$109+ Cheap flights from San Juan to Wisconsin
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 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MKE
nov. 29 — dic. 61
1 adult, Economy
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Cheapest flights from San Juan to WisconsinExplore the most affordable flight options available from San Juan to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on octubre 30, 2025.
Explore the most affordable flight options available from San Juan to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on octubre 30, 2025.
This Priceline deal was found by Cheapflights users on 10/30. 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.
lun. 12/88:45 pmSJU - ORD
Nonstop5h 14mMultiple Airlines
vie. 12/1212:15 pmORD - SJU
1 stop9h 41mMultiple Airlines
Deal found 10/30![Multiple Airlines logo]()
$178
This Mytrip deal was found by Cheapflights users on 10/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/48:45 pmSJU - ORD
Nonstop5h 14mMultiple Airlines
lun. 12/83:23 pmORD - SJU
1 stop7h 26mMultiple Airlines
Deal found 10/30![Multiple Airlines logo]()
$193
This CheapOair deal was found by Cheapflights users on 10/27. 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.
jue. 11/133:37 pmSJU - ORD
1 stop10h 50mSpirit Airlines
dom. 11/165:10 amORD - SJU
1 stop10h 09mSpirit Airlines
Deal found 10/27![Spirit Airlines logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 10/30. 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.
vie. 12/54:10 amSJU - ORD
1 stop8h 58mMultiple Airlines
dom. 12/76:00 amORD - SJU
1 stop12h 08mMultiple Airlines
Deal found 10/30![Multiple Airlines logo]()
$215
This Frontier deal was found by Cheapflights users on 10/30. 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.
vie. 12/57:00 amSJU - ORD
2 stops15h 42mFrontier
lun. 12/83:23 pmORD - SJU
1 stop7h 26mFrontier
Deal found 10/30![Frontier logo]()
$216
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/49:00 amSJU - ORD
Nonstop5h 23mSpirit Airlines
lun. 12/85:45 amORD - SJU
Nonstop4h 41mSpirit Airlines
Deal found 10/28![Spirit Airlines logo]()
$217
This Priceline deal was found by Cheapflights users on 10/30. 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.
jue. 12/48:45 pmSJU - ORD
Nonstop5h 14mSpirit Airlines
dom. 12/75:40 amORD - SJU
Nonstop4h 41mSpirit Airlines
Deal found 10/30![Spirit Airlines logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
vie. 11/217:11 amSJU - ORD
1 stop12h 48mFrontier
dom. 11/237:09 pmORD - SJU
1 stop29h 45mFrontier
Deal found 10/29![Frontier logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 10/30. 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.
lun. 11/103:41 pmSJU - ORD
Nonstop5h 10mMultiple Airlines
lun. 11/175:05 amORD - SJU
1 stop8h 14mMultiple Airlines
Deal found 10/30![Multiple Airlines logo]()
$220
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/49:00 amSJU - ORD
Nonstop5h 23mMultiple Airlines
dom. 12/77:41 pmORD - SJU
1 stop11h 56mMultiple Airlines
Deal found 10/28![Multiple Airlines logo]()
$222
This Mytrip deal was found by Cheapflights users on 10/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/103:41 pmSJU - ORD
Nonstop5h 10mMultiple Airlines
dom. 11/165:01 amORD - SJU
1 stop8h 18mMultiple Airlines
Deal found 10/30![Multiple Airlines logo]()
$223
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/14:15 pmSJU - MSP
Nonstop5h 54mSun Country Air
dom. 1/256:48 amMSP - SJU
Nonstop5h 15mSun Country Air
Deal found 10/28![Sun Country Air logo]()
$266
Cheap flight deals from San Juan to Wisconsin
Keep the following information in mind while searching for San Juan to Wisconsin flight deals. Data was last updated octubre 30, 2025.
Round-trip from | $178 (Priceline) |
|---|---|
One-way from | $109 (Expedia) |
Popular in | July |
Cheapest in | September |
Average price | $342 |
Cheapflights Fare Finder
Customize your flight search to find flights from San Juan to Wisconsin 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 octubre 30, 2025.
Use the filters below to find and compare flights from San Juan to Wisconsin that are best for you.
Fly from
San Juan
Fly to
Wisconsin
Route
Depart
Return
Price
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
vie. 1/23
6:27 pm-11:57 pm
1 stop7h 30m
Chicago O'Hare Intl
mar. 2/3
7:01 am-4:52 pm
1 stop7h 51m
$227
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
vie. 12/5
6:38 pm-12:01 am
1 stop7h 23m
Chicago O'Hare Intl
lun. 12/8
5:30 am-2:14 pm
1 stop6h 44m
$227
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
dom. 12/7
6:00 am-8:09 pm
1 stop16h 09m
Chicago O'Hare Intl
lun. 12/8
5:40 am-12:21 pm
Nonstop4h 41m
$251
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
jue. 2/19
11:05 am-6:45 pm
1 stop9h 40m
Milwaukee-Mitchell
lun. 2/23
7:40 pm-9:55 am
1 stop12h 15m
$281
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
lun. 1/26
8:40 am-11:35 pm
2 stops16h 55m
Chicago O'Hare Intl
dom. 2/1
5:20 am-3:06 pm
1 stop7h 46m
$292
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
jue. 12/4
6:00 am-3:07 pm
2 stops11h 07m
Milwaukee-Mitchell
mié. 12/10
6:01 am-10:09 pm
2 stops14h 08m
$308
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
jue. 12/25
10:26 am-11:59 pm
1 stop15h 33m
Milwaukee-Mitchell
dom. 1/4
6:27 pm-11:39 am
1 stop15h 12m
$308
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
mié. 12/3
2:05 am-8:47 am
1 stop8h 42m
Chicago O'Hare Intl
lun. 12/8
2:20 pm-9:00 pm
Nonstop4h 40m
$313
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
vie. 11/21
9:54 pm-7:09 pm
2 stops23h 15m
Milwaukee-Mitchell
dom. 11/23
7:43 pm-11:38 am
1 stop13h 55m
$313
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
jue. 1/29
8:20 am-6:26 pm
2 stops12h 06m
Milwaukee-Mitchell
lun. 2/2
6:00 am-5:03 pm
2 stops9h 03m
$314
Showing 1-10 of 60 results
Best time to book a flight from San Juan to Wisconsin
Have a flexible travel schedule? Discover the best time to fly to Wisconsin from San Juan 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 San Juan to Wisconsin
What is the cheapest month to book a flight from San Juan to Wisconsin?
Currently, September is the cheapest month in which you can book a flight from San Juan to Wisconsin (average of $113). Flying from San Juan to Wisconsin in July is currently the most expensive (average of $290). 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 SJU to WI?
Find hourly flight availability from San Juan to Wisconsin. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated octubre 30, 2025.
Unlike at noon, when flights are generally more expensive, you can save up to 6% on flights from San Juan to Wisconsin by exploring options for tickets in the evening.
What is the cheapest day to fly from San Juan to Wisconsin?
Use this chart to determine the cheapest time to fly round-trip from San Juan to Wisconsin. Price data was last updated on December 16, 2024.
Travelers seeking maximum savings on their San Juan to Wisconsin flight should consider departing on Wednesday mornings when fares are most often at their lowest. Friday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Wisconsin
Get insights into the airlines that provide service to Wisconsin. 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 Wisconsin. Reviews last updated octubre 30, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from San Juan to Wisconsin by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Overall
8.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Overall
8.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Overall
8.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Overall
8.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Related info for your journey
Find useful and relevant information for your journey from San Juan to Wisconsin. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for San Juan to Wisconsin
See prices for flight routes from nearby airports that may be better suited for you.
Top 4 airlines flying from San Juan to Wisconsin
Discover the top 4 airlines that operate flights from San Juan to Wisconsin. 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 octubre 30, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$215 | Average$399 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$215 | Average$390 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$235 | Average$424 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$305 | Average$485 | FlexibilityNo cancel fee | On-time63% |