10:49 a.m.Chicago Midway
5h 13m
1 stop
YYZ5:02 p.m.Toronto Pearson Intl
3 Mar
YYZ10:05 a.m.Toronto Pearson Intl
3h 41m
1 stop
MDW12:46 p.m.Chicago Midway
C$ 414
Find similar
WestJet
24 Jan
MDW9:33 a.m.Chicago Midway
5h 39m
1 stop
YYZ4:12 p.m.Toronto Pearson Intl
31 Jan
YYZ6:30 p.m.Toronto Pearson Intl
16h 23m
2 stops
MDW9:53 a.m.Chicago Midway
C$ 415
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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 28 December 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Ontario that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 28/1

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

Toronto Island

Sun 1/2

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

Nonstop1h 50m

C$ 256

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 10/2

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

Toronto Island

Tue 17/2

9:20 a.m.-10:10 a.m.

Nonstop1h 50m

C$ 262

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Mon 16/2

4:15 p.m.-6:57 p.m.

Nonstop1h 42m

Toronto Island

Fri 20/2

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

Nonstop1h 50m

C$ 265

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 18/1

4:15 p.m.-6:57 p.m.

Nonstop1h 42m

Toronto Island

Tue 20/1

9:20 a.m.-10:10 a.m.

Nonstop1h 50m

C$ 268

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 5/2

9:53 a.m.-3:59 p.m.

1 stop5h 06m

Toronto Pearson Intl

Sun 8/2

6:00 a.m.-8:52 a.m.

1 stop3h 52m

C$ 320

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Wed 4/2

12:46 p.m.-11:50 p.m.

1 stop10h 04m

Montreal Pierre Elliott Trudeau Intl

Mon 9/2

6:00 a.m.-12:46 p.m.

1 stop7h 46m

C$ 324

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 5/2

9:33 a.m.-4:12 p.m.

1 stop5h 39m

Toronto Pearson Intl

Sun 8/2

6:30 a.m.-11:05 a.m.

1 stop5h 35m

C$ 331

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 5/2

9:33 a.m.-4:12 p.m.

1 stop5h 39m

Toronto Pearson Intl

Sun 8/2

6:00 a.m.-8:52 a.m.

1 stop3h 52m

C$ 347

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 5/2

9:33 a.m.-4:12 p.m.

1 stop5h 39m

Toronto Pearson Intl

Sun 8/2

6:00 a.m.-8:52 a.m.

1 stop3h 52m

C$ 366

ChicagoThunder Bay

MDW - YQT

MDWYQT

Chicago Midway

Fri 23/1

7:16 p.m.-3:10 p.m.

2 stops18h 54m

Thunder Bay

Fri 30/1

3:45 p.m.-4:16 p.m.

2 stops25h 31m

C$ 2,192

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 Chicago Midway Airport 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, March is the cheapest month to fly from Chicago Midway Airport to Region of Ontario. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 133. If you are unable to visit Region of Ontario during the month of March, then departing from Chicago Midway Airport during the month July is also very affordable. Most momondo users find prices during this month for around C$ 245.

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

The cheapest day to depart from Chicago Midway Airport to Region of Ontario is on a Tuesday. Travellers who choose to depart for Region of Ontario on a Tuesday will often find tickets for as low as C$ 303. The most expensive day to fly to Region of Ontario is Sunday, with ticket prices averaging around C$ 447.

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 morning. Flights from Chicago Midway Airport to Region of Ontario during this time can be as low as C$ 320. If you have a flexible travel schedule, then try to avoid flying at noon when prices are C$ 458 on average. Flights to Region of Ontario from Chicago Midway Airport at noon are generally more expensive because this time of day is more convenient for travellers’ schedules.

What is the cheapest Chicago Midway to Ontario flight route?

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

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

There is only 1 cabin class available to choose from on Chicago Midway 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 Midway Airport to Region of Ontario flights?

You could potentially save up to 54% on your flight if you consider stops on a Chicago Midway Airport to Region of Ontario flight.

Cheap Chicago Midway Airport to Region of Ontario flight deals and tips

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

Best price found

C$ 155

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 Midway Airport in the past 72 hours is C$ 155. The best round-trip flight deal from Chicago Midway Airport to Region of Ontario found on momondo in the last 72 hours is C$ 469.
The fastest flight from Chicago Midway Airport to Region of Ontario takes 1h 40m
Direct flights go from Chicago Midway Airport to Region of Ontario every day.
There are 123 airports in Region of Ontario. From Chicago Midway Airport there are direct flights to Toronto Island (YTZ).
Search flight deals

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

    Prices for flights from Chicago Midway Airport to Ontario were last updated today.

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Ontario.

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

    The travel and health documents you'll need for your trip to Ontario may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Ontario. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago Midway Airport to Region of Ontario?

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 enables you to select and highlight flights to Ontario from Chicago with this policy.

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

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

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

Price alerts on flights to Ontario from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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