San Juan — flights from Milwaukee to San Juan

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Good to Know

Essential information to help you plan your flight from Milwaukee to San Juan.

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The best day, time of day, season and booking window for this route.

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Southwest AirlinesSouthwest Airlinesfound Oct 10
11/02/26
12:45 pm
MKEGeneral Mitchell International Airport
10h 20mBWIBaltimore/Washington International Thurgood Marshall Airport
11/03/26
1:05 am
SJULuis Munoz Marin International Airport
11/09/26
12:40 pm
SJULuis Munoz Marin International Airport
13h 10mMCOOrlando International Airport
11/09/26
11:50 pm
MKEGeneral Mitchell International Airport
$393
Southwest AirlinesSouthwest Airlinesfound Oct 10
11/02/26
7:50 pm
MKEGeneral Mitchell International Airport
12h 5mMCOOrlando International Airport
11/03/26
9:55 am
SJULuis Munoz Marin International Airport
11/09/26
12:40 pm
SJULuis Munoz Marin International Airport
13h 10mMCOOrlando International Airport
11/09/26
11:50 pm
MKEGeneral Mitchell International Airport
$393
American AirlinesAmerican Airlinesfound Oct 19
11/13/26
10:46 am
MKEGeneral Mitchell International Airport
8h 43mCLTCharlotte Douglas International Airport
11/13/26
9:29 pm
SJULuis Munoz Marin International Airport
11/20/26
1:18 pm
SJULuis Munoz Marin International Airport
12h 36mMIAMiami International Airport
11/20/26
11:54 pm
MKEGeneral Mitchell International Airport
$421
Southwest AirlinesSouthwest Airlinesfound Oct 10
11/02/26
8:05 am
MKEGeneral Mitchell International Airport
10h 45mDCAReagan Washington National AirportMCOOrlando International Airport
11/02/26
8:50 pm
SJULuis Munoz Marin International Airport
11/09/26
12:40 pm
SJULuis Munoz Marin International Airport
13h 10mMCOOrlando International Airport
11/09/26
11:50 pm
MKEGeneral Mitchell International Airport
$393
Flight plus hotel
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On average save $240 per traveler

American AirlinesAmerican Airlinesfound Oct 19
11/13/26
12:35 pm
MKEGeneral Mitchell International Airport
9h 24mPHLPhiladelphia International Airport
11/13/26
11:59 pm
SJULuis Munoz Marin International Airport
11/20/26
1:18 pm
SJULuis Munoz Marin International Airport
12h 36mMIAMiami International Airport
11/20/26
11:54 pm
MKEGeneral Mitchell International Airport
$421
Southwest AirlinesSouthwest Airlinesfound Oct 10
11/02/26
10:45 am
MKEGeneral Mitchell International Airport
10h 45mTPATampa International AirportFLLFort Lauderdale Hollywood International Airport
11/02/26
11:30 pm
SJULuis Munoz Marin International Airport
11/09/26
12:40 pm
SJULuis Munoz Marin International Airport
13h 10mMCOOrlando International Airport
11/09/26
11:50 pm
MKEGeneral Mitchell International Airport
$393
American AirlinesAmerican Airlinesfound Oct 19
11/13/26
10:46 am
MKEGeneral Mitchell International Airport
8h 43mCLTCharlotte Douglas International Airport
11/13/26
9:29 pm
SJULuis Munoz Marin International Airport
11/20/26
10:32 am
SJULuis Munoz Marin International Airport
15h 22mMIAMiami International Airport
11/20/26
11:54 pm
MKEGeneral Mitchell International Airport
$421
Southwest AirlinesSouthwest Airlinesfound Oct 10
11/02/26
7:05 am
MKEGeneral Mitchell International Airport
11h 45mBNANashville International AirportMCOOrlando International Airport
11/02/26
8:50 pm
SJULuis Munoz Marin International Airport
11/09/26
12:40 pm
SJULuis Munoz Marin International Airport
13h 10mMCOOrlando International Airport
11/09/26
11:50 pm
MKEGeneral Mitchell International Airport
$393
American AirlinesAmerican Airlinesfound Oct 19
11/13/26
12:35 pm
MKEGeneral Mitchell International Airport
9h 24mPHLPhiladelphia International Airport
11/13/26
11:59 pm
SJULuis Munoz Marin International Airport
11/20/26
10:32 am
SJULuis Munoz Marin International Airport
15h 22mMIAMiami International Airport
11/20/26
11:54 pm
MKEGeneral Mitchell International Airport
$421
Southwest AirlinesSouthwest Airlinesfound Oct 10
11/02/26
6:55 am
MKEGeneral Mitchell International Airport
11h 55mBWIBaltimore/Washington International Thurgood Marshall AirportMCOOrlando International Airport
11/02/26
8:50 pm
SJULuis Munoz Marin International Airport
11/09/26
12:40 pm
SJULuis Munoz Marin International Airport
13h 10mMCOOrlando International Airport
11/09/26
11:50 pm
MKEGeneral Mitchell International Airport
$393

Top Deals on flights from Milwaukee to San Juan

Milwaukee, US (MKE) - San Juan, PR (SJU)

Frontier AirlinesFrontier Airlines

Oct 29

10:15 am
MKEGeneral Mitchell International Airport
14h 35m1 stop · MCO

Oct 30

1:50 am
SJULuis Munoz Marin International Airport
Search More

as low as

$110

Milwaukee, US (MKE) - San Juan, PR (SJU)

Frontier AirlinesFrontier Airlines

Oct 29

10:15 am
MKEGeneral Mitchell International Airport
27h 27m1 stop · MCO

Oct 30

2:42 pm
SJULuis Munoz Marin International Airport
Search More

as low as

$116

Milwaukee, US (MKE) - San Juan, PR (SJU)

Southwest AirlinesSouthwest Airlines

Oct 29

12:20 pm
MKEGeneral Mitchell International Airport
10h 50m1 stop · BWI

Oct 30

12:10 am
SJULuis Munoz Marin International Airport
Search More

as low as

$133

Milwaukee, US (MKE) - San Juan, PR (SJU)

Southwest AirlinesSouthwest Airlines

Oct 29

10:25 am
MKEGeneral Mitchell International Airport
13h 0m1 stop · MCO

Oct 30

12:25 am
SJULuis Munoz Marin International Airport
Search More

as low as

$133

Milwaukee, US (MKE) - San Juan, PR (SJU)

American AirlinesAmerican Airlines

Oct 29

12:49 pm
MKEGeneral Mitchell International Airport
9h 8m1 stop · PHL

Oct 29

10:57 pm
SJULuis Munoz Marin International Airport
Search More

as low as

$136

Milwaukee, US (MKE) - San Juan, PR (SJU)

American AirlinesAmerican Airlines

Oct 29

7:14 am
MKEGeneral Mitchell International Airport
15h 6m1 stop · DFW

Oct 29

11:20 pm
SJULuis Munoz Marin International Airport
Search More

as low as

$136

Milwaukee, US (MKE) - San Juan, PR (SJU)

American AirlinesAmerican Airlines

Oct 29

6:10 am
MKEGeneral Mitchell International Airport
15h 47m1 stop · PHL

Oct 29

10:57 pm
SJULuis Munoz Marin International Airport
Search More

as low as

$136

Milwaukee, US (MKE) - San Juan, PR (SJU)

American AirlinesAmerican Airlines

Oct 29

6:27 pm
MKEGeneral Mitchell International Airport
15h 53m1 stop · CLT

Oct 30

11:20 am
SJULuis Munoz Marin International Airport
Search More

as low as

$136

Milwaukee, US (MKE) - San Juan, PR (SJU)

Southwest AirlinesSouthwest Airlines

Oct 29

8:05 pm
MKEGeneral Mitchell International Airport
12h 15m1 stop · MCO

Oct 30

9:20 am
SJULuis Munoz Marin International Airport
Search More

as low as

$173

Milwaukee, US (MKE) - San Juan, PR (SJU)

Southwest AirlinesSouthwest Airlines

Oct 29

5:00 pm
MKEGeneral Mitchell International Airport
15h 20m2 stops · MDW, MCO

Oct 30

9:20 am
SJULuis Munoz Marin International Airport
Search More

as low as

$173

Milwaukee, US (MKE) - San Juan, PR (SJU)

Southwest AirlinesSouthwest Airlines

Oct 29

6:20 am
MKEGeneral Mitchell International Airport
15h 50m2 stops · BWI, TPA

Oct 29

11:10 pm
SJULuis Munoz Marin International Airport
Search More

as low as

$173

Milwaukee, US (MKE) - San Juan, PR (SJU)

Southwest AirlinesSouthwest Airlines

Oct 29

5:55 am
MKEGeneral Mitchell International Airport
13h 5m2 stops · MDW, FLL

Oct 29

8:00 pm
SJULuis Munoz Marin International Airport
Search More

as low as

$178

Best San Juan Hotel + Flight Packages

Milwaukee - San Juan packages

Best San Juan Hotel + Flight + Car Packages

Milwaukee - San Juan packages

When is the cheapest time to fly?

Cheapest in late January at about $376

Fares from Milwaukee to San Juan are lowest in late January, around $376, and January is the cheapest month overall, averaging $393. They peak in late December at about $520, $144 more than the low. The yearly average is $433.

JanFebMarAprMayJunJulAugSepOctNovDec$0$100$200$300$400$500$600
Show the data
When is the cheapest time to fly?
MonthAverage fareEarly monthLate month
January$393$410$376
February$409$398$421
March$463$451$473
April$433$441$425
May$428$418$438
June$476$469$484
July$459$462$456
August$415$433$398
September$400$399$401
October$413$410$416
November$424$419$429
December$484$444$520

How far in advance should I book?

Cheapest about 6 weeks out at $393

Book about 6 weeks before departure for the best fares from Milwaukee to San Juan, around $393. Booking in the final days before the flight costs about $478, $85 more. Booking six months ahead runs about $580.

1w2w1mo2mo3mo4mo5mo$0$100$200$300$400$500$600
Show the data
How far in advance should I book? (selected points, lowest and highest included)
Days before departureAverage fare
180 days$580
177 days$582
172 days$582
164 days$567
156 days$535
148 days$519
140 days$515
132 days$501
124 days$485
116 days$470
108 days$460
100 days$453
92 days$442
84 days$429
76 days$413
68 days$399
2mo$399
52 days$399
44 days$395
41 days$393
36 days$393
28 days$398
20 days$407
12 days$432
4 days$465
0 days$478

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

Wednesday is the cheapest day of the week to fly from Milwaukee to San Juan. At $413 it is 6% cheaper than the average day. Thursday is the most expensive day, 7% above average.

$447Sun$441Mon$417Tue$413Wed$471Thu$452Fri$439Sat
Show the data
What's the cheapest day of the week to fly?
DayAverage fare
Sun$447
Mon$441
Tue$417
Wed$413
Thu$471
Fri$452
Sat$439

When is the best time of day to fly?

Evening (5pm - 9pm) is the cheapest time of day to fly from Milwaukee to San Juan. At $433 it is 2% cheaper than the average time. Midday (12pm - 2pm) is the most expensive time, 2% above average.

$438Morning$452Midday$442Afternoon$433Evening
Show the data
When is the best time of day to fly?
Time of dayAverage fare
Morning$438
Midday$452
Afternoon$442
Evening$433

What do round-trip flights from Milwaukee to San Juan cost?

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

1%$0to $20017%$200to $40042%$400to $60027%$600to $8007%$800to $1,0003%$1,000to $1,2003%$1,200and up
Show the data
What do round-trip flights from Milwaukee to San Juan cost?
Price rangeShare of fares
$0 to $2001%
$200 to $40017%
$400 to $60042%
$600 to $80027%
$800 to $1,0007%
$1,000 to $1,2003%
$1,200 and up3%
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 San Juan 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 San Juan.

What is the typical flight duration from Milwaukee to San Juan?

Milwaukee to San Juan is about 2,120 miles, and there is no scheduled nonstop service on the route, so the journey requires a connection.
Methodology
Flight times and distances come from our flight-schedule database, which combines published airline timetables, U.S. government schedule data from the Bureau of Transportation Statistics (BTS), and observed flight operations from the EUROCONTROL/OpenSky Open Performance Data Initiative (OPDI). The typical flight time is the median scheduled block time across all carriers on the route, computed the same way in both directions so the difference reflects prevailing winds rather than any change in method. Distance is the great-circle distance between the two airports, so the actual flown track is typically 2-5% longer.

Are there any direct flights from Milwaukee to San Juan?

There are no nonstop flights from Milwaukee to San Juan. The quickest routing is a one-stop connection on Southwest Airlines via Tampa, taking 6 hours 25 minutes total (a 160-minute first leg, a 40-minute layover, and a 185-minute second leg), with a nearly-as-fast Southwest option via Orlando at 6 hours 30 minutes. American Airlines via Charlotte is the next shortest at 7 hours 1 minute.
Methodology
Airlines and weekly frequencies are compiled from our flight-schedule database, which combines published airline timetables, U.S. government schedule data from the Bureau of Transportation Statistics (BTS), and observed flight operations from the EUROCONTROL/OpenSky Open Performance Data Initiative (OPDI). We count each operating carrier's scheduled weekly departures and the days it flies; where there is no nonstop service, connecting carriers are identified by linking scheduled nonstop segments through common hub airports. Where a median fare is shown for a carrier, it reflects the real fares Priceline users found on this route in the last 72 hours.

What are the ground transportation options in San Juan?

Getting from Luis Muñoz Marín International Airport (SJU) to the city center is straightforward, with the airport just about 3 miles southeast of downtown San Juan. Taxis are the most-used option, offering fixed rates to tourist zones and departing from the arrivals level of Terminals A and B. Rideshares like Uber and Lyft are also available 24/7 from designated pickup areas, providing a flexible alternative. Public buses (guaguas) run from the upper-level roadway outside Terminals A, B, and D, with routes like the D53 serving Condado and Old San Juan for under a dollar, though they are slower and less convenient with luggage. Rental cars are available at the airport for exploring beyond the city, but for getting to the city center itself, a taxi or rideshare is the fastest and most direct choice.
References

When is the cheapest time to fly from Milwaukee to San Juan?

Fares from Milwaukee to San Juan are lowest in late January, around $376. January is the cheapest month overall, averaging $393, followed by September ($400) and February ($409). December is the most expensive month at about $484, and fares peak in late December at about $520. The yearly average is $433. Fares are adjusted to current market conditions.
Methodology
Seasonal fares come from Priceline's own air booking-summary archive, analysed in-house and refreshed monthly. For each day of the year we take a representative round-trip fare, a blend of the 25th-percentile and average ticket price over the route's bookings, and smooth the series into a seasonal curve; the half-month low and high and the monthly figures quoted here are averages of that curve. Thin and international routes borrow their seasonal shape from the nearest busy routes, with the price level anchored to the route's own bookings.

How far in advance should I book tickets from Milwaukee to San Juan?

Book about 6 weeks before departure for the best fares from Milwaukee to San Juan, around $393. Booking in the final days before the flight costs about $478, $85 more. Booking six months ahead runs about $580. Fares are adjusted to current market conditions.
Methodology
Booking-window guidance comes from the same monthly in-house analysis of Priceline's own air booking-summary archive. We aggregate the route's bookings by how many days before departure they were made, from about 180 days out to the day of travel, smooth the curve, and highlight the stretch of lead times with the lowest average fare. Thin and international routes borrow the curve shape from the nearest busy routes, anchored to the route's own price level. It reflects current fares and is refreshed monthly.

Are overnight (red‑eye) flights available from Milwaukee to San Juan?

There are no nonstop red-eye flights from Milwaukee to San Juan, but connecting itineraries whose long leg is an overnight red-eye do operate. Southwest and Frontier overnight legs run in the evening — departing around 8:00 PM to 11:00 PM and arriving just after midnight or in the early hours (00:10 to 01:53) — routing through Orlando or Baltimore with layovers of roughly 3 to 9 hours.
Methodology
Red-eye flights are identified from scheduled local departure and arrival times and block times in our flight-schedule database — built from published airline timetables and official schedule data, including U.S. Department of Transportation records for domestic routes. A flight counts as a red-eye when it departs in the afternoon or evening (3 p.m. or later local time) or in the early hours before 4 a.m., and is in the air at some point between midnight and 4 a.m. local time at both its departure airport and its arrival airport. An evening flight that lands before midnight at its destination is never counted, nor is a morning departure or a daytime long-haul that reaches the next calendar date only because of time zones. Each red-eye is labelled with its timing (for example, overnight and landing the next morning, or late-night and landing after midnight). For connecting itineraries the same rule is applied to the longer leg, from one representative day's flight search.

Which airlines usually operate this route from Milwaukee to San Juan?

There is no nonstop service from Milwaukee to San Juan, so travelers connect through a hub. Southwest Airlines offers the quickest one-stop options via Tampa or Orlando, with total trip times around 6.5 hours. American Airlines connects through Charlotte, Chicago O'Hare, Philadelphia, or Dallas/Fort Worth, while United Airlines routes through Chicago O'Hare, Houston, or Newark. Frontier Airlines also offers a connection via Orlando, though with a longer total journey time.
Methodology
Airlines and weekly frequencies come from our flight-schedule database, which combines published airline timetables, U.S. government schedule data from the Bureau of Transportation Statistics (BTS), and observed flight operations from the EUROCONTROL/OpenSky Open Performance Data Initiative (OPDI). We count each operating carrier's scheduled weekly departures and the days it flies; where there is no nonstop service, connecting carriers are identified by linking scheduled nonstop segments through common hub airports. Where a typical fare is shown for a carrier, it is the median of the real fares Priceline users found on this route in the last 72 hours.

Which airport should I use in San Juan?

San Juan has one commercial airport, Luis Muñoz Marín International, about 5 miles east of Old San Juan. It is the primary gateway for Puerto Rico and serves all major US carriers and regional connections.

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

From downtown Milwaukee, the fastest and most popular way to reach General Mitchell International Airport is by ride-share or taxi, with a roughly ten-minute drive south on I-94, while the Milwaukee County Transit System GreenLine and Route 80 buses offer the most economical option. Shuttle operators like GO Riteway provide door-to-door service, and Amtrak's Hiawatha service stops at the nearby airport rail station with a free shuttle to the terminal. Driving yourself is easy, with on-site parking spanning a garage, surface lot, and cheaper Saver lot that includes a free 24-hour shuttle.
References

Are there hotels or sleeping facilities at San Juan airport?

San Juan Airport has the San Juan Airport Hotel located in Terminal D with direct terminal access, landside. Several nearby hotels are within a short drive, including the Courtyard by Marriott Isla Verde Beach, Hotel Villa del Sol, Hampton Inn & Suites San Juan, Residence Inn by Marriott, and Embassy Suites by Hilton San Juan. The nearby hotels do not offer airport shuttles.
References

What facilities and services are available to travelers at San Juan Luis Munoz Marin International Airport?

At San Juan's Luis Muñoz Marín International Airport, travelers will find tax-free shops and restaurants throughout the terminals, with duty-free shopping located post-security in Terminal A. The airport has fast food restaurants along its corridors and high-end retail stores in Terminals B and C. Animal relief areas are available, and travelers can ask an agent for their location. The airport's terminals are connected airside, so passengers can move between A, B, C, and D after clearing security once.
References

Are there accessible services or children's facilities at the Milwaukee and San Juan airports?

At Milwaukee Mitchell International Airport, the Traveler's Aid Desk in the main terminal provides disability assistance and wheelchair service, along with a visual paging system for announcements, and help can be arranged by calling 414-747-5245. At Luis Muñoz Marín International Airport in San Juan, facilities include lifts, ramps, people movers, TDD telephones, disabled toilets, and dedicated parking, with assistance available from the Traveler's Aid desk on the first level of Terminal E; passengers needing wheelchairs or special assistance should contact their airline before travel.
References

What aircraft are typically used on flights from Milwaukee to San Juan?

There is no nonstop service from Milwaukee to San Juan, so all flights involve a connection. On connecting itineraries, Southwest typically uses Boeing 737 MAX 8 or 737-700 aircraft on the long leg via Orlando, Baltimore, or Tampa, while United uses Boeing 737 MAX 9 or Airbus A321neo on the long leg via Chicago, Houston, or Newark. American uses Boeing 737-800 or Airbus A321 on the long leg via Philadelphia, Charlotte, Dallas, or Chicago.
Methodology
Aircraft types come from our flight-schedule database, which combines published airline timetables, U.S. government schedule data from the Bureau of Transportation Statistics (BTS), and observed flight operations from the EUROCONTROL/OpenSky Open Performance Data Initiative (OPDI). For U.S. routes the type is grounded in the tail number that actually operated the flight; elsewhere it comes from the airline's filed equipment code. Where the source does not commit to a specific variant we name the aircraft family (for example Airbus A320 family) rather than guess, and where no reliable type is on file the aircraft is omitted rather than estimated. Types describe typical scheduled equipment and can vary with seasonal or day-of-week assignments and last-minute swaps.

Which airline alliances serve flights from Milwaukee to San Juan?

There is no nonstop service between Milwaukee and San Juan, so flights connect through hubs like Tampa, Orlando, Charlotte, Chicago O'Hare, and Miami-area gateways. The alliances serving this route come from American Airlines (oneworld) and United Airlines (Star Alliance), while Southwest Airlines and Frontier Airlines operate it as independent carriers that belong to no alliance.
Methodology
Airlines and weekly frequencies are compiled from our flight-schedule database, which combines published airline timetables, U.S. government schedule data from the Bureau of Transportation Statistics (BTS), and observed flight operations from the EUROCONTROL/OpenSky Open Performance Data Initiative (OPDI). We count each operating carrier's scheduled weekly departures and the days it flies; where there is no nonstop service, connecting carriers are identified by linking scheduled nonstop segments through common hub airports. Where a median fare is shown for a carrier, it reflects the real fares Priceline users found on this route in the last 72 hours.

What are the best airport lounge options when departing from Milwaukee?

The only lounge at Milwaukee Mitchell International Airport is the Delta Sky Club in the Main Terminal, located in Concourse D across from Great American Bagel and Bakery. It offers premium food, beer and wine, Wi-Fi, TVs, flight monitors, and printers and copiers, with spirits and liquor available for a charge. Access is limited to adults 18 and over, and entry is allowed up to three hours before departure. This is the sole lounge option when departing from Milwaukee on your way to San Juan.
References

Are same‑day changes or standby possible on this route?

Same‑day changes and standby depend on the airline and fare class, with flexible and premium tickets offering the best options while Basic Economy typically does not.