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Cheap flights from Chicago Midway Airport to Ontario from C$ 108

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 4/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

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Find the cheapest flights from Chicago Midway Airport to Ontario

Cheap round-trip flights

Multiple Airlines Logo
9:35 a.m. - 12:17 p.m.MDW-YTZ
1h 42mdirect
Multiple Airlines Logo
12:00 p.m. - 9:47 a.m.YTZ-MDW
22h 47m2 stops
C$ 317Multiple Airlines
Find Deal
Wed, 15 Oct - Wed, 22 Oct
Multiple Airlines Logo
9:32 a.m. - 8:00 p.m.MDW-YYZ
9h 28m1 stop
Multiple Airlines Logo
12:50 p.m. - 10:20 p.m.YYZ-MDW
10h 30m1 stop
C$ 332Multiple Airlines
Find Deal
Fri, 31 Oct - Fri, 7 Nov
Multiple Airlines Logo
9:32 a.m. - 8:00 p.m.MDW-YYZ
9h 28m1 stop
Multiple Airlines Logo
12:50 p.m. - 10:20 p.m.YYZ-MDW
10h 30m1 stop
C$ 335Multiple Airlines
Find Deal
Fri, 31 Oct - Fri, 7 Nov
Multiple Airlines Logo
9:32 a.m. - 8:00 p.m.MDW-YYZ
9h 28m1 stop
Multiple Airlines Logo
12:50 p.m. - 10:20 p.m.YYZ-MDW
10h 30m1 stop
C$ 338Multiple Airlines
Find Deal
Fri, 31 Oct - Fri, 7 Nov
Porter Airlines Logo
9:35 a.m. - 12:17 p.m.MDW-YTZ
1h 42mdirect
Porter Airlines Logo
7:50 a.m. - 8:39 a.m.YTZ-MDW
1h 49mdirect
C$ 342Porter Airlines
Find Deal
Mon, 20 Oct - Fri, 24 Oct
Porter Airlines Logo
9:35 a.m. - 12:17 p.m.MDW-YTZ
1h 42mdirect
Porter Airlines Logo
7:50 a.m. - 8:39 a.m.YTZ-MDW
1h 49mdirect
C$ 345Porter Airlines
Find Deal
Sun, 19 Oct - Sat, 25 Oct
Porter Airlines Logo
9:35 a.m. - 12:17 p.m.MDW-YTZ
1h 42mdirect
Porter Airlines Logo
3:35 p.m. - 4:24 p.m.YTZ-MDW
1h 49mdirect
C$ 347Porter Airlines
Find Deal
Sun, 12 Oct - Tue, 14 Oct
WestJet Logo
9:20 a.m. - 11:18 p.m.MDW-YYZ
12h 58m1 stop
WestJet Logo
6:00 p.m. - 9:45 a.m.YYZ-MDW
16h 45m1 stop
C$ 382WestJet
Find Deal
Wed, 29 Oct - Wed, 5 Nov
WestJet Logo
9:20 a.m. - 12:31 a.m.MDW-YYZ
14h 11m2 stops
WestJet Logo
6:00 p.m. - 10:14 p.m.YYZ-MDW
5h 14m1 stop
C$ 403WestJet
Find Deal
Wed, 15 Oct - Sat, 18 Oct
WestJet Logo
9:20 a.m. - 11:18 p.m.MDW-YYZ
12h 58m1 stop
WestJet Logo
6:00 p.m. - 10:14 p.m.YYZ-MDW
5h 14m1 stop
C$ 404WestJet
Find Deal
Sat, 18 Oct - Tue, 21 Oct

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
29 Oct
MDW9:20 a.m.Chicago Midway
12h 58m
1 stop
YYZ11:18 p.m.Toronto Pearson Intl
5 Nov
YYZ6:00 p.m.Toronto Pearson Intl
16h 45m
1 stop
MDW9:45 a.m.Chicago Midway
C$ 382
Find similar
WestJet
15 Oct
MDW9:20 a.m.Chicago Midway
14h 11m
2 stops
YYZ12:31 a.m.Toronto Pearson Intl
18 Oct
YYZ6:00 p.m.Toronto Pearson Intl
5h 14m
1 stop
MDW10:14 p.m.Chicago Midway
C$ 403
Find similar
WestJet
18 Oct
MDW9:20 a.m.Chicago Midway
12h 58m
1 stop
YYZ11:18 p.m.Toronto Pearson Intl
21 Oct
YYZ6:00 p.m.Toronto Pearson Intl
5h 14m
1 stop
MDW10:14 p.m.Chicago Midway
C$ 404
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
30 Sep
MDW6:15 p.m.Chicago Midway
4h 14m
1 stop
YUL11:29 p.m.Montreal Pierre Elliott Trudeau Intl
2 Oct
YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl
7h 28m
1 stop
MDW12:28 p.m.Chicago Midway
C$ 768
Find similar
Delta
25 Sep
MDW9:35 a.m.Chicago Midway
4h 47m
1 stop
YYZ3:22 p.m.Toronto Pearson Intl
30 Sep
YYZ6:30 a.m.Toronto Pearson Intl
3h 10m
1 stop
MDW8:40 a.m.Chicago Midway
C$ 889
Find similar
Delta
24 Sep
MDW9:35 a.m.Chicago Midway
4h 47m
1 stop
YYZ3:22 p.m.Toronto Pearson Intl
25 Sep
YYZ6:00 a.m.Toronto Pearson Intl
8h 03m
1 stop
MDW1:03 p.m.Chicago Midway
C$ 898
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 19 September 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

Wed 15/10

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

Nonstop1h 42m

Toronto Island

Wed 22/10

12:00 p.m.-9:47 a.m.

2 stops22h 47m

C$ 317

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 31/10

9:32 a.m.-8:00 p.m.

1 stop9h 28m

Toronto Pearson Intl

Fri 7/11

12:50 p.m.-10:20 p.m.

1 stop10h 30m

C$ 332

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 31/10

9:32 a.m.-8:00 p.m.

1 stop9h 28m

Toronto Pearson Intl

Fri 7/11

12:50 p.m.-10:20 p.m.

1 stop10h 30m

C$ 335

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 31/10

9:32 a.m.-8:00 p.m.

1 stop9h 28m

Toronto Pearson Intl

Fri 7/11

12:50 p.m.-10:20 p.m.

1 stop10h 30m

C$ 338

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Mon 20/10

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

Nonstop1h 42m

Toronto Island

Fri 24/10

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

Nonstop1h 49m

C$ 342

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 19/10

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

Nonstop1h 42m

Toronto Island

Sat 25/10

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

Nonstop1h 49m

C$ 345

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 12/10

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

Nonstop1h 42m

Toronto Island

Tue 14/10

3:35 p.m.-4:24 p.m.

Nonstop1h 49m

C$ 347

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 29/10

9:20 a.m.-11:18 p.m.

1 stop12h 58m

Toronto Pearson Intl

Wed 5/11

6:00 p.m.-9:45 a.m.

1 stop16h 45m

C$ 382

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 15/10

9:20 a.m.-12:31 a.m.

2 stops14h 11m

Toronto Pearson Intl

Sat 18/10

6:00 p.m.-10:14 p.m.

1 stop5h 14m

C$ 403

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 18/10

9:20 a.m.-11:18 p.m.

1 stop12h 58m

Toronto Pearson Intl

Tue 21/10

6:00 p.m.-10:14 p.m.

1 stop5h 14m

C$ 404

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$ 247. 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$ 272.

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$ 305. The most expensive day to fly to Region of Ontario is Monday, with ticket prices averaging around C$ 451.

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$ 378. If you have a flexible travel schedule, then try to avoid flying at noon when prices are C$ 467 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?

No. A direct flight is the cheapest option for a flight between Chicago Midway Airport to Region of Ontario.

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$ 119

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$ 119. The best round-trip flight deal from Chicago Midway Airport to Region of Ontario found on momondo in the last 72 hours is C$ 220.
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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