$69 Cheap Flights to Watertown, WI

Popular airlines to Watertown

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How much is the cheapest flight to Watertown?

Prices were available within the past 7 days and start at $69 for one-way flights and $123 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Breeze Airways
American Airlines
United
Sun Country Airlines

Alternative airports near Watertown

Prices were available within the past 7 days. Prices and availability are subject to change.

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

April is typically the cheapest month to fly

From $198 - $497 per traveler.

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Tips to find the cheapest flights to Watertown

The cheapest day to fly

Get started finding a cheap flight to Watertown 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

March is the cheapest month to fly to Watertown. 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 Watertown. 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 Watertown, 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 Watertown

The lowest price for round-trip flights to Watertown in 2026 starts from from $123, 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 Watertown. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Watertown

Frontier Airlines, Breeze Airways, Sun Country Airlines, American Airlines, Delta, United are just some of the airlines that can typically offer cheap tickets to Watertown. 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 Watertown and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Watertown, 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 Watertown. 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 Watertown 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 Watertown

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 Watertown.

Stopover savings

The cheapest tickets to Watertown are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Watertown. 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 Watertown 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 Watertown. Simply download the free Expedia app to your smart device and activate Watertown 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 Watertown. 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 Watertown?
September is the most affordable month to fly to Watertown, with average prices around $414. This month usually experiences lower demand, resulting in better fare options.*Prices based on flights available on Expedia in the last year.
Which US cities have the cheapest flights to Watertown?
You can find some of the cheapest flights to Watertown from these US cities:

  • Burlington (BRL, BTV)
  • Quincy (UIN)
  • Owensboro (OWB)
  • Kirksville (IRK)
  • Manistee (MBL)

with fares typically starting around $39.
Which US cities fly direct to Watertown?
Direct flights to airports near Watertown are available from these US cities:To O'Hare Intl. (ORD)
  • New York (JFK, LGA)
  • Newark (EWR)
  • Los Angeles (LAX)
  • Dallas (DAL, DFW)
  • Houston (IAH)

To General Mitchell Intl. (MKE)
  • Chicago (MDW, ORD)
  • Denver (DEN)
  • New York (JFK, LGA)
  • Newark (EWR)
  • Phoenix (PHX)

To Dane County Regional (MSN)
  • Chicago (ORD)
  • New York (LGA)
  • Denver (DEN)
  • Newark (EWR)
  • Washington (DCA)

How to find a cheap flight to Watertown?
To find a cheap flight to Watertown, be flexible with your dates. Traveling in the off-season or shoulder season can help you save. Mid-week flights are usually less expensive, too. Use flight search engines, like Expedia, to compare airlines, flight times and routes all in one place to find affordable rates. You may find that flights with layovers are cheaper than direct flights. You can also set up Price Tracking and receive alerts when fares go up or down.
Which airlines fly to Watertown?
Multiple carriers fly to Watertown:

  • American Airlines
  • Delta
  • Frontier Airlines
  • Spirit Airlines
  • United
  • United Airlines
  • Volaris

Where do you fly into Watertown?
If you're heading to Watertown, you have several airport options:

  • The closest major airport is Chicago, IL (ORD-O'Hare Intl.), about 102 miles from the city center, which is a hub for United, American Airlines, and Delta, with other airlines like Frontier Airlines, Air Canada also operating here.
  • Milwaukee, WI (MKE-General Mitchell Intl.) is another option, about 60 miles away, serving as a hub for United, Delta, and WN, with American Airlines, Alaska Airlines also operating here.
  • Madison, WI (MSN-Dane County Regional), about 43 miles away, serving as a hub for American Airlines, United, and Delta, with Frontier Airlines, MQ also operating here.
  • Appleton, WI (ATW-Appleton Intl.), about 75 miles away, serving as a hub for United, Delta, and American Airlines, with MQ, Sun Country Airlines also operating here.
  • Green Bay, WI (GRB-Austin Straubel Intl.), about 99 miles away, serving as a hub for United, Delta, and American Airlines, with MQ, OO also operating here.

What is the cheapest airport to fly to in Watertown?
The most affordable airport to fly into in Watertown is typically Milwaukee, WI (MKE-General Mitchell Intl.), which is about 60 miles from the city center. This option can help you save on travel costs while still providing access to the area.*Prices based on flights available on Expedia in the last year.
Which budget airlines fly to Watertown?
For budget travel to Watertown, there are 13 low-cost airlines to choose from, including:

  • Spirit Airlines: serves Milwaukee (MKE), Chicago (ORD)
  • Frontier Airlines: serves Madison (MSN), Milwaukee (MKE), Chicago (ORD), Green Bay (GRB)
  • Southwest Airlines: serves Milwaukee (MKE), Chicago (ORD)
  • Volaris: flies to Chicago (ORD)
  • JetBlue Airways: serves Milwaukee (MKE), Chicago (ORD)
  • Viva Aerobus: flies to Chicago (ORD)
  • Sun Country Airlines: serves Madison (MSN), Milwaukee (MKE), Appleton (ATW), Chicago (ORD)
  • WestJet: serves Madison (MSN), Milwaukee (MKE), Appleton (ATW), Chicago (ORD), Green Bay (GRB)
  • Breeze: flies to Madison (MSN)
  • Arajet: flies to Chicago (ORD)

What is the best month to visit Watertown?
The best time to visit Watertown, Massachusetts, varies by preference: late spring (May–June) is great for birdwatching, summer (June–September) offers warm temperatures and peak events, and fall (September–November) showcases beautiful foliage with fewer crowds. Mid-June to mid-September is particularly favorable for warm-weather activities.
How far in advance should I book a flight to Watertown?
For domestic travel to Watertown, booking 1-2 months in advance usually gets you the best deals. For international flights to Watertown, aim to book around 1 month ahead to snag the best fares. For added peace of mind, use Expedia's Price Drop Protection™ when you make your booking. It's free to use for Gold and Platinum members on the Expedia app. Once a qualifying flight is purchased, we'll automatically check your flight on Expedia until the day of your departure and notify you if there are price changes. If your flight price drops after you book, we'll automatically award the price difference in OneKeyCash™* into your One Key account after your trip ends.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What day of the week is cheapest day to buy a plane ticket to Watertown?
Saturday is typically the cheapest day to buy a plane ticket to Watertown, with an average price of about $414. This lower fare is often a result of reduced demand compared to weekdays. If Saturday doesn't fit your schedule, consider Friday as another option. Use Expedia's Price Tracking tool to monitor prices for your trip and receive alerts when fares go up or down.*Cheapest day to book based on flights available on Expedia in the last year.
What is the most expensive month to fly to Watertown?
July is the most expensive month to fly to Watertown, with average return ticket prices around $489. This is about 8% higher than the average throughout the year, as summer vacations drive up demand. For cheaper flights, consider traveling in September or August when prices are generally more favorable.*Prices based on flights available on Expedia in the last year.
What public holidays or seasonal events might make flights to Watertown more expensive?
Traveling to Watertown can be more expensive during public holidays like July 4th and Thanksgiving in November. These holidays typically see a surge in visitors, which can drive up flight prices as travelers seek to participate in local celebrations and events.
How can I track flight prices to Watertown?
Our Price Tracking tool allows you to monitor fares to Watertown. You can view flight price history and see predictions of future prices as available. When you're signed into your Expedia account, you can set up flight price alerts too. This way, you'll receive notifications when prices go up or down, so you know when it's the right time to book.
How to get a cheap last-minute flight to Watertown?
It is possible to find cheap, last-minute flights to Watertown, especially if you can be flexible with your dates, times and route. Whether you're planning a spontaneous getaway or need to travel for business, there are plenty of last-minute flight deals on Expedia. You can also bundle your flight and hotel for even more savings with a package deal.
Can I earn miles booking a flight to Watertown with Expedia?
You can earn miles when booking a flight to Watertown on Expedia. Before confirming your booking, just select the frequent flyer program name and enter your program number. For even more rewards, join One Key™—our free travel rewards program. One Key members earn OneKeyCash™* on eligible bookings for every dollar spent.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
Can I save money by booking a Watertown trip package?
Book a Watertown flight and hotel package deal on Expedia, and you can make significant savings. It's simple to bundle your accommodations and flights, and you can also add car rentals and activities to create your own customized Watertown trip. Plus, nothing beats the convenience of booking everything in the same place.
Can I change or cancel my flight to Watertown?
It's often possible to cancel or change your flight to Watertown using Expedia. Many airlines let you cancel your flights for free within 24 hours of booking. However, some flights are non-refundable, and airlines may offer to reschedule your flight rather than provide a direct refund. To find affordable flights to Watertown with flexible change policies, select "No cancel fee" or "Changes included" when you search. Need more information? Visit our Customer Service Portal.

*Flight schedules are subject to change.

Flights to Watertown information
Destination airport
Dane County Regional
Destination airport IATA code
MSN
Destination city name
Madison
Roundtrip price
$123

Trending flights to Watertown

Prices were available within the past 7 days and start at $69 for one-way flights and $123 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines

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