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

The number of flights available between Puerto Rico and Wisconsin is 76 per week as of March 2026. The most frequent departure day is Tue, with 21% 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 38% of people opting to fly with this airline when traveling to Wisconsin. Keep in mind that there are 5 different airlines that fly to Wisconsin on a routine basis, so you have a few additional options to choose from.

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

Southwest, Delta, and American Airlines are the most popular carriers operating 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 March 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.

$101 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.

8:10 pm - 12:25 am

SJU

ORD

5h 15mnonstop

7:20 am - 12:47 am

ORD

SJU

16h 27m

1 stop

$167Frontier

Thu, Aug 27 - Sat, Aug 29

8:10 pm - 12:25 am

SJU

ORD

5h 15mnonstop

5:14 pm - 7:10 pm

ORD

SJU

24h 56m

1 stop

$168Frontier

Thu, Jun 4 - Sun, Jun 7

1:31 pm - 11:40 pm

SJU

MKE

11h 09m

2 stops

6:00 am - 2:29 pm

MKE

SJU

7h 29m

1 stop

$216American Airlines

Wed, Apr 15 - Wed, Apr 29

6:15 am - 1:52 pm

SJU

MKE

8h 37m

1 stop

12:33 pm - 8:24 pm

MKE

SJU

6h 51m

1 stop

$236Delta

Wed, Apr 15 - Wed, Apr 29

1:00 am - 10:00 am

SJU

MKE

10h 00m

2 stops

10:45 am - 8:34 pm

MKE

SJU

8h 49m

1 stop

$238United Airlines

Wed, Apr 15 - Mon, Apr 20

6:15 am - 1:52 pm

SJU

MKE

8h 37m

1 stop

12:33 pm - 8:24 pm

MKE

SJU

6h 51m

1 stop

$256Delta

Wed, Apr 15 - Wed, Apr 29

12:59 am - 6:10 pm

SJU

ATW

18h 11m

1 stop

3:35 pm - 9:39 am

ATW

SJU

17h 04m

2 stops

$266American Airlines

Wed, May 20 - Tue, May 26

5:35 am - 12:10 pm

SJU

MKE

7h 35m

1 stop

3:30 pm - 11:40 pm

MKE

SJU

7h 10m

1 stop

$277Southwest

Fri, Apr 24 - Mon, Apr 27

2:00 pm - 11:25 pm

SJU

MKE

10h 25m

2 stops

3:30 pm - 11:40 pm

MKE

SJU

7h 10m

1 stop

$299Southwest

Fri, Apr 24 - Mon, Apr 27

7:40 am - 4:54 pm

SJU

ATW

10h 14m

1 stop

10:38 am - 8:34 pm

ATW

SJU

8h 56m

1 stop

$584United Airlines

Thu, May 21 - Tue, May 26

Frontier flights from Puerto Rico to Wisconsin

Our best Frontier deals on Puerto Rico to Wisconsin flight tickets

Frontier

Aug 27

SJU8:10 pmSan Juan Luis Munoz Marin Intl

5h 15m

ORD12:25 amChicago O'Hare Intl

Aug 29

ORD7:20 amChicago O'Hare Intl

16h 27m

1 stop

SJU12:47 amSan Juan Luis Munoz Marin Intl

$167

Frontier

Jun 4

SJU8:10 pmSan Juan Luis Munoz Marin Intl

5h 15m

ORD12:25 amChicago O'Hare Intl

Jun 7

ORD5:14 pmChicago O'Hare Intl

24h 56m

1 stop

SJU7:10 pmSan Juan Luis Munoz Marin Intl

$168

Frontier

May 8

SJU3:19 pmSan Juan Luis Munoz Marin Intl

25h 06m

1 stop

ORD3:25 pmChicago O'Hare Intl

May 11

ORD7:15 pmChicago O'Hare Intl

21h 15m

1 stop

SJU5:30 pmSan Juan Luis Munoz Marin Intl

$183

Spirit Airlines flights from Puerto Rico to Wisconsin

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

Spirit Airlines

Apr 29

SJU3:21 amSan Juan Luis Munoz Marin Intl

10h 44m

1 stop

ORD1:05 pmChicago O'Hare Intl

May 4

ORD7:50 amChicago O'Hare Intl

17h 16m

1 stop

SJU2:06 amSan Juan Luis Munoz Marin Intl

$193

Spirit Airlines

May 13

SJU3:21 amSan Juan Luis Munoz Marin Intl

10h 44m

1 stop

ORD1:05 pmChicago O'Hare Intl

May 18

ORD7:50 amChicago O'Hare Intl

17h 16m

1 stop

SJU2:06 amSan Juan Luis Munoz Marin Intl

$194

Spirit Airlines

Apr 30

SJU4:34 pmSan Juan Luis Munoz Marin Intl

5h 15m

ORD8:49 pmChicago O'Hare Intl

May 4

ORD7:50 amChicago O'Hare Intl

17h 16m

1 stop

SJU2:06 amSan Juan Luis Munoz Marin Intl

$206

Fly from

Fly to

Route

Depart

Return

Price

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 8/27

8:10 pm-12:25 am

Nonstop5h 15m

Chicago O'Hare Intl

Sat 8/29

7:20 am-12:47 am

1 stop16h 27m

$167

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 6/4

8:10 pm-12:25 am

Nonstop5h 15m

Chicago O'Hare Intl

Sun 6/7

5:14 pm-7:10 pm

1 stop24h 56m

$168

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Wed 4/15

1:31 pm-11:40 pm

2 stops11h 09m

Milwaukee-Mitchell

Wed 4/29

6:00 am-2:29 pm

1 stop7h 29m

$216

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Wed 4/15

6:15 am-1:52 pm

1 stop8h 37m

Milwaukee-Mitchell

Wed 4/29

12:33 pm-8:24 pm

1 stop6h 51m

$236

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Wed 4/15

1:00 am-10:00 am

2 stops10h 00m

Milwaukee-Mitchell

Mon 4/20

10:45 am-8:34 pm

1 stop8h 49m

$238

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Wed 4/15

6:15 am-1:52 pm

1 stop8h 37m

Milwaukee-Mitchell

Wed 4/29

12:33 pm-8:24 pm

1 stop6h 51m

$256

San JuanAppleton

SJU - ATW

SJUATW

San Juan Luis Munoz Marin Intl

Wed 5/20

12:59 am-6:10 pm

1 stop18h 11m

Appleton Intl

Tue 5/26

3:35 pm-9:39 am

2 stops17h 04m

$266

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Fri 4/24

5:35 am-12:10 pm

1 stop7h 35m

Milwaukee-Mitchell

Mon 4/27

3:30 pm-11:40 pm

1 stop7h 10m

$277

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Fri 4/24

2:00 pm-11:25 pm

2 stops10h 25m

Milwaukee-Mitchell

Mon 4/27

3:30 pm-11:40 pm

1 stop7h 10m

$299

San JuanAppleton

SJU - ATW

SJUATW

San Juan Luis Munoz Marin Intl

Thu 5/21

7:40 am-4:54 pm

1 stop10h 14m

Appleton Intl

Tue 5/26

10:38 am-8:34 pm

1 stop8h 56m

$584

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 $286.

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 $376 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 $262 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	5h 05m
Direct flights	Tue, Wed, Thu, Fri, Sat and Sun
Airports in Wisconsin	80 airports

The fastest flight from Puerto Rico to Wisconsin takes 5h 05m

Direct flights go from Puerto Rico to Wisconsin on Tuesday, Wednesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.

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

Search flight deals

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 March 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 8,242 reviews	Search Delta flights
Spirit Airlines	PriceFrom $140	Free Cancellation	Rating 6.3 8,491 reviews	Search Spirit Airlines flights
United Airlines	PriceFrom $215	Free Cancellation	Rating 7.4 9,378 reviews	Search United Airlines flights
American Airlines	PriceFrom $235	Free Cancellation	Rating 7.1 11,375 reviews	Search American Airlines flights
Southwest	PriceFrom $256	Free Cancellation	Rating 8.0 4,301 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.