Chicago, IL CHI to Boston, MA BOS flight with American Airlines

American Airlines is one of the largest airlines in the world, connecting travelers to hundreds of destinations across the United States, Latin America, Europe, Asia, and beyond. Operating from major hubs such as Dallas/Fort Worth, Miami, and Charlotte, American offers a wide range of travel options. Passengers can choose from Economy with affordable fares, Premium Economy with extra space, or Business and First Class featuring flat-bed seats, premium dining, and lounge access. With a modern fleet and membership in the oneworld alliance, American Airlines combines global reach with comfort and reliability.

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.

JetBlue Airways is an American low-cost airline headquartered in Long Island City, New York City. Founded in 1998, JetBlue began operations in 2000, aiming to offer affordable travel with distinguishing amenities. The airline operates a point-to-point network with focus cities including its main hub at New York City's John F. Kennedy International Airport, and serves over 100 destinations across the Americas and Europe. JetBlue is known for its customer-centric approach, offering features like complimentary Wi-Fi, free live TV and movies on seatback screens, and the most legroom in coach among U.S. airlines. They also provide free snacks and non-alcoholic drinks on all flights, with full meal service on transatlantic routes. In 2024, JetBlue launched "Blueprint by JetBlue," a personalized in-flight experience platform with features such as watch parties and content recommendations.

Spirit Airlines is an American ultra-low-cost carrier, headquartered in Dania Beach, Florida, operating scheduled flights throughout the United States, the Caribbean, and Latin America. Known for its distinctive bright yellow planes, Spirit's business model traditionally focuses on offering low base fares by unbundling services, allowing passengers to pay only for the amenities they choose, such as baggage and seat selection. As of August 2024, Spirit is evolving its offerings, introducing new fare tiers like "Go Big," "Go Comfy," "Go Savvy," and "Go," which include various bundled perks such as wider seats, extra legroom, priority boarding, and in-flight refreshments. Spirit was the seventh largest passenger carrier in North America as of 2023.

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.