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$258+ 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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
ART — MKE
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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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 October 30, 2025.

This American Airlines deal was found by Cheapflights users on 10/29. 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 11/136:00 amART - ORD
1 stop5h 25mAmerican Airlines
Mon 11/176:50 amORD - ART
1 stop6h 18mAmerican Airlines
Deal found 10/29$258
This American Airlines deal was found by Cheapflights users on 10/30. 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 11/236:00 amART - ORD
1 stop7h 28mAmerican Airlines
Thu 11/275:00 amORD - ART
2 stops9h 01mAmerican Airlines
Deal found 10/30$294
This American Airlines deal was found by Cheapflights users on 10/30. 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 11/256:00 amART - ORD
1 stop7h 28mAmerican Airlines
Thu 11/275:00 amORD - ART
2 stops9h 01mAmerican Airlines
Deal found 10/30$421
This American Airlines deal was found by Cheapflights users on 10/30. 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.
Mon 11/242:33 pmART - ORD
2 stops17h 35mAmerican Airlines
Thu 11/275:00 amORD - ART
2 stops9h 01mAmerican Airlines
Deal found 10/30$472
This American Airlines deal was found by Cheapflights users on 10/30. 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 11/236:00 amART - MSN
1 stop4h 50mAmerican Airlines
Thu 11/275:00 amMSN - ART
2 stops9h 01mAmerican Airlines
Deal found 10/30$473
This American Airlines deal was found by Cheapflights users on 10/30. 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.
Mon 11/242:33 pmART - MSN
2 stops9h 57mAmerican Airlines
Thu 11/275:00 amMSN - ART
2 stops9h 01mAmerican Airlines
Deal found 10/30$478
This American Airlines deal was found by Cheapflights users on 10/30. 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 11/146:00 amART - MSP
1 stop7h 21mAmerican Airlines
Tue 11/186:00 amMSP - ART
1 stop7h 08mAmerican Airlines
Deal found 10/30$487
This American Airlines deal was found by Cheapflights users on 10/29. 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 11/136:00 amART - MSP
1 stop7h 21mAmerican Airlines
Mon 11/176:00 amMSP - ART
1 stop7h 08mAmerican Airlines
Deal found 10/29$488
This American Airlines deal was found by Cheapflights users on 10/30. 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 11/236:00 amART - MSN
1 stop4h 50mAmerican Airlines
Tue 11/255:00 amMSN - ART
2 stops8h 08mAmerican Airlines
Deal found 10/30$502
This American Airlines deal was found by Cheapflights users on 10/30. 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.
Mon 11/246:00 amART - MSN
2 stops9h 57mAmerican Airlines
Wed 11/261:10 pmMSN - ART
2 stops8h 59mAmerican Airlines
Deal found 10/30$507
This American Airlines deal was found by Cheapflights users on 10/30. 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 11/252:33 pmART - MSN
2 stops10h 18mAmerican Airlines
Thu 11/275:00 amMSN - ART
2 stops9h 01mAmerican Airlines
Deal found 10/30$555
This American Airlines deal was found by Cheapflights users on 10/30. 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 11/256:00 amART - MSN
1 stop4h 50mAmerican Airlines
Wed 11/261:10 pmMSN - ART
2 stops8h 59mAmerican Airlines
Deal found 10/30$667

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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$238
(American Airlines)
Provider with most accurate pricing for Watertown-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for Watertown-Milwaukee-Mitchell flights.
Search Deals
From Watertown to Wisconsin
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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 October 30, 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

Thu 11/13

6:00 am-10:25 am

1 stop5h 25m

Chicago O'Hare Intl

Mon 11/17

6:50 am-2:08 pm

1 stop6h 18m

$258

WatertownChicago

ART - ORD

ARTORD

Watertown

Mon 11/24

2:33 pm-8:10 pm

1 stop6h 37m

Chicago O'Hare Intl

Thu 11/27

5:00 am-3:01 pm

2 stops9h 01m

$294

WatertownChicago

ART - ORD

ARTORD

Watertown

Sun 11/23

6:00 am-12:28 pm

1 stop7h 28m

Chicago O'Hare Intl

Thu 11/27

5:00 am-3:01 pm

2 stops9h 01m

$294

WatertownMinneapolis

ART - MSP

ARTMSP

Watertown

Sat 3/7

6:06 pm-11:27 pm

1 stop6h 21m

Minneapolis St Paul

Wed 3/11

7:35 am-2:55 pm

2 stops6h 20m

$404

WatertownChicago

ART - ORD

ARTORD

Watertown

Thu 3/5

6:00 am-10:10 am

1 stop5h 10m

Chicago O'Hare Intl

Sun 3/8

5:11 pm-10:20 pm

1 stop4h 09m

$441

WatertownChicago

ART - ORD

ARTORD

Watertown

Tue 11/25

6:00 am-12:56 pm

2 stops7h 56m

Chicago O'Hare Intl

Thu 11/27

5:00 am-3:01 pm

2 stops9h 01m

$452

WatertownMadison

ART - MSN

ARTMSN

Watertown

Sun 11/23

6:00 am-9:50 am

1 stop4h 50m

Madison Truax Field

Thu 11/27

5:00 am-3:01 pm

2 stops9h 01m

$473

WatertownMadison

ART - MSN

ARTMSN

Watertown

Mon 11/24

2:33 pm-11:30 pm

2 stops9h 57m

Madison Truax Field

Thu 11/27

5:00 am-3:01 pm

2 stops9h 01m

$478

WatertownMinneapolis

ART - MSP

ARTMSP

Watertown

Fri 11/14

6:00 am-12:21 pm

1 stop7h 21m

Minneapolis St Paul

Tue 11/18

6:00 am-2:08 pm

1 stop7h 08m

$487

WatertownMinneapolis

ART - MSP

ARTMSP

Watertown

Thu 11/13

6:00 am-12:21 pm

1 stop7h 21m

Minneapolis St Paul

Mon 11/17

5:20 am-2:08 pm

2 stops7h 48m

$494

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 19 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, June is the cheapest month in which you can book a flight from Watertown, New York to Wisconsin (average of $105). Flying from Watertown, New York to Wisconsin in October is currently the most expensive (average of $258). 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 25m. 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 - Chicago O'Hare Intl, Watertown - Minneapolis St Paul or Watertown - Milwaukee-Mitchell 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, June is the cheapest month in which you can book a flight from Watertown, New York to Wisconsin (average of $105). Flying from Watertown, New York to Wisconsin in October is currently the most expensive (average of $258). 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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