Cheap Flights to Watertown from $56

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

How Much Does it Cost To Fly To Watertown?

The cheapest prices found with in the last 7 days for return flights were $120 and $56 for one-way flights to Watertown for the period specified. Prices and availability are subject to change. Additional terms apply

Wed, Sep 9 - Sat, Sep 12
FLL
Fort Lauderdale - Hollywood Intl.
MSN
Dane County Regional
$120 Roundtrip, found 23 hours ago
$120
Roundtrip
found 23 hours ago
Select Breeze Airways flight, departing Wed, Sep 9 from Fort Lauderdale - Hollywood Intl. to Dane County Regional, returning Sat, Sep 12, priced at $120 found 23 hours ago
OriginDestinationTravel DatesFlights From*
TPAMadisonSeptember 9 to September 12$142
MCOMadisonSeptember 29 to October 6$144
DENMadisonSeptember 10 to September 17$177
PHXMadisonOctober 26 to November 2$178
PHLMadisonOctober 15 to October 18$187
DFWMadisonAugust 27 to August 30$251
ATLMadisonNovember 2 to November 9$258
LAXMadisonSeptember 6 to September 10$279
MSPMadisonSeptember 18 to September 21$289
SEAMadisonSeptember 10 to September 16$354
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
DFWMadisonAugust 23 to September 3$272
LAXMadisonAugust 23 to August 28$299
TPAMadisonAugust 22 to August 26$310
ATLMadisonAugust 23 to August 30$334
DENMadisonAugust 22 to September 1$359
MCOMadisonAugust 22 to September 17$385
SEAMadisonAugust 21 to August 26$497
MSPMadisonAugust 23 to August 25$818
PHXMadisonAugust 21 to August 23$822
*Prices include taxes and fees

Watertown Flight Information

Traveling to
Watertown
Lowest Price
$120
Number of Airlines Serving
Airlines Serving
Breeze Airways
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Family Friendly Hotels in Watertown

Best Western Watertown

Best Western Watertown

2.5 out of 5
101 Aviation Way Watertown WI
$96 nightly
The price is $109 total per night from Aug 23 to Aug 24
$109 total
Aug 23 - Aug 24
Total with taxes and fees
Stay at this hotel in Watertown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions The ...
9/10 Wonderful! (614 reviews)
"Traveling from central Illinois, we always stay at this hotel for the Oshkosh Airventure. Good price and availability. We were disappointed that the hot tub was down this time due to a part on order, but oh well."

Reviewed on Aug 15, 2026

Opens in a new windowBest Western Watertown
Super 8 by Wyndham Watertown WI

Super 8 by Wyndham Watertown WI

2 out of 5
1730 S Church St Watertown WI
$77 nightly
The price is $88 total per night from Sep 1 to Sep 2
$88 total
Sep 1 - Sep 2
Total with taxes and fees
Stay at this hotel in Watertown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions The ...
Opens in a new windowSuper 8 by Wyndham Watertown WI
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Best Watertown Flight and Hotel Packages

Watertown flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Sunset Bay Resort & Suites

Sunset Bay Resort & Suites

2 out of 5
Price was $587, price is now $457 per person
$457
per person
Sep 17 - Sep 21
found 5 hours ago
Roundtrip flight included
Chicago (CHI) to Madison (MSN)
Madison Marriott South

Madison Marriott South

3.5 out of 5
Save 100% on your flight
Price was $1,227, price is now $909 per person
$909
per person
Oct 8 - Oct 15
found 22 hours ago
Roundtrip flight included
Chicago (CHI) to Madison (MSN)
Fairfield by Marriott Inn & Suites Madison South

Fairfield by Marriott Inn & Suites Madison South

3 out of 5
Save 100% on your flight
Price was $1,179, price is now $890 per person
$890
per person
Oct 8 - Oct 15
found 22 hours ago
Roundtrip flight included
Chicago (CHI) to Madison (MSN)
Don't see what you're looking for?
See all available trips from Chicago to Watertown
View all trips

Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Frequently asked questions

Which airlines fly to Watertown?
Book your flight with one of the 9 airlines that fly to Watertown. Savvy travelers often prefer to fly with these carriers:

  • Delta Air Lines
  • American Airlines
  • United Airlines

What airport is best to fly into Watertown?
Before locking in your flight to Watertown, keep in mind that it's home to a couple of airports. Mitchell Intl. Airport is 45 mi from the city center, while Truax Field is 30 mi from the sights and sounds of downtown.
Where to stay in Watertown
Watertown is home to 6 accommodations, and things can get snapped up rather quickly! However, if you book ahead, we're sure you'll find somewhere that's to your liking.If you're searching for the top accommodation options in Watertown, we suggest the The Katherine Holle House and the Best Western Watertown. Reserve a room and then start booking all your unforgettable activities and experiences.
Places to visit in Watertown
If you'd like a keepsake of your vacation, look beyond the common mugs, T-shirts and fridge magnets, and get the perfect memento at Johnson Creek Premium Outlets. After more options? Both tourists and locals like to go on guided tours of The Octagon House, a memorable historic residence. And there's still more going on in the surrounding area. Be entertained by the many talented actors performing at The Gobbler Theater and admire all the hard work which goes into the productions.
How to get through airport security fast when traveling to Watertown
These handy tips and pointers about airport security procedures will save you lots of time on your trip to Watertown:

  • Security personnel will request to see your boarding pass and passport upon arrival. Store them in an accessible place, so they're ready for inspection.
  • Take off your shoes and belt before approaching security. Items such as these are not allowed in the body scanner.
  • All laptops need to be taken out of their protective carry bags and placed in a tub prior to being X-rayed.
  • Flying with a favorite perfume? As long as it's no larger than 3.4 ounces (100 milliliters) and it's placed in a clear zip-lock bag, you can keep it in your hand luggage.
  • Undo your shoelaces before entering the body scanner. Depending on the style of shoes you're wearing, security may ask you to take them off.
  • Stash any multi-tools or other pointy items in your checked luggage. Security personnel don't allow these on the plane.

Plane Tickets To Watertown

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Watertown. Browse through our inventory to explore a wide range of cheap flights to Watertown to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Watertown as you anxiously await to exit the plane and explore what Watertown has to offer. Considering all the amazing local food and culture in Watertown, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Watertown to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Watertown without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Watertown with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Watertown today!

Explore More Ways to Travel with Travelocity

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.