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Cheap flights from Chicago Midway Airport to Ontario from C$ 189

MDW — YYZ
5 Dec — 12 Dec1
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

Sat 21/111:31 p.m. -
1 stop8h 26m
Sun 22/112:20 p.m. -
1 stop4h 44m
Deal found 1/11C$ 553
Thu 3/129:37 a.m. -
1 stop6h 43m
Wed 9/129:45 a.m. -
1 stop4h 16m
Deal found 31/10C$ 554
Fri 18/121:41 p.m. -
1 stop8h 26m
Sun 17/16:10 a.m. -
1 stop4h 06m
Deal found 1/11C$ 556
Sat 28/116:44 p.m. -
1 stop3h 13m
Sat 5/126:00 a.m. -
1 stop4h 37m
Deal found 31/10C$ 557
Sat 14/119:30 a.m. -
1 stop6h 50m
Mon 16/116:00 a.m. -
1 stop7h 51m
Deal found 31/10C$ 559
Wed 30/126:15 p.m. -
1 stop3h 44m
Wed 6/16:10 a.m. -
1 stop8h 07m
Deal found 1/11C$ 561
Thu 3/121:41 p.m. -
1 stop8h 26m
Sun 6/129:45 a.m. -
1 stop4h 16m
Deal found 2/11C$ 567
Thu 3/129:37 a.m. -
1 stop6h 43m
Sun 6/122:25 p.m. -
1 stop4h 36m
Deal found 3/11C$ 568
Wed 16/121:41 p.m. -
1 stop8h 26m
Tue 5/16:10 a.m. -
1 stop8h 07m
Deal found 3/11C$ 591
Tue 8/1212:28 p.m. -
2 stops20h 11m
Tue 15/129:10 a.m. -
2 stops27h 23m
Deal found 2/11C$ 688
Fri 4/123:36 p.m. -
2 stops20h 14m
Sun 6/127:10 p.m. -
2 stops21h 56m
Deal found 4/11C$ 757
Tue 1/1212:33 p.m. -
2 stops20h 06m
Tue 8/129:10 a.m. -
2 stops27h 23m
Deal found 3/11C$ 761

Find flight deals from Midway to Ontario

Round-trip from

C$ 553

One-way from

C$ 189

Popular in

October

Cheapest in

January

Average price

C$ 434

Good round-trip deal

C$ 769 or less

Good one-way deal

C$ 239 or less
Air France
  • Air France
  • 21/11-22/11
  • 2 total stops
  • 13h 10m total
  • Chicago to Ontario
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9/12-31/12
  • 9/12-31/12
  • 2 total stops
  • 27h 40m total
  • Chicago to Ontario
Search Deals
Highest demand for flights based on searches. 6% potential increase in price (C$ 41 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease (C$ 7 potential savings vs. average RT price).
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Average for round-trip flights in November 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

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Sat 14/11

9:30 a.m.-5:20 p.m.

1 stop6h 50m

Toronto Pearson Intl

Wed 31/12

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

Nonstop0h 00m

C$ 239

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Mon 4/1

1:59 p.m.-10:59 p.m.

1 stop8h 00m

Toronto Pearson Intl

Wed 31/12

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

Nonstop0h 00m

C$ 239

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Thu 19/11

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$ 239
Quickest round-trip

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Wed 18/11

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$ 239

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Thu 11/2

1:41 p.m.-10:59 p.m.

1 stop8h 18m

Toronto Pearson Intl

Wed 31/12

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

Nonstop0h 00m

C$ 242

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Fri 9/4

9:30 a.m.-5:22 p.m.

1 stop6h 52m

Toronto Pearson Intl

Wed 31/12

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

Nonstop0h 00m

C$ 242

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Wed 6/1

9:38 a.m.-7:14 p.m.

1 stop8h 36m

Toronto Pearson Intl

Wed 31/12

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

Nonstop0h 00m

C$ 242

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Sun 29/11

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$ 246

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Tue 15/12

6:41 p.m.-11:07 p.m.

1 stop3h 26m

Toronto Pearson Intl

Wed 31/12

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

Nonstop0h 00m

C$ 254

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Fri 4/12

6:41 p.m.-11:07 p.m.

1 stop3h 26m

Toronto Pearson Intl

Wed 31/12

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

Nonstop0h 00m

C$ 254

Flights are sorted by cheapest round-trip flights first.

Deals found on 31/10

Showing 1-10 of 59 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$ 286). Flying from Chicago Midway Airport to Region of Ontario in February is currently the most expensive (average of C$ 916). 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.

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
467 reviews
Check prices

Comfort

8.0

Boarding

8.2

Overall

8.0

Entertainment

6.9

Crew

8.6

Food

7.6

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
467 reviews
Porter Airlines
8.0
Very good
467 reviews
Check prices

Comfort

8.0

Boarding

8.2

Overall

8.0

Entertainment

6.9

Crew

8.6

Food

7.6

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 6h 50m. The distance between Chicago Midway Airport and Region of Ontario is about 695 km.

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

    Most travellers choose Chicago Midway - Toronto Pearson Intl, Chicago Midway - Montreal Pierre Elliott Trudeau Intl or Chicago Midway - Toronto Island 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$ 286). Flying from Chicago Midway Airport to Region of Ontario in February is currently the most expensive (average of C$ 916). 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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Why should you use Cheapflights to find cheap flight tickets from Midway to Ontario?

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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.

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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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