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

Delta, Air Transat, and KLM are the most popular carriers operating from Chicago Midway to Ontario

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.

C$ 147 Cheap Flights from Chicago Midway Airport to Region of Ontario in 2026/27

Q: How many flights depart from Chicago Midway Airport to Region of Ontario on average per day?

The number of flights available between Chicago Midway Airport and Region of Ontario is 4 per day as of September 2026. The most frequent departure time is 11:00a.m., with 50% of daily flights leaving at noon.

Q: How many flights depart from Chicago Midway Airport to Region of Ontario on average per week?

As of September 2026, there are 28 flights per week flying from Chicago Midway Airport to Region of Ontario. The most common day of the week flights depart is Mon, with 14% of flights taking off on this day.

Find the cheapest flights from Chicago Midway Airport to Ontario

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

11:45 a.m. - 2:25 p.m.MDW Chicago Midway-YTZ Toronto Island

1h 40mdirect

1:45 p.m. - 2:35 p.m.YTZ Toronto Island-MDW Chicago Midway

1h 50mdirect

C$ 298Porter Airlines

Sat, 17 Oct - Wed, 21 Oct

11:45 a.m. - 2:25 p.m.MDW Chicago Midway-YTZ Toronto Island

1h 40mdirect

10:10 a.m. - 11:00 a.m.YTZ Toronto Island-MDW Chicago Midway

1h 50mdirect

C$ 298Porter Airlines

Tue, 20 Oct - Sat, 24 Oct

11:45 a.m. - 2:25 p.m.MDW Chicago Midway-YTZ Toronto Island

1h 40mdirect

1:45 p.m. - 2:35 p.m.YTZ Toronto Island-MDW Chicago Midway

1h 50mdirect

C$ 298Porter Airlines

Thu, 22 Oct - Sat, 24 Oct

3:20 p.m. - 6:00 p.m.MDW Chicago Midway-YTZ Toronto Island

1h 40mdirect

10:10 a.m. - 11:00 a.m.YTZ Toronto Island-MDW Chicago Midway

1h 50mdirect

C$ 298Porter Airlines

Wed, 21 Oct - Thu, 22 Oct

11:45 a.m. - 2:25 p.m.MDW Chicago Midway-YTZ Toronto Island

1h 40mdirect

10:10 a.m. - 11:00 a.m.YTZ Toronto Island-MDW Chicago Midway

1h 50mdirect

C$ 298Porter Airlines

Thu, 22 Oct - Fri, 23 Oct

3:20 p.m. - 6:00 p.m.MDW Chicago Midway-YTZ Toronto Island

1h 40mdirect

10:10 a.m. - 11:00 a.m.YTZ Toronto Island-MDW Chicago Midway

1h 50mdirect

C$ 298Porter Airlines

Sat, 3 Oct - Tue, 13 Oct

3:20 p.m. - 6:00 p.m.MDW Chicago Midway-YTZ Toronto Island

1h 40mdirect

1:45 p.m. - 2:35 p.m.YTZ Toronto Island-MDW Chicago Midway

1h 50mdirect

C$ 298Porter Airlines

Wed, 21 Oct - Sat, 24 Oct

3:20 p.m. - 6:00 p.m.MDW Chicago Midway-YTZ Toronto Island

1h 40mdirect

1:45 p.m. - 2:35 p.m.YTZ Toronto Island-MDW Chicago Midway

1h 50mdirect

C$ 298Porter Airlines

Wed, 14 Oct - Sat, 17 Oct

3:20 p.m. - 6:00 p.m.MDW Chicago Midway-YTZ Toronto Island

1h 40mdirect

10:10 a.m. - 11:00 a.m.YTZ Toronto Island-MDW Chicago Midway

1h 50mdirect

C$ 298Porter Airlines

Tue, 13 Oct - Sun, 18 Oct

3:20 p.m. - 6:00 p.m.MDW Chicago Midway-YTZ Toronto Island

1h 40mdirect

1:45 p.m. - 2:35 p.m.YTZ Toronto Island-MDW Chicago Midway

1h 50mdirect

C$ 298Porter Airlines

Mon, 19 Oct - Tue, 20 Oct

Cheap last-minute flights

Enter your travel dates to find the best prices.

3:20 p.m. - 6:00 p.m.MDW Chicago Midway-YTZ Toronto Island

1h 40mdirect

1:45 p.m. - 2:35 p.m.YTZ Toronto Island-MDW Chicago Midway

1h 50mdirect

C$ 382Porter Airlines

Wed, 23 Sep - Tue, 29 Sep

11:45 a.m. - 2:25 p.m.MDW Chicago Midway-YTZ Toronto Island

1h 40mdirect

10:10 a.m. - 11:00 a.m.YTZ Toronto Island-MDW Chicago Midway

1h 50mdirect

C$ 548Porter Airlines

Sat, 26 Sep - Sun, 4 Oct

11:45 a.m. - 2:25 p.m.MDW Chicago Midway-YTZ Toronto Island

1h 40mdirect

10:10 a.m. - 11:00 a.m.YTZ Toronto Island-MDW Chicago Midway

1h 50mdirect

C$ 551Porter Airlines

Sat, 26 Sep - Sat, 17 Oct

11:45 a.m. - 2:25 p.m.MDW Chicago Midway-YTZ Toronto Island

1h 40mdirect

1:45 p.m. - 2:35 p.m.YTZ Toronto Island-MDW Chicago Midway

1h 50mdirect

C$ 554Porter Airlines

Wed, 23 Sep - Wed, 30 Sep

3:20 p.m. - 6:00 p.m.MDW Chicago Midway-YTZ Toronto Island

1h 40mdirect

1:45 p.m. - 2:35 p.m.YTZ Toronto Island-MDW Chicago Midway

1h 50mdirect

C$ 577Porter Airlines

Wed, 23 Sep - Wed, 21 Oct

11:45 a.m. - 2:25 p.m.MDW Chicago Midway-YTZ Toronto Island

1h 40mdirect

1:45 p.m. - 2:35 p.m.YTZ Toronto Island-MDW Chicago Midway

1h 50mdirect

C$ 580Porter Airlines

Sat, 26 Sep - Wed, 30 Sep

11:45 a.m. - 2:25 p.m.MDW Chicago Midway-YTZ Toronto Island

1h 40mdirect

10:10 a.m. - 11:00 a.m.YTZ Toronto Island-MDW Chicago Midway

1h 50mdirect

C$ 593Porter Airlines

Tue, 22 Sep - Tue, 20 Oct

3:20 p.m. - 6:00 p.m.MDW Chicago Midway-YTZ Toronto Island

1h 40mdirect

10:10 a.m. - 11:00 a.m.YTZ Toronto Island-MDW Chicago Midway

1h 50mdirect

C$ 596Porter Airlines

Fri, 25 Sep - Sun, 4 Oct

3:20 p.m. - 6:00 p.m.MDW Chicago Midway-YTZ Toronto Island

1h 40mdirect

1:45 p.m. - 2:35 p.m.YTZ Toronto Island-MDW Chicago Midway

1h 50mdirect

C$ 597Porter Airlines

Sat, 26 Sep - Tue, 29 Sep

3:20 p.m. - 6:00 p.m.MDW Chicago Midway-YTZ Toronto Island

1h 40mdirect

10:10 a.m. - 11:00 a.m.YTZ Toronto Island-MDW Chicago Midway

1h 50mdirect

C$ 600Porter Airlines

Thu, 24 Sep - Wed, 30 Sep

Cheap direct flights

Enter your travel dates to find the best prices.

11:45 a.m. - 2:25 p.m.MDW Chicago Midway-YTZ Toronto Island

1h 40mdirect

1:45 p.m. - 2:35 p.m.YTZ Toronto Island-MDW Chicago Midway

1h 50mdirect

C$ 298Porter Airlines

Sat, 17 Oct - Wed, 21 Oct

11:45 a.m. - 2:25 p.m.MDW Chicago Midway-YTZ Toronto Island

1h 40mdirect

10:10 a.m. - 11:00 a.m.YTZ Toronto Island-MDW Chicago Midway

1h 50mdirect

C$ 298Porter Airlines

Tue, 20 Oct - Sat, 24 Oct

11:45 a.m. - 2:25 p.m.MDW Chicago Midway-YTZ Toronto Island

1h 40mdirect

1:45 p.m. - 2:35 p.m.YTZ Toronto Island-MDW Chicago Midway

1h 50mdirect

C$ 298Porter Airlines

Thu, 22 Oct - Sat, 24 Oct

3:20 p.m. - 6:00 p.m.MDW Chicago Midway-YTZ Toronto Island

1h 40mdirect

10:10 a.m. - 11:00 a.m.YTZ Toronto Island-MDW Chicago Midway

1h 50mdirect

C$ 298Porter Airlines

Wed, 21 Oct - Thu, 22 Oct

11:45 a.m. - 2:25 p.m.MDW Chicago Midway-YTZ Toronto Island

1h 40mdirect

10:10 a.m. - 11:00 a.m.YTZ Toronto Island-MDW Chicago Midway

1h 50mdirect

C$ 298Porter Airlines

Thu, 22 Oct - Fri, 23 Oct

3:20 p.m. - 6:00 p.m.MDW Chicago Midway-YTZ Toronto Island

1h 40mdirect

10:10 a.m. - 11:00 a.m.YTZ Toronto Island-MDW Chicago Midway

1h 50mdirect

C$ 298Porter Airlines

Sat, 3 Oct - Tue, 13 Oct

3:20 p.m. - 6:00 p.m.MDW Chicago Midway-YTZ Toronto Island

1h 40mdirect

1:45 p.m. - 2:35 p.m.YTZ Toronto Island-MDW Chicago Midway

1h 50mdirect

C$ 298Porter Airlines

Wed, 21 Oct - Sat, 24 Oct

3:20 p.m. - 6:00 p.m.MDW Chicago Midway-YTZ Toronto Island

1h 40mdirect

1:45 p.m. - 2:35 p.m.YTZ Toronto Island-MDW Chicago Midway

1h 50mdirect

C$ 298Porter Airlines

Wed, 14 Oct - Sat, 17 Oct

3:20 p.m. - 6:00 p.m.MDW Chicago Midway-YTZ Toronto Island

1h 40mdirect

10:10 a.m. - 11:00 a.m.YTZ Toronto Island-MDW Chicago Midway

1h 50mdirect

C$ 298Porter Airlines

Tue, 13 Oct - Sun, 18 Oct

3:20 p.m. - 6:00 p.m.MDW Chicago Midway-YTZ Toronto Island

1h 40mdirect

1:45 p.m. - 2:35 p.m.YTZ Toronto Island-MDW Chicago Midway

1h 50mdirect

C$ 298Porter Airlines

Mon, 19 Oct - Tue, 20 Oct

Save money when you book flights with momondo

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Early arrival? Instantly customize your results

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

KLM flights from Chicago Midway Airport to Region of Ontario

Our best KLM deals on Chicago Midway Airport to Region of Ontario flight tickets

KLM

2 Oct

MDW9:29 a.m.Chicago Midway

6h 51m

1 stop

YYZ5:20 p.m.Toronto Pearson Intl

4 Oct

YYZ6:00 a.m.Toronto Pearson Intl

7h 39m

1 stop

MDW12:39 p.m.Chicago Midway

C$ 357

KLM

8 Oct

MDW1:27 p.m.Chicago Midway

8h 29m

1 stop

YYZ10:56 p.m.Toronto Pearson Intl

11 Oct

YYZ6:00 a.m.Toronto Pearson Intl

7h 47m

1 stop

MDW12:47 p.m.Chicago Midway

C$ 358

KLM

1 Oct

MDW9:29 a.m.Chicago Midway

4h 46m

1 stop

YYZ3:15 p.m.Toronto Pearson Intl

4 Oct

YYZ12:08 p.m.Toronto Pearson Intl

7h 25m

1 stop

MDW6:33 p.m.Chicago Midway

C$ 359

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

4 Nov

MDW6:44 p.m.Chicago Midway

3h 12m

1 stop

YYZ10:56 p.m.Toronto Pearson Intl

13 Nov

YYZ12:15 p.m.Toronto Pearson Intl

6h 49m

1 stop

MDW6:04 p.m.Chicago Midway

C$ 375

Delta

6 Nov

MDW1:27 p.m.Chicago Midway

8h 29m

1 stop

YYZ10:56 p.m.Toronto Pearson Intl

8 Nov

YYZ12:10 p.m.Toronto Pearson Intl

6h 50m

1 stop

MDW6:00 p.m.Chicago Midway

C$ 467

Delta

9 Dec

MDW9:37 a.m.Chicago Midway

6h 43m

1 stop

YYZ5:20 p.m.Toronto Pearson Intl

11 Jan

YYZ6:00 a.m.Toronto Pearson Intl

3h 45m

1 stop

MDW8:45 a.m.Chicago Midway

C$ 489

momondo Fare Finder

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

Cheapest round-trip

Quickest round-trip

ChicagoToronto

MDW Chicago Midway - YTZ Toronto Island

MDWYTZ

Chicago Midway

Sat 17/10

11:45 a.m.-2:25 p.m.

Nonstop1h 40m

Toronto Island

Wed 21/10

1:45 p.m.-2:35 p.m.

Nonstop1h 50m

C$ 298

ChicagoToronto

MDW Chicago Midway - YTZ Toronto Island

MDWYTZ

Chicago Midway

Tue 20/10

11:45 a.m.-2:25 p.m.

Nonstop1h 40m

Toronto Island

Sat 24/10

10:10 a.m.-11:00 a.m.

Nonstop1h 50m

C$ 298

ChicagoToronto

MDW Chicago Midway - YTZ Toronto Island

MDWYTZ

Chicago Midway

Thu 22/10

11:45 a.m.-2:25 p.m.

Nonstop1h 40m

Toronto Island

Sat 24/10

1:45 p.m.-2:35 p.m.

Nonstop1h 50m

C$ 298

ChicagoToronto

MDW Chicago Midway - YTZ Toronto Island

MDWYTZ

Chicago Midway

Wed 21/10

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

Toronto Island

Thu 22/10

10:10 a.m.-11:00 a.m.

Nonstop1h 50m

C$ 298

ChicagoToronto

MDW Chicago Midway - YTZ Toronto Island

MDWYTZ

Chicago Midway

Thu 22/10

11:45 a.m.-2:25 p.m.

Nonstop1h 40m

Toronto Island

Fri 23/10

10:10 a.m.-11:00 a.m.

Nonstop1h 50m

C$ 298

ChicagoToronto

MDW Chicago Midway - YTZ Toronto Island

MDWYTZ

Chicago Midway

Sat 3/10

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

Toronto Island

Tue 13/10

10:10 a.m.-11:00 a.m.

Nonstop1h 50m

C$ 298

ChicagoToronto

MDW Chicago Midway - YTZ Toronto Island

MDWYTZ

Chicago Midway

Wed 21/10

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

Toronto Island

Sat 24/10

1:45 p.m.-2:35 p.m.

Nonstop1h 50m

C$ 298

ChicagoToronto

MDW Chicago Midway - YTZ Toronto Island

MDWYTZ

Chicago Midway

Wed 14/10

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

Toronto Island

Sat 17/10

1:45 p.m.-2:35 p.m.

Nonstop1h 50m

C$ 298

ChicagoToronto

MDW Chicago Midway - YTZ Toronto Island

MDWYTZ

Chicago Midway

Tue 13/10

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

Toronto Island

Sun 18/10

10:10 a.m.-11:00 a.m.

Nonstop1h 50m

C$ 298

ChicagoToronto

MDW Chicago Midway - YTZ Toronto Island

MDWYTZ

Chicago Midway

Mon 19/10

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

Toronto Island

Tue 20/10

1:45 p.m.-2:35 p.m.

Nonstop1h 50m

C$ 298

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 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

Prices

Airlines

Other information

What is the cheapest month to fly to Region of Ontario?

In general, January 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$ 287. If you are unable to visit Region of Ontario during the month of January, then departing from Chicago Midway Airport during the month April is also very affordable. Most momondo users find prices during this month for around C$ 319.

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$ 368. The most expensive day to fly to Region of Ontario is Monday, with ticket prices averaging around C$ 736.

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$ 424. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are C$ 449 on average. Flights to Region of Ontario from Chicago Midway Airport in the afternoon 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 Airport to Region of Ontario flights?

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

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

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$ 147
Fastest flight time	1h 40m
Direct flights	Every day
Airports in Region of Ontario	125 airports

The best one-way flight to Region of Ontario from Chicago Midway Airport in the past 72 hours is C$ 147. The best round-trip flight deal from Chicago Midway Airport to Region of Ontario found on momondo in the last 72 hours is C$ 298.

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 125 airports in Region of Ontario. From Chicago Midway Airport there are direct flights to Toronto Island (YTZ).

Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to Ontario

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?
momondo data reveals that the most frequently booked plane model on the route from Chicago Midway Airport to Region of Ontario is De Havilland (Bombardier) DHC-8-400 Dash 8Q, representing 44.42% of all bookings. The subsequent popular models are Embraer 175 at 12.86%, Embraer 175 (Enhanced Winglets) at 7.86%, and Airbus A319 at 6.43%.

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.