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 6h 54m on average, while flying from Culebra to Milwaukee is 13h 49m on average. Milwaukee is the most popular airport in Wisconsin.

What airlines fly to Wisconsin?

American Airlines, Southwest and Delta 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 40% 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.

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

The number of flights available between Puerto Rico and Wisconsin is 44 per week as of June 2026. The most frequent departure day is Thu, with 18% of weekly flights leaving on this day.

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

Delta, Southwest, and Frontier 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 7 as of June 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.

$103 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.

7:14 pm - 11:27 pm

SJU

ORD

5h 13mnonstop

12:44 am - 6:44 am

ORD

SJU

5h 00mnonstop

$218Frontier

Thu, Aug 13 - Sat, Aug 15

7:14 pm - 11:27 pm

SJU

ORD

5h 13mnonstop

12:44 am - 6:44 am

ORD

SJU

5h 00mnonstop

$219Frontier

Tue, Aug 11 - Fri, Aug 14

12:56 pm - 8:50 pm

SJU

ORD

8h 54m

1 stop

8:02 am - 4:38 pm

ORD

SJU

7h 36m

1 stop

$221Delta

Wed, Sep 2 - Sun, Sep 6

12:55 am - 5:00 am

SJU

ORD

5h 05mnonstop

5:20 pm - 11:15 pm

ORD

SJU

4h 55mnonstop

$227American Airlines

Wed, Aug 26 - Sun, Aug 30

4:20 pm - 8:50 pm

SJU

MSP

5h 30mnonstop

9:00 am - 3:18 pm

MSP

SJU

5h 18mnonstop

$320Sun Country Air

Sat, Jul 25 - Sat, Aug 8

2:59 pm - 8:53 pm

SJU

MKE

6h 54m

1 stop

7:03 am - 4:38 pm

MKE

SJU

8h 35m

1 stop

$326Delta

Thu, Aug 27 - Mon, Aug 31

7:25 am - 9:54 pm

SJU

MKE

15h 29m

1 stop

6:20 am - 6:34 pm

MKE

SJU

11h 14m

2 stops

$332American Airlines

Tue, Aug 4 - Fri, Sep 4

1:00 am - 1:37 pm

SJU

MSN

13h 37m

2 stops

5:00 am - 2:44 pm

MSN

SJU

8h 44m

1 stop

$371United Airlines

Fri, Sep 25 - Tue, Sep 29

4:20 pm - 8:50 pm

SJU

MSP

5h 30mnonstop

9:00 am - 3:18 pm

MSP

SJU

5h 18mnonstop

$381Sun Country Air

Sat, Jul 25 - Sat, Aug 8

3:56 pm - 10:35 pm

SJU

MSN

7h 39m

1 stop

5:00 am - 2:44 pm

MSN

SJU

8h 44m

1 stop

$425United Airlines

Sat, Sep 26 - Tue, Sep 29

Frontier flights from Puerto Rico to Wisconsin

Our best Frontier deals on Puerto Rico to Wisconsin flight tickets

Frontier

Aug 13

SJU7:14 pmSan Juan Luis Munoz Marin Intl

5h 13m

ORD11:27 pmChicago O'Hare Intl

Aug 15

ORD12:44 amChicago O'Hare Intl

5h 00m

SJU6:44 amSan Juan Luis Munoz Marin Intl

$218

Frontier

Aug 11

SJU7:14 pmSan Juan Luis Munoz Marin Intl

5h 13m

ORD11:27 pmChicago O'Hare Intl

Aug 14

ORD12:44 amChicago O'Hare Intl

5h 00m

SJU6:44 amSan Juan Luis Munoz Marin Intl

$219

Frontier

Aug 13

SJU6:00 amSan Juan Luis Munoz Marin Intl

31h 15m

1 stop

ORD12:15 pmChicago O'Hare Intl

Aug 15

ORD12:44 amChicago O'Hare Intl

5h 00m

SJU6:44 amSan Juan Luis Munoz Marin Intl

$220

American Airlines flights from Puerto Rico to Wisconsin

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

American Airlines

Aug 26

SJU12:55 amSan Juan Luis Munoz Marin Intl

5h 05m

ORD5:00 amChicago O'Hare Intl

Aug 30

ORD5:20 pmChicago O'Hare Intl

4h 55m

SJU11:15 pmSan Juan Luis Munoz Marin Intl

$227

American Airlines

Aug 20

SJU4:53 pmSan Juan Luis Munoz Marin Intl

8h 42m

1 stop

ORD12:35 amChicago O'Hare Intl

Aug 23

ORD5:20 pmChicago O'Hare Intl

4h 55m

SJU11:15 pmSan Juan Luis Munoz Marin Intl

$232

American Airlines

Aug 18

SJU10:33 amSan Juan Luis Munoz Marin Intl

15h 02m

1 stop

ORD12:35 amChicago O'Hare Intl

Aug 26

ORD5:20 pmChicago O'Hare Intl

4h 55m

SJU11:15 pmSan Juan Luis Munoz Marin Intl

$237

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 8/13

7:14 pm-11:27 pm

Nonstop5h 13m

Chicago O'Hare Intl

Sat 8/15

12:44 am-6:44 am

Nonstop5h 00m

$218

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Tue 8/11

7:14 pm-11:27 pm

Nonstop5h 13m

Chicago O'Hare Intl

Fri 8/14

12:44 am-6:44 am

Nonstop5h 00m

$219

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Wed 9/2

12:56 pm-8:50 pm

1 stop8h 54m

Chicago O'Hare Intl

Sun 9/6

8:02 am-4:38 pm

1 stop7h 36m

$221

Quickest round-trip

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Wed 8/26

12:55 am-5:00 am

Nonstop5h 05m

Chicago O'Hare Intl

Sun 8/30

5:20 pm-11:15 pm

Nonstop4h 55m

$227

San JuanMinneapolis

SJU - MSP

SJUMSP

San Juan Luis Munoz Marin Intl

Sat 7/25

4:20 pm-8:50 pm

Nonstop5h 30m

Minneapolis St Paul

Sat 8/8

9:00 am-3:18 pm

Nonstop5h 18m

$320

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 8/27

2:59 pm-8:53 pm

1 stop6h 54m

Milwaukee-Mitchell

Mon 8/31

7:03 am-4:38 pm

1 stop8h 35m

$326

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Tue 8/4

7:25 am-9:54 pm

1 stop15h 29m

Milwaukee-Mitchell

Fri 9/4

6:20 am-6:34 pm

2 stops11h 14m

$332

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Fri 9/25

1:00 am-1:37 pm

2 stops13h 37m

Madison Truax Field

Tue 9/29

5:00 am-2:44 pm

1 stop8h 44m

$371

San JuanMinneapolis

SJU - MSP

SJUMSP

San Juan Luis Munoz Marin Intl

Sat 7/25

4:20 pm-8:50 pm

Nonstop5h 30m

Minneapolis St Paul

Sat 8/8

9:00 am-3:18 pm

Nonstop5h 18m

$381

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Sat 9/26

3:56 pm-10:35 pm

1 stop7h 39m

Madison Truax Field

Tue 9/29

5:00 am-2:44 pm

1 stop8h 44m

$425

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 May, then book flights to Wisconsin from Puerto Rico during October instead. Flights to Wisconsin in October, while not as cheap as those in May, still average around $108.

How far in advance should I book a flight from Puerto Rico 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 $372 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	5h 09m
Direct flights	Every day
Airports in Wisconsin	80 airports

The fastest flight from Puerto Rico to Wisconsin takes 5h 09m

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 7 as of June 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 $108	Free Cancellation	Rating 7.8 8,395 reviews	Search Delta flights
United Airlines	PriceFrom $235	Free Cancellation	Rating 7.4 9,773 reviews	Search United Airlines flights
American Airlines	PriceFrom $235	Free Cancellation	Rating 7.1 11,641 reviews	Search American Airlines flights
Southwest	PriceFrom $256	Free Cancellation	Rating 8.0 4,256 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.