Cheap Flights to Waterloo: Waterloo Flight Deals

View €170 flight on Sat, 10 Jan 2026Opens in a new window

Popular airlines to Waterloo

    notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
    deals illustration

    Book smarter

    Save up to 15% on select hotels after you book a flight*
    trophy illustration

    Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Cheap round-trip flights to Waterloo

Prices were available within the past 7 days and start at €170 for one-way flights and €240 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Thu, 30 Oct - Sun, 2 Nov
EWR
New York
MSN
Madison
€240 Return, found 1 day ago
€240
Return
found 1 day ago
Select United flight, departing Thu, 30 Oct from New York to Madison, returning Sun, 2 Nov, priced at €240 found 1 day ago
American Airlines
Thu, 30 Oct - Sun, 2 Nov
EWR
New York
MSN
Madison
€299 Return, found 1 day ago
€299
Return
found 1 day ago
Select American Airlines flight, departing Thu, 30 Oct from New York to Madison, returning Sun, 2 Nov, priced at €299 found 1 day ago
Delta
Thu, 30 Oct - Mon, 3 Nov
LGA
New York
MSN
Madison
€367 Return, found 6 days ago
€367
Return
found 6 days ago
Select Delta flight, departing Thu, 30 Oct from New York to Madison, returning Mon, 3 Nov, priced at €367 found 6 days ago
KLM
Thu, 5 Mar - Tue, 10 Mar
DUB
Dublin
MSN
Madison
€674 Return, found 2 days ago
€674
Return
found 2 days ago
Select KLM flight, departing Thu, 5 Mar from Dublin to Madison, returning Tue, 10 Mar, priced at €674 found 2 days ago
British Airways
Mon, 17 Nov - Mon, 24 Nov
DUB
Dublin
MSN
Madison
€677 Return, found 4 days ago
€677
Return
found 4 days ago
Select British Airways flight, departing Mon, 17 Nov from Dublin to Madison, returning Mon, 24 Nov, priced at €677 found 4 days ago

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

April is typically the cheapest month to fly

From €169 - €409 per traveller.

Frequently asked questions

What is the name of Waterloo's airport?
Waterloo is served by a single airport, Dane County Regional Airport (MSN).
How far is Dane County Regional Airport (MSN) from central Waterloo?
Long commutes aren't a big deal if you plan ahead of time. Downtown Waterloo is 29 kilometres from MSN, so it's smart to know how to get to the city before you arrive.
What airport is best to fly into Waterloo?
With one main airport in Waterloo, it won't take you long to get your hands on the best flight. You'll be taking off to Dane County Regional Airport (MSN), which sits around 29 kilometres from downtown.
How many airlines fly to Waterloo?
Waterloo is serviced by 5 airlines from at least 16 airports across the globe.
Which airlines fly to Waterloo?
United Airlines and American Airlines operate the largest proportion of flights to Waterloo. One of the most common ways to get there is with a United Airlines flight leaving from Chicago.
How many nonstop flights are there to Waterloo?
With 264 nonstop flights running every week, you'll be hitting the runway in Waterloo before you can ask, "Are we there yet?"
Where are the most popular flights to Waterloo departing from?
Flights to Waterloo from Chicago, Minneapolis - St. Paul and Detroit airports are the most sought after.
How long is the flight to Waterloo Airport?
If you're going to Waterloo from Chicago, you're looking at a flight duration of 1 hour and 6 minutes. Those jetting off from Minneapolis - St. Paul can expect to be midair for 1 hour and 12 minutes. From Detroit it's approximately 1 hour and 27 minutes away.
How to book the cheapest flight to Waterloo?
If you want to have some extra spending money on your Waterloo holiday, listen up! As every experienced traveller will tell you, avoid booking at the last minute. Airfares are often highest close to the departure date. Another great way to grab the best deal is to research all options. If where you're headed has several airports, don't forget to look into the cost of flying into a smaller terminal. Last but not least, be ready to book quickly if you find a real bargain. It might not stick around for long. With a bit of know-how and some luck, the ideal airfare will be yours.
Do you have any tips for my flight to Waterloo?
Depending on where you're coming from, your trip to Waterloo could be completely stress-free or it could go on forever. We've compiled some handy travel tips that will help you start your next unforgettable escape on a positive note. What to pack in your hand luggage:

  • A plane ride can be a pleasure if you pack the right things. Firstly, you'll want a few basic toiletry items, such as deodorant and a toothbrush, a spare set of clothes and a good book. Next, find room in your hand luggage for your electronic devices, chargers, any vital medications and maybe a quality neck pillow as well. Lastly, and most importantly, be sure to bring your passport, travel papers and some cash.

Do not pack the following items in your hand luggage:

  • Check carefully that you don't have sharp objects (like a pocket knife) hiding in the bottom of your carry-on luggage. Other restricted items include explosive or flammable substances, such as bleach and fuel, and gels and liquids in containers with a volume of more than 3.4 ounces (100 millilitres).

What to wear on a flight:

  • Choose comfort over style. Prepare for changes in temperature by donning layers, and pick slightly roomy, flat footwear like slip-ons.
  • Deep vein thrombosis (DVT) can pose a risk on long-haul flights. It results from blood clotting due to poor circulation and inactivity, so do some gentle foot and leg exercises in your seat and consider wearing compression socks.

How to get through airport security fast when flying to Waterloo?
The answer is — be prepared. We've compiled some tips and tricks for an easy trip through security. Look out Waterloo, here you come:

  • Security personnel first need to establish that you have a valid passport and boarding pass before anything else. Keep them close by.
  • Next up, both you and your carry-on bag must be X-rayed. To make the process quick and painless, take off anything that might trigger the alarms. Items such as your coat, belt and earphones need to go through the machine.
  • Your electronic gadgets like laptops and phones will also need to go on a tray for inspection. Don't worry though, you'll be back online in no time.
  • Any gels or liquids, such as shampoo or hand cream, that you want to bring on board must be no greater than 3.4 ounces (100 millilitres). Also, everything must fit inside a quart-size (one litre), clear zip-lock bag.
  • Lightweight sneakers are a sensible footwear choice as you're less likely to be required to remove them when going through security. Safety boots and other heavy shoes are usually subjected to additional screening.
  • Take all prohibited items out of your carry-on bag. If you have any sharp objects like a pocket knife or tools, pack them safely away in your checked baggage. They won't be allowed in the cabin.

Book with confidence

Expedia.ie is an online travel company that specialises in securing the best prices for flights to Waterloo. With Expedia you get highly specialised services, combining the best of technology, in-depth knowledge and the best connections in order to offer great deals to Waterloo. Expedia shares your passion for travel and has built the best online travel service that promotes and encourages travel. Whether you are looking for cheap flights to Waterloo, or are just on the lookout for the best flights to Waterloo, you are sure to find the best deals with Expedia.ie.

"One of the many benefits of booking your flights through Expedia is that we are one of the world’s largest online travel agency, which means we use our collective experience and work tirelessly to bring you the best prices. With Expedia you get a user-friendly internet experience and a dedicated customer support service that ensures that everything goes smoothly. The goal of Expedia is to offer premium services at the lowest price, all at one single place. If you wish to save even more try combing a hotel in Waterloo to your flight and create a personalised low cost city break or holiday to your favourite destination. Book early and you could save even more!

If you have an Expedia.ie itinerary number and have a question or concern about your travel plans you can call us on (01) 524 5005 from 8am - 10pm Monday to Friday, and 9am - 10pm at weekends and an Expedia agent will help you.

Travel information

Destination airport
Dane County Regional
Destination airport IATA code
MSN
Destination city name
Madison
Return price
€239

Trending flights to Waterloo

Prices were available within the past 7 days and start at €170 for one-way flights and €240 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Thu, 5 Mar - Tue, 10 Mar
DUB
Dublin
MSN
Madison
€644 Return, found 2 days ago
€644
Return
found 2 days ago
Select American Airlines flight, departing Thu, 5 Mar from Dublin to Madison, returning Tue, 10 Mar, priced at €644 found 2 days ago

Explore a world of travel with Expedia

*Available to Expedia members.