Cheap flights from Toronto Island Airport to Chicago Midway Airport

YTZ — MDW
10 Dec — 17 Dec1
Return
1 adult
Economy
From?
To?
Sat 10/12
Sat 17/12

How to find the cheapest flight from Toronto Island (YTZ) to Midway (MDW)

All the information you need to plan the best YTZ to MDW flight in 2022: compare Toronto Island to Midway flight prices with the expected peak season, weather and rainfall in Midway.

YTZ - MDW

Price

C$ 218 - C$ 340

MDW

Temperature

-5 - 23 °C

MDW

Rainfall

43 - 125 mm

Popular inFebruaryHigh demand for flights, 23% potential price rise
Cheapest inMayBest time to find cheap flights, 17% potential price drop
Round-trip fromC$ 294From Toronto Island to Chicago Midway
One-way fromC$ 140One-way flight from Toronto Island to Chicago Midway

How far in advance should I book a flight from Toronto Island Airport to Chicago Midway Airport?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 59 days in advance, which can save you up to 44% on flights from Toronto Island Airport to Chicago Midway Airport compared to booking the week you need them. Waiting 59 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at C$ 391. For sooner than that we have options available in the next 3 days from C$ 481.

What is the cheapest month to fly from Toronto Island Airport to Chicago Midway Airport?

Our data shows that June tends to be the cheapest month to fly to Chicago Midway Airport from Toronto Island Airport. Users have commonly found prices around C$ 354 for the month, but tickets can be as low as C$ 218. Due to multiple factors, prepare for potentially higher prices in December.

When is the cheapest time to fly from Toronto Island Airport to Chicago Midway Airport (YTZ - MDW)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Toronto Island Airport to Chicago Midway Airport as you normally would.

Cheap flights from Toronto Island to Midway in December, January 2022

The best prices found for YTZ to MDW flights for December, January
16 Dec. - 19 Dec.
YTZ

Toronto Island

MDW

Chicago Midway

Nonstop

1h 50m
MDW

Chicago Midway

YTZ

Toronto Island

Nonstop

1h 37m
C$ 232

Porter Airlines

Deal found 2/12

16 Dec. - 19 Dec.
YTZ

Toronto Island

MDW

Chicago Midway

Nonstop

1h 50m
MDW

Chicago Midway

YTZ

Toronto Island

Nonstop

1h 37m
C$ 234

Porter Airlines

Deal found 2/12

19 Dec. - 19 Dec.
YTZ

Toronto Island

MDW

Chicago Midway

Nonstop

1h 50m
MDW

Chicago Midway

YTZ

Toronto Island

Nonstop

1h 37m
C$ 248

Porter Airlines

Deal found 2/12

Toronto Island to Midway 2022 flight deals

Cheap flights to Midway from Toronto Island found for this year
16 Dec. - 19 Dec.
YTZ

Toronto Island

MDW

Chicago Midway

Nonstop

1h 50m
MDW

Chicago Midway

YTZ

Toronto Island

Nonstop

1h 37m
C$ 232

Porter Airlines

Deal found 2/12

16 Dec. - 19 Dec.
YTZ

Toronto Island

MDW

Chicago Midway

Nonstop

1h 50m
MDW

Chicago Midway

YTZ

Toronto Island

Nonstop

1h 37m
C$ 234

Porter Airlines

Deal found 2/12

19 Dec. - 19 Dec.
YTZ

Toronto Island

MDW

Chicago Midway

Nonstop

1h 50m
MDW

Chicago Midway

YTZ

Toronto Island

Nonstop

1h 37m
C$ 248

Porter Airlines

Deal found 2/12

Cheap Porter Airlines flights from Toronto Island to Midway

16 Dec. - 19 Dec.
YTZ

Toronto Island

MDW

Chicago Midway

Nonstop

1h 50m
MDW

Chicago Midway

YTZ

Toronto Island

Nonstop

1h 37m
C$ 234

Porter Airlines

Deal found 2/12

11 Mar. - 24 Mar.
YTZ

Toronto Island

MDW

Chicago Midway

Nonstop

1h 50m
MDW

Chicago Midway

YTZ

Toronto Island

Nonstop

1h 37m
C$ 257

Porter Airlines

Deal found 2/12

16 Dec. - 19 Dec.
YTZ

Toronto Island

MDW

Chicago Midway

Nonstop

1h 50m
MDW

Chicago Midway

YTZ

Toronto Island

Nonstop

1h 37m
C$ 259

Porter Airlines

Deal found 3/12

Direct flights to Midway from Toronto Island

Save time with Toronto Island to Midway direct flight deals
16 Dec. - 19 Dec.
YTZ

Toronto Island

MDW

Chicago Midway

Nonstop

1h 50m
MDW

Chicago Midway

YTZ

Toronto Island

Nonstop

1h 37m
C$ 232

Porter Airlines

Deal found 2/12

16 Dec. - 19 Dec.
YTZ

Toronto Island

MDW

Chicago Midway

Nonstop

1h 50m
MDW

Chicago Midway

YTZ

Toronto Island

Nonstop

1h 37m
C$ 234

Porter Airlines

Deal found 2/12

19 Dec. - 19 Dec.
YTZ

Toronto Island

MDW

Chicago Midway

Nonstop

1h 50m
MDW

Chicago Midway

YTZ

Toronto Island

Nonstop

1h 37m
C$ 248

Porter Airlines

Deal found 2/12

Last minute flights from Toronto Island to Midway

Late deals on round-trip flights to Midway from Toronto Island, departing today and this week
13 Dec. - 15 Dec.
YTZ

Toronto Island

MDW

Chicago Midway

Nonstop

1h 50m
MDW

Chicago Midway

YTZ

Toronto Island

Nonstop

1h 37m
C$ 319

Porter Airlines

Deal found 2/12

15 Dec. - 19 Dec.
YTZ

Toronto Island

MDW

Chicago Midway

Nonstop

1h 50m
MDW

Chicago Midway

YTZ

Toronto Island

Nonstop

1h 37m
C$ 321

Porter Airlines

Deal found 3/12

10 Dec. - 15 Dec.
YTZ

Toronto Island

MDW

Chicago Midway

Nonstop

1h 50m
MDW

Chicago Midway

YTZ

Toronto Island

Nonstop

1h 37m
C$ 338

Porter Airlines

Deal found 2/12

One-way flights to Midway from Toronto Island

The cheapest one-way flights from Toronto Island to Midway
19 Dec.
YTZ

Toronto Island

MDW

Chicago Midway

Nonstop

1h 50m
C$ 140

Porter Airlines

Deal found 2/12

16 Dec.
YTZ

Toronto Island

MDW

Chicago Midway

Nonstop

1h 50m
C$ 144

Porter Airlines

Deal found 2/12

16 Dec.
YTZ

Toronto Island

MDW

Chicago Midway

Nonstop

1h 50m
C$ 145

Porter Airlines

Deal found 2/12

Related info for your journey

Useful info, stats and facts about Toronto Island to Midway flights.

Which airlines flying from Toronto Island to Chicago Midway have flexible changes due to COVID-19?

One of the carriers operating flights from Toronto Island to Chicago Midway that may be offering flexible change policies is Porter Airlines. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.

Can I find flights from Toronto Island Airport to Chicago Midway Airport for under C$ 300 on Cheapflights?

Yes, there are multiple flights from Toronto Island Airport to Chicago Midway Airport for under C$ 300. The cheapest flight booked recently is on Porter Airlines for just C$ 234, but on average you can expect to pay C$ 279.

Are there direct flights from Toronto Island Airport to Chicago Midway Airport for under C$ 300 on Cheapflights?

Cheapflights has 20 direct flights from Toronto Island Airport to Chicago Midway Airport under C$ 300. A good price for a direct flight from Toronto Island Airport to Chicago Midway Airport is less than C$ 271.

Are there last-minute flights available from Toronto Island Airport to Chicago Midway Airport for under C$ 400?

There are currently 20+ open flights from Toronto Island Airport to Chicago Midway Airport within the next 7 days for less than C$ 400.

What is the cheapest airline to fly from Toronto Island Airport to Chicago Midway Airport round-trip?

According to our current data, Porter Airlines (C$ 234), offers the cheapest pricing from Toronto Island Airport to Chicago Midway Airport. Porter Airlines is priced at 33% lower than the current average price of a flight leaving 3 months from now.

What are the cheapest flights from Toronto Island Airport to Chicago Midway Airport?

On average you can expect to pay C$ 290 for a flight from Toronto Island Airport to Chicago Midway Airport. The cheapest flight overall is C$ 175 while the most popular route, (Toronto Island - Chicago Midway) is currently priced at C$ 257.

Other flights to Midway

Alternative routes for Toronto Island to Midway

See prices for flight routes from nearby airports that may be better suited for you.

Top airline flying from Toronto Island to Midway

The chart below displays the airlines Cheapflights users travelling from Toronto Island to Midway choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
Porter AirlinesCheapestC$ 236AverageC$ 317FlexibilityNo cancel feeOn-time52%COVID-19 safety
Search Porter Airlines flights

Hourly flight availability from Toronto Island to Midway

See what time of day planes typically take off from Toronto Island to Midway
1%of flight departuresEarly morningMidnight to 6 am
33%of flight departuresMorning6 am to noon
66%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Toronto Island to Midway

See how many times per day planes take to the skies headed from Toronto Island to Midway
Sunday3daily flights
Monday3daily flights
Tuesday3daily flights
Wednesday3daily flights
Thursday3daily flights
Friday3daily flights
Saturday1daily flight