How long is the flight from Wisconsin to Puerto Rico?

Delta, United Airlines, and Frontier can get you from Wisconsin to Puerto Rico in just under 7h 35m. Your travel time can differ by up to 4h 06m. Airlines will cover a distance of 2120 mi. Both multi-stop and nonstop flights can be found to your destination and back.

What are the cheapest airlines to fly from Wisconsin to Puerto Rico one-way?

The cheapest airlines for a one-way flight from Wisconsin to Puerto Rico are United Airlines ($109), American Airlines ($118), and Delta ($118).

In terms of precipitation, rainfall in Puerto Rico ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Puerto Rico when rainfall is around 2.2 in.

If weather is an important factor for your trip to Puerto Rico, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Can I find deals for flights from Wisconsin to Puerto Rico that include hotel bookings?

Yes. In addition to deals on Wisconsin to Puerto Rico flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Wisconsin to Puerto Rico?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Wisconsin to Puerto Rico.

Can I find deals for business class flights from Wisconsin to Puerto Rico?

Yes. Cheapflights offers flight deals from Wisconsin to Puerto Rico by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$107+ Cheap Flights from Wisconsin to Puerto Rico

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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

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Cheap flight deals from Wisconsin to Puerto Rico

Round-trip from	$207 (Mytrip)
One-way from	$107 (Mytrip)
Popular in	June
Cheapest in	September
Average price	$317

From Wisconsin to Puerto Rico

Search Deals

One-way flight from Wisconsin to Puerto Rico

Search Deals

Highest demand for flights based on searches. 9% potential increase in price ($47 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).

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Average for round-trip flights in September 2025

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Find flight deals from Wisconsin to Puerto Rico

Cheapest flights from Wisconsin to Puerto Rico
Explore the most affordable flight options available from Wisconsin to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

Sat 10/1111:55 amORD - SJU

2 stops26h 04mSpirit Airlines

Sat 10/189:48 amSJU - ORD

Nonstop5h 08mSpirit Airlines

Deal found 9/14

$207

Tue 10/216:00 amORD - SJU

1 stop7h 12mSpirit Airlines

Sat 10/259:48 amSJU - ORD

Nonstop5h 08mSpirit Airlines

Deal found 9/14

$208

Mon 9/226:30 amORD - SJU

1 stop6h 41mSpirit Airlines

Thu 10/211:59 amSJU - ORD

1 stop6h 40mSpirit Airlines

Deal found 9/14

$210

Mon 9/226:30 amORD - SJU

1 stop6h 41mSpirit Airlines

Sat 9/276:44 amSJU - ORD

1 stop10h 28mSpirit Airlines

Deal found 9/14

$211

Wed 10/811:13 amORD - SJU

2 stops13h 31mSpirit Airlines

Sat 10/119:48 amSJU - ORD

Nonstop5h 08mSpirit Airlines

Deal found 9/14

$212

Fri 10/249:06 pmORD - SJU

Nonstop4h 45mSpirit Airlines

Tue 10/283:19 pmSJU - ORD

1 stop7h 14mSpirit Airlines

Deal found 9/15

$213

Sat 11/12:03 pmORD - SJU

Nonstop4h 39mSpirit Airlines

Thu 11/62:38 pmSJU - ORD

Nonstop5h 22mSpirit Airlines

Deal found 9/14

$215

Sat 12/610:15 amORD - SJU

1 stop8h 29mSpirit Airlines

Tue 12/162:10 amSJU - ORD

Nonstop5h 15mSpirit Airlines

Deal found 9/14

$216

Sat 10/187:43 pmORD - SJU

1 stop14h 13mSpirit Airlines

Tue 10/213:19 pmSJU - ORD

1 stop7h 14mSpirit Airlines

Deal found 9/14

$217

Tue 10/282:20 pmORD - SJU

Nonstop4h 40mUnited Airlines

Mon 11/38:10 amSJU - ORD

Nonstop5h 22mUnited Airlines

Deal found 9/15

$218

Sat 10/183:00 pmORD - SJU

Nonstop4h 40mMultiple Airlines

Tue 10/216:22 amSJU - ORD

1 stop31h 23mMultiple Airlines

Deal found 9/14

$219

Tue 10/285:30 amMSN - SJU

1 stop10h 03mDelta

Sat 11/17:00 amSJU - MSN

2 stops14h 21mDelta

Deal found 9/15

$235

Best flights from Wisconsin to Puerto Rico
Discover carefully curated flight deals from Wisconsin to Puerto Rico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 16, 2025.

Fri 10/315:20 amORD - SJU

1 stop10h 13mDelta

Wed 11/57:00 amSJU - ORD

1 stop12h 22mDelta

Deal found 9/14

$227

Tue 10/286:05 amMKE - SJU

1 stop7h 35mUnited Airlines

Tue 11/48:30 amSJU - MKE

2 stops10h 02mUnited Airlines

Deal found 9/15

$235

Sun 9/288:49 pmORD - PSE

1 stop11h 41mFrontier

Fri 10/310:15 amPSE - ORD

2 stops14h 44mFrontier

Deal found 9/14

$260

Tue 10/218:08 pmGRB - SJU

2 stops18h 47mAmerican Airlines

Tue 10/285:30 amSJU - GRB

2 stops15h 08mAmerican Airlines

Deal found 9/14

$268

Fri 11/1410:18 amORD - BQN

1 stop14h 46mMultiple Airlines

Sun 11/163:59 amBQN - ORD

1 stop10h 17mMultiple Airlines

Deal found 9/13

$288

Tue 10/287:00 amORD - BQN

1 stop13h 37mJetBlue

Tue 11/114:00 amBQN - ORD

2 stops18h 52mJetBlue

Deal found 9/14

$379

Thu 10/3010:35 amMKE - SJU

1 stop10h 24mDelta

Thu 11/67:15 amSJU - MKE

1 stop11h 04mDelta

Deal found 9/15

$235

Thu 10/302:20 pmORD - SJU

Nonstop4h 40mUnited Airlines

Sun 11/28:10 amSJU - ORD

Nonstop5h 22mUnited Airlines

Deal found 9/16

$252

Tue 10/282:04 pmMKE - SJU

1 stop6h 55mDelta

Thu 11/67:15 amSJU - MKE

1 stop11h 04mDelta

Deal found 9/15

$235

Fri 12/57:49 pmORD - PSE

1 stop12h 06mFrontier

Mon 12/810:50 amPSE - ORD

1 stop9h 54mFrontier

Deal found 9/15

$284

Tue 10/2812:06 pmMKE - SJU

1 stop8h 53mDelta

Wed 11/56:43 pmSJU - MKE

1 stop7h 12mDelta

Deal found 9/15

$235

Tue 10/218:52 amORD - SJU

Nonstop4h 52mUnited Airlines

Mon 10/271:05 amSJU - ORD

1 stop8h 57mUnited Airlines

Deal found 9/15

$285

Fri 10/33:45 pmATW - SJU

2 stops18h 26mAmerican Airlines

Tue 10/75:30 amSJU - ATW

2 stops19h 13mAmerican Airlines

Deal found 9/16

$324

Sat 9/2712:22 pmORD - BQN

2 stops13h 05mFrontier

Thu 10/23:32 amBQN - ORD

2 stops20h 48mFrontier

Deal found 9/13

$303

Sat 10/181:42 pmORD - SJU

1 stop9h 15mUnited Airlines

Fri 10/241:05 amSJU - ORD

1 stop9h 24mUnited Airlines

Deal found 9/16

$289

Mon 10/206:23 pmORD - BQN

1 stop30h 41mMultiple Airlines

Sun 10/262:59 amBQN - ORD

1 stop16h 47mMultiple Airlines

Deal found 9/14

$352

Fri 11/77:42 pmATW - SJU

1 stop17h 11mAmerican Airlines

Tue 11/116:00 amSJU - ATW

2 stops19h 25mAmerican Airlines

Deal found 9/15

$357

Sat 10/1111:12 amORD - BQN

2 stops13h 52mMultiple Airlines

Fri 11/143:59 amBQN - ORD

1 stop19h 24mMultiple Airlines

Deal found 9/15

$359

Wed 10/295:30 amMSP - SJU

1 stop10h 03mDelta

Sat 11/13:30 pmSJU - MSP

Nonstop5h 34mDelta

Deal found 9/15

$301

Thu 11/276:23 pmORD - BQN

1 stop6h 40mFrontier

Thu 12/411:57 amBQN - ORD

1 stop8h 47mFrontier

Deal found 9/14

$336

Fri 10/312:20 pmORD - SJU

Nonstop4h 40mUnited Airlines

Wed 11/58:10 amSJU - ORD

Nonstop5h 22mUnited Airlines

Deal found 9/15

$308

Wed 2/257:00 amORD - PSE

2 stops18h 48mJetBlue

Mon 3/25:05 amPSE - ORD

2 stops18h 28mJetBlue

Deal found 9/13

$430

Sat 11/16:03 amCWA - SJU

2 stops16h 52mAmerican Airlines

Sat 11/88:00 amSJU - CWA

2 stops17h 44mAmerican Airlines

Deal found 9/16

$361

Tue 10/285:30 amMSP - SJU

1 stop10h 03mDelta

Sat 11/12:22 pmSJU - MSP

1 stop7h 16mDelta

Deal found 9/16

$305

Sat 9/2712:22 pmORD - BQN

2 stops13h 05mMultiple Airlines

Thu 10/23:32 amBQN - ORD

1 stop13h 40mMultiple Airlines

Deal found 9/13

$370

Thu 10/239:24 amORD - BQN

1 stop15h 40mFrontier

Sat 11/154:25 pmBQN - ORD

1 stop22h 01mFrontier

Deal found 9/16

$340

Thu 10/302:20 pmORD - SJU

Nonstop4h 40mUnited Airlines

Wed 11/58:30 amSJU - ORD

1 stop7h 25mUnited Airlines

Deal found 9/15

$313

Mon 11/37:42 pmATW - SJU

2 stops16h 01mAmerican Airlines

Tue 11/115:59 pmSJU - ATW

2 stops17h 17mAmerican Airlines

Deal found 9/14

$361

Sun 10/2612:06 pmMKE - SJU

1 stop8h 53mDelta

Tue 11/47:15 amSJU - MKE

1 stop7h 54mDelta

Deal found 9/15

$305

Thu 10/236:58 pmORD - BQN

1 stop30h 06mMultiple Airlines

Sat 11/154:25 pmBQN - ORD

2 stops20h 13mMultiple Airlines

Deal found 9/16

$372

Last-minute flights from Wisconsin to Puerto Rico
Discover last-minute flight deals from Wisconsin to Puerto Rico. Data last updated September 16, 2025 and is based on user searches.

Mon 9/226:30 amORD - SJU

1 stop6h 41mSpirit Airlines

Thu 10/211:59 amSJU - ORD

1 stop6h 40mSpirit Airlines

Deal found 9/14

$210

Mon 9/226:30 amORD - SJU

1 stop6h 41mSpirit Airlines

Sat 9/276:44 amSJU - ORD

1 stop10h 28mSpirit Airlines

Deal found 9/14

$211

Wed 10/811:13 amORD - SJU

2 stops13h 31mSpirit Airlines

Sat 10/119:48 amSJU - ORD

Nonstop5h 08mSpirit Airlines

Deal found 9/14

$212

Sat 10/1111:55 amORD - SJU

2 stops26h 04mSpirit Airlines

Sat 10/189:48 amSJU - ORD

Nonstop5h 08mSpirit Airlines

Deal found 9/14

$207

Fri 10/179:06 pmORD - SJU

Nonstop4h 45mSpirit Airlines

Fri 10/247:43 pmSJU - ORD

Nonstop5h 14mSpirit Airlines

Deal found 9/14

$215

Sat 10/187:43 pmORD - SJU

1 stop14h 13mSpirit Airlines

Tue 10/213:19 pmSJU - ORD

1 stop7h 14mSpirit Airlines

Deal found 9/14

$217

Sat 10/183:00 pmORD - SJU

Nonstop4h 40mMultiple Airlines

Tue 10/216:22 amSJU - ORD

1 stop31h 23mMultiple Airlines

Deal found 9/14

$219

Tue 10/216:00 amORD - SJU

1 stop7h 12mSpirit Airlines

Sat 10/259:48 amSJU - ORD

Nonstop5h 08mSpirit Airlines

Deal found 9/14

$208

Fri 10/249:06 pmORD - SJU

Nonstop4h 45mSpirit Airlines

Tue 10/283:19 pmSJU - ORD

1 stop7h 14mSpirit Airlines

Deal found 9/15

$213

Fri 10/249:06 pmORD - SJU

Nonstop4h 45mMultiple Airlines

Tue 10/289:00 amSJU - ORD

1 stop28h 45mMultiple Airlines

Deal found 9/14

$220

Tue 10/282:20 pmORD - SJU

Nonstop4h 40mUnited Airlines

Mon 11/38:10 amSJU - ORD

Nonstop5h 22mUnited Airlines

Deal found 9/15

$218

Tue 10/285:30 amMSN - SJU

1 stop10h 03mDelta

Sat 11/17:00 amSJU - MSN

2 stops14h 21mDelta

Deal found 9/15

$235

One-way flights from Wisconsin to Puerto Rico
Search for one-way flight options from Wisconsin to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated September 16, 2025.

Sat 10/46:44 pmORD - SJU

1 stop15h 12mSpirit Airlines

Deal found 9/15

$107

Mon 12/86:55 amORD - SJU

Nonstop4h 38mSpirit Airlines

Deal found 9/14

$108

Tue 10/282:20 pmORD - SJU

Nonstop4h 40mUnited Airlines

Deal found 9/14

$109

Sat 12/610:15 amORD - SJU

1 stop8h 29mSpirit Airlines

Deal found 9/14

$110

Thu 9/255:17 pmORD - SJU

1 stop6h 37mSpirit Airlines

Deal found 9/14

$112

Mon 11/171:45 pmORD - SJU

2 stops8h 50mSouthwest

Deal found 9/16

$114

Mon 10/206:40 amORD - SJU

1 stop18h 22mFrontier

Deal found 9/14

$115

Mon 10/67:10 amORD - SJU

1 stop15h 44mAmerican Airlines

Deal found 9/15

$116

Sun 10/266:45 amORD - SJU

1 stop16h 14mAmerican Airlines

Deal found 9/14

$117

Tue 11/189:38 amMSN - SJU

2 stops11h 35mDelta

Deal found 9/16

$118

Tue 11/187:00 amGRB - SJU

2 stops14h 13mDelta

Deal found 9/15

$118

Tue 10/77:00 amMKE - SJU

1 stop8h 25mDelta

Deal found 9/15

$118

Cheapflights Fare Finder

Use the filters below to find and compare flights from Wisconsin to Puerto Rico that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Fri 10/31

5:20 am-4:33 pm

1 stop10h 13m

San Juan Luis Munoz Marin Intl

Wed 11/5

7:00 am-5:22 pm

1 stop12h 22m

$227

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Tue 10/28

6:05 am-2:40 pm

1 stop7h 35m

San Juan Luis Munoz Marin Intl

Tue 11/4

8:30 am-4:32 pm

2 stops10h 02m

$235

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Thu 10/30

10:35 am-9:59 pm

1 stop10h 24m

San Juan Luis Munoz Marin Intl

Thu 11/6

7:15 am-4:19 pm

1 stop11h 04m

$235

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Tue 10/28

2:04 pm-9:59 pm

1 stop6h 55m

San Juan Luis Munoz Marin Intl

Thu 11/6

7:15 am-4:19 pm

1 stop11h 04m

$235

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Tue 10/28

12:06 pm-9:59 pm

1 stop8h 53m

San Juan Luis Munoz Marin Intl

Wed 11/5

6:43 pm-11:55 pm

1 stop7h 12m

$235

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Thu 10/30

2:20 pm-8:00 pm

Nonstop4h 40m

San Juan Luis Munoz Marin Intl

Sun 11/2

8:10 am-11:32 am

Nonstop5h 22m

$252

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

Sun 9/28

8:49 pm-9:30 am

1 stop11h 41m

Ponce Mercedita

Fri 10/3

10:15 am-11:59 pm

2 stops14h 44m

$260

Green BaySan Juan

GRB - SJU

GRBSJU

Green Bay Austin-Straubel

Tue 10/21

8:08 pm-3:55 pm

2 stops18h 47m

San Juan Luis Munoz Marin Intl

Tue 10/28

5:30 am-7:38 pm

2 stops15h 08m

$268

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

Fri 12/5

7:49 pm-9:55 am

1 stop12h 06m

Ponce Mercedita

Mon 12/8

10:50 am-6:44 pm

1 stop9h 54m

$284

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 10/21

8:52 am-2:44 pm

Nonstop4h 52m

San Juan Luis Munoz Marin Intl

Mon 10/27

1:05 am-9:02 am

1 stop8h 57m

$285

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 60 results

...

Best time to book a flight from Wisconsin to Puerto Rico

Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Wisconsin 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 Wisconsin to Puerto Rico

What is the cheapest month to book a flight from Wisconsin to Puerto Rico?

Currently, September is the cheapest month in which you can book a flight from Wisconsin to Puerto Rico (average of $254). Flying from Wisconsin to Puerto Rico in June is currently the most expensive (average of $339). 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.

What is the cheapest time of day to fly from WI to PR?

When flying from Wisconsin to Puerto Rico, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Related info for your journey

How long is the flight from Wisconsin to Puerto Rico?
Delta, United Airlines, and Frontier can get you from Wisconsin to Puerto Rico in just under 7h 35m. Your travel time can differ by up to 4h 06m. Airlines will cover a distance of 2120 mi. Both multi-stop and nonstop flights can be found to your destination and back.
What are the cheapest airlines to fly from Wisconsin to Puerto Rico one-way?
The cheapest airlines for a one-way flight from Wisconsin to Puerto Rico are United Airlines ($109), American Airlines ($118), and Delta ($118).
Can I find deals for flights from Wisconsin to Puerto Rico that include hotel bookings?
Yes. In addition to deals on Wisconsin to Puerto Rico flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Wisconsin to Puerto Rico?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Wisconsin to Puerto Rico.
Can I find deals for business class flights from Wisconsin to Puerto Rico?
Yes. Cheapflights offers flight deals from Wisconsin to Puerto Rico 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 Wisconsin to Puerto Rico?
Currently, September is the cheapest month in which you can book a flight from Wisconsin to Puerto Rico (average of $254). Flying from Wisconsin to Puerto Rico in June is currently the most expensive (average of $339). 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

Browse thousands of different options on Cheapflights for your next trip

Top 6 airlines flying from Wisconsin to Puerto Rico

Airline	Cheapest	Average	Flexibility	On-time
Frontier	Cheapest$129	Average$308	FlexibilityNo cancel fee	On-time62%
Spirit Airlines	Cheapest$208	Average$402	FlexibilityNo cancel fee	On-time65%
United Airlines	Cheapest$215	Average$611	FlexibilityNo cancel fee	On-time69%
Delta	Cheapest$215	Average$510	FlexibilityNo cancel fee	On-timeN/A
American Airlines	Cheapest$274	Average$592	FlexibilityNo cancel fee	On-time71%
Southwest	Cheapest$315	Average$601	FlexibilityNo cancel fee	On-time63%

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$107+ Cheap flights from Wisconsin to Puerto Rico

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 10/4. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Wisconsin to Puerto Rico with Cheapflights

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Cheap flight deals from Wisconsin to Puerto Rico

Keep the following information in mind while searching for Wisconsin to Puerto Rico flight deals. Data was last updated September 16, 2025.

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Wisconsin to Puerto Rico

Cheapest flights from Wisconsin to Puerto RicoExplore the most affordable flight options available from Wisconsin to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

Explore the most affordable flight options available from Wisconsin to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Wisconsin to Puerto Rico that are best for you.

Best time to book a flight from Wisconsin to Puerto Rico

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

Cheapflights Insights

Everything you need to know about your flight from Wisconsin to Puerto Rico

What is the cheapest month to book a flight from Wisconsin to Puerto Rico?

What is the cheapest time of day to fly from WI to PR?

Find hourly flight availability from Wisconsin to Puerto Rico. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 16, 2025.

Related info for your journey

Find useful and relevant information for your journey from Wisconsin to Puerto Rico. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

How long is the flight from Wisconsin to Puerto Rico?

What are the cheapest airlines to fly from Wisconsin to Puerto Rico one-way?

Can I find deals for flights from Wisconsin to Puerto Rico that include hotel bookings?

How can I find direct flights from Wisconsin to Puerto Rico?

Can I find deals for business class flights from Wisconsin to Puerto Rico?

What is the cheapest month to book a flight from Wisconsin to Puerto Rico?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Wisconsin to Puerto Rico

See prices for flight routes from nearby airports that may be better suited for you.

Top 6 airlines flying from Wisconsin to Puerto Rico

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Travel Smart

Cheapest flights from Wisconsin to Puerto Rico
Explore the most affordable flight options available from Wisconsin to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.