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Cheap flights from Chicago Midway Airport to Ontario from C$ 104

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 30/9. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYZ
11 Oct — 18 Oct1
1 adult
1 adult, Economy

Cheap flight deals from Midway to Ontario

Keep the following information in mind while searching for Midway to Ontario flight deals. Data was last updated 11 September 2025.

Round-trip from

C$ 237

One-way from

C$ 104

Popular in

January

Cheapest in

July

Average price

C$ 382

Good round-trip deal

C$ 266 or less

Good one-way deal

C$ 125 or less
Porter Airlines
  • Porter Airlines
  • 2/10-5/10
  • Nonstop
  • 3h 31m total
  • Chicago to Ontario
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Porter Airlines
  • Porter Airlines
  • 30/9
  • Nonstop
  • 1h 42m total
  • Chicago to Ontario
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (C$ 53 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 8 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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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Find flight deals from Midway to Ontario

Cheapest flights from Midway to Ontario
Explore the most affordable flight options available from Midway to Ontario. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 11 September 2025.

Thu 2/109:35 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 5/107:50 a.m.YTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 9/9C$ 237
Tue 30/95:20 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 5/107:50 a.m.YTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 9/9C$ 238
Wed 15/109:35 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Sat 18/107:50 a.m.YTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 9/9C$ 241
Thu 23/105:20 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 26/109:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 9/9C$ 245
Wed 29/104:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Wed 5/112:30 p.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 8/9C$ 248
Wed 26/114:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 30/119:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 9/9C$ 254
Sun 5/109:35 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Tue 7/107:50 a.m.YTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 9/9C$ 263
Sat 11/109:35 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Tue 14/103:35 p.m.YTZ - MDW
Nonstop1h 49mPorter Airlines
Deal found 9/9C$ 270
Thu 23/105:20 p.m.MDW - YUL
1 stop3h 55mPorter Airlines
Mon 27/106:45 a.m.YUL - MDW
1 stop4h 20mPorter Airlines
Deal found 9/9C$ 321
Fri 24/105:20 p.m.MDW - YUL
1 stop3h 55mPorter Airlines
Sun 26/106:45 a.m.YUL - MDW
1 stop4h 20mPorter Airlines
Deal found 9/9C$ 326
Tue 7/105:20 p.m.MDW - YUL
1 stop3h 55mPorter Airlines
Tue 14/1010:45 a.m.YUL - MDW
1 stop6h 39mPorter Airlines
Deal found 9/9C$ 330
Thu 4/124:15 p.m.MDW - YUL
1 stop5h 30mPorter Airlines
Tue 9/126:45 a.m.YUL - MDW
1 stop4h 20mPorter Airlines
Deal found 9/9C$ 333

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to 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, Cheapflights users made 629,999 searches. Data last updated 11 September 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Ontario that are best for you.

Fly from

Midway

Fly to

Ontario

Route

Depart

Return

Price

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 4/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

Toronto Island

Wed 8/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

C$ 237

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 15/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

Toronto Island

Wed 22/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

C$ 240

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 2/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

Toronto Island

Sun 5/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

C$ 240

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 5/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

Toronto Island

Tue 7/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

C$ 263

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 11/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

Toronto Island

Sat 18/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

C$ 263

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 22/11

12:45 p.m.-3:27 p.m.

Nonstop1h 42m

Toronto Island

Mon 24/11

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

Nonstop1h 50m

C$ 270

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 14/10

5:20 p.m.-8:02 p.m.

Nonstop1h 42m

Toronto Island

Wed 15/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

C$ 270

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 4/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

Toronto Island

Sun 5/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

C$ 276

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 8/10

5:20 p.m.-8:02 p.m.

Nonstop1h 42m

Toronto Island

Sat 18/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

C$ 285

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 26/2

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

Nonstop1h 42m

Toronto Island

Fri 27/2

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

Nonstop1h 50m

C$ 294

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 60 results
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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
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

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

Find hourly flight availability from Midway to Ontario. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 11 September 2025.

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.

Related info for your journey

Find useful and relevant information for your journey from Midway to Ontario. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • 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 42m. 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 Island, Chicago Midway - Toronto Pearson Intl 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$ 168). Flying from Chicago Midway Airport to Region of Ontario in July is currently the most expensive (average of C$ 258). 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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Alternative routes for Midway to Ontario

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Pierre Elliott Trudeau Intl flights
O'Hare Intl to Pearson Intl flights
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Midway to Toronto Island flights
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Midway to Pearson Intl flights
Midway to Pierre Elliott Trudeau Intl flights
O'Hare Intl to Toronto Island flights
O'Hare Intl to Québec City flights
O'Hare Intl to Ottawa flights
Midway to Québec City flights
O'Hare Intl to Winnipeg flights
Midway to Ottawa flights
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O'Hare Intl to Saskatoon flights
O'Hare Intl to Charlottetown flights
O'Hare Intl to Kelowna flights
O'Hare Intl to Nanaimo flights
Midway to Kelowna flights
O'Hare Intl to Regina flights
O'Hare Intl to Prince George flights

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

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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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