$90+ 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 1/16. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MKE
Jan 25 — Feb 11
1 adult, Economy
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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 San Juan to Wisconsin
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 December 26, 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 December 26, 2025.
This Priceline deal was found by Cheapflights users on 12/24. 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 12/314:16 pmSJU - ORD
1 stop8h 08mMultiple Airlines
Mon 1/56:45 amORD - SJU
1 stop7h 41mMultiple Airlines
Deal found 12/24![Multiple Airlines logo]()
$209
This Cheapflightsfares deal was found by Cheapflights users on 12/24. 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.
Wed 12/314:16 pmSJU - ORD
1 stop8h 08mFrontier
Mon 1/56:00 amORD - SJU
1 stop7h 01mFrontier
Deal found 12/24![Frontier logo]()
$212
This eDestinos deal was found by Cheapflights users on 12/24. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/314:16 pmSJU - ORD
1 stop8h 08mFrontier
Sun 1/46:00 amORD - SJU
1 stop7h 01mFrontier
Deal found 12/24![Frontier logo]()
$224
This Kiwi.com deal was found by Cheapflights users on 12/24. 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.
Thu 12/256:28 pmSJU - ORD
1 stop8h 02mMultiple Airlines
Wed 1/75:50 amORD - SJU
1 stop7h 29mMultiple Airlines
Deal found 12/24![Multiple Airlines logo]()
$228
This eDestinos deal was found by Cheapflights users on 12/24. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/318:08 pmSJU - ORD
Nonstop5h 17mSpirit Airlines
Mon 1/55:45 amORD - SJU
Nonstop4h 41mSpirit Airlines
Deal found 12/24![Spirit Airlines logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 12/23. 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.
Wed 12/246:28 pmSJU - ORD
1 stop18h 46mMultiple Airlines
Wed 1/79:34 amORD - SJU
1 stop15h 39mMultiple Airlines
Deal found 12/23![Multiple Airlines logo]()
$238
This Kiwi.com deal was found by Cheapflights users on 12/23. 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.
Thu 12/256:28 pmSJU - ORD
1 stop8h 02mMultiple Airlines
Thu 1/112:39 pmORD - SJU
1 stop9h 58mMultiple Airlines
Deal found 12/23![Multiple Airlines logo]()
$240
This JetBlue deal was found by Cheapflights users on 12/24. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/252:21 pmSJU - ORD
1 stop9h 43mJetBlue
Mon 1/56:45 amORD - SJU
1 stop10h 04mJetBlue
Deal found 12/24![JetBlue logo]()
$243
This Cheapflightsfares deal was found by Cheapflights users on 12/24. 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.
Wed 12/245:14 pmSJU - MSP
Nonstop6h 04mSun Country Air
Mon 1/58:48 amMSP - SJU
Nonstop5h 25mSun Country Air
Deal found 12/24![Sun Country Air logo]()
$295
This Expedia deal was found by Cheapflights users on 12/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/295:02 pmSJU - MSP
Nonstop6h 04mMultiple Airlines
Fri 1/25:30 pmMSP - SJU
1 stop11h 04mMultiple Airlines
Deal found 12/25![Multiple Airlines logo]()
$335
This eDestinos deal was found by Cheapflights users on 12/25. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/295:02 pmSJU - MSP
Nonstop6h 04mSun Country Air
Fri 1/28:48 amMSP - SJU
Nonstop5h 25mSun Country Air
Deal found 12/25![Sun Country Air logo]()
$360
This Expedia deal was found by Cheapflights users on 12/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/295:02 pmSJU - MSP
Nonstop6h 04mMultiple Airlines
Sun 1/411:29 amMSP - SJU
1 stop12h 08mMultiple Airlines
Deal found 12/25![Multiple Airlines logo]()
$365
Find 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 December 26, 2025.
Round-trip from | $162 (lastminute.com) |
|---|---|
One-way from | $90 (Priceline) |
Popular in | July |
Cheapest in | February |
Average price | $358 |
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 December 26, 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
Thu 3/5
1:44 pm-10:59 pm
1 stop11h 15m
Chicago O'Hare Intl
Wed 3/11
12:41 pm-10:44 pm
1 stop9h 03m
$168
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Tue 3/3
5:25 pm-3:44 pm
1 stop24h 19m
Milwaukee-Mitchell
Tue 3/10
6:35 pm-10:45 pm
1 stop27h 10m
$199
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Fri 1/9
9:00 am-3:39 pm
1 stop8h 39m
Chicago O'Hare Intl
Mon 1/12
3:32 pm-12:59 am
1 stop7h 27m
$214
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Thu 3/5
8:30 am-11:52 am
Nonstop5h 22m
Chicago O'Hare Intl
Mon 3/9
2:20 pm-8:00 pm
Nonstop4h 40m
$216
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Fri 1/16
4:52 pm-8:20 pm
Nonstop5h 28m
Chicago O'Hare Intl
Mon 1/19
2:20 pm-9:00 pm
Nonstop4h 40m
$216
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Fri 1/23
6:27 pm-11:55 pm
1 stop7h 28m
Chicago O'Hare Intl
Sun 1/25
7:01 am-4:50 pm
1 stop7h 49m
$225
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Tue 3/24
3:26 am-11:25 am
1 stop8h 59m
Chicago O'Hare Intl
Sun 3/29
12:20 pm-8:26 pm
1 stop7h 06m
$228
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Thu 2/19
3:00 pm-11:21 pm
1 stop10h 21m
Chicago O'Hare Intl
Tue 3/24
10:56 am-11:23 pm
1 stop11h 27m
$228
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Fri 2/27
12:32 pm-3:48 pm
Nonstop5h 16m
Chicago O'Hare Intl
Sun 3/1
7:13 pm-6:58 pm
1 stop21h 45m
$233
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Thu 3/5
4:07 pm-10:59 pm
1 stop8h 52m
Milwaukee-Mitchell
Sun 3/8
6:37 pm-10:40 am
1 stop15h 03m
$235
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 $289). 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 December 26, 2025.
Unlike in the afternoon, when flights are generally more expensive, you can save up to 8% on flights from San Juan to Wisconsin by exploring options for tickets in the evening.
How much does it cost to fly round-trip from San Juan to Wisconsin?
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 December 26, 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.
Boarding
8.1
Overall
8.0
Food
7.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Overall
8.0
Food
7.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Overall
8.0
Food
7.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Overall
8.0
Food
7.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Overall
8.0
Food
7.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Overall
8.0
Food
7.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
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.
Browse thousands of different options on Cheapflights for your next trip
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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 5 airlines flying from San Juan to Wisconsin
Discover the top 5 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 December 26, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$118 | Average$399 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$182 | Average$315 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$215 | Average$399 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$235 | Average$472 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$305 | Average$485 | FlexibilityNo cancel fee | On-time63% |