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Cheap flights from Ontario to Chicago Midway Airport from C$ 171

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Ontario to Chicago Midway Airport departing on 6/2. 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 Ontario to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Ontario to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Ontario to Chicago.

Cheap last-minute flights

Planning a quick getaway from Ontario to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Ontario to Chicago

Find recent round-trip train or bus tickets from Ontario to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 283Porter Airlines
Find Deal
Fri, 7 Feb - Sun, 9 Feb
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 288Porter Airlines
Find Deal
Mon, 3 Feb - Wed, 5 Feb
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 327Air Transat
Find Deal
Thu, 30 Jan - Sun, 2 Feb
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 328Air Transat
Find Deal
Thu, 30 Jan - Sun, 2 Feb
1:20 p.m. - 6:14 p.m.YYZ-MDW
5h 54m1 stop
2:08 p.m. - 7:06 p.m.MDW-YYZ
3h 58m1 stop
C$ 378Delta
Find Deal
Thu, 30 Jan - Thu, 6 Feb
6:30 a.m. - 12:46 p.m.YYZ-MDW
7h 16m1 stop
1:26 p.m. - 11:11 p.m.MDW-YYZ
8h 45m1 stop
C$ 380Delta
Find Deal
Thu, 30 Jan - Sun, 2 Feb
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 417
Find Deal
Fri, 14 Feb - Sun, 16 Feb
6:30 a.m. - 5:47 p.m.YYZ-MDW
12h 17m1 stop
6:59 p.m. - 1:48 p.m.MDW-YYZ
17h 49m1 stop
C$ 424WestJet
Find Deal
Thu, 30 Jan - Sat, 1 Feb
6:30 a.m. - 12:46 p.m.YYZ-MDW
7h 16m1 stop
1:26 p.m. - 11:11 p.m.MDW-YYZ
8h 45m1 stop
C$ 432WestJet
Find Deal
Fri, 31 Jan - Sun, 2 Feb
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 453
Find Deal
Mon, 17 Feb - Sun, 23 Feb
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
C$ 171Porter Airlines
Find Deal
Thu, 6 Feb
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
C$ 173Porter Airlines
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Thu, 30 Jan
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
C$ 207Air Transat
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Sun, 9 Feb
10:00 a.m. - 11:44 a.m.YYZ-MDW
26h 44m2 stops
C$ 210
Find Deal
Thu, 16 Jan
8:00 p.m. - 11:44 a.m.YYZ-MDW
16h 44m1 stop
C$ 214
Find Deal
Thu, 16 Jan
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
C$ 219Air Transat
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Sat, 8 Feb
10:10 a.m. - 1:08 p.m.YYZ-MDW
3h 58m1 stop
C$ 229Delta
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Sun, 2 Feb
6:00 a.m. - 8:54 a.m.YYZ-MDW
3h 54m1 stop
C$ 230Delta
Find Deal
Thu, 30 Jan
6:30 a.m. - 10:42 a.m.YYZ-MDW
5h 12m1 stop
C$ 262WestJet
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Sat, 8 Feb
7:00 p.m. - 10:12 a.m.YYZ-MDW
16h 12m2 stops
C$ 270WestJet
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Sat, 8 Feb
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 462Porter Airlines
Find Deal
Sun, 12 Jan - Fri, 31 Jan
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 463Porter Airlines
Find Deal
Mon, 13 Jan - Thu, 30 Jan
7:00 a.m. - 3:16 p.m.YYZ-MDW
9h 16m1 stop
10:58 a.m. - 7:30 p.m.MDW-YYZ
7h 32m1 stop
C$ 557
Find Deal
Sun, 12 Jan - Sun, 19 Jan
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 568Air Transat
Find Deal
Sun, 12 Jan - Thu, 23 Jan
10:10 a.m. - 1:08 p.m.YYZ-MDW
3h 58m1 stop
2:08 p.m. - 10:52 p.m.MDW-YYZ
7h 44m1 stop
C$ 571Delta
Find Deal
Tue, 14 Jan - Wed, 29 Jan
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 574Air Transat
Find Deal
Mon, 13 Jan - Fri, 24 Jan
6:30 a.m. - 12:46 p.m.YYZ-MDW
7h 16m1 stop
1:26 p.m. - 11:11 p.m.MDW-YYZ
8h 45m1 stop
C$ 603WestJet
Find Deal
Sun, 12 Jan - Fri, 31 Jan
6:00 a.m. - 12:46 p.m.YUL-MDW
7h 46m1 stop
6:42 p.m. - 11:26 p.m.MDW-YUL
3h 44m1 stop
C$ 610Delta
Find Deal
Tue, 14 Jan - Sun, 30 Mar
6:30 a.m. - 12:46 p.m.YYZ-MDW
7h 16m1 stop
12:44 p.m. - 11:55 p.m.MDW-YYZ
10h 11m1 stop
C$ 698WestJet
Find Deal
Mon, 13 Jan - Thu, 30 Jan
2:35 p.m. - 9:55 a.m.YUL-MDW
20h 20m2 stops
1:05 p.m. - 6:15 p.m.MDW-YUL
4h 10m1 stop
C$ 735
Find Deal
Sat, 11 Jan - Sat, 25 Jan
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 283Porter Airlines
Find Deal
Fri, 7 Feb - Sun, 9 Feb
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 288Porter Airlines
Find Deal
Mon, 3 Feb - Wed, 5 Feb
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 292Porter Airlines
Find Deal
Thu, 30 Jan - Sat, 1 Feb
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 295Porter Airlines
Find Deal
Fri, 7 Feb - Sun, 9 Feb
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 299Porter Airlines
Find Deal
Thu, 30 Jan - Sun, 2 Feb
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 301Porter Airlines
Find Deal
Thu, 30 Jan - Sun, 2 Feb
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 327Air Transat
Find Deal
Thu, 30 Jan - Sun, 2 Feb
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 328Air Transat
Find Deal
Thu, 30 Jan - Sun, 2 Feb
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 406Air Transat
Find Deal
Thu, 20 Feb - Mon, 24 Feb
11:20 a.m. - 12:10 p.m.YTZ-MDW
1h 50mdirect
1:05 p.m. - 3:47 p.m.MDW-YTZ
1h 42mdirect
C$ 417
Find Deal
Fri, 14 Feb - Sun, 16 Feb

Porter Airlines flights from Region of Ontario to Chicago Midway Airport

Our best Porter Airlines deals on Region of Ontario to Chicago Midway Airport flight tickets
Porter Airlines
7 Feb
YTZ11:20 a.m.Toronto Island
1h 50m
MDW12:10 p.m.Chicago Midway
9 Feb
MDW1:05 p.m.Chicago Midway
1h 42m
YTZ3:47 p.m.Toronto Island
Porter Airlines
3 Feb
YTZ11:20 a.m.Toronto Island
1h 50m
MDW12:10 p.m.Chicago Midway
5 Feb
MDW1:05 p.m.Chicago Midway
1h 42m
YTZ3:47 p.m.Toronto Island
Porter Airlines
30 Jan
YTZ11:20 a.m.Toronto Island
1h 50m
MDW12:10 p.m.Chicago Midway
1 Feb
MDW1:05 p.m.Chicago Midway
1h 42m
YTZ3:47 p.m.Toronto Island

Delta flights from Region of Ontario to Chicago Midway Airport

Our best Delta deals on Region of Ontario to Chicago Midway Airport flight tickets
Delta
30 Jan
YYZ1:20 p.m.Toronto Pearson Intl
5h 54m
1 stop
MDW6:14 p.m.Chicago Midway
6 Feb
MDW2:08 p.m.Chicago Midway
3h 58m
1 stop
YYZ7:06 p.m.Toronto Pearson Intl
Delta
30 Jan
YYZ6:30 a.m.Toronto Pearson Intl
7h 16m
1 stop
MDW12:46 p.m.Chicago Midway
2 Feb
MDW1:26 p.m.Chicago Midway
8h 45m
1 stop
YYZ11:11 p.m.Toronto Pearson Intl
Delta
6 Feb
YYZ6:30 a.m.Toronto Pearson Intl
7h 12m
1 stop
MDW12:42 p.m.Chicago Midway
12 Feb
MDW9:33 a.m.Chicago Midway
5h 36m
1 stop
YYZ4:09 p.m.Toronto Pearson Intl

See travel insights to Chicago from

How to get the cheapest flight ticket from Region of Ontario to Chicago Midway Airport

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 Chicago Midway Airport?

In general, July is the cheapest month to fly from Region of Ontario to Chicago Midway Airport. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 335. If you are unable to visit Chicago Midway Airport during the month of July, then departing from Region of Ontario during the month March is also very affordable. Most momondo users find prices during this month for around C$ 338.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

The cheapest day to depart on your flight to Chicago Midway Airport is on a Wednesday when prices can be found for as low as C$ 348. This is often the case because there is less demand to fly during this day of the week. On the other hand, Saturday is the most expensive day to depart from Region of Ontario because it is more convenient for both business and leisure travellers. As a result, prices tend to be around C$ 424.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Our most recent data shows that the best time of day to fly to Chicago Midway Airport is in the evening. Flights from Region of Ontario to Chicago Midway Airport during this time can be as low as C$ 377. In contrast, the most expensive time of day to depart to Chicago Midway Airport is at noon when prices are around C$ 596.

What is the cheapest Ontario to Chicago Midway flight route?

Fly from Toronto Island to Chicago Midway for the best Ontario - Chicago Midway flight prices

What cabin class options are available on Ontario to Chicago Midway flights?

There are 1 cabin classes available to choose from on Ontario to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Cheap Region of Ontario to Chicago Midway Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Region of Ontario to Chicago Midway Airport

Best price found

C$ 171

Fastest flight time

1h 50m

Direct flights

Mon, Tue, Thu, Fri, Sat and Sun
The best one-way flight to Chicago Midway Airport from Region of Ontario in the past 72 hours is C$ 171. The best round-trip flight deal from Region of Ontario to Chicago Midway Airport found on momondo in the last 72 hours is C$ 283.
The fastest flight from Region of Ontario to Chicago Midway Airport takes 1h 50m
Direct flights go from Region of Ontario to Chicago Midway Airport on Monday, Tuesday, Thursday, Friday, Saturday and Sunday. Airlines offering direct flights are: Porter Airlines and Air Transat.

  • When did momondo last update prices for flights from Ontario to Chicago Midway Airport?

    Prices for flights from Ontario to Chicago Midway Airport refresh daily.

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Ontario to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway Airport 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 Chicago Midway Airport. 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 Region of Ontario to Chicago Midway Airport?


Best airlines flying from Region of Ontario to Chicago Midway Airport

Compare and see reviews for airlines that fly from Region of Ontario to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
Porter AirlinesPriceFrom C$ 279Free CancellationRating
7.9
274 reviews
Search Porter Airlines flights
WestJetPriceFrom C$ 456Free CancellationRating
7.2
2,820 reviews
Search WestJet flights

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Ontario to Chicago. momondo saves you time and could save you money on your trip.

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

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

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

momondo provides multiple filters to help you find the best flight to Chicago from Ontario. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Ontario to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Ontario to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.


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