Cheap flights from Billy Bishop Toronto City Airport to Chicago

Round-trip
Economy
Toronto (YTZ)
Chicago (CHI)
Depart
Return
Any month
Compare vs. Cheapflights |

The best prices from Billy Bishop Toronto City Airport to Chicago are usually found in November or February, booked 38 days in advance, depart on a Monday or Wednesday and return on a Monday

How to find the cheapest flight from
Billy Bishop Toronto City Airport (YTZ) to Chicago (CHI)

YTZ - CHI
Price
C$ 267 - C$ 867
CHI
Temperature
1 - 29 °C
CHI
Rainfall
17 - 109 mm

Popular in

January

High demand for flights, 56% potential price rise

Cheapest in

November

Best time to find cheap flights, 29% potential price drop

Round-trip from

C$ 267

From Billy Bishop Toronto City Airport to Chicago

One-way from

C$ 197

One-way flight from Billy Bishop Toronto City Airport to Chicago

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Billy Bishop Toronto City Airport to Chicago?

Thursday flights are generally found to be more expensive for flights from Billy Bishop Toronto City Airport to Chicago. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago.

How far in advance should I book a flight from Billy Bishop Toronto City Airport to Chicago?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 34 days in advance, which can save you up to 86% on flights from Billy Bishop Toronto City Airport to Chicago compared to booking the week you need them. Waiting 34 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$ 439. For sooner than that we have options available in the next 3 days from C$ 595.

What is the cheapest month to fly from Billy Bishop Toronto City Airport to Chicago?

Due to multiple factors, expect to potentially pay more when booking in January. For low rates, April can be a great choice for travel to Chicago. Flights to Chicago from Billy Bishop Toronto City Airport in April are about C$ 320 on average during April, but can be found for as low as C$ 242.

When is the cheapest time to fly from Billy Bishop Toronto City Airport to Chicago (YTZ - CHI)?

A simple way to save on the total cost of your ticket is to fly from Billy Bishop Toronto City Airport to Chicago in the afternoon. If you’re flexible enough to do this you can expect to save up to 15% on your trip compared to booking a flight at noon.

Cheap flights from Billy Bishop Toronto City Airport to Chicago in March, April 2021

8 Apr - 11 Apr
C$ 362pp
YTZ
Toronto Island
Porter Airlines
Direct
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
Direct
YTZ
Toronto Island
12 Apr - 16 Apr
C$ 380pp
YTZ
Toronto Island
Air Canada
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Air Canada
   
2 STOPS
YTZ
Toronto Island
23 Apr - 23 Apr
C$ 381pp
YTZ
Toronto Island
Porter Airlines
Direct
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
Direct
YTZ
Toronto Island

Billy Bishop Toronto City Airport to Chicago 2021 flight deals

2 Jul - 5 Jul
C$ 349pp
YTZ
Toronto Island
Porter Airlines
Direct
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
Direct
YTZ
Toronto Island
28 May - 31 May
C$ 350pp
YTZ
Toronto Island
Porter Airlines
Direct
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
Direct
YTZ
Toronto Island
1 Jun - 6 Jun
C$ 354pp
YTZ
Toronto Island
Porter Airlines
Direct
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
Direct
YTZ
Toronto Island

Direct flights to Chicago from Billy Bishop Toronto City Airport

2 Jul - 5 Jul
C$ 349pp
YTZ
Toronto Island
Porter Airlines
Direct
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
Direct
YTZ
Toronto Island
28 May - 31 May
C$ 350pp
YTZ
Toronto Island
Porter Airlines
Direct
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
Direct
YTZ
Toronto Island
1 Jun - 6 Jun
C$ 354pp
YTZ
Toronto Island
Porter Airlines
Direct
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
Direct
YTZ
Toronto Island

One-way flights to Chicago from Billy Bishop Toronto City Airport

4:45 a.m. - 5:32 a.m.
Porter Airlines
Direct
1h 47m
YTZ - MDW
Porter Airlines
C$ 198
StudentUniverse
10:30 a.m. - 11:20 a.m.
Porter Airlines
Direct
1h 50m
YTZ - MDW
Porter Airlines
C$ 218
7:15 a.m. - 5:33 a.m.
Air Canada
1 stop
23h 18m
YTZ - ORD
Air Canada
C$ 255

Related info for your journey

Flight FAQs

From Billy Bishop Toronto City Airport to Chicago

Can I find flights from Billy Bishop Toronto City Airport to Chicago for under C$ 380 on Cheapflights?

Yes, there are multiple flights from Billy Bishop Toronto City Airport to Chicago for under C$ 380. The cheapest flight booked recently is on Porter Airlines for just C$ 349, but on average you can expect to pay C$ 399.

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

Some of the carriers operating flights from Toronto Island to Chicago that may be offering flexible cancellation policies are Porter Airlines and Air Canada. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.

Are there direct flights from Billy Bishop Toronto City Airport to Chicago for under C$ 380 on Cheapflights?

Cheapflights has 6 direct flights from Billy Bishop Toronto City Airport to Chicago under C$ 380. A good price for a direct flight from Billy Bishop Toronto City Airport to Chicago is less than C$ 362.

What days are direct flights available from Billy Bishop Toronto City Airport to Chicago?

Direct flights are available for this route on the following days: Monday, Wednesday, Friday.

How long is the flight from Billy Bishop Toronto City Airport to Chicago?

There are many flights that can get you from Billy Bishop Toronto City Airport to Chicago in 1h 47m. Fly via Porter Airlines or Air Canada to get the fastest option. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

What are the cheapest airlines to flying from Billy Bishop Toronto City Airport to Chicago round-trip?

Flying on Porter Airlines is currently your cheapest option to Chicago, with prices starting at C$ 350. Another option worth looking into is Air Canada, starting at C$ 372 round trip. Porter Airlines is currently priced 7% below the average price you’ll pay for this route.

What are the cheapest airlines to fly from Billy Bishop Toronto City Airport to Chicago one-way?

To fly one-way, consider booking your trip with Porter Airlines, which is currently one of the cheapest options available, starting at C$ 198. Porter Airlines is not the only option available. At the moment, Air Canada is another option, for C$ 218.

Alternative routes for Billy Bishop Toronto City Airport to Chicago

Destination information for Chicago

Today's exchange rate
C$ 1 = $0.80
Flight duration
1h 44m
Average temperature for March in Chicago
10.0 °C
Avg rainfall for March in Chicago
40.0 mm

Airports servicing Toronto

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)
Home North America USA Illinois Chicago Cheap flights from Billy Bishop Toronto City Airport to Chicago
  • Round-trip
  • One-way
  • Multi-city
  • Economy
  • Premium Economy
  • Business
  • First
  • Multiple
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First