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$238+ Cheap flights from Watertown, NY (ART) to Wisconsin

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
ART — MKE
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Watertown to Wisconsin

Keep the following information in mind while searching for Watertown to Wisconsin flight deals. Data was last updated September 15, 2025.

Round-trip from

$238
(American Airlines)
From Watertown to Wisconsin
Search Deals

Find flight deals from Watertown to Wisconsin

Cheapest flights from Watertown to Wisconsin
Explore the most affordable flight options available from Watertown to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/304:27 pmART - ORD
1 stop5h 16mAmerican Airlines
Sat 10/48:35 amORD - ART
1 stop6h 27mAmerican Airlines
Deal found 9/15$238
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/114:28 pmART - MKE
1 stop5h 23mAmerican Airlines
Tue 10/144:45 pmMKE - ART
1 stop4h 48mAmerican Airlines
Deal found 9/14$417
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/116:00 amART - MSN
2 stops10h 39mAmerican Airlines
Tue 10/145:10 pmMSN - ART
1 stop4h 23mAmerican Airlines
Deal found 9/14$423
This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/306:00 amART - MSP
1 stop8h 12mAmerican Airlines
Sat 10/41:53 pmMSP - ART
1 stop5h 36mAmerican Airlines
Deal found 9/15$446
This American Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/106:00 amART - ORD
2 stops7h 03mAmerican Airlines
Tue 10/146:45 amORD - ART
1 stop6h 14mAmerican Airlines
Deal found 9/13$451
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/106:00 amART - MSN
1 stop7h 04mAmerican Airlines
Tue 10/145:10 pmMSN - ART
1 stop4h 23mAmerican Airlines
Deal found 9/14$608
This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/96:00 amART - MSN
1 stop7h 04mAmerican Airlines
Tue 10/146:29 amMSN - ART
1 stop6h 30mAmerican Airlines
Deal found 9/15$623
This American Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/212:33 pmART - ORD
1 stop6h 53mAmerican Airlines
Sun 11/306:35 pmORD - ART
1 stop4h 19mAmerican Airlines
Deal found 9/13$655
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/216:00 amART - MSP
1 stop8h 12mAmerican Airlines
Mon 9/225:35 amMSP - ART
2 stops9h 27mAmerican Airlines
Deal found 9/14$902
This American Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/286:00 amART - ORD
1 stop7h 20mAmerican Airlines
Thu 10/29:55 amORD - ART
1 stop5h 07mAmerican Airlines
Deal found 9/13$920

Cheapflights Fare Finder

 
Customize your flight search to find flights from Watertown to Wisconsin that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 15, 2025.
Use the filters below to find and compare flights from Watertown to Wisconsin that are best for you.

Fly from

Watertown

Fly to

Wisconsin

Route

Depart

Return

Price

WatertownChicago

ART - ORD

ARTORD

Watertown

Tue 9/30

4:27 pm-8:43 pm

1 stop5h 16m

Chicago O'Hare Intl

Sat 10/4

8:35 am-4:02 pm

1 stop6h 27m

$238

WatertownMinneapolis

ART - MSP

ARTMSP

Watertown

Sat 3/7

4:30 pm-8:35 pm

1 stop5h 05m

Minneapolis St Paul

Wed 3/11

6:21 am-2:55 pm

1 stop7h 34m

$398

WatertownMilwaukee

ART - MKE

ARTMKE

Watertown

Sat 10/11

4:28 pm-8:51 pm

1 stop5h 23m

Milwaukee-Mitchell

Tue 10/14

4:45 pm-10:33 pm

1 stop4h 48m

$417

WatertownMadison

ART - MSN

ARTMSN

Watertown

Sat 10/11

6:00 am-3:39 pm

2 stops10h 39m

Madison Truax Field

Tue 10/14

5:10 pm-10:33 pm

1 stop4h 23m

$423

WatertownMinneapolis

ART - MSP

ARTMSP

Watertown

Tue 9/30

6:00 am-1:12 pm

1 stop8h 12m

Minneapolis St Paul

Sat 10/4

1:53 pm-8:29 pm

1 stop5h 36m

$446

WatertownChicago

ART - ORD

ARTORD

Watertown

Fri 10/10

6:00 am-12:03 pm

2 stops7h 03m

Chicago O'Hare Intl

Tue 10/14

6:45 am-1:59 pm

1 stop6h 14m

$451

WatertownMinneapolis

ART - MSP

ARTMSP

Watertown

Wed 3/11

4:37 pm-8:38 pm

1 stop5h 01m

Minneapolis St Paul

Sat 3/14

6:21 am-2:55 pm

1 stop7h 34m

$500

WatertownMadison

ART - MSN

ARTMSN

Watertown

Fri 10/10

6:00 am-12:04 pm

1 stop7h 04m

Madison Truax Field

Tue 10/14

5:10 pm-10:33 pm

1 stop4h 23m

$608

WatertownMadison

ART - MSN

ARTMSN

Watertown

Thu 10/9

6:00 am-12:04 pm

1 stop7h 04m

Madison Truax Field

Tue 10/14

6:29 am-1:59 pm

1 stop6h 30m

$623

WatertownChicago

ART - ORD

ARTORD

Watertown

Fri 11/21

2:33 pm-8:26 pm

1 stop6h 53m

Chicago O'Hare Intl

Sun 11/30

6:35 pm-11:54 pm

1 stop4h 19m

$655

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 13 results
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Best time to book a flight from Watertown to Wisconsin

Have a flexible travel schedule? Discover the best time to fly to Wisconsin from Watertown with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Watertown to Wisconsin

What is the cheapest month to book a flight from Watertown, New York to Wisconsin?

Currently, February is the cheapest month in which you can book a flight from Watertown, New York to Wisconsin (average of $280). Flying from Watertown, New York to Wisconsin in June is currently the most expensive (average of $376). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Watertown to Wisconsin. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Watertown to Wisconsin?

    Watertown (ART) is the airport you will fly out of if you book a flight from Watertown to Wisconsin. It is only a 5.6 mi journey to Watertown (ART) from Watertown’s city center.

  • How long is the flight from Watertown, New York to Wisconsin?

    Airlines like American Airlines fly from Watertown, New York to Wisconsin in about 5h 16m. The time it takes to get you to your destination can typically vary by up to . The distance between Watertown, New York and Wisconsin is about 615 mi.

  • What are the most popular routes from Watertown, New York to Wisconsin?

    Most travelers choose Watertown - Minneapolis St Paul, Watertown - Chicago O'Hare Intl or Watertown - Madison Truax Field when deciding on the best route from Watertown, New York to Wisconsin.

  • Can I find deals for flights from Watertown to Wisconsin that include hotel bookings?

    Yes. In addition to deals on Watertown to Wisconsin flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Watertown to Wisconsin?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Watertown to Wisconsin.

  • Can I find deals for business class flights from Watertown to Wisconsin?

    Yes. Cheapflights offers flight deals from Watertown to Wisconsin by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Watertown, New York to Wisconsin?

    Currently, February is the cheapest month in which you can book a flight from Watertown, New York to Wisconsin (average of $280). Flying from Watertown, New York to Wisconsin in June is currently the most expensive (average of $376). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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