Chicago Travelers Now Have a Faster Way to Reach Downtown Toronto Thanks to New Air Canada Flights

MundoTrip | Travel News | 4 June, 2026

Travelers flying between Chicago and Toronto now have a new option that could make cross-border journeys more convenient. Air Canada has launched twice-daily nonstop service between Chicago O'Hare International Airport and Billy Bishop Toronto City Airport, providing travelers with direct access to one of North America's most strategically located downtown airports. Operated by Air Canada Express using Dash 8-400 aircraft, the new route is part of the airline's broader expansion at Billy Bishop Airport and is expected to appeal to business travelers, weekend visitors, and passengers seeking a quicker and more efficient way to reach the heart of Toronto. The service also marks an important milestone for the airport following the introduction of US preclearance facilities, which have opened the door to expanded transborder travel between Canada and the United States.​​​​​​​

What Air Canada Has Announced

Air Canada has officially introduced twice-daily nonstop flights connecting Chicago O'Hare International Airport (ORD) with Billy Bishop Toronto City Airport (YTZ). The route is operated by Air Canada Express using De Havilland Canada Dash 8-400 aircraft and forms part of the airline's largest expansion at Billy Bishop Airport in recent years. The new service gives travelers another option when flying between two of North America's most important business and tourism destinations while providing direct access to Toronto's downtown airport rather than the larger Toronto Pearson International Airport located farther from the city center.

"The new route provides travelers with a convenient connection between downtown Toronto and one of America's busiest aviation hubs."​​​​​​​

Why Billy Bishop Airport Is Different

One of the biggest advantages of the new route is the airport itself. Unlike Toronto Pearson International Airport, which is located outside the city center, Billy Bishop Toronto City Airport sits just minutes from downtown Toronto on Toronto Island. Travelers arriving at the airport can quickly reach the city's financial district, entertainment venues, hotels, restaurants, and major attractions through a combination of pedestrian tunnel access, ferry connections, and shuttle services. For business travelers attending meetings or conferences in downtown Toronto, the location can significantly reduce overall travel time. Leisure travelers may also appreciate the convenience of arriving much closer to popular attractions compared with flying into Pearson.​​​​​​​

How US Preclearance Improves the Travel Experience

A major factor behind Air Canada's expansion is the introduction of US Customs and Border Protection preclearance facilities at Billy Bishop Airport. This allows eligible travelers flying from Toronto to the United States to complete US immigration and customs procedures before departure. Instead of clearing customs upon arrival in Chicago, passengers can arrive as domestic travelers, potentially reducing wait times and creating a smoother airport experience. For travelers connecting to other destinations within the United States, preclearance can make onward journeys more efficient and help reduce connection-related stress.​​​​​​​

Why This Route Matters for US Travelers

The new Chicago-Toronto service is particularly beneficial for travelers who frequently move between the United States and Canada for business, leisure, or family visits. Chicago and Toronto are two of North America's largest economic centers, generating strong demand for air travel throughout the year. The addition of a downtown-to-downtown style connection creates a more convenient alternative to traditional airport transfers and gives travelers greater flexibility when planning cross-border trips. For passengers based in Chicago, the route provides easier access to Toronto's business district, sports events, festivals, and cultural attractions while reducing the time spent traveling between the airport and the city center.​​​​​​​

Air Canada's Growing Presence at Billy Bishop Airport

What Travelers Should Know Before Booking

Passengers planning to use the new route should remember that Billy Bishop Airport differs from many traditional airports because of its downtown location and island setting. Travelers are encouraged to arrive with sufficient time for check-in and security procedures, particularly during busy travel periods. Those connecting through Chicago O'Hare will benefit from the airport's extensive domestic and international network, while travelers arriving in Toronto can take advantage of the airport's proximity to the city's central business and tourism districts.​​​​​​​

Travel Advisory for US Travelers

Travelers planning trips between Chicago and Toronto should compare airport options when booking flights, as Billy Bishop Airport may offer a more convenient arrival experience for those staying in downtown Toronto. The introduction of US preclearance and expanded Air Canada service creates additional flexibility for business and leisure travelers alike. For assistance with flight bookings, cross-border travel planning, multi-city itineraries, airline comparisons, or last-minute travel changes, MundoTrip's travel specialists are available 24 hours a day, 7 days a week to help travelers find the most suitable travel options.​​​​​​​

What This Means for Your Next Trip

For travelers flying between the United States and Canada, Air Canada's new twice-daily Chicago-Toronto service offers more than just another flight option. It provides easier access to downtown Toronto, a streamlined travel experience through US preclearance, and additional connectivity between two major North American cities. As airlines continue investing in convenient cross-border routes, travelers stand to benefit from greater flexibility, improved airport access, and more efficient travel experiences on both sides of the border.​​​​​​​

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He is Director of Operations at Moresand Limited, running Crystaltravel.co.uk (38 years in business, 38,000+ Trustpilot reviews) and Mundotrip.com. 20+ years in travel, from retail and B2B distribution to operations. His team processes thousands of bookings annually across flights, hotels, car rentals, cruises, and packages. Information on this site comes from actual booking data and supplier records.