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$202+ Cheap flights from Wisconsin

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
MKE — AKL
20 Jun — 27 Jun1
1 adult
1 adult, Economy, 0 bags

Find flights from Wisconsin within your budget

 
Find flights departing from Wisconsin that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on 21 May 2026. In the last 7 days, Cheapflights users made a total of 134,765 searches

Fly to

Route

Departure

Return

Price

Cheapest return flight

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Wed 19/8

05:28-16:37

1 stop10h 09m

San Juan Luis Munoz Marin Intl

Wed 2/9

17:45-23:57

1 stop7h 12m

$403

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Thu 3/9

07:10-16:35

1 stop8h 25m

San Juan Luis Munoz Marin Intl

Tue 8/9

07:30-16:45

1 stop10h 15m

$583

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Wed 5/8

05:28-16:37

1 stop10h 09m

San Juan Luis Munoz Marin Intl

Wed 12/8

12:56-20:46

1 stop8h 50m

$617

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Fri 3/7

11:23-20:43

1 stop8h 20m

San Juan Luis Munoz Marin Intl

Tue 7/7

14:21-20:31

1 stop7h 10m

$788

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sat 7/11

14:20-21:00

Nonstop4h 40m

San Juan Luis Munoz Marin Intl

Fri 13/11

02:05-10:47

1 stop10h 42m

$790

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sat 12/9

08:55-14:44

Nonstop4h 49m

San Juan Luis Munoz Marin Intl

Sat 19/9

16:55-23:40

1 stop7h 45m

$790

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Mon 14/9

05:30-13:16

1 stop6h 46m

San Juan Luis Munoz Marin Intl

Sat 19/9

14:26-21:45

1 stop8h 19m

$797

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Wed 3/6

11:15-21:24

1 stop9h 09m

San Juan Luis Munoz Marin Intl

Sat 6/6

15:56-20:15

Nonstop5h 19m

$892
Fastest return journey

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Thu 3/9

08:55-14:44

Nonstop4h 49m

San Juan Luis Munoz Marin Intl

Sat 12/9

15:56-20:05

Nonstop5h 09m

$918

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Thu 4/6

15:27-01:38

1 stop9h 11m

San Juan Luis Munoz Marin Intl

Tue 23/6

12:00-21:29

1 stop10h 29m

$932

Flights are sorted by cheapest return flights first.

Deals found on 17/5

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Wisconsin

Have a flexible travel schedule? Discover the best time to fly from Wisconsin with our price prediction graph.
Estimated return 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.

Travel insights for flights from Wisconsin

Get recent, data-driven insights about flights from Wisconsin including ideal travel times, pricing trends, and more.

What is the cheapest place to fly to from Wisconsin?

The cheapest city to fly to from Wisconsin is Chicago, with prices starting at $2,765. Explore other affordable destinations below.

Chicago
Chicago
From $2,765

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Direct flights from USA

Book a direct flight from one of these other cities located in USA.
Direct flights from Milwaukee
Direct flights from Madison

Related info for your journey

Access useful and relevant information related to your journey from Wisconsin. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated 21 May 2026.

  • How does Cheapflights help users find flights from Wisconsin?

    Deals for flights from Wisconsin are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose to your preference, such as price, airport, cabin class, and plenty of other options.

  • Why should you use Cheapflights to find cheap flight tickets from Wisconsin?

    By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights from Wisconsin.

  • Can Cheapflights find flights from Wisconsin with no change fees?

    Certainly. Search results for flights from Wisconsin shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

  • Can Cheapflights notify me if prices for flights from Wisconsin become cheaper?

    Not ready to book yet? You can track prices for flights from Wisconsin on Cheapflights with our Price Alerts feature and get notified when better prices are available.

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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Wisconsin?

Deals for flights from Wisconsin are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose to your preference, such as price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Wisconsin?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights from Wisconsin.

Can Cheapflights find flights from Wisconsin with no change fees?

Certainly. Search results for flights from Wisconsin shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Wisconsin become cheaper?

Not ready to book yet? You can track prices for flights from Wisconsin on Cheapflights with our Price Alerts feature and get notified when better prices are available.

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