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Cheap flights from Chicago Midway Airport to Ontario from $78

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 10/4. 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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0 bags

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Find the cheapest flights from Chicago Midway Airport to Ontario

Cheap round-trip flights

Multiple Airlines Logo
9:35 am - 12:17 pmMDW-YTZ
1h 42mnonstop
Multiple Airlines Logo
12:00 pm - 9:47 amYTZ-MDW
22h 47m2 stops
$230Multiple Airlines
Find Deal
Wed, Oct 15 - Wed, Oct 22
Multiple Airlines Logo
9:32 am - 8:00 pmMDW-YYZ
9h 28m1 stop
Multiple Airlines Logo
12:50 pm - 10:20 pmYYZ-MDW
10h 30m1 stop
$241Multiple Airlines
Find Deal
Fri, Oct 31 - Fri, Nov 7
Multiple Airlines Logo
9:32 am - 8:00 pmMDW-YYZ
9h 28m1 stop
Multiple Airlines Logo
12:50 pm - 10:20 pmYYZ-MDW
10h 30m1 stop
$243Multiple Airlines
Find Deal
Fri, Oct 31 - Fri, Nov 7
Multiple Airlines Logo
9:32 am - 8:00 pmMDW-YYZ
9h 28m1 stop
Multiple Airlines Logo
12:50 pm - 10:20 pmYYZ-MDW
10h 30m1 stop
$245Multiple Airlines
Find Deal
Fri, Oct 31 - Fri, Nov 7
Porter Airlines Logo
9:35 am - 12:17 pmMDW-YTZ
1h 42mnonstop
Porter Airlines Logo
7:50 am - 8:39 amYTZ-MDW
1h 49mnonstop
$248Porter Airlines
Find Deal
Mon, Oct 20 - Fri, Oct 24
Multiple Airlines Logo
9:35 am - 12:17 pmMDW-YTZ
1h 42mnonstop
Multiple Airlines Logo
7:30 pm - 11:25 pmYTZ-MDW
4h 55m1 stop
$249Multiple Airlines
Find Deal
Mon, Oct 6 - Tue, Oct 7
Porter Airlines Logo
9:35 am - 12:17 pmMDW-YTZ
1h 42mnonstop
Porter Airlines Logo
7:50 am - 8:39 amYTZ-MDW
1h 49mnonstop
$250Porter Airlines
Find Deal
Sun, Oct 19 - Sat, Oct 25
WestJet Logo
9:20 am - 3:59 pmMDW-YYZ
5h 39m1 stop
WestJet Logo
6:20 am - 1:08 pmYYZ-MDW
7h 48m1 stop
$277WestJet
Find Deal
Sat, Nov 1 - Sat, Nov 8
WestJet Logo
10:47 am - 5:00 pmMDW-YYZ
5h 13m1 stop
WestJet Logo
6:10 pm - 9:53 amYYZ-MDW
16h 43m1 stop
$290WestJet
Find Deal
Wed, Nov 19 - Fri, Nov 21
Delta Logo
5:09 pm - 11:48 pmMDW-YUL
5h 39m1 stop
Delta Logo
7:00 am - 1:08 pmYUL-MDW
7h 08m1 stop
$352Delta
Find Deal
Tue, Nov 4 - Sat, Nov 8

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
Nov 1
MDW9:20 amChicago Midway
5h 39m
1 stop
YYZ3:59 pmToronto Pearson Intl
Nov 8
YYZ6:20 amToronto Pearson Intl
7h 48m
1 stop
MDW1:08 pmChicago Midway
$277
Find similar
WestJet
Nov 19
MDW10:47 amChicago Midway
5h 13m
1 stop
YYZ5:00 pmToronto Pearson Intl
Nov 21
YYZ6:10 pmToronto Pearson Intl
16h 43m
1 stop
MDW9:53 amChicago Midway
$290
Find similar
WestJet
Oct 15
MDW9:20 amChicago Midway
14h 11m
2 stops
YYZ12:31 amToronto Pearson Intl
Oct 18
YYZ6:00 pmToronto Pearson Intl
5h 14m
1 stop
MDW10:14 pmChicago Midway
$292
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
Nov 4
MDW5:09 pmChicago Midway
5h 39m
1 stop
YUL11:48 pmMontreal Pierre Elliott Trudeau Intl
Nov 8
YUL7:00 amMontreal Pierre Elliott Trudeau Intl
7h 08m
1 stop
MDW1:08 pmChicago Midway
$352
Find similar
Delta
Sep 30
MDW6:15 pmChicago Midway
4h 14m
1 stop
YUL11:29 pmMontreal Pierre Elliott Trudeau Intl
Oct 2
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
7h 28m
1 stop
MDW12:28 pmChicago Midway
$557
Find similar
Delta
Sep 23
MDW1:08 pmChicago Midway
3h 15m
1 stop
YYZ5:23 pmToronto Pearson Intl
Sep 30
YYZ4:12 pmToronto Pearson Intl
3h 23m
1 stop
MDW6:35 pmChicago Midway
$588
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 832,500 searches. Data last updated September 18, 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 10/15

9:35 am-12:17 pm

Nonstop1h 42m

Toronto Island

Wed 10/22

12:00 pm-9:47 am

2 stops22h 47m

$230

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 10/31

9:32 am-8:00 pm

1 stop9h 28m

Toronto Pearson Intl

Fri 11/7

12:50 pm-10:20 pm

1 stop10h 30m

$241

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 10/31

9:32 am-8:00 pm

1 stop9h 28m

Toronto Pearson Intl

Fri 11/7

12:50 pm-10:20 pm

1 stop10h 30m

$243

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 10/31

9:32 am-8:00 pm

1 stop9h 28m

Toronto Pearson Intl

Fri 11/7

12:50 pm-10:20 pm

1 stop10h 30m

$245

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Mon 10/20

9:35 am-12:17 pm

Nonstop1h 42m

Toronto Island

Fri 10/24

7:50 am-8:39 am

Nonstop1h 49m

$248

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Mon 10/6

9:35 am-12:17 pm

Nonstop1h 42m

Toronto Island

Tue 10/7

7:30 pm-11:25 pm

1 stop4h 55m

$249

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 10/19

9:35 am-12:17 pm

Nonstop1h 42m

Toronto Island

Sat 10/25

7:50 am-8:39 am

Nonstop1h 49m

$250

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 11/1

9:20 am-3:59 pm

1 stop5h 39m

Toronto Pearson Intl

Sat 11/8

6:20 am-1:08 pm

1 stop7h 48m

$277

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 11/19

10:47 am-5:00 pm

1 stop5h 13m

Toronto Pearson Intl

Fri 11/21

6:10 pm-9:53 am

1 stop16h 43m

$290

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Tue 11/4

5:09 pm-11:48 pm

1 stop5h 39m

Montreal Pierre Elliott Trudeau Intl

Sat 11/8

7:00 am-1:08 pm

1 stop7h 08m

$352

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?

The month of July is, on average, the cheapest month to fly to Region of Ontario from Chicago Midway Airport, with most prices found around $179. If you aren’t able to travel during the month of July, then book flights to Region of Ontario from Chicago Midway Airport during August instead. Flights to Region of Ontario in August, while not as cheap as those in July, still average around $197.

What is the cheapest day to depart on your flight to Region of Ontario?

According to our data, Saturday is the cheapest day to fly to Region of Ontario from Chicago Midway Airport. The lowest ticket price found for a Saturday departure recently was $263. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. Flights from Chicago Midway Airport to Region of Ontario on a Sunday will generally be more expensive and average around $334. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Region of Ontario?

According to our data, the cheapest time of day to fly to Region of Ontario is in the afternoon. momondo users have found flights departing from Chicago Midway Airport to Region of Ontario in the afternoon for as low as $273. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights in the evening are often more expensive with an average ticket price of $360.

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 are 3 cabin classes 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

$88

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 $88. The best round-trip flight deal from Chicago Midway Airport to Region of Ontario found on momondo in the last 72 hours is $196.
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 are updated daily.

  • How many operators does momondo search for flights from Chicago Midway Airport to Ontario?

  • How old do you have to be to fly from Chicago Midway Airport to Ontario?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago Midway Airport to Ontario.

  • What documentation or ID do you need to fly to Ontario?

    The necessary travel and health documents for your Ontario trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking 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?

Best airlines flying from Chicago Midway Airport to Region of Ontario

Compare and see reviews for airlines that fly from Chicago Midway Airport to Region of Ontario with momondo
Airline
Rating
Free Cancellation
Price
Porter AirlinesPriceFrom $187Free CancellationRating
7.9
365 reviews
Search Porter Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Ontario?

It is quick and easy to find Chicago to Ontario flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Ontario that suits you.

Can I find flights from Chicago to Ontario with flexible booking policies on momondo?

momondo does allow users to show only those flights to Ontario from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to Ontario?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Ontario.

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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