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Cheap flights from Chicago Midway Airport to Ontario from C$ 141

MDW — YYZ
20 Oct — 27 Oct1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Midway to Ontario

Enter your travel dates to find the best prices.

Cheapest flights from Midway to Ontario

Wed 21/1011:45 a.m. -
Nonstop1h 40m
Fri 23/101:45 p.m. -
Nonstop1h 50m
Deal found 19/9C$ 298
Tue 20/1011:45 a.m. -
Nonstop1h 40m
Sat 24/1010:10 a.m. -
Nonstop1h 50m
Deal found 18/9C$ 299
Thu 1/103:20 p.m. -
Nonstop1h 40m
Sun 4/1010:10 a.m. -
Nonstop1h 50m
Deal found 17/9C$ 301
Sat 3/1011:45 a.m. -
Nonstop1h 40m
Sun 4/1010:10 a.m. -
Nonstop1h 50m
Deal found 18/9C$ 302
Sat 3/103:20 p.m. -
Nonstop1h 40m
Sat 10/1010:10 a.m. -
Nonstop1h 50m
Deal found 15/9C$ 303
Thu 1/1011:45 a.m. -
Nonstop1h 40m
Wed 7/101:45 p.m. -
Nonstop1h 50m
Deal found 16/9C$ 306
Thu 1/103:20 p.m. -
Nonstop1h 40m
Mon 5/101:45 p.m. -
Nonstop1h 50m
Deal found 16/9C$ 308
Fri 2/1011:45 a.m. -
Nonstop1h 40m
Sun 4/1010:10 a.m. -
Nonstop1h 50m
Deal found 17/9C$ 309
Thu 8/1011:45 a.m. -
Nonstop1h 40m
Sun 11/1010:10 a.m. -
Nonstop1h 50m
Deal found 15/9C$ 316
Fri 2/109:29 a.m. -
1 stop6h 51m
Sun 4/106:00 a.m. -
1 stop7h 39m
Deal found 18/9C$ 357
Thu 1/109:29 a.m. -
1 stop4h 46m
Sun 4/1012:08 p.m. -
1 stop7h 25m
Deal found 17/9C$ 359
Fri 23/106:44 p.m. -
1 stop3h 12m
Sun 25/102:26 p.m. -
1 stop4h 34m
Deal found 17/9C$ 375

Find flight deals from Midway to Ontario

Round-trip from

C$ 298

One-way from

C$ 141

Popular in

September

Cheapest in

January

Average price

C$ 442

Good round-trip deal

C$ 332 or less

Good one-way deal

C$ 215 or less
Porter Airlines
  • Porter Airlines
  • 21/10-23/10
  • Nonstop
  • 3h 30m total
  • Chicago to Ontario
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Porter Airlines
  • Porter Airlines
  • 22/10-31/12
  • Nonstop
  • 1h 40m total
  • Chicago to Ontario
Search Deals
Highest demand for flights based on searches. 5% potential increase in price (C$ 34 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease (C$ 5 potential savings vs. average RT price).
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Average for round-trip flights in September 2026
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Price to beat on a round-trip flight from Chicago Midway to Ontario.
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Price to beat on a one-way flight from Chicago Midway to Ontario.
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Cheapflights 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

Fri 23/10

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

Nonstop1h 40m

Toronto Island

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 141

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Fri 2/10

9:29 a.m.-5:20 p.m.

1 stop6h 51m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 147

ChicagoToronto

MDW Chicago Midway - YTZ Toronto Island

MDWYTZ

Chicago Midway

Sat 24/10

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

Nonstop1h 40m

Toronto Island

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 147

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Tue 20/10

6:44 p.m.-10:56 p.m.

1 stop3h 12m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 147

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Sat 21/11

1:31 p.m.-10:57 p.m.

1 stop8h 26m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 147

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Wed 9/12

9:37 a.m.-5:20 p.m.

1 stop6h 43m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 147

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Sat 3/10

9:29 a.m.-3:15 p.m.

1 stop4h 46m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 147

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Fri 20/11

1:31 p.m.-10:57 p.m.

1 stop8h 26m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 147

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Wed 25/11

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

1 stop3h 00m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 147

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Thu 5/11

9:29 a.m.-5:19 p.m.

1 stop6h 50m

Toronto Pearson Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 147

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/9

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Midway to Ontario

Have a flexible travel schedule? Discover the best time to fly to Ontario from Midway with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Ontario

What is the cheapest month to book a flight from Chicago Midway Airport to Region of Ontario?

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Region of Ontario (average of C$ 287). Flying from Chicago Midway Airport to Region of Ontario in February is currently the most expensive (average of C$ 917). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MDW to ON?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Region of Ontario as you normally would.

Reviews of airlines servicing Ontario

Check out reviews from past customers who have flown with Porter Airlines from Chicago Midway Airport to Ontario to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
462 reviews
Check prices

Comfort

8.0

Boarding

8.2

Food

7.6

Overall

8.0

Crew

8.6

Entertainment

6.9

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
Porter Airlines
8.0
Very good
462 reviews
Porter Airlines
8.0
Very good
462 reviews
Check prices

Comfort

8.0

Boarding

8.2

Food

7.6

Overall

8.0

Crew

8.6

Entertainment

6.9

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats

Related info for your journey

  • How long is the flight from Chicago Midway Airport to Region of Ontario?

    Departing from Chicago Midway Airport to Region of Ontario will take you 1h 40m. The distance between Chicago Midway Airport and Region of Ontario is about 711 km. Both multi-stop and direct flights can be found to your destination and back.

  • What are the most popular routes from Chicago Midway Airport to Region of Ontario?

    Most travellers choose Chicago Midway - Toronto Pearson Intl, Chicago Midway - Toronto Island or Chicago Midway - Montreal Pierre Elliott Trudeau Intl when deciding on the best route from Chicago Midway Airport to Region of Ontario.

  • Can I find deals for flights from Midway to Ontario that include hotel bookings?

    Yes. In addition to deals on Midway to Ontario flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Ontario?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Ontario.

  • Can I find deals for business class flights from Midway to Ontario?

    Yes. Cheapflights offers flight deals from Midway to Ontario by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Region of Ontario?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Region of Ontario (average of C$ 287). Flying from Chicago Midway Airport to Region of Ontario in February is currently the most expensive (average of C$ 917). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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How does Cheapflights help users find flights from Midway to Ontario?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Midway to Ontario. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Midway to Ontario?

Cheapflights helps you find that perfect flight to Ontario from Midway by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Midway to Ontario with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Midway to Ontario, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Midway to Ontario become cheaper?

Yes! Start tracking prices for Midway to Ontario flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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