Chicago, IL CHI to Toronto, ON YTO flight with United

United Airlines is one of the USA’s leading carriers, operating both domestic and international routes. For your next trip, you can choose from Economy, Premium Economy, and Business Class fares.

SkyWest Airlines is a major North American regional airline headquartered in St. George, Utah. It operates flights for larger carriers such as Alaska Airlines (as Alaska SkyWest), American Airlines (as American Eagle), Delta Air Lines (as Delta Connection), and United Airlines (as United Express). SkyWest is the largest regional airline in North America by fleet size, passengers carried, and destinations served. The airline connects passengers to over 250 destinations across the United States, Canada, and Mexico, primarily linking smaller airports to major airline hubs. SkyWest's fleet consists of regional jets, including the Bombardier CRJ series and Embraer 175 aircraft.

Air Canada is Canada's largest airline and flag carrier, headquartered in Saint-Laurent, Quebec. Founded in 1937 as Trans-Canada Air Lines, it was renamed Air Canada in 1964 and fully privatized in 1989. As a founding member of Star Alliance, Air Canada provides scheduled passenger and cargo services to over 220 destinations across six continents. The airline operates a diverse fleet, including Airbus A320 family aircraft, Boeing 737 MAX, Boeing 777, and Boeing 787 Dreamliner for both short and long-haul routes. Air Canada also offers leisure travel packages through its subsidiary, Air Canada Vacations.

Porter Airlines is a Canadian airline headquartered at Billy Bishop Toronto City Airport, known for its focus on convenience and customer service. Established in 2006, it has grown to be the third-largest airline in Canada. Porter operates scheduled flights across North America, utilizing a fleet of De Havilland Canada DHC-8-400 turboprops and Embraer 195-E2 jet aircraft. A key feature of Porter Airlines is its "Flying Refined" brand, emphasizing a premium travel experience with amenities like complimentary beer, wine, and snacks, as well as free Wi-Fi on its E195-E2 jets. They also offer a unique two-by-two seating configuration, ensuring no middle seats on their flights. Porter's main hubs include Toronto–Billy Bishop, Toronto–Pearson, and Ottawa Macdonald-Cartier airports.

Republic Airways is a major regional airline in the United States, operating as a subsidiary of Republic Airways Holdings. It provides scheduled passenger service for American Airlines (as American Eagle), Delta Air Lines (as Delta Connection), and United Airlines (as United Express) using a fleet of Embraer 170 and 175 regional jets. Headquartered in Indianapolis, Indiana, Republic Airways operates over 900 daily flights to more than 80 cities across the U.S. and Canada. The company is known for its large fleet of Embraer E-Jets and its state-of-the-art training facilities. In April 2025, Republic Airways Holdings announced its acquisition of Mesa Air Group, which is expected to create the second-largest regional carrier in the U.S.