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

View $303 flight on Tue, Sep 22, 2026Opens in a new window

Popular airlines from Dane County Regional Airport (MSN) to Billings Logan Intl. Airport (BIL)

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Cheap Flights from Madison to Billings (MSN-BIL)

Prices were available within the past 7 days and start at $303 for one-way flights and $329 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat, Sep 19 - Sat, Oct 3
MSN
Madison
BIL
Billings
$329 Roundtrip, found 6 hours ago
$329
Roundtrip
found 6 hours ago
Select Delta flight, departing Sat, Sep 19 from Madison to Billings, returning Sat, Oct 3, priced at $329 found 6 hours ago
United
Sat, Sep 19 - Sat, Oct 3
MSN
Madison
BIL
Billings
$329 Roundtrip, found 6 hours ago
$329
Roundtrip
found 6 hours ago
Select United flight, departing Sat, Sep 19 from Madison to Billings, returning Sat, Oct 3, priced at $329 found 6 hours ago
United
Sat, Sep 19 - Sat, Oct 3
MSN
Madison
BIL
Billings
$334 Roundtrip, found 6 hours ago
$334
Roundtrip
found 6 hours ago
Select United flight, departing Sat, Sep 19 from Madison to Billings, returning Sat, Oct 3, priced at $334 found 6 hours ago
American Airlines
Tue, May 11 - Sat, May 15
MSN
Madison
BIL
Billings
$360 Roundtrip, found 6 hours ago
$360
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Tue, May 11 from Madison to Billings, returning Sat, May 15, priced at $360 found 6 hours ago
United
Sat, Sep 19 - Sat, Oct 3
MSN
Madison
BIL
Billings
$360 Roundtrip, found 6 hours ago
$360
Roundtrip
found 6 hours ago
Select United flight, departing Sat, Sep 19 from Madison to Billings, returning Sat, Oct 3, priced at $360 found 6 hours ago
United
Sat, Sep 19 - Sat, Oct 3
MSN
Madison
BIL
Billings
$366 Roundtrip, found 6 hours ago
$366
Roundtrip
found 6 hours ago
Select United flight, departing Sat, Sep 19 from Madison to Billings, returning Sat, Oct 3, priced at $366 found 6 hours ago
United
Wed, Oct 28 - Sun, Nov 1
MSN
Madison
BIL
Billings
$371 Roundtrip, found 1 day ago
$371
Roundtrip
found 1 day ago
Select United flight, departing Wed, Oct 28 from Madison to Billings, returning Sun, Nov 1, priced at $371 found 1 day ago
United
Wed, Oct 28 - Sun, Nov 1
MSN
Madison
BIL
Billings
$373 Roundtrip, found 1 day ago
$373
Roundtrip
found 1 day ago
Select United flight, departing Wed, Oct 28 from Madison to Billings, returning Sun, Nov 1, priced at $373 found 1 day ago
United
Wed, Oct 28 - Sun, Nov 1
MSN
Madison
BIL
Billings
$375 Roundtrip, found 1 day ago
$375
Roundtrip
found 1 day ago
Select United flight, departing Wed, Oct 28 from Madison to Billings, returning Sun, Nov 1, priced at $375 found 1 day ago
United
Wed, Oct 28 - Sun, Nov 1
MSN
Madison
BIL
Billings
$378 Roundtrip, found 1 day ago
$378
Roundtrip
found 1 day ago
Select United flight, departing Wed, Oct 28 from Madison to Billings, returning Sun, Nov 1, priced at $378 found 1 day ago

Find the cheapest month to fly from Madison (MSN) to Billings (BIL)

May is typically the cheapest month to fly

From $278 - $584 per traveler.

What you need to know for your flight from Dane County Regional to Logan Intl.

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.

Frequently asked questions

How much does a flight from Madison, WI (MSN-Dane County Regional) to Billings, MT (BIL-Logan Intl.) cost?
You can find cheap one-way flights from $303 and cheap return flights from $329 Madison, WI (MSN-Dane County Regional) to Billings, MT (BIL-Logan Intl.) with Expedia. One-way flights generally range between $180 and $615, and roundtrip flights usually range from $388 to $1484. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Madison, WI (MSN-Dane County Regional) to Billings, MT (BIL-Logan Intl.) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Madison, WI (MSN-Dane County Regional) to Billings, MT (BIL-Logan Intl.)?
October is typically the cheapest month to fly from Madison, WI (MSN-Dane County Regional) to Billings, MT (BIL-Logan Intl.), with average round-trip fares around $338. This is about 33% lower than the average price throughout the year, as demand tends to decrease after the summer travel season. Other cheap months to fly from Madison to Billings include March and September.*Averages based on flights available on Expedia in the last year.
Which airlines fly direct from Madison, WI (MSN-Dane County Regional) to Billings, MT (BIL-Logan Intl.)?
Enter MSN to BIL and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Madison, WI (MSN-Dane County Regional) to Billings, MT (BIL-Logan Intl.)?
Delta is one of the cheapest airlines offering connecting flights from Madison, WI (MSN) to Billings, MT (BIL), with round-trip tickets starting from around $378 with a layover in Detroit Metropolitan Wayne County (DTW). Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Madison, WI (MSN-Dane County Regional) to Billings, MT (BIL-Logan Intl.)?
To find a cheap flight from Madison, WI (MSN-Dane County Regional) to Billings, MT (BIL-Logan Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from Madison, WI (MSN-Dane County Regional) to Billings, MT (BIL-Logan Intl.)?
The best time to fly from Madison, WI (MSN) to Billings, MT (BIL) is in September and October. With average return flight prices around $338, these months are both affordable and enjoyable. September features beautiful fall colors, while October offers a quieter travel experience, perfect for exploring the scenic landscapes of Montana.*Prices based on flights available on Expedia in the last year.
What is the earliest flight from Madison, WI (MSN-Dane County Regional) to Billings, MT (BIL-Logan Intl.)?
The earliest flight from Madison (MSN) to Billings (BIL) typically departs at around 5:00 AM, operated by American Airlines. This seasonal service is available in September, allowing you to maximize your time in Billings. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
How long does it take to fly from Madison, WI (MSN-Dane County Regional) to Billings, MT (BIL-Logan Intl.)?
A flight from MSN to BIL with a layover takes around 6 hours, with the route covering approximately 962 miles. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Madison, WI (MSN-Dane County Regional) to Billings, MT (BIL-Logan Intl.)?
First class seats are offered on the MSN to BIL route. First class cabins are available on:

  • American Airlines
  • Delta Air Lines
  • United Airlines

How do I earn miles on a Madison, WI (MSN-Dane County Regional) to Billings, MT (BIL-Logan Intl.) flight with Expedia?
It's easy to earn miles on a Madison, WI (MSN-Dane County Regional) to Billings, MT (BIL-Logan Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Billings from Dane County Regional (MSN)?
From Dane County Regional (MSN), you can fly into Logan Intl. (BIL) to reach Billings. Some flights may connect through major hubs like O'Hare Intl. (ORD), Detroit Metropolitan Wayne County (DTW), Minneapolis - St. Paul Intl. (MSP) before reaching Billings. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Madison, WI (MSN-Dane County Regional) to Billings, MT (BIL-Logan Intl.) at the last minute?
Typically, booking a last minute flight from Madison, WI (MSN-Dane County Regional) to Billings, MT (BIL-Logan Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Madison, WI (MSN-Dane County Regional) to Billings, MT (BIL-Logan Intl.) flight and hotel package?
Securing a Madison, WI (MSN-Dane County Regional) to Billings, MT (BIL-Logan Intl.) Billings Vacation Packages is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Madison, WI (MSN-Dane County Regional) to Billings, MT (BIL-Logan Intl.)?
If you booked your Madison, WI (MSN-Dane County Regional) to Billings, MT (BIL-Logan Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Dane County Regional
Destination airport
Logan Intl.
Airlines serving
American Airlines, Delta, United
Roundtrip price
$328
Distance
961 mi

Book with confidence

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.

 

Madison to Billings Flights

*Flight schedules are subject to change.

*Available to One Key members.

 

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