$93+ Cheap flights from Milwaukee (MKE) to San Juan
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 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
Mar 2 — Mar 91
1 adult, Economy
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Find cheap flights from Milwaukee to San Juan with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Milwaukee to San Juan
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Cheapest flights from Milwaukee to San JuanExplore the most affordable flight options available from Milwaukee to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 31, 2026.
Explore the most affordable flight options available from Milwaukee to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 31, 2026.
This Priceline deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/186:35 pm
MKE
- SJU
1 stop6h 23m
Frontier
Tue 3/243:08 am
SJU
- MKE
1 stop29h 22m
Frontier
Deal found 1/30![Frontier logo]()
$236
This CheapOair deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/114:00 pm
MKE
- SJU
1 stop7h 51m
Frontier
Wed 4/153:19 pm
SJU
- MKE
1 stop20h 49m
Frontier
Deal found 1/28![Frontier logo]()
$242
This Frontier deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/111:37 pm
MKE
- SJU
1 stop11h 24m
Frontier
Wed 4/223:08 am
SJU
- MKE
1 stop9h 00m
Frontier
Deal found 1/28![Frontier logo]()
$243
This Priceline deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/711:12 am
MKE
- SJU
1 stop10h 47m
Frontier
Mon 2/93:53 am
SJU
- MKE
1 stop13h 54m
Frontier
Deal found 1/29![Frontier logo]()
$244
This CheapOair deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/187:42 pm
MKE
- SJU
1 stop18h 00m
Frontier
Wed 4/223:19 pm
SJU
- MKE
1 stop20h 49m
Frontier
Deal found 1/29![Frontier logo]()
$251
This CheapOair deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/97:01 pm
MKE
- SJU
1 stop15h 56m
Frontier
Fri 2/133:53 am
SJU
- MKE
1 stop16h 59m
Frontier
Deal found 1/30![Frontier logo]()
$255
This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/510:11 am
MKE
- SJU
1 stop9h 13m
Delta
Fri 5/226:15 am
SJU
- MKE
1 stop9h 50m
Delta
Deal found 1/28![Delta logo]()
$256
This Frontier deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/104:42 pm
MKE
- SJU
1 stop8h 11m
Frontier
Thu 2/193:53 am
SJU
- MKE
1 stop7h 50m
Frontier
Deal found 1/30![Frontier logo]()
$258
This CheapOair deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/97:01 pm
MKE
- SJU
1 stop15h 56m
Frontier
Thu 2/124:25 pm
SJU
- MKE
1 stop19h 18m
Frontier
Deal found 1/30![Frontier logo]()
$264
This Priceline deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/67:28 pm
MKE
- SJU
1 stop17h 58m
Frontier
Mon 2/93:53 am
SJU
- MKE
1 stop13h 54m
Frontier
Deal found 1/29![Frontier logo]()
$268
This Priceline deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/75:47 pm
MKE
- SJU
1 stop17h 04m
Frontier
Tue 3/1011:07 am
SJU
- MKE
1 stop7h 43m
Frontier
Deal found 1/29![Frontier logo]()
$270
This United Airlines deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/209:43 am
MKE
- SJU
2 stops10h 41m
United Airlines
Thu 4/307:40 am
SJU
- MKE
1 stop7h 47m
United Airlines
Deal found 1/29![United Airlines logo]()
$271
Best flights from Milwaukee to San JuanDiscover carefully curated flight deals from Milwaukee to San Juan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated January 31, 2026.
Discover carefully curated flight deals from Milwaukee to San Juan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated January 31, 2026.
This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/132:50 pm
MKE
- SJU
1 stop7h 22m
Delta
Fri 4/177:30 am
SJU
- MKE
1 stop11h 21m
Delta
Deal found 1/28![Delta logo]()
$256
This CheapOair deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/77:48 pm
MKE
- SJU
1 stop15h 34m
Frontier
Fri 2/133:53 am
SJU
- MKE
1 stop16h 59m
Frontier
Deal found 1/30![Frontier logo]()
$325
This Southwest deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/238:30 pm
MKE
- SJU
1 stop11h 50m
Southwest
Tue 3/315:15 am
SJU
- MKE
1 stop7h 20m
Southwest
Deal found 1/30![Southwest logo]()
$332
This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1412:32 pm
MKE
- SJU
1 stop6h 52m
Delta
Thu 4/237:30 am
SJU
- MKE
1 stop7h 22m
Delta
Deal found 1/28![Delta logo]()
$256
This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/111:40 pm
MKE
- SJU
1 stop8h 35m
Delta
Fri 4/177:30 am
SJU
- MKE
1 stop7h 22m
Delta
Deal found 1/28![Delta logo]()
$256
This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1110:14 am
MKE
- SJU
1 stop9h 04m
Delta
Sat 4/186:15 am
SJU
- MKE
1 stop11h 09m
Delta
Deal found 1/28![Delta logo]()
$256
This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/2210:10 am
MKE
- SJU
1 stop9h 02m
Delta
Wed 2/252:12 pm
SJU
- MKE
1 stop11h 35m
Delta
Deal found 1/28![Delta logo]()
$256
This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/132:50 pm
MKE
- SJU
1 stop7h 22m
Delta
Sat 4/187:30 am
SJU
- MKE
1 stop9h 54m
Delta
Deal found 1/28![Delta logo]()
$256
This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/302:50 pm
MKE
- SJU
1 stop7h 23m
Delta
Tue 5/126:15 am
SJU
- MKE
1 stop8h 29m
Delta
Deal found 1/28![Delta logo]()
$256
This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/302:50 pm
MKE
- SJU
1 stop7h 23m
Delta
Mon 5/1112:50 pm
SJU
- MKE
1 stop11h 37m
Delta
Deal found 1/28![Delta logo]()
$310
This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1110:14 am
MKE
- SJU
1 stop9h 04m
Delta
Wed 4/222:34 pm
SJU
- MKE
1 stop10h 23m
Delta
Deal found 1/28![Delta logo]()
$310
This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/103:55 pm
MKE
- SJU
1 stop6h 20m
Delta
Sat 4/186:15 am
SJU
- MKE
1 stop11h 09m
Delta
Deal found 1/28![Delta logo]()
$325
Last-minute flights from Milwaukee to San JuanDiscover last-minute flight deals from Milwaukee to San Juan. Data last updated January 31, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to San Juan. Data last updated January 31, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/317:48 pm
MKE
- SJU
1 stop12h 06m
Frontier
Sat 2/78:00 am
SJU
- MKE
1 stop12h 53m
Frontier
Deal found 1/28![Frontier logo]()
$289
This Priceline deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/67:28 pm
MKE
- SJU
1 stop17h 58m
Frontier
Mon 2/93:53 am
SJU
- MKE
1 stop13h 54m
Frontier
Deal found 1/29![Frontier logo]()
$268
This Priceline deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/67:28 pm
MKE
- SJU
1 stop26h 31m
Frontier
Mon 2/94:36 pm
SJU
- MKE
1 stop25h 11m
Frontier
Deal found 1/29![Frontier logo]()
$278
This Priceline deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/711:12 am
MKE
- SJU
1 stop10h 47m
Frontier
Mon 2/93:53 am
SJU
- MKE
1 stop13h 54m
Frontier
Deal found 1/29![Frontier logo]()
$244
This CheapOair deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/97:01 pm
MKE
- SJU
1 stop15h 56m
Frontier
Fri 2/133:53 am
SJU
- MKE
1 stop16h 59m
Frontier
Deal found 1/30![Frontier logo]()
$255
This CheapOair deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/97:01 pm
MKE
- SJU
1 stop15h 56m
Frontier
Thu 2/124:25 pm
SJU
- MKE
1 stop19h 18m
Frontier
Deal found 1/30![Frontier logo]()
$264
This Frontier deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/104:42 pm
MKE
- SJU
1 stop8h 11m
Frontier
Thu 2/193:53 am
SJU
- MKE
1 stop7h 50m
Frontier
Deal found 1/30![Frontier logo]()
$258
This Priceline deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/147:47 pm
MKE
- SJU
1 stop27h 07m
Frontier
Thu 2/194:25 pm
SJU
- MKE
1 stop19h 18m
Frontier
Deal found 1/28![Frontier logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/167:52 pm
MKE
- SJU
1 stop12h 25m
Multiple Airlines
Wed 2/254:06 pm
SJU
- MKE
2 stops28h 36m
Multiple Airlines
Deal found 1/30![Multiple Airlines logo]()
$288
This CheapOair deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/198:39 am
MKE
- SJU
1 stop16h 14m
Frontier
Tue 2/243:53 am
SJU
- MKE
1 stop13h 51m
Frontier
Deal found 1/30![Frontier logo]()
$290
This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/2210:10 am
MKE
- SJU
1 stop9h 02m
Delta
Wed 2/252:12 pm
SJU
- MKE
1 stop11h 35m
Delta
Deal found 1/28![Delta logo]()
$256
One-way flights from Milwaukee to San JuanSearch for one-way flight options from Milwaukee to San Juan. Find affordable one-way fares based on user searches. Data last updated January 31, 2026.
Search for one-way flight options from Milwaukee to San Juan. Find affordable one-way fares based on user searches. Data last updated January 31, 2026.
This Priceline deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/287:47 pm
MKE
- SJU
1 stop29h 06m
Frontier
Deal found 1/30![Frontier logo]()
$93
This Frontier deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/238:20 pm
MKE
- SJU
1 stop12h 37m
Frontier
Deal found 1/29![Frontier logo]()
$120
This Priceline deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/168:20 pm
MKE
- SJU
1 stop25h 25m
Frontier
Deal found 1/29![Frontier logo]()
$126
This CheapOair deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/147:47 pm
MKE
- SJU
1 stop15h 40m
Frontier
Deal found 1/30![Frontier logo]()
$128
This Priceline deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/104:42 pm
MKE
- SJU
1 stop8h 11m
Frontier
Deal found 1/29![Frontier logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/16:39 pm
MKE
- SJU
2 stops18h 28m
Frontier
Deal found 1/29![Frontier logo]()
$151
This Priceline deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/67:28 pm
MKE
- SJU
1 stop17h 58m
Frontier
Deal found 1/30![Frontier logo]()
$152
This Priceline deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/77:48 pm
MKE
- SJU
1 stop15h 34m
Frontier
Deal found 1/29![Frontier logo]()
$157
This CheapOair deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/149:01 pm
MKE
- SJU
1 stop27h 57m
Frontier
Deal found 1/30![Frontier logo]()
$182
This Priceline deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/46:56 pm
MKE
- SJU
1 stop16h 26m
Frontier
Deal found 1/29![Frontier logo]()
$187
This Southwest deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/202:45 pm
MKE
- SJU
1 stop8h 50m
Southwest
Deal found 1/29![Southwest logo]()
$204
Find flight deals from Milwaukee to San Juan
Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) to San Juan (PR1). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 31, 2026.
Round-trip from | $236 (Priceline) |
|---|---|
One-way from | $93 (Priceline) |
Popular in | December |
Cheapest in | September |
Average price | $401 |
Cheapflights Fare Finder
Customize your flight search to find flights from Milwaukee to San Juan that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 31, 2026.
Use the filters below to find and compare flights from Milwaukee to San Juan that are best for you.
Fly from
Milwaukee
Fly to
San Juan
Route
Depart
Return
Price
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Mon 4/13
2:50 pm-11:12 pm
1 stop7h 22m
San Juan Luis Munoz Marin Intl
Fri 4/17
7:30 am-5:51 pm
1 stop11h 21m
$256
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Tue 4/14
12:32 pm-8:24 pm
1 stop6h 52m
San Juan Luis Munoz Marin Intl
Thu 4/23
7:30 am-1:52 pm
1 stop7h 22m
$256
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Sat 4/11
1:40 pm-11:15 pm
1 stop8h 35m
San Juan Luis Munoz Marin Intl
Fri 4/17
7:30 am-1:52 pm
1 stop7h 22m
$256
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Sat 4/11
10:14 am-8:18 pm
1 stop9h 04m
San Juan Luis Munoz Marin Intl
Sat 4/18
6:15 am-4:24 pm
1 stop11h 09m
$256
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Sun 2/22
10:10 am-9:12 pm
1 stop9h 02m
San Juan Luis Munoz Marin Intl
Wed 2/25
2:12 pm-11:47 pm
1 stop11h 35m
$256
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Mon 4/13
2:50 pm-11:12 pm
1 stop7h 22m
San Juan Luis Munoz Marin Intl
Sat 4/18
7:30 am-4:24 pm
1 stop9h 54m
$256
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Thu 4/30
2:50 pm-11:13 pm
1 stop7h 23m
San Juan Luis Munoz Marin Intl
Tue 5/12
6:15 am-1:44 pm
1 stop8h 29m
$256
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Thu 4/30
2:50 pm-11:13 pm
1 stop7h 23m
San Juan Luis Munoz Marin Intl
Mon 5/11
12:50 pm-11:27 pm
1 stop11h 37m
$310
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Sat 4/11
10:14 am-8:18 pm
1 stop9h 04m
San Juan Luis Munoz Marin Intl
Wed 4/22
2:34 pm-11:57 pm
1 stop10h 23m
$310
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Sat 2/7
7:48 pm-1:22 pm
1 stop15h 34m
San Juan Luis Munoz Marin Intl
Fri 2/13
3:53 am-6:52 pm
1 stop16h 59m
$325
Showing 1-10 of 23 results
Best time to book a flight from Milwaukee to San Juan
Have a flexible travel schedule? Discover the best time to fly to San Juan from Milwaukee with our price prediction graph.
MKE-PR1
MKE-SJU
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 Milwaukee to San Juan
MKE-PR1
MKE-SJU
How far ahead should I book a flight from Milwaukee to San Juan?
Use this chart to determine the optimal time to book a round-trip flight from Milwaukee to San Juan. Price data was last updated on January 23, 2026.
To ensure you get the cheapest price possible for a flight from Milwaukee to San Juan, you should look to book at least 82 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest month to book a flight from Milwaukee to San Juan?
Currently, November is the cheapest month in which you can book a flight from Milwaukee to San Juan (average of $113). Flying from Milwaukee to San Juan in December is currently the most expensive (average of $224). 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.
How much does it cost to fly round-trip from Milwaukee to San Juan?
Reviews of airlines servicing San Juan
Get insights into the airlines that provide service to San Juan. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to San Juan. Reviews last updated January 31, 2026.
Read through reviews of airlines operating flights from Milwaukee to San Juan, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Entertainment
7.5
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Milwaukee to San Juan. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Milwaukee to San Juan
See prices for flight routes from nearby airports that may be better suited for you.
Top 6 airlines flying from Milwaukee to San Juan
Discover the top 6 airlines that operate flights from Milwaukee to San Juan. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 31, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$85 | Average$291 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$118 | Average$378 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$158 | Average$399 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$208 | Average$402 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$266 | Average$496 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$315 | Average$525 | FlexibilityNo cancel fee | On-time63% |