$69 Cheap Flights to Waterloo, WI

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How much is the cheapest flight to Waterloo?

Prices were available within the past 7 days and start at $69 for one-way flights and $138 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun Country Airlines
Breeze Airways
American Airlines
Frontier Airlines
United

Find the cheapest month to fly from Columbus (CMH) to Madison (MSN)

April is typically the cheapest month to fly

From $198 - $471 per traveler.

Graph displaying average flight prices per month

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

February 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 2025 starts from from $138, while one-way tickets start from from $69. 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

Sun Country Airlines, Breeze Airways, American Airlines, United, Frontier 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.

Frequently asked questions

What month is the cheapest to fly to Waterloo?
October is typically the cheapest month for flights to Waterloo*. Make sure to check for cheap flights during this time as you could snag a great discount. *Cheapest month to fly is based on the month with the cheapest flight found on Expedia.com in the next 330 days.
Which US cities have the cheapest flights to Waterloo?
Typically, Chicago, Detroit and Minneapolis - St. Paul have cheap flights to Waterloo. However, being flexible is the secret to landing the best prices. Plan your escape during low season or midweek to keep costs down.
Which US cities fly direct to Waterloo?
There are 14 US destinations you're able to fly to Waterloo nonstop from. Explore your options by using the "Direct flights only" box on Expedia and choose the ideal departure point for you. Here are some of the leading cities to take off from:
  • Chicago
  • Detroit
  • Minneapolis - St. Paul
  • Dallas
  • Atlanta

How to find a cheap flight to Waterloo?
Jetting off in the low season and booking ahead of time are two easy ways to secure cheap flights to Waterloo. Or, consider departing on a Thursday, which is on average 16% cheaper than leaving on a Sunday.* Want to be the first to know when fares drop? Simply set up price tracking on the Expedia app to get real-time updates.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Waterloo?
Being flexible about your plans might help you to find last-minute deals on cheap flights to Waterloo. To view all the available options, try exploring different ticket types, tweaking your Waterloo vacation dates, leaving from an alternative airport or going with another carrier.
How far in advance should I book a flight to Waterloo?
To nab some of the biggest savings on domestic journeys, book your flight to Waterloo 28 days ahead of your travel dates. For international flights, book between two and four months in advance. This gives you a better chance of getting the departure dates and seats you want.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Waterloo?
Generally, you can get cheap flights to Waterloo on a Sunday. You'll save about 8% on average compared to booking on a Friday, which is often the most expensive day to buy tickets.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to Waterloo?
There are 5 airlines connecting Waterloo with 14 airports all over the world. The chief gateway to this city is Dane County Regional Airport (MSN). Book a fare with any of these top airlines to Waterloo:
  • United Airlines
  • American Airlines
  • Delta Air Lines
  • Frontier Airlines

Where do you fly into Waterloo?
The main airport when you fly to Waterloo is Dane County Regional Airport (MSN), but there are some good nearby alternatives like Waukesha County Airport (UES) and Janesville, WI (JVL-Southern Wisconsin Regional). You can also arrive at West Bend Municipal Airport (ETB) and Fond du Lac, WI (FLD-Fond du Lac County) when flying to Waterloo.
How far is the airport from central Waterloo?
You'll be about 19 mi west of central Waterloo after touching down at Dane County Regional Airport (MSN).
Can I save money by booking a Waterloo trip package?
You could potentially save hundreds of dollars if you choose a Waterloo flight and hotel package deal on Expedia. And you'll make life easier by having all your travel arrangements in one place. Try bundling hotels and flights with extras like activities and tours for your own personalized Waterloo vacation.
Can I change or cancel my flight to Waterloo?
It's often possible to change or cancel your flight to Waterloo. Many airlines allow you to cancel your ticket for free within 24 hours of booking. However, some flights are non-refundable, and airlines may issue you credit for a future trip in place of a direct refund. To find cheap flights to Waterloo with flexible change policies, pick "No cancel fee" or "Changes included" during your search. Want more information? Go to our Customer Service Portal.
Flights to Waterloo information
Destination airport
Dane County Regional
Destination airport IATA code
MSN
Destination city name
Madison
Roundtrip price
$138

Trending flights to Waterloo

Prices were available within the past 7 days and start at $69 for one-way flights and $138 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun Country Airlines

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*Available to One Key members.