
Round-trip from | $216 (Priceline)  | 
|---|---|
One-way from | $89 (CheapOair)  | 
Popular in | July | 
Cheapest in | February | 
Average price | $363 | 
Fly from
Fly to
Route
Depart
Return
Price
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Thu 2/19
11:05 am-6:45 pm
1 stop9h 40m
Milwaukee-Mitchell
Mon 2/23
7:40 pm-9:55 am
1 stop12h 15m
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Thu 1/29
6:27 pm-11:46 pm
1 stop7h 19m
Milwaukee-Mitchell
Mon 2/2
12:17 pm-8:57 pm
1 stop6h 40m
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Thu 12/25
3:44 pm-8:35 pm
1 stop6h 51m
Milwaukee-Mitchell
Tue 1/6
7:02 am-4:52 pm
1 stop7h 50m
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Wed 4/22
3:45 pm-9:12 pm
1 stop6h 27m
Milwaukee-Mitchell
Wed 5/6
11:19 am-4:00 am
1 stop15h 41m
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Wed 12/3
2:05 am-10:44 am
1 stop10h 39m
Milwaukee-Mitchell
Wed 12/10
12:04 pm-9:00 pm
1 stop6h 56m
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Tue 11/25
7:15 am-9:31 pm
1 stop16h 16m
Milwaukee-Mitchell
Tue 12/2
3:49 pm-10:09 am
2 stops16h 20m
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Wed 12/24
11:38 am-7:20 pm
1 stop9h 42m
Milwaukee-Mitchell
Mon 12/29
8:15 pm-10:33 am
1 stop12h 18m
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Wed 1/28
2:05 am-1:53 pm
2 stops13h 48m
Milwaukee-Mitchell
Mon 2/2
10:30 am-10:22 pm
2 stops9h 52m
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Thu 2/19
8:35 am-3:35 pm
1 stop9h 00m
Milwaukee-Mitchell
Mon 2/23
9:44 am-10:22 pm
2 stops10h 38m
Montego BayMilwaukee
MBJ - MKE
MBJMKE
Montego Bay Sangster Intl
Fri 3/6
12:35 pm-11:50 pm
1 stop12h 15m
Milwaukee-Mitchell
Tue 3/10
7:00 am-7:25 pm
1 stop12h 25m
Currently, September is the cheapest month in which you can book a flight from Caribbean to Milwaukee (average of $113). Flying from Caribbean to Milwaukee in June is currently the most expensive (average of $184). 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.
One of the essential ways to save on airfare from Caribbean to Milwaukee is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 21% on airfare.
Travelers seeking maximum savings on their Caribbean to Milwaukee flight should consider departing on Saturday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
| Airline | Cheapest | Average | Flexibility | On-time | 
|---|---|---|---|---|
| Cheapest$215 | Average$399 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$215 | Average$445 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$235 | Average$437 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$305 | Average$485 | FlexibilityNo cancel fee | On-time63% |