Find flights
Deals
FAQs

Cheap Business Class flights to Chicago

YYZ — CHI
17 May — 24 May1
1 adult
1 adult, Business, 0 bags

Best travel deals

Find the best flight deals available from hundreds of sites within seconds

Trusted and free

Cheapflights is 100% free to use. No hidden charges!

Book with flexibility

Easily find flight tickets with no change fees

Cheap business class flights to Chicago in 2026

Find the latest flights to Chicago in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 629,999 searches and data were last updated on 17 April 2026.

Average Price

C$ 1,483

Cheapest Price

C$ 507

Top Rated Airline

Air Canada

No. of Airlines

1

Arrival Airport

Chicago O'Hare Intl Airport
Average for round-trip business class flights in April 2026
Search Deals
The lowest price for a business class flight ticket to Chicago
Search Deals
Most popular airline to fly business class with to Chicago in the past 7 days
Search Deals
Airline that offers business class options for this route
Search Deals
Closest airport for this route
Search Deals

Find business class flight deals to Chicago

Enter your travel dates to find the best prices.

Cheapest business class flights to Chicago
Explore the most affordable business class flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on 17 April 2026.

Wed 27/51:15 p.m.
YYZ
-
ORD
Nonstop2h 02m
Japan Airlines
Sun 31/59:42 a.m.
ORD
-
YYZ
Nonstop1h 52m
Japan Airlines
Deal found 15/4C$ 662
Wed 15/77:17 a.m.
YYZ
-
ORD
Nonstop2h 10m
American Airlines
Sat 18/79:45 a.m.
ORD
-
YYZ
Nonstop1h 51m
American Airlines
Deal found 14/4C$ 753
Sun 17/511:33 a.m.
YYZ
-
ORD
Nonstop2h 10m
American Airlines
Sat 23/58:30 p.m.
ORD
-
YYZ
Nonstop1h 54m
American Airlines
Deal found 13/4C$ 775
Thu 28/56:26 p.m.
YYZ
-
ORD
Nonstop2h 28m
Multiple Airlines
Sun 31/511:40 a.m.
ORD
-
YYZ
Nonstop1h 50m
Multiple Airlines
Deal found 15/4C$ 776
Fri 1/511:33 a.m.
YYZ
-
ORD
Nonstop2h 10m
American Airlines
Mon 4/58:37 p.m.
ORD
-
YYZ
Nonstop1h 52m
American Airlines
Deal found 15/4C$ 820
Wed 13/56:15 a.m.
YYZ
-
ORD
Nonstop2h 10m
American Airlines
Tue 19/58:06 a.m.
ORD
-
YYZ
Nonstop1h 47m
American Airlines
Deal found 12/4C$ 856

Travel insights for business class flights from Canada to Chicago

Get recent, data-driven insights about business class flights from Canada to Chicago including ideal travel times, pricing trends, and more.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

Frequently asked questions about Chicago business class tickets

Find answers to common questions related to business class tickets for flights to Chicago. Get information on booking, amenities, upgrade options, and more. This FAQ section was last updated on 17 April 2026.

  • What is the cheapest price for a Business Class ticket to Chicago?

    Looking for cheap deals? The cheapest price last booked, C$ 507/person, was for a Business Class flight ticket going from Montreal Pierre Elliott Trudeau Intl Airport to Chicago. Business Class flights usually cost C$ 1,483 per person.

  • How many premium cabins does Air Canada have for flights to Chicago?

    Air Canada currently offers a couple premium cabin classes on flights to Chicago: Business Class, Prem Economy Class and First Class. Still not enough? Try taking a look at other airlines or choosing a new departing point for more cabin options.

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.