How long is the flight from Puerto Rico to Wisconsin?

Average flight duration from Puerto Rico to Wisconsin depends on which airport you fly into and out of. Flying from San Juan to Milwaukee is 7h 23m on average, while flying from Culebra to Milwaukee is 13h 29m on average. Milwaukee is the most popular airport in Wisconsin.

What is the cheapest airline that flies from Puerto Rico to Wisconsin?

American Airlines, Frontier, and Spirit Airlines are the most popular carriers operating from Puerto Rico to Wisconsin

How many flights depart from Puerto Rico to Wisconsin on average per week?

The number of flights available between Puerto Rico and Wisconsin is 65 per week as of April 2026. The most frequent departure day is Sat, with 20% of weekly flights leaving on this day.

What airlines fly to Wisconsin?

American Airlines, Delta and Southwest are the top three most popular airlines that fly to Wisconsin from Puerto Rico according to our data. American Airlines is the first choice among our users, with 43% of people opting to fly with this airline when traveling to Wisconsin. Keep in mind that there are 4 different airlines that fly to Wisconsin on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Puerto Rico to Wisconsin?

Prices for flights from Puerto Rico to Wisconsin are refreshed on a daily basis.

How many operators does momondo search for flights from Puerto Rico to Wisconsin?

The number of operators available for flights from Puerto Rico to Wisconsin is 8 as of April 2026.

How old do you have to be to fly from Puerto Rico to Wisconsin?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Puerto Rico to Wisconsin.

What documentation or ID do you need to fly to Wisconsin?

The travel and health documents you'll need for your trip to Wisconsin may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Wisconsin. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$94 Cheap Flights from Puerto Rico to Wisconsin in 2026

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Find the cheapest flights from Puerto Rico to Wisconsin

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Puerto Rico to Wisconsin

Enter your travel dates to find the best prices.

4:34 pm - 8:49 pm

SJU

ORD

5h 15mnonstop

4:44 pm - 10:21 pm

ORD

SJU

4h 37mnonstop

$148Spirit Airlines

Thu, Apr 30 - Mon, May 4

4:34 pm - 8:49 pm

SJU

ORD

5h 15mnonstop

10:00 am - 3:39 pm

ORD

SJU

4h 39mnonstop

$149Spirit Airlines

Fri, Apr 24 - Sun, Apr 26

4:34 pm - 8:49 pm

SJU

ORD

5h 15mnonstop

4:44 pm - 10:21 pm

ORD

SJU

4h 37mnonstop

$152Spirit Airlines

Thu, Apr 30 - Mon, May 4

11:59 pm - 10:05 am

SJU

ATW

11h 06m

2 stops

6:30 pm - 12:35 pm

ATW

SJU

17h 05m

2 stops

$326American Airlines

Thu, May 7 - Mon, May 11

6:00 am - 11:28 pm

SJU

MSN

18h 28m

1 stop

6:45 am - 8:51 pm

MSN

SJU

13h 06m

1 stop

$326American Airlines

Thu, May 7 - Tue, May 12

1:06 pm - 9:09 pm

SJU

MKE

9h 03m

1 stop

5:55 am - 1:30 pm

MKE

SJU

6h 35m

1 stop

$326Delta

Thu, Aug 27 - Mon, Aug 31

6:50 am - 7:10 pm

SJU

MKE

13h 20m

1 stop

1:35 pm - 12:25 am

MKE

SJU

9h 50m

1 stop

$365Southwest

Mon, Jun 1 - Sun, Jun 7

6:15 am - 4:25 pm

SJU

MSN

11h 10m

1 stop

5:43 am - 4:33 pm

MSN

SJU

9h 50m

1 stop

$408Delta

Thu, May 7 - Tue, May 12

7:40 am - 3:10 pm

SJU

ATW

8h 30m

1 stop

9:14 am - 8:34 pm

ATW

SJU

10h 20m

1 stop

$498United Airlines

Thu, May 7 - Mon, May 11

3:56 pm - 12:14 am

SJU

ATW

9h 18m

1 stop

5:00 am - 9:24 pm

ATW

SJU

15h 24m

2 stops

$552United Airlines

Thu, May 7 - Mon, May 11

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Frontier flights from Puerto Rico to Wisconsin

Our best Frontier deals on Puerto Rico to Wisconsin flight tickets

Frontier

May 8

SJU6:09 pmSan Juan Luis Munoz Marin Intl

30h 04m

1 stop

ORD11:13 pmChicago O'Hare Intl

May 12

ORD3:55 pmChicago O'Hare Intl

9h 13m

1 stop

SJU2:08 amSan Juan Luis Munoz Marin Intl

$159

Frontier

May 23

SJU7:04 pmSan Juan Luis Munoz Marin Intl

5h 22m

ORD11:26 pmChicago O'Hare Intl

May 24

ORD12:33 amChicago O'Hare Intl

4h 51m

SJU6:24 amSan Juan Luis Munoz Marin Intl

$172

Frontier

May 8

SJU6:09 pmSan Juan Luis Munoz Marin Intl

30h 04m

1 stop

ORD11:13 pmChicago O'Hare Intl

May 10

ORD7:30 amChicago O'Hare Intl

14h 58m

1 stop

SJU11:28 pmSan Juan Luis Munoz Marin Intl

$176

Spirit Airlines flights from Puerto Rico to Wisconsin

Our best Spirit Airlines deals on Puerto Rico to Wisconsin flight tickets

Spirit Airlines

Apr 30

SJU4:34 pmSan Juan Luis Munoz Marin Intl

5h 15m

ORD8:49 pmChicago O'Hare Intl

May 4

ORD4:44 pmChicago O'Hare Intl

4h 37m

SJU10:21 pmSan Juan Luis Munoz Marin Intl

$148

Spirit Airlines

Apr 24

SJU4:34 pmSan Juan Luis Munoz Marin Intl

5h 15m

ORD8:49 pmChicago O'Hare Intl

Apr 26

ORD10:00 amChicago O'Hare Intl

4h 39m

SJU3:39 pmSan Juan Luis Munoz Marin Intl

$149

Spirit Airlines

May 1

SJU4:34 pmSan Juan Luis Munoz Marin Intl

5h 15m

ORD8:49 pmChicago O'Hare Intl

May 4

ORD4:44 pmChicago O'Hare Intl

4h 37m

SJU10:21 pmSan Juan Luis Munoz Marin Intl

$151

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 4/30

4:34 pm-8:49 pm

Nonstop5h 15m

Chicago O'Hare Intl

Mon 5/4

4:44 pm-10:21 pm

Nonstop4h 37m

$148

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 4/24

4:34 pm-8:49 pm

Nonstop5h 15m

Chicago O'Hare Intl

Sun 4/26

10:00 am-3:39 pm

Nonstop4h 39m

$149

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 4/30

4:34 pm-8:49 pm

Nonstop5h 15m

Chicago O'Hare Intl

Mon 5/4

4:44 pm-10:21 pm

Nonstop4h 37m

$152

San JuanAppleton

SJU - ATW

SJUATW

San Juan Luis Munoz Marin Intl

Thu 5/7

11:59 pm-10:05 am

2 stops11h 06m

Appleton Intl

Mon 5/11

6:30 pm-12:35 pm

2 stops17h 05m

$326

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Thu 5/7

6:00 am-11:28 pm

1 stop18h 28m

Madison Truax Field

Tue 5/12

6:45 am-8:51 pm

1 stop13h 06m

$326

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 8/27

1:06 pm-9:09 pm

1 stop9h 03m

Milwaukee-Mitchell

Mon 8/31

5:55 am-1:30 pm

1 stop6h 35m

$326

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Mon 6/1

6:50 am-7:10 pm

1 stop13h 20m

Milwaukee-Mitchell

Sun 6/7

1:35 pm-12:25 am

1 stop9h 50m

$365

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Thu 5/7

6:15 am-4:25 pm

1 stop11h 10m

Madison Truax Field

Tue 5/12

5:43 am-4:33 pm

1 stop9h 50m

$408

San JuanAppleton

SJU - ATW

SJUATW

San Juan Luis Munoz Marin Intl

Thu 5/7

7:40 am-3:10 pm

1 stop8h 30m

Appleton Intl

Mon 5/11

9:14 am-8:34 pm

1 stop10h 20m

$498

San JuanAppleton

SJU - ATW

SJUATW

San Juan Luis Munoz Marin Intl

Thu 5/7

3:56 pm-12:14 am

1 stop9h 18m

Appleton Intl

Mon 5/11

5:00 am-9:24 pm

2 stops15h 24m

$552

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Puerto Rico to Wisconsin

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Wisconsin?

If you aren’t able to travel during the month of January, then book flights to Wisconsin from Puerto Rico during February instead. Flights to Wisconsin in February, while not as cheap as those in January, still average around $294.

How far in advance should I book a flight to Wisconsin?

You are more likely to see cheaper flights to Wisconsin from Puerto Rico when booking weeks ahead of your departure date. In general, you can expect to find flights to Wisconsin for around $371 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Wisconsin from Puerto Rico for as low as $215 on momondo.

Can stopping save me money on Puerto Rico to Wisconsin flights?

You could potentially save up to 14% on your flight if you consider stops on a Puerto Rico to Wisconsin flight.

Cheap Puerto Rico to Wisconsin flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Puerto Rico to Wisconsin

Fastest flight time	4h 55m
Direct flights	Every day
Airports in Wisconsin	80 airports

The fastest flight from Puerto Rico to Wisconsin takes 4h 55m

Direct flights go from Puerto Rico to Wisconsin every day.

There are 80 airports in Wisconsin. From Puerto Rico there are direct flights to Chicago O'Hare Intl (ORD).

Search flight deals

Frequently asked questions about flying from Puerto Rico to Wisconsin

When did momondo last update prices for flights from Puerto Rico to Wisconsin?
Prices for flights from Puerto Rico to Wisconsin are refreshed on a daily basis.
How many operators does momondo search for flights from Puerto Rico to Wisconsin?
The number of operators available for flights from Puerto Rico to Wisconsin is 8 as of April 2026.
How old do you have to be to fly from Puerto Rico to Wisconsin?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Puerto Rico to Wisconsin.
What documentation or ID do you need to fly to Wisconsin?
The travel and health documents you'll need for your trip to Wisconsin may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Wisconsin. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Puerto Rico to Wisconsin

Compare and see reviews for airlines that fly from Puerto Rico to Wisconsin with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $112	Free Cancellation	Rating 7.9 8,422 reviews	Search Delta flights
United Airlines	PriceFrom $235	Free Cancellation	Rating 7.4 9,607 reviews	Search United Airlines flights
American Airlines	PriceFrom $235	Free Cancellation	Rating 7.1 11,625 reviews	Search American Airlines flights
Southwest	PriceFrom $256	Free Cancellation	Rating 8.0 4,330 reviews	Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Puerto Rico to Wisconsin?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Wisconsin from Puerto Rico.

Can I find flights from Puerto Rico to Wisconsin with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Wisconsin from Puerto Rico with this policy.

How can momondo help me find flights from Puerto Rico to Wisconsin?

Once you have performed a search for Puerto Rico to Wisconsin flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Puerto Rico to Wisconsin right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Wisconsin, momondo offers a useful price alert feature which will track prices for flights to Wisconsin from Puerto Rico and alert you when they change.