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

Porter Airlines, Delta, and WestJet 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$ 99 Cheap Flights from Chicago Midway Airport to Region of Ontario in 2026

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

As of April 2026, there are 6 flights per week flying from Chicago Midway Airport to Region of Ontario. The most common day of the week flights depart is Fri, with 33% of flights taking off on this day.

1 adult

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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.

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

MDW

YTZ

1h 40mdirect

8:55 a.m. - 9:45 a.m.

YTZ

MDW

1h 50mdirect

C$ 296Porter Airlines

Wed, 13 May - Wed, 20 May

10:25 a.m. - 1:05 p.m.

MDW

YTZ

1h 40mdirect

8:50 a.m. - 9:40 a.m.

YTZ

MDW

1h 50mdirect

C$ 298Porter Airlines

Tue, 2 Jun - Tue, 9 Jun

10:30 a.m. - 1:10 p.m.

MDW

YTZ

1h 40mdirect

8:55 a.m. - 9:45 a.m.

YTZ

MDW

1h 50mdirect

C$ 300Porter Airlines

Sat, 9 May - Sun, 10 May

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

MDW

YTZ

1h 40mdirect

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

YTZ

MDW

1h 50mdirect

C$ 307Multiple Airlines

Thu, 14 May - Thu, 21 May

2:12 p.m. - 11:10 p.m.

MDW

YYZ

7h 58m

1 stop

12:16 p.m. - 5:58 p.m.

YYZ

MDW

6h 42m

1 stop

C$ 356Delta

Sat, 2 May - Wed, 6 May

9:22 a.m. - 1:30 p.m.

MDW

YYZ

3h 08m

1 stop

2:20 p.m. - 6:33 p.m.

YYZ

MDW

5h 13m

1 stop

C$ 368Delta

Thu, 7 May - Tue, 12 May

9:27 a.m. - 3:24 p.m.

MDW

YYZ

4h 57m

1 stop

4:09 p.m. - 6:38 p.m.

YYZ

MDW

3h 29m

1 stop

C$ 376WestJet

Sat, 9 May - Sun, 10 May

6:36 p.m. - 10:59 p.m.

MDW

YYZ

3h 23m

1 stop

2:20 p.m. - 6:33 p.m.

YYZ

MDW

5h 13m

1 stop

C$ 379KLM

Sat, 30 May - Sat, 6 Jun

10:30 a.m. - 12:25 a.m.

MDW

YUL

12h 55m

1 stop

6:30 a.m. - 9:45 a.m.

YUL

MDW

4h 15m

1 stop

C$ 382Multiple Airlines

Tue, 19 May - Fri, 22 May

9:22 a.m. - 5:29 p.m.

MDW

YYZ

7h 07m

1 stop

2:29 p.m. - 6:11 p.m.

YYZ

MDW

4h 42m

1 stop

C$ 389WestJet

Wed, 10 Jun - Sat, 13 Jun

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

9 May

MDW9:27 a.m.Chicago Midway

4h 57m

1 stop

YYZ3:24 p.m.Toronto Pearson Intl

10 May

YYZ4:09 p.m.Toronto Pearson Intl

3h 29m

1 stop

MDW6:38 p.m.Chicago Midway

C$ 376

WestJet

10 Jun

MDW9:22 a.m.Chicago Midway

7h 07m

1 stop

YYZ5:29 p.m.Toronto Pearson Intl

13 Jun

YYZ2:29 p.m.Toronto Pearson Intl

4h 42m

1 stop

MDW6:11 p.m.Chicago Midway

C$ 389

WestJet

28 May

MDW9:22 a.m.Chicago Midway

3h 08m

1 stop

YYZ1:30 p.m.Toronto Pearson Intl

31 May

YYZ6:10 a.m.Toronto Pearson Intl

3h 33m

1 stop

MDW8:43 a.m.Chicago Midway

C$ 587

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

2 May

MDW2:12 p.m.Chicago Midway

7h 58m

1 stop

YYZ11:10 p.m.Toronto Pearson Intl

3 May

YYZ6:10 a.m.Toronto Pearson Intl

3h 37m

1 stop

MDW8:47 a.m.Chicago Midway

C$ 356

Delta

7 May

MDW9:22 a.m.Chicago Midway

3h 08m

1 stop

YYZ1:30 p.m.Toronto Pearson Intl

12 May

YYZ2:20 p.m.Toronto Pearson Intl

5h 13m

1 stop

MDW6:33 p.m.Chicago Midway

C$ 368

Delta

15 Jun

MDW9:17 a.m.Chicago Midway

7h 07m

1 stop

YYZ5:24 p.m.Toronto Pearson Intl

26 Jun

YYZ6:10 a.m.Toronto Pearson Intl

7h 26m

1 stop

MDW12:36 p.m.Chicago Midway

C$ 385

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 - YTZ

MDWYTZ

Chicago Midway

Wed 13/5

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

Nonstop1h 40m

Toronto Island

Wed 20/5

8:55 a.m.-9:45 a.m.

Nonstop1h 50m

C$ 296

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 2/6

10:25 a.m.-1:05 p.m.

Nonstop1h 40m

Toronto Island

Tue 9/6

8:50 a.m.-9:40 a.m.

Nonstop1h 50m

C$ 298

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 9/5

10:30 a.m.-1:10 p.m.

Nonstop1h 40m

Toronto Island

Sun 10/5

8:55 a.m.-9:45 a.m.

Nonstop1h 50m

C$ 300

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 14/5

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

Nonstop1h 40m

Toronto Island

Thu 21/5

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

Nonstop1h 50m

C$ 307

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 2/5

2:12 p.m.-11:10 p.m.

1 stop7h 58m

Toronto Pearson Intl

Wed 6/5

12:16 p.m.-5:58 p.m.

1 stop6h 42m

C$ 356

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 7/5

9:22 a.m.-1:30 p.m.

1 stop3h 08m

Toronto Pearson Intl

Tue 12/5

2:20 p.m.-6:33 p.m.

1 stop5h 13m

C$ 368

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 9/5

9:27 a.m.-3:24 p.m.

1 stop4h 57m

Toronto Pearson Intl

Sun 10/5

4:09 p.m.-6:38 p.m.

1 stop3h 29m

C$ 376

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 30/5

6:36 p.m.-10:59 p.m.

1 stop3h 23m

Toronto Pearson Intl

Sat 6/6

2:20 p.m.-6:33 p.m.

1 stop5h 13m

C$ 379

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Tue 19/5

10:30 a.m.-12:25 a.m.

1 stop12h 55m

Montreal Pierre Elliott Trudeau Intl

Fri 22/5

6:30 a.m.-9:45 a.m.

1 stop4h 15m

C$ 382

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 10/6

9:22 a.m.-5:29 p.m.

1 stop7h 07m

Toronto Pearson Intl

Sat 13/6

2:29 p.m.-6:11 p.m.

1 stop4h 42m

C$ 389

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, July 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$ 248. If you are unable to visit Region of Ontario during the month of July, then departing from Chicago Midway Airport during the month January is also very affordable. Most momondo users find prices during this month for around C$ 256.

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 Friday. Travellers who choose to depart for Region of Ontario on a Friday will often find tickets for as low as C$ 313. The most expensive day to fly to Region of Ontario is Monday, with ticket prices averaging around C$ 410.

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$ 348. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are C$ 374 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 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?

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$ 133
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$ 133. The best round-trip flight deal from Chicago Midway Airport to Region of Ontario found on momondo in the last 72 hours is C$ 306.

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

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 33.17% of all bookings. The subsequent popular models are Embraer 175 (Enhanced Winglets) at 18.51%, Embraer 170 at 13.02%, and Embraer 175 at 11.74%.

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.