$303 Cheap Flights from Madison (MSN) to Billings (BIL)

Madison (MSN) to Billings (BIL) at a glance

Discover a range of airlines offering flights from Madison (MSN) to Billings (BIL) on this domestic short-haul route. Compare various options to find the best itinerary that suits your budget, travel plans, and schedule while you explore the notable sights and neighborhoods of Billings. Get ready for your journey by reviewing the essential details for flights from Dane County Regional Airport (MSN) to Logan International Airport (BIL).

• Fastest flight duration: around 4h 15m in-flight, plus roughly 1h 45m layover with one stop
• Route distance: roughly 1,000 miles (1,610 km)
• Flights per week: around 8 departures on average
• Typical fares (one-way): economy tickets often range from $130–$425, depending on seasonality and how far ahead you book

Flights from Dane County Regional Airport (MSN) to Logan International Airport (BIL)

Based on recent traveler bookings, here are the top airlines favored for flights from Madison to Billings, primarily offering one-stop service. Popular layover options include Denver International Airport (DEN) with an average layover of about 1 hour and 45 minutes, Minneapolis-St. Paul International Airport (MSP) also around 1 hour and 45 minutes, and O'Hare International Airport (ORD) with a shorter layover of about 1 hour and 15 minutes. This variety allows you to select the best itinerary based on price, total travel time, and cabin class.

• United: This comprehensive airline provides one-stop services, managing around 64% of the flights on this route. One-way ticket prices generally fall between $130 and $460. Expect an in-flight duration of 4 hours and 15 minutes, with the total travel time, including layover, being about 6 hours.
• Delta: As another full-service airline, Delta facilitates one-stop journeys, representing roughly 21% of departures on this route. One-way fares usually range from $130 to $365. The flight lasts approximately 4 hours and 15 minutes, while the overall travel time, including layovers, is close to 6 hours.
• American Airlines: Offering one-stop services, this full-service carrier accounts for around 15% of flights on this route. One-way fares typically range from $135 to $390. Passengers can expect an in-flight time of 4 hours and 15 minutes, with a total journey time of about 6 hours considering layovers.

Alternative route from Madison (MSN) to Billings (BIL)

• Appleton to Billings (ATW-BIL): Appleton International Airport (ATW) is located approximately 88 miles from Dane County Regional Airport (MSN). One-way economy fares for this route generally fall between $145 and $565, influenced by the season and how far in advance you book. Travelers can expect to find one-stop flights, with common layover points being Denver International Airport (DEN) and Minneapolis - St. Paul International Airport (MSP). Major airlines operating on this route include United and Delta, and first-class service is also offered.

How to find the best prices for flights from Madison (MSN) to Billings (BIL)

Getting some of the best deals on flights from Madison to Billings is all about timing and flexibility. Here are some key tips to help you save:

1. Best times to book and fly: cheaper fares are typically available when booking 2-8 weeks in advance, which coincides with when most travelers make their reservations. Departures in the morning from 5 AM to 12 PM tend to offer lower prices and are also the most popular flight times. Additionally, flying on Thursday provides both cheaper rates and is the most favored travel day.
2. Set up price alerts: stay updated on price changes by using Expedia's Price Tracker. Receive alerts when fares drop for your selected route.
3. Bundle and save: bundle your flight and hotel to save on Expedia, or unlock a hotel deal after booking your flight.* Find Billings hotel and flight deals.
4. Compare flight options: use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
5. Stay flexible with dates: being open to different travel days can sometimes help you find better prices on flights and hotels.
6. Think about luggage: nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your allowance before confirming your booking to avoid excess baggage fees at the airport.

*Members only. Savings vary and are not available on all bundles. Select hotels.

Arriving at Logan International Airport from Dane County Regional Airport

Billings welcomes travelers from Madison with a range of transport options based on price, convenience, and proximity. Here's how to reach Billings efficiently:

• Hotel transfer: Transfers offer a convenient way to reach your hotel in Billings, with options including free hotel shuttles and private rides, which can be arranged in advance with your hotel.
• Car rental: Renting a car from Logan International Airport is a great option if you plan to explore and sightsee beyond the city. Browse cheap car rentals at Logan International Airport on Expedia.
• Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.
• Public transportation: From Logan International Airport, Billings Seaport, a seaport, is conveniently located about 0.1 miles away on foot, making it easily accessible for travelers.

Madison to Billings Flights

The cheapest times to fly from Madison to Billings

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Madison to Billings are during the month of September. You can find some of the cheapest flights from Madison to Billings with Expedia's search tool and vast selection of airlines.

The best time to book a flight from Madison to Billings

Sunday is one of the best days to book for cheap flights from Madison to Billings: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

How to find cheap round-trip tickets from Madison to Billings

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Madison to Billings in 2026. You can also book with separate airlines for your outbound and return journeys, from $303 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Madison to Billings flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

You could also save big by booking one of Expedia's vacation packages. Bundling together your Madison to Billings airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

*Terms apply.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.