Puerto Rico — flights from Milwaukee to Puerto Rico

Flight Deals from Milwaukee to Puerto Rico from $110

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Good to Know

Cheapest fares and when to fly, by destination city — select a row for the details.

Cheapest RT	Cheapest OW	Good Deal Price	Best Time to Fly	Best Day to Fly	When to Book
$393	$110	$413	Evening	Wednesday	6 weeks
Cheapest round-trip found on Priceline in the last 8 days. $39 below the typical $432 round-trip on this route. Lowest one-way found in the last 8 days. The typical one-way fare is $191. A round-trip at or under $413 is a good deal on this route right now. 75% of the fares we found cost more; only a quarter cost less. Wednesday departures average $415 on this route, the lowest of any weekday. $27 less than the average weekday, which is $442. Evening departures average $425 on this route, the lowest of any time of day. $16 less than the average departure, which is $441. Fares on this route are lowest when booked about 6 weeks before departure. See all flights to San Juan →
$503	$355	$736	Morning	Wednesday	6 weeks
Cheapest round-trip found on Priceline in the last 8 days. $300 below the typical $803 round-trip on this route. Lowest one-way found in the last 8 days. The typical one-way fare is $451. A round-trip at or under $736 is a good deal on this route right now. 75% of the fares we found cost more; only a quarter cost less. Wednesday departures average $778 for flights to this destination, the lowest of any weekday. $51 less than the average weekday, which is $829. Morning departures average $787 on this route, the lowest of any time of day. $88 less than the average departure, which is $875. Fares to this destination are lowest when booked about 6 weeks before departure. See all flights to Aguadilla →
$579	$227	$616	Midday	Wednesday	6 weeks
Cheapest round-trip found on Priceline in the last 8 days. $133 below the typical $712 round-trip on this route. Lowest one-way found in the last 8 days. The typical one-way fare is $591. A round-trip at or under $616 is a good deal on this route right now. 75% of the fares we found cost more; only a quarter cost less. Wednesday departures average $717 for flights to this destination, the lowest of any weekday. $47 less than the average weekday, which is $764. Midday departures average $735 on this route, the lowest of any time of day. $71 less than the average departure, which is $806. Fares to this destination are lowest when booked about 6 weeks before departure. See all flights to Mayagueez →
$711	$272	$765	Midday	Wednesday	6 weeks
Cheapest round-trip found on Priceline in the last 8 days. $175 below the typical $886 round-trip on this route. Lowest one-way found in the last 8 days. The typical one-way fare is $539. A round-trip at or under $765 is a good deal on this route right now. 75% of the fares we found cost more; only a quarter cost less. Wednesday departures average $836 for flights to this destination, the lowest of any weekday. $55 less than the average weekday, which is $891. Midday departures average $868 on this route, the lowest of any time of day. $34 less than the average departure, which is $902. Fares to this destination are lowest when booked about 6 weeks before departure. See all flights to Culebra →

Methodology: learn how we calculate these figures

The best day to fly and how far ahead to book shown in this table are built from the prices Priceline customers actually paid for flights to this destination over the past 12 months or more.

Where a route has too few bookings to fill a figure, we borrow the shape from a group of routes with similar price behavior and fit it to the fares booked on that route.

Because past fares don’t reflect today’s market, we then adjust the historical prices for current conditions such as inflation and fuel costs, using the round-trip fares found in recent searches.

The cheapest round-trip and one-way fares, the good-deal price and the best time of day to fly come directly from the fares found in recent searches, not from historical bookings.

Best Puerto Rico Hotel + Flight Packages

Round-trip flight from Milwaukee

MKE to SJU

The Condado Plaza Hotel

San Juan, 999 Ashford Avenue

7.6731 Reviews4-Star Hotel

1% Package Savings

^$1,301/person

$2,638 $2,602 total

Incl. Flight + Hotel

Borinquen Beach Retreat Apt 3 Near Beach

Round-trip flight from Milwaukee

MKE to BQN

Borinquen Beach Retreat Apt 3 Near Beach

Camaceyes, 2486 Camino El Mango

92 Reviews0-Star Hotel

^$914/person

$1,827 total

Incl. Flight + Hotel

5.1 Loft • Lobby • Generator • Parking • 2nd Floor

Round-trip flight from Milwaukee

MKE to MAZ

5.1 Loft • Lobby • Generator • Parking • 2nd Floor

Mayaguez, Apt 5.1 53 Calle Salud Sur

91 Reviews0-Star Hotel

^$723/person

$1,445 total

Incl. Flight + Hotel

Round-trip flight from Milwaukee

MKE to CPX

Always Summer Inn Bay Front

Culebra, Calle 5 La Romana

8.510 Reviews0-Star Hotel

^$950/person

$1,900 total

Incl. Flight + Hotel

Round-trip flight from Milwaukee

MKE to SJU

Hilton Garden Inn San Juan Condado

San Juan, 886 Ashford Ave

8.2595 Reviews4-Star Hotel

11% Package Savings

^$1,398/person

$3,133 $2,795 total

Incl. Flight + Hotel

Lux Ramey Cir D 2 king bed w/Wi-Fi near airport.

Round-trip flight from Milwaukee

MKE to BQN

Lux Ramey Cir D 2 king bed w/Wi-Fi near airport.

Aguadilla, 293 Circle D Base Ramey Aguadilla Pr 00603

95 Reviews0-Star Hotel

^$1,020/person

$2,039 total

Incl. Flight + Hotel

5.8 Casita Azul • Balcony • Terrace • Urban

Round-trip flight from Milwaukee

MKE to MAZ

5.8 Casita Azul • Balcony • Terrace • Urban

Mayaguez, Apt 5.8 53 Calle Salud

92 Reviews0-Star Hotel

^$757/person

$1,513 total

Incl. Flight + Hotel

Round-trip flight from Milwaukee

MKE to CPX

Casa Robinson Guest House

Culebra, H-10 Bo. La Romana Po Box 244

8.386 Reviews3-Star Hotel

^$963/person

$1,926 total

Incl. Flight + Hotel

Best Puerto Rico Hotel + Flight + Car Packages

Round-trip flight from Milwaukee

MKE to CPX

Always Summer Inn Bay Front

Culebra, Calle 5 La Romana

8.510 Reviews0-Star Hotel

Rental car included

Pick-up in CPX

1% Package Savings

^$1,085/person

$2,200 $2,170 total

Incl. Flight + Hotel + Car

Round-trip flight from Milwaukee

MKE to SJU

Hilton Garden Inn San Juan Condado

San Juan, 886 Ashford Ave

8.2595 Reviews4-Star Hotel

Rental car included

Pick-up in SJU

11% Package Savings

^$1,459/person

$3,264 $2,918 total

Incl. Flight + Hotel + Car

Round-trip flight from Milwaukee

MKE to BQN

Lux Ramey Cir D 2 king bed w/Wi-Fi near airport.

Aguadilla, 293 Circle D Base Ramey Aguadilla Pr 00603

95 Reviews0-Star Hotel

Rental car included

Pick-up in BQN

^$1,064/person

$2,127 total

Incl. Flight + Hotel + Car

Round-trip flight from Milwaukee

MKE to MAZ

5.8 Casita Azul • Balcony • Terrace • Urban

Mayaguez, Apt 5.8 53 Calle Salud

92 Reviews0-Star Hotel

Rental car included

Pick-up in MAZ

^$800/person

$1,600 total

Incl. Flight + Hotel + Car

Round-trip flight from Milwaukee

MKE to CPX

Casa Robinson Guest House

Culebra, H-10 Bo. La Romana Po Box 244

8.386 Reviews3-Star Hotel

Rental car included

Pick-up in CPX

1% Package Savings

^$1,098/person

$2,226 $2,196 total

Incl. Flight + Hotel + Car

Round-trip flight from Milwaukee

MKE to SJU

The Condado Plaza Hotel

San Juan, 999 Ashford Avenue

7.6731 Reviews4-Star Hotel

Rental car included

Pick-up in SJU

2% Package Savings

^$1,363/person

$2,767 $2,725 total

Incl. Flight + Hotel + Car

Round-trip flight from Milwaukee

MKE to BQN

Borinquen Beach Retreat Apt 3 Near Beach

Camaceyes, 2486 Camino El Mango

92 Reviews0-Star Hotel

Rental car included

Pick-up in BQN

^$958/person

$1,915 total

Incl. Flight + Hotel + Car

Round-trip flight from Milwaukee

MKE to MAZ

5.1 Loft • Lobby • Generator • Parking • 2nd Floor

Mayaguez, Apt 5.1 53 Calle Salud Sur

91 Reviews0-Star Hotel

Rental car included

Pick-up in MAZ

^$767/person

$1,533 total

Incl. Flight + Hotel + Car

When is the cheapest time to fly?

Cheapest in late January at about $511

Fares from Milwaukee to Puerto Rico are lowest in late January, around $511, and January is the cheapest month overall, averaging $539. They peak in late June at about $765, $254 more than the low. The yearly average is $622.

Show the data

When is the cheapest time to fly?
Month	Average fare	Early month	Late month
January	$539	$568	$511
February	$589	$571	$609
March	$653	$642	$663
April	$599	$588	$610
May	$614	$596	$630
June	$747	$730	$765
July	$674	$676	$672
August	$619	$659	$583
September	$584	$592	$576
October	$595	$578	$611
November	$617	$612	$623
December	$636	$616	$654

How far in advance should I book?

Cheapest about 5 weeks out at $595

Book about 5 weeks before departure for the best fares from Milwaukee to Puerto Rico, around $595. Booking in the final days before the flight costs about $732, $137 more. Booking six months ahead runs about $911.

Show the data

How far in advance should I book? (selected points, lowest and highest included)
Days before departure	Average fare
180 days	$911
172 days	$945
164 days	$898
156 days	$786
148 days	$735
140 days	$750
132 days	$758
124 days	$739
116 days	$700
108 days	$685
100 days	$692
92 days	$702
84 days	$700
76 days	$668
68 days	$644
2mo	$646
52 days	$636
44 days	$614
37 days	$595
36 days	$595
28 days	$601
20 days	$619
12 days	$662
4 days	$715
0 days	$732

What's the cheapest day of the week to fly?

Wednesday is the cheapest day of the week to fly from Milwaukee to Puerto Rico. At $699 it is 6% cheaper than the average day. Thursday is the most expensive day, 6% above average.

Show the data

What's the cheapest day of the week to fly?
Day	Average fare
Sun	$755
Mon	$743
Tue	$706
Wed	$699
Thu	$792
Fri	$765
Sat	$750

When is the best time of day to fly?

Afternoon (2pm - 5pm) is the cheapest time of day to fly from Milwaukee to Puerto Rico. At $441 it is 36% cheaper than the average time. Evening (5pm - 9pm) is the most expensive time, 19% above average.

Show the data

When is the best time of day to fly?
Time of day	Average fare
Morning	$724
Midday	$763
Afternoon	$441
Evening	$814

What do round-trip flights from Milwaukee to Puerto Rico cost?

Share of fares in each price range, adjusted to current prices.

Show the data

What do round-trip flights from Milwaukee to Puerto Rico cost?
Price range	Share of fares
$200 to $400	3%
$400 to $600	31%
$600 to $800	29%
$800 to $1,000	18%
$1,000 to $1,200	10%
$1,200 to $1,400	5%
$1,400 and up	4%

Methodology: learn how we calculate these charts

The charts “When is the cheapest time to fly?”, “How far in advance should I book?”, “What's the cheapest day of the week to fly?” and “What do round-trip flights from Milwaukee to Puerto Rico cost?” are built from the prices Priceline customers actually paid for flights on this route over the past 12 months or more.

Where a route has too few bookings to fill every point in a chart, we borrow the shape of the curve from a group of routes with similar price behavior and fit it to the fares booked on this route.

Because past fares don’t reflect today’s market, we then adjust the historical prices for current conditions such as inflation and fuel costs, using the round-trip fares found in recent searches on this route.

The chart “When is the best time of day to fly?” is calculated directly from the fares found in recent searches, not from historical bookings.

Frequently Asked Questions

Everything you need to know about flying from Milwaukee to Puerto Rico.

When is the cheapest time to fly from Milwaukee to Puerto Rico?

From Milwaukee to San Juan, the cheapest months to fly are January, September, and February, with the lowest fares in late January. The priciest months are December and June, peaking in late December.

Methodology

These seasonal fares look at the busiest city-to-city routes between the two places (up to four, chosen by scheduled flights) and at the seasonal fare curve Priceline's own archive provides for each route. Months are ranked by how far each month's average fare sits above or below that route's yearly average, taking the middle value across the routes, so one expensive route cannot dominate.

How far in advance should I book flights from Milwaukee to Puerto Rico?

For flights from Milwaukee to San Juan, the best booking window is between 30 and 50 days before departure, with the lowest fares typically appearing about 5 weeks out. Fares rise when booking very early, with the priciest lead time around 175 days ahead.

Methodology

This booking-window guidance looks at the busiest city-to-city routes between the two places (up to four, chosen by scheduled flights) and at the booking-window fare curve Priceline's own archive provides for each route. The best time to book is the middle value of those routes' cheapest lead times.

What are the most popular cities to visit in Puerto Rico?

Most visitors land in San Juan for Old San Juan, Condado and Isla Verde. Ponce offers colonial architecture and museums. Rincón and Aguadilla draw surfers and beachgoers on the west coast. Vieques and Culebra are popular for quiet beaches and bioluminescent bays. Flights from Milwaukee usually connect through a major hub.

When is the best time of year to visit Puerto Rico?

For Puerto Rico, December through April is the driest, most comfortable season, but prices and crowds peak from mid-December to early January and again around spring break. May to June and November offer a good balance of warm weather, lower fares and lighter crowds before the summer hurricane season.

How do I get to General Mitchell Intl Airport from the city center?

Getting to General Mitchell International Airport from downtown Milwaukee is straightforward: MCTS GreenLine and Route 80 buses provide the most popular public transit option, with the GreenLine running directly between Bayshore and the airport through downtown, while Route 80 also connects downtown and the airport. Ride-share services like Uber and Lyft have a designated pickup area outside baggage claim and are typically the fastest door-to-door choice for a single traveler or small group. Taxis are available 24/7 from the taxi pickup outside Baggage Claim 3, and shuttle operators such as GO Riteway serve hotels and other locations across southeastern Wisconsin. If you drive, the airport is about 6 miles south of downtown via I-94, with on-site parking options ranging from the attached garage to the cheaper Saver lot (with free shuttle service), and a five-day stay in Saver Parking costs about $50.

References

Ground Transportation :: Mitchell Airportmitchellairport.com · Published Apr 23, 2026
A Guide to Milwaukee Mitchell International Airport (MKE) | Chasechase.com
Parking - Milwaukee Airportparking.mitchellairport.com · Published Dec 27, 2024
Milwaukee Mitchell International Airporten.wikipedia.org · Published Sep 30, 2026
MKE The Best Airport for RNC Travelersmitchellairport.com · Published Jul 16, 2024
How to get from Milwaukee Airport (MKE) to Madison, WI | Uberuber.com · Published Sep 20, 2026

Flight Deals from Milwaukee to Puerto Rico from $110

Good to Know

Best Puerto Rico Hotel + Flight Packages

Best Puerto Rico Hotel + Flight + Car Packages

When is the cheapest time to fly?

How far in advance should I book?

What's the cheapest day of the week to fly?

When is the best time of day to fly?

What do round-trip flights from Milwaukee to Puerto Rico cost?

Frequently Asked Questions

When is the cheapest time to fly from Milwaukee to Puerto Rico?

How far in advance should I book flights from Milwaukee to Puerto Rico?

What are the most popular cities to visit in Puerto Rico?

When is the best time of year to visit Puerto Rico?

How do I get to General Mitchell Intl Airport from the city center?

Flights to Puerto Rico