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Cheap flights from Chicago Midway Airport to Ontario from C$ 88

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 20/2. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYZ
11 Jan — 18 Jan1
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
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 12 December 2025.

Wed 31/1211:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Fri 2/19:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 10/12C$ 422
Tue 30/124:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 4/19:20 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 9/12C$ 451
Tue 30/1211:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Fri 2/19:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 12/12C$ 501
Thu 25/124:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Fri 2/19:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 9/12C$ 506
Tue 30/127:44 a.m.MDW - YTZ
1 stop23h 36mMultiple Airlines
Fri 2/19:20 a.m.YTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 10/12C$ 509
Tue 23/1211:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Wed 31/129:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 9/12C$ 510
Thu 25/126:08 p.m.MDW - YYZ
1 stop13h 50mWestJet
Thu 1/16:00 a.m.YYZ - MDW
1 stop6h 06mWestJet
Deal found 12/12C$ 517
Tue 23/1211:00 a.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Fri 2/19:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 9/12C$ 521
Thu 25/127:44 a.m.MDW - YYZ
2 stops31h 34mMultiple Airlines
Thu 1/16:00 a.m.YYZ - MDW
1 stop6h 06mMultiple Airlines
Deal found 12/12C$ 521
Thu 18/124:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Mon 5/19:20 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 11/12C$ 523
Sun 28/124:15 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Tue 30/129:15 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 9/12C$ 525
Wed 31/1211:00 a.m.MDW - YUL
1 stop5h 15mMultiple Airlines
Tue 6/12:45 p.m.YUL - MDW
1 stop20h 42mMultiple Airlines
Deal found 10/12C$ 527

Find flight deals from Midway to Ontario

Keep the following information in mind while searching for Midway to Ontario flight deals. Data was last updated 12 December 2025.

Round-trip from

C$ 257

One-way from

C$ 88

Popular in

February

Cheapest in

September

Average price

C$ 405

Good round-trip deal

C$ 280 or less

Good one-way deal

C$ 162 or less
Porter Airlines
  • Porter Airlines
  • 26/2-28/2
  • Nonstop
  • 3h 32m total
  • Chicago to Ontario
Search Deals
Porter Airlines
  • Porter Airlines
  • 20/2
  • 1 total stop
  • 4h 25m total
  • Chicago to Ontario
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (C$ 58 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Chicago Midway to Ontario.
Search Deals
Price to beat on a one-way flight from Chicago Midway to Ontario.
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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 12 December 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

Thu 26/2

11:05 a.m.-1:47 p.m.

Nonstop1h 42m

Toronto Island

Sat 28/2

11:05 a.m.-11:55 a.m.

Nonstop1h 50m

C$ 257

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 25/1

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

Toronto Island

Sun 1/2

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

Nonstop1h 50m

C$ 270

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 30/1

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

Toronto Island

Sat 31/1

11:00 a.m.-11:50 a.m.

Nonstop1h 50m

C$ 272

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 5/2

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

Toronto Island

Sun 8/2

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

Nonstop1h 50m

C$ 274

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 24/1

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

Nonstop1h 42m

Toronto Island

Sat 31/1

11:00 a.m.-11:50 a.m.

Nonstop1h 50m

C$ 279

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Tue 10/2

1:26 p.m.-7:08 p.m.

1 stop4h 42m

Toronto Pearson Intl

Fri 13/2

10:05 a.m.-5:37 p.m.

1 stop8h 32m

C$ 321

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 5/2

9:33 a.m.-4:12 p.m.

1 stop5h 39m

Toronto Pearson Intl

Sun 8/2

6:00 a.m.-8:52 a.m.

1 stop3h 52m

C$ 321

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 5/2

9:53 a.m.-3:59 p.m.

1 stop5h 06m

Toronto Pearson Intl

Mon 9/2

7:45 a.m.-12:46 p.m.

1 stop6h 01m

C$ 321

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Tue 17/2

1:28 p.m.-7:09 p.m.

1 stop4h 41m

Toronto Pearson Intl

Thu 19/2

6:15 a.m.-8:53 a.m.

1 stop3h 38m

C$ 321

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 6/2

1:26 p.m.-10:42 p.m.

1 stop8h 16m

Toronto Pearson Intl

Tue 10/2

7:45 a.m.-12:46 p.m.

1 stop6h 01m

C$ 321

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

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 month to book a flight from Chicago Midway Airport to Region of Ontario?

Currently, March is the cheapest month in which you can book a flight from Chicago Midway Airport to Region of Ontario (average of C$ 109). Flying from Chicago Midway Airport to Region of Ontario in January is currently the most expensive (average of C$ 459). 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?

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 12 December 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 - Montreal Pierre Elliott Trudeau Intl or Chicago Midway - Toronto Pearson 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, March is the cheapest month in which you can book a flight from Chicago Midway Airport to Region of Ontario (average of C$ 109). Flying from Chicago Midway Airport to Region of Ontario in January is currently the most expensive (average of C$ 459). 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 Pearson Intl flights
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O'Hare Intl to Pierre Elliott Trudeau Intl flights
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Midway to Toronto Island flights
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O'Hare Intl to Toronto Island flights
Midway to Pierre Elliott Trudeau Intl flights
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O'Hare Intl to Edmonton flights
O'Hare Intl to Québec City flights
O'Hare Intl to Abbotsford flights
O'Hare Intl to Halifax flights
Midway to Ottawa flights
O'Hare Intl to Yellowknife flights
O'Hare Intl to Kelowna flights
Midway to Québec City flights
O'Hare Intl to Hamilton flights
O'Hare Intl to St. John's flights
O'Hare Intl to Charlottetown flights
Midway to Kelowna flights
O'Hare Intl to Victoria flights
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O'Hare Intl to Regina flights
O'Hare Intl to Nanaimo flights
O'Hare Intl to Prince George flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

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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