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Cheap flights from Chicago Midway Airport to Ontario from C$ 120

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Ontario departing on 18/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to Ontario

Cheap round-trip flights

Enter your travel dates to find the best prices.
Porter Airlines Logo
4:15 p.m. - 6:57 p.m.MDW-YTZ
1h 42mdirect
Porter Airlines Logo
9:15 a.m. - 10:05 a.m.YTZ-MDW
1h 50mdirect
C$ 271Porter Airlines
Find Deal
Fri, 5 Dec - Sun, 7 Dec
Porter Airlines Logo
12:45 p.m. - 3:27 p.m.MDW-YTZ
1h 42mdirect
Porter Airlines Logo
9:15 a.m. - 10:05 a.m.YTZ-MDW
1h 50mdirect
C$ 272Porter Airlines
Find Deal
Sat, 28 Feb - Fri, 13 Mar
Porter Airlines Logo
11:00 a.m. - 1:42 p.m.MDW-YTZ
1h 42mdirect
Porter Airlines Logo
9:15 a.m. - 10:05 a.m.YTZ-MDW
1h 50mdirect
C$ 275Porter Airlines
Find Deal
Tue, 3 Mar - Fri, 13 Mar
Air Transat Logo
11:00 a.m. - 1:42 p.m.MDW-YTZ
1h 42mdirect
Air Transat Logo
9:15 a.m. - 10:05 a.m.YTZ-MDW
1h 50mdirect
C$ 285Air Transat
Find Deal
Tue, 10 Mar - Wed, 11 Mar
Multiple Airlines Logo
11:00 a.m. - 1:42 p.m.MDW-YTZ
1h 42mdirect
Multiple Airlines Logo
9:15 a.m. - 10:05 a.m.YTZ-MDW
1h 50mdirect
C$ 309Multiple Airlines
Find Deal
Thu, 20 Nov - Fri, 21 Nov
Multiple Airlines Logo
4:15 p.m. - 6:57 p.m.MDW-YTZ
1h 42mdirect
Multiple Airlines Logo
9:15 a.m. - 10:05 a.m.YTZ-MDW
1h 50mdirect
C$ 315Multiple Airlines
Find Deal
Thu, 20 Nov - Mon, 24 Nov
Delta Logo
9:34 a.m. - 5:15 p.m.MDW-YYZ
6h 41m1 stop
Delta Logo
6:05 a.m. - 8:54 a.m.YYZ-MDW
3h 49m1 stop
C$ 329Delta
Find Deal
Thu, 11 Dec - Sun, 14 Dec
Delta Logo
1:28 p.m. - 11:12 p.m.MDW-YUL
8h 44m1 stop
Delta Logo
7:00 a.m. - 3:23 p.m.YUL-MDW
9h 23m1 stop
C$ 333Delta
Find Deal
Sat, 14 Feb - Sat, 21 Feb
WestJet Logo
1:49 p.m. - 11:13 p.m.MDW-YYZ
8h 24m1 stop
WestJet Logo
6:14 p.m. - 9:58 a.m.YYZ-MDW
16h 44m1 stop
C$ 425WestJet
Find Deal
Tue, 20 Jan - Thu, 22 Jan
WestJet Logo
7:16 p.m. - 3:53 p.m.MDW-YYZ
19h 37m2 stops
WestJet Logo
6:10 a.m. - 5:32 p.m.YYZ-MDW
12h 22m1 stop
C$ 433WestJet
Find Deal
Fri, 16 Jan - Mon, 19 Jan

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
20 Jan
MDW1:49 p.m.Chicago Midway
8h 24m
1 stop
YYZ11:13 p.m.Toronto Pearson Intl
22 Jan
YYZ6:14 p.m.Toronto Pearson Intl
16h 44m
1 stop
MDW9:58 a.m.Chicago Midway
C$ 425
Find similar
WestJet
16 Jan
MDW7:16 p.m.Chicago Midway
19h 37m
2 stops
YYZ3:53 p.m.Toronto Pearson Intl
19 Jan
YYZ6:10 a.m.Toronto Pearson Intl
12h 22m
1 stop
MDW5:32 p.m.Chicago Midway
C$ 433
Find similar
WestJet
8 Jan
MDW11:21 a.m.Chicago Midway
11h 37m
1 stop
YYZ11:58 p.m.Toronto Pearson Intl
9 Jan
YYZ6:14 p.m.Toronto Pearson Intl
17h 20m
1 stop
MDW10:34 a.m.Chicago Midway
C$ 437
Find similar

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
11 Dec
MDW9:34 a.m.Chicago Midway
6h 41m
1 stop
YYZ5:15 p.m.Toronto Pearson Intl
14 Dec
YYZ6:05 a.m.Toronto Pearson Intl
3h 49m
1 stop
MDW8:54 a.m.Chicago Midway
C$ 329
Find similar
Delta
14 Feb
MDW1:28 p.m.Chicago Midway
8h 44m
1 stop
YUL11:12 p.m.Montreal Pierre Elliott Trudeau Intl
21 Feb
YUL7:00 a.m.Montreal Pierre Elliott Trudeau Intl
9h 23m
1 stop
MDW3:23 p.m.Chicago Midway
C$ 333
Find similar
Delta
4 Dec
MDW9:34 a.m.Chicago Midway
6h 41m
1 stop
YYZ5:15 p.m.Toronto Pearson Intl
7 Dec
YYZ12:13 p.m.Toronto Pearson Intl
6h 47m
1 stop
MDW6:00 p.m.Chicago Midway
C$ 353
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Region of 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, momondo users made 96,600 searches. Data last updated 6 November 2025.
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

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 5/12

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

Nonstop1h 42m

Toronto Island

Sun 7/12

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

Nonstop1h 50m

C$ 271

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 28/2

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

Nonstop1h 42m

Toronto Island

Fri 13/3

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

Nonstop1h 50m

C$ 272

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 3/3

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

Nonstop1h 42m

Toronto Island

Fri 13/3

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

Nonstop1h 50m

C$ 275

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 10/3

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

Nonstop1h 42m

Toronto Island

Wed 11/3

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

Nonstop1h 50m

C$ 285

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 20/11

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

Nonstop1h 42m

Toronto Island

Fri 21/11

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

Nonstop1h 50m

C$ 309

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 20/11

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

Nonstop1h 42m

Toronto Island

Mon 24/11

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

Nonstop1h 50m

C$ 315

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 11/12

9:34 a.m.-5:15 p.m.

1 stop6h 41m

Toronto Pearson Intl

Sun 14/12

6:05 a.m.-8:54 a.m.

1 stop3h 49m

C$ 329

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Sat 14/2

1:28 p.m.-11:12 p.m.

1 stop8h 44m

Montreal Pierre Elliott Trudeau Intl

Sat 21/2

7:00 a.m.-3:23 p.m.

1 stop9h 23m

C$ 333

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Tue 20/1

1:49 p.m.-11:13 p.m.

1 stop8h 24m

Toronto Pearson Intl

Thu 22/1

6:14 p.m.-9:58 a.m.

1 stop16h 44m

C$ 425

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 16/1

7:16 p.m.-3:53 p.m.

2 stops19h 37m

Toronto Pearson Intl

Mon 19/1

6:10 a.m.-5:32 p.m.

1 stop12h 22m

C$ 433

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Ontario from

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

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$ 253. If you are unable to visit Region of Ontario during the month of July, then departing from Chicago Midway Airport during the month August is also very affordable. Most momondo users find prices during this month for around C$ 278.

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 Tuesday. Travellers who choose to depart for Region of Ontario on a Tuesday will often find tickets for as low as C$ 312. The most expensive day to fly to Region of Ontario is Monday, with ticket prices averaging around C$ 462.

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$ 364. If you have a flexible travel schedule, then try to avoid flying at noon when prices are C$ 478 on average. Flights to Region of Ontario from Chicago Midway Airport at noon 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?

You could potentially save up to 5% on your flight if you consider stops on a Chicago Midway Airport to Region of Ontario flight.

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$ 193

Fastest flight time

1h 42m

Direct flights

Every day

Airports in Region of Ontario

1 airport
The best one-way flight to Region of Ontario from Chicago Midway Airport in the past 72 hours is C$ 193. The best round-trip flight deal from Chicago Midway Airport to Region of Ontario found on momondo in the last 72 hours is C$ 405.
The fastest flight from Chicago Midway Airport to Region of Ontario takes 1h 42m
Direct flights go from Chicago Midway Airport to Region of Ontario every day.
There is 1 airport near Region of Ontario: Toronto Island (YTZ)
Search flight deals

  • 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?

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.

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