$66 Cheap Flights to Waterloo, WI

Flights to Waterloo at a glance

Traveling to Waterloo is hassle-free; simply choose between full-service and budget airlines. Compare flight durations and select the option that best fits your budget, timetable, and plans to discover the city’s renowned attractions and neighborhoods.

• Major airport near Waterloo: Dane County Regional Airport (MSN)
• Flights per week: 1,600+ flights arriving at Waterloo airport
• Number of airlines that fly to Waterloo: around 5+ carriers

Popular airport near Waterloo

Waterloo is a charming city perfect for outdoor enthusiasts, scenic getaways, and adventurous vacations. Visitors flock here for its romance, beautiful landscapes, and rich culture. A major airport conveniently serves the area, making travel easy for those seeking a memorable experience.

• Dane County Regional Airport (MSN): Situated in Dane County, Wisconsin, approximately 18 miles from Waterloo, this airport offers a range of domestic and international flights. It connects travelers to over 160 domestic cities and 25 international locations. Passengers can opt for first class or premium economy service for enhanced comfort, depending on their chosen airline and route. Major airlines operating here include American Airlines, United, and Delta.

Top routes to Waterloo

• Denver (DEN) to Waterloo (MSN), with one-way flights starting at around $85
• Orlando (MCO) to Waterloo (MSN), with one-way airfare from around $75
• Phoenix (PHX) to Waterloo (MSN), with one-way fares starting at around $80
• New York (JFK/LGA) to Waterloo (MSN), with one-way tickets available from around $150
• Washington (IAD/DCA) to Waterloo (MSN), with one-way tickets available from around $130

Cheapest routes to Waterloo

• Tampa (TPA) to Waterloo (MSN), with cheap one-way fares from around $70
• Orlando (MCO) to Waterloo (MSN), with low-cost one-way tickets from around $75
• Fort Myers (RSW) to Waterloo (MSN), with affordable one-way prices from around $75
• Phoenix (PHX) to Waterloo (MSN), with affordable one-way prices from around $80
• Denver (DEN) to Waterloo (MSN), with affordable one-way prices from around $85

*Flight times and fares vary by season and availability and are based on one-way routes

Top airlines with flights to Waterloo

• American Airlines: Provides service to Dane County Regional Airport (MSN), making up roughly 42% of arrivals in Waterloo. The average fare for a one-way ticket is about $250, with premium options potentially including first class based on the route.
• United: Operates flights to Dane County Regional Airport (MSN) and represents about 30% of arrivals to Waterloo. Travelers can expect average one-way fares around $280, with premium cabin selections possibly including first class depending on the route.
• Delta: Flies into Dane County Regional Airport (MSN), accounting for approximately 24% of arrivals to Waterloo. The average one-way fare is around $280, with premium services that might encompass both premium economy and first class depending on the route.
• Frontier Airlines: Serves Dane County Regional Airport (MSN), making up about 2% of the arrivals in Waterloo. The average one-way fare is roughly $190, presenting a budget-friendly option for travelers.
• Breeze: Offers flights to Dane County Regional Airport (MSN), accounting for around 1% of arrivals to Waterloo. The average one-way fare is approximately $120, appealing to those seeking economical travel choices.

Best time to fly to Waterloo

The most popular months for travelers to fly to Waterloo are January, March, and April, when peak temperatures in Waterloo can reach up to 45°F in April. If you prefer quieter travel, consider September, the least busy time to visit with temperatures around 62.6°F and typically the lowest average one-way fare (around $237), roughly 9% cheaper than the yearly average. Looking for additional cheaper months to fly? August, October, and May offer average one-way fares of around $250, making them good options for flexible travelers.

*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.

How to save money on a flight to Waterloo

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

1. 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.
2. Set up price alerts—as an Expedia member you can use Price Tracking to receive notifications when flight prices change.
3. Bundle and save—book a flight and unlock a hotel deal on Expedia.*
4. 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 baggage allowance before confirming your booking to avoid excess baggage fees at the airport.
5. Earn miles—you can earn airline miles when you book your Waterloo flight with Expedia. Just select your frequent flyer program and enter your program number when confirming your booking.

*For members. Select hotels.

Arriving in Waterloo

Waterloo welcomes travelers through its range of transport options based on price, convenience, and proximity. Here's how to reach Waterloo efficiently:

• Public transportation: From Dane County Regional Airport, Madison Station (a train station) is located about 7.2 miles away by car, while Madison Dutch Mill Park and Ride (a bus station) is approximately 9.2 miles from the airport, also reached by car.
• Hotel transfer: Transfers offer a convenient way to reach your hotel in Waterloo, with private rides that can be arranged in advance.
• Car rental: Renting a car in Waterloo is a good option if you plan to explore and sightsee beyond the city. Browse cheap car rentals in Waterloo on Expedia.
• Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.

Where to stay around Waterloo

• Sun Prairie: Located 12 miles drive away from Waterloo, Sun Prairie is a vibrant city that offers a blend of family-friendly activities, business opportunities, and urban experiences. Visitors can enjoy shopping at the local mall, explore educational institutions, and partake in various events. Key attractions include the picturesque Capitol Square, the impressive Wisconsin State Capitol ideal for business travelers, and the Monona Terrace Community and Convention Center, a hub for conferences and gatherings. Sun Prairie is perfect for those seeking both culture and commerce.
• Lake Mills: Lake Mills is located 8 miles drive away from Waterloo and is a delightful destination for nature lovers and couples seeking romance. With stunning outdoor scenery, this charming city features recreational areas, skiing opportunities, and close proximity to beautiful lakes and national parks. Notable points of interest include the Jefferson County Fairgrounds, perfect for family outings, the modern University of Wisconsin-Whitewater for educational experiences, and Aztalan State Park, a haven for adventure seekers and outdoor enthusiasts.
• Cottage Grove: Cottage Grove is located 13 miles away from Waterloo and is an appealing city for families and outdoor enthusiasts alike. The area boasts excellent educational facilities, shopping centers, and recreational venues. Visitors can explore landmarks such as the vibrant Capitol Square, the Monona Terrace Community and Convention Center for various events, and the Wisconsin State Capitol, which offers a glimpse into civic life. This city is a great fit for those looking to blend outdoor adventures with urban amenities.

Tips for short-haul flights to Waterloo

For quick getaways, efficiency is key. Here is how to make your short-haul journey smoother:

• Pack light and skip checked bags—when flying with budget airlines, it's often more economical to travel with just a carry-on. Maximize your space by using mini toiletries, wearing your bulkiest clothing, and planning your outfits wisely. This strategy also helps you avoid waiting at baggage claim upon arrival.
• Bring your own entertainment—many short-haul flights may lack in-flight entertainment options. To keep yourself engaged, download TV shows, movies, music, or podcasts ahead of time, and consider bringing a book. Remember to fully charge your devices before you board.
• Arrive at the airport in plenty of time—even for short or domestic flights, it’s advisable to arrive at least 1.5 to 2 hours before your scheduled departure, taking into account traffic and security lines.
• Bring your own snacks and water—pack snacks and a refillable water bottle to stay hydrated and save money while at the airport.

Tips for long-haul flights to Waterloo

Flying long-haul sometimes requires extra planning to ensure a comfortable journey:

• Select your seat in advance—for longer flights, choosing your seat is essential for comfort. Full-service airlines often allow free seat selection once online check-in opens, typically 24–48 hours before your flight. Some airlines permit seat selection even earlier.
• Arrive at the airport in plenty of time—aim to arrive at the airport at least 3 hours before departure for international flights to accommodate check-in, security, and immigration procedures.
• Relax at the airport—if you have some extra time, take the opportunity to browse the shops, visit a coffee shop, or unwind at the gate or in a departure lounge if you have access. Airport Wi-Fi is generally free and available.
• Adjust to the new time zone mid-flight—begin syncing your body clock by changing your watch and adjusting your sleep schedule to align with your destination's time zone. Try to sleep or stay awake during the flight according to the local time at your arrival destination to help minimize jet lag.

Tips to find the cheapest flights to Waterloo

The cheapest day to fly

Get started finding a cheap flight to Waterloo on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

The cheapest month to fly

December is the cheapest month to fly to Waterloo. This coincides with the low season when fewer people travel. Whichever month you travel in, though, be sure to book at least a month in advance if you want to score cheap tickets to Waterloo. ARC's data shows that domestic flights booked 28 days or more before departure are typically 24% cheaper than those booked last minute.

The most affordable time to book a flight

Typically, a Sunday can be the cheapest time to book a flight to Waterloo, according to ARC’s data. On average, you could save between 6% and 13% by booking on a Sunday instead of a Friday, which is the most expensive day to make a reservation.

The cheapest round-trip tickets to Waterloo

The lowest price for round-trip flights to Waterloo in 2026 starts from $186, while one-way tickets start from from $66. Expedia's effective search tool is one of the best ways to find a budget airfare. Simply enter your dates, and within seconds, it'll show you a vast selection of the cheapest flights to Waterloo. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Waterloo

Breeze Airways, United, Delta, American Airlines are just some of the airlines that can typically offer cheap tickets to Waterloo. You can find their most affordable flights by using the “airline” search filter and then sorting prices from low to high. As a trusted partner of the world's leading airlines, Expedia offers you some of the best airfare deals to Waterloo and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Waterloo, simply order your search results from lowest to highest price. Expedia's search tool compares flight prices for all airports close to your destination, so you don't have to manually search them one by one to find the cheapest flight to Waterloo. If you have a preferred place to fly into, take advantage of the “arrival airport” filter to narrow down your search on Expedia.

Save with a package

With Expedia's amazing package deals, you could save hundreds of dollars by booking your Waterloo plane tickets together with your accommodations, car rental, or activities. Just select the search wizard's “package” option to view some of the cheapest deals. Look out for the green savings label to see how much you're saving.

Date flexibility for the cheapest flights to Waterloo

If you can be flexible with your travel dates, it's a good idea to broaden your search by comparing prices on different days. This will open up more options, meaning you could uncover a less expensive flight to Waterloo.

Stopover savings

The cheapest tickets to Waterloo are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Waterloo. While the overall travel time might be longer than a non-stop flight, you may decide it's worth it for the money saved.

Get Expedia's Price Drop Protection

Price Drop Protection means that if your flight gets cheaper after booking, you'll be credited the difference*. This gives you peace of mind that you're getting one of the cheapest flights to Waterloo for your chosen departure. Expedia's Price Drop Protection is available for a small fee but is free to One Key Gold and Platinum tier members.

*Terms apply.

Use our Price Tracking feature

Expedia's Price Tracking feature is another great tool that removes the guesswork from finding cheap flights to Waterloo. Simply download the free Expedia app to your smart device and activate Waterloo flight price alerts for your travel dates. There's even a price predictor tool that uses historical data to indicate the best time to book, giving you peace of mind that you'll nab the lowest prices.

Book with Expedia

As well as Price Drop Protection and Price Tracking, Expedia's close partnership with a vast selection of the world's leading airlines means you're sure to find cheap flights to Waterloo. Plus, the One Key rewards program lets you earn real cash rewards on most bookings that you can use to save money on future trips. Best of all, it's free to join, and members often unlock exclusive discounts, too.

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