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Cheap Business Class flights to Chicago

Explore and compare the cheapest business class flights to Chicago from hundreds of sites

YYZ — CHI
19 Jan — 26 Jan1
1 adult
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Cheap business class flights to Chicago in 2025

Find the latest flights to Chicago in 2025, 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 14 January 2025.

Average Price

C$ 2,295

Cheapest Price

C$ 737

Top Rated Airline

Air Canada

No. of Airlines

41
Average for round-trip business class flights in January 2025
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The lowest price for a business class flight ticket to Chicago
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Most popular airline to fly business class with to Chicago in the past 7 days
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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 14 January 2025.

Mon 24/26:20 p.m.YYZ - ORD
Nonstop2h 00mAmerican Airlines
Thu 27/23:00 p.m.ORD - YYZ
Nonstop1h 30mAmerican Airlines
Deal found 13/1C$ 549
Fri 31/13:30 p.m.YYZ - ORD
Nonstop2h 11mAir Canada
Sun 2/27:20 a.m.ORD - YYZ
1 stop6h 30mAir Canada
Deal found 14/1C$ 815
Mon 27/112:50 a.m.YYC - ORD
1 stop9h 04mAir Canada
Fri 31/14:00 p.m.ORD - YYC
1 stop8h 18mAir Canada
Deal found 13/1C$ 1,230
Fri 21/21:32 p.m.YYC - ORD
Nonstop3h 31mAmerican Airlines
Tue 25/29:50 a.m.ORD - YYC
Nonstop4h 00mAmerican Airlines
Deal found 14/1C$ 1,348

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 14 January 2025.

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

    Looking for cheap deals? The cheapest price last booked, C$ 737/person, was for a Business Class flight ticket going from Montreal Pierre Elliott Trudeau Intl Airport to Chicago. Business Class flights usually cost C$ 2,295 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 and Prem Economy Class. Still not enough? Try taking a look at other airlines or choosing a new departing point for more cabin options.

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