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Los Cabos

$103+ Cheap flights from Wisconsin to Los Cabos

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 2/20. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJD
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
1 adult, Economy
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Cheap flight deals from Wisconsin to Los Cabos

Keep the following information in mind while searching for Wisconsin to Los Cabos flight deals. Data was last updated January 8, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$412
(Frontier)

One-way from

$103
(Mytrip)

Popular in

July

Cheapest in

October

Average price

$674
Provider with most accurate pricing for Milwaukee-Mitchell-San José del Cabo Los Cabos flight deals.
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Provider most trusted by Cheapflights users for Milwaukee-Mitchell-San José del Cabo Los Cabos flights.
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From Wisconsin to Los Cabos
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One-way flight from Wisconsin to Los Cabos
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Highest demand for flights based on searches. 0% potential increase in price ($1 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from Wisconsin to Los Cabos

Cheapest flights from Wisconsin to Los Cabos
Explore the most affordable flight options available from Wisconsin to Los Cabos. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 8, 2026.

This Frontier deal was found by Cheapflights users on 1/5. 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 2/217:15 amMSP - SJD
1 stop8h 29mFrontier
Sat 2/283:59 pmSJD - MSP
1 stop6h 58mFrontier
Deal found 1/5$412
This Priceline deal was found by Cheapflights users on 1/7. 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 1/246:06 amMSP - SJD
Nonstop4h 37mMultiple Airlines
Sat 1/313:01 pmSJD - MSP
1 stop18h 30mMultiple Airlines
Deal found 1/7$413
This Sun Country Air deal was found by Cheapflights users on 1/7. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/316:06 amMSP - SJD
Nonstop4h 37mSun Country Air
Sat 2/710:46 amSJD - MSP
Nonstop3h 56mSun Country Air
Deal found 1/7$416
This FlightHub deal was found by Cheapflights users on 1/7. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/106:06 amMSP - SJD
Nonstop4h 37mSun Country Air
Sat 1/1710:46 amSJD - MSP
Nonstop3h 56mSun Country Air
Deal found 1/7$420
This CheapOair deal was found by Cheapflights users on 1/7. 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 1/317:40 amORD - SJD
2 stops30h 05mMultiple Airlines
Mon 2/98:30 amSJD - ORD
1 stop14h 20mMultiple Airlines
Deal found 1/7$431
This Alaska Airlines deal was found by Cheapflights users on 1/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/17:59 pmORD - SJD
1 stop17h 38mAlaska Airlines
Wed 5/612:39 pmSJD - ORD
2 stops16h 01mAlaska Airlines
Deal found 1/7$432
This Alaska Airlines deal was found by Cheapflights users on 1/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/98:00 amORD - SJD
2 stops27h 27mAlaska Airlines
Fri 2/1312:21 pmSJD - ORD
1 stop25h 37mAlaska Airlines
Deal found 1/7$433
This Priceline deal was found by Cheapflights users on 1/6. 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 2/147:15 amMSP - SJD
1 stop8h 29mFrontier
Sat 2/212:38 pmSJD - MSP
1 stop20h 02mFrontier
Deal found 1/6$434
This Alaska Airlines deal was found by Cheapflights users on 1/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/135:29 pmORD - SJD
2 stops18h 38mAlaska Airlines
Tue 3/1711:21 amSJD - ORD
2 stops17h 18mAlaska Airlines
Deal found 1/7$434
This Alaska Airlines deal was found by Cheapflights users on 1/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/73:54 pmORD - SJD
2 stops19h 17mAlaska Airlines
Sat 3/1412:51 pmSJD - ORD
1 stop9h 08mAlaska Airlines
Deal found 1/7$435
This Sun Country Air deal was found by Cheapflights users on 1/8. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/276:06 amMSP - SJD
Nonstop4h 32mSun Country Air
Fri 3/610:41 amSJD - MSP
Nonstop3h 55mSun Country Air
Deal found 1/8$436
This Kiwi.com deal was found by Cheapflights users on 1/7. 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 1/71:20 amORD - SJD
1 stop7h 40mMultiple Airlines
Thu 1/152:15 pmSJD - ORD
2 stops23h 34mMultiple Airlines
Deal found 1/7$436

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wisconsin to Los Cabos 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 8, 2026.
Use the filters below to find and compare flights from Wisconsin to Los Cabos that are best for you.

Fly from

Wisconsin

Fly to

Los Cabos

Route

Depart

Return

Price

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 1/26

8:00 am-10:27 am

2 stops27h 27m

San José del Cabo Los Cabos

Fri 1/30

11:42 am-2:29 pm

1 stop25h 47m

$433

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Wed 1/28

8:00 am-10:27 am

2 stops27h 27m

San José del Cabo Los Cabos

Mon 2/2

3:42 pm-2:38 pm

2 stops21h 56m

$434

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 1/30

2:06 pm-3:37 pm

1 stop26h 31m

San José del Cabo Los Cabos

Tue 2/3

11:42 am-11:37 pm

1 stop10h 55m

$439

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 2/28

5:29 pm-3:40 pm

2 stops23h 11m

San José del Cabo Los Cabos

Sat 3/7

1:51 pm-11:59 pm

1 stop9h 08m

$443

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 2/27

3:54 pm-11:07 am

2 stops20h 13m

San José del Cabo Los Cabos

Mon 3/2

1:24 pm-2:58 pm

2 stops24h 34m

$445

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Thu 4/2

7:59 pm-11:34 am

1 stop17h 35m

San José del Cabo Los Cabos

Tue 4/7

3:44 pm-1:13 pm

1 stop19h 29m

$449

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Thu 4/2

7:59 pm-11:34 am

1 stop17h 35m

San José del Cabo Los Cabos

Mon 4/6

3:59 pm-6:39 am

1 stop12h 40m

$449

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Thu 2/26

7:00 am-4:10 pm

1 stop10h 10m

San José del Cabo Los Cabos

Sat 2/28

1:51 pm-11:59 pm

1 stop9h 08m

$449

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Thu 1/29

3:44 pm-2:41 pm

2 stops23h 57m

San José del Cabo Los Cabos

Sun 2/1

11:42 am-11:37 pm

1 stop10h 55m

$453

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sun 3/15

7:00 am-6:20 pm

2 stops13h 20m

San José del Cabo Los Cabos

Sat 3/21

4:16 pm-6:39 am

1 stop12h 23m

$453

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/5

Showing 1-10 of 60 results
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Best time to book a flight from Wisconsin to Los Cabos

Have a flexible travel schedule? Discover the best time to fly to Los Cabos from Wisconsin 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 Wisconsin to Los Cabos

What is the cheapest month to book a flight from Wisconsin to Los Cabos?

Currently, June is the cheapest month in which you can book a flight from Wisconsin to Los Cabos (average of $185). Flying from Wisconsin to Los Cabos in March is currently the most expensive (average of $514). 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.

Related info for your journey

Find useful and relevant information for your journey from Wisconsin to Los Cabos. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Wisconsin to Los Cabos?

    A quick flight from Wisconsin to Los Cabos can take about 4h 32m. Alaska Airlines provides one of the quickest options available for as low as $456. Wisconsin and Los Cabos are separated by a distance of 1765 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from Wisconsin to Los Cabos that include hotel bookings?

    Yes. In addition to deals on Wisconsin to Los Cabos flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Wisconsin to Los Cabos?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Wisconsin to Los Cabos.

  • Can I find deals for business class flights from Wisconsin to Los Cabos?

    Yes. Cheapflights offers flight deals from Wisconsin to Los Cabos by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Wisconsin to Los Cabos?

    Currently, June is the cheapest month in which you can book a flight from Wisconsin to Los Cabos (average of $185). Flying from Wisconsin to Los Cabos in March is currently the most expensive (average of $514). 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.

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Alternative routes for Wisconsin to Los Cabos

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Wisconsin to Los Cabos

Discover the top 4 airlines that operate flights from Wisconsin to Los Cabos. 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 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$394Average$554FlexibilityNo cancel feeOn-time69%
DeltaCheapest$394Average$590FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$440Average$636FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$593Average$681FlexibilityNo cancel feeOn-time63%

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