$100 Cheap United flights Madison (MSN) to Boston (BOS)

Landing cheap one-way United Airlines flights from MSN to BOS from $100 on Expedia is simple --- just filter by "Price (lowest to highest)." Or check out our budget-friendly return fares from $225 for your next exciting adventure.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

For cheap United Airlines fares from Dane County Regional Airport (MSN) to Logan Intl. Airport (BOS), start searching one to three months before your planned departure. Securing domestic flights 34 to 86 days in advance could save you 25% compared to booking just 6 to 12 days ahead. The day you book can also influence the overall price. Sunday tends to be the most affordable, while Monday is often the most expensive for domestic flights. You can save 6% on average by choosing to book on a Sunday.**Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC's global airline sales database.

Browse United Airlines's earliest flights from MSN to BOS by checking our "Early Morning" and "Morning" filters. Not only will you arrive at your destination sooner, early departures are also 20% less likely to be canceled.**Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.

Offering a rewarding loyalty program, United Airlines is a popular choice for many passengers heading from MSN to BOS. Plus, if you're a United Mileage Plus and One Key™ member booking through Expedia, you can earn OneKeyCash™* on eligible flights on top of your airline miles.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.