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Cabo San Lucas

$117+ Cheap flights from Wisconsin to Cabo San Lucas, Mexico

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 2/6. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJD
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Wisconsin to Cabo San Lucas

Keep the following information in mind while searching for Wisconsin to Cabo San Lucas flight deals. Data was last updated September 17, 2025.

Round-trip from

$424
(Alaska Airlines)

One-way from

$117
(CheapOair)

Popular in

December

Cheapest in

October

Average price

$553
From Wisconsin to Cabo San Lucas
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One-way flight from Wisconsin to Cabo San Lucas
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Highest demand for flights based on searches. 11% potential increase in price ($75 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Wisconsin to Cabo San Lucas

Cheapest flights from Wisconsin to Cabo San Lucas
Explore the most affordable flight options available from Wisconsin to Cabo San Lucas. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This Alaska Airlines deal was found by Cheapflights users on 9/15. 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.
Tue 10/143:50 pmORD - SJD
2 stops21h 02mAlaska Airlines
Wed 10/2211:45 amSJD - ORD
1 stop10h 14mAlaska Airlines
Deal found 9/15$424
This American Airlines deal was found by Cheapflights users on 9/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/309:00 amORD - SJD
Nonstop4h 45mAmerican Airlines
Thu 11/61:40 pmSJD - ORD
Nonstop4h 30mAmerican Airlines
Deal found 9/15$431
This Alaska Airlines deal was found by Cheapflights users on 9/15. 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.
Tue 10/217:59 pmORD - SJD
1 stop16h 36mAlaska Airlines
Tue 10/285:40 pmSJD - ORD
2 stops23h 19mAlaska Airlines
Deal found 9/15$432
This Alaska Airlines deal was found by Cheapflights users on 9/15. 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 10/67:59 pmORD - SJD
2 stops22h 39mAlaska Airlines
Thu 10/94:02 pmSJD - ORD
1 stop29h 57mAlaska Airlines
Deal found 9/15$433
This Delta deal was found by Cheapflights users on 9/14. 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 11/142:57 pmORD - SJD
1 stop8h 33mDelta
Fri 11/219:32 amSJD - ORD
1 stop12h 09mDelta
Deal found 9/14$436
This Alaska Airlines deal was found by Cheapflights users on 9/15. 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 10/319:20 amORD - SJD
1 stop8h 00mAlaska Airlines
Fri 11/75:21 pmSJD - ORD
1 stop12h 01mAlaska Airlines
Deal found 9/15$437
This Mytrip deal was found by Cheapflights users on 9/14. 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.
Thu 10/27:25 amORD - SJD
1 stop14h 29mVolaris
Sun 10/52:02 pmSJD - ORD
1 stop13h 40mVolaris
Deal found 9/14$438
This CheapOair deal was found by Cheapflights users on 9/16. 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.
Fri 10/36:31 amORD - SJD
1 stop13h 29mVolaris
Tue 10/72:57 pmSJD - ORD
1 stop7h 18mVolaris
Deal found 9/16$439
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/147:00 amORD - SJD
1 stop9h 23mAmerican Airlines
Fri 11/2112:34 pmSJD - ORD
Nonstop4h 21mAmerican Airlines
Deal found 9/14$440
This Sun Country Air deal was found by Cheapflights users on 9/15. 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 12/66:06 amMSP - SJD
Nonstop4h 31mSun Country Air
Sat 12/1310:38 amSJD - MSP
Nonstop3h 58mSun Country Air
Deal found 9/15$441
This Gotogate deal was found by Cheapflights users on 9/14. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/228:15 pmORD - SJD
1 stop17h 55mMultiple Airlines
Thu 11/274:43 pmSJD - ORD
1 stop10h 53mMultiple Airlines
Deal found 9/14$441
This Alaska Airlines deal was found by Cheapflights users on 9/16. 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 11/179:20 amORD - SJD
1 stop8h 00mAlaska Airlines
Sat 11/224:47 pmSJD - ORD
2 stops12h 41mAlaska Airlines
Deal found 9/16$442

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wisconsin to Cabo San Lucas 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 September 17, 2025.
Use the filters below to find and compare flights from Wisconsin to Cabo San Lucas that are best for you.

Fly from

Wisconsin

Fly to

Cabo San Lucas

Route

Depart

Return

Price

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 10/21

7:59 pm-10:35 am

1 stop16h 36m

San José del Cabo Los Cabos

Tue 10/28

5:40 pm-6:59 pm

2 stops23h 19m

$432

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 10/31

6:00 am-1:32 pm

1 stop9h 32m

San José del Cabo Los Cabos

Tue 11/4

12:50 pm-6:03 pm

Nonstop4h 13m

$440

MinneapolisSan José del Cabo

MSP - SJD

MSPSJD

Minneapolis St Paul

Sat 12/6

6:06 am-9:37 am

Nonstop4h 31m

San José del Cabo Los Cabos

Sat 12/13

10:38 am-3:36 pm

Nonstop3h 58m

$441

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 11/15

8:59 pm-3:39 pm

2 stops19h 40m

San José del Cabo Los Cabos

Sat 11/22

4:47 pm-6:28 am

2 stops12h 41m

$445

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 11/14

2:57 pm-10:30 pm

1 stop8h 33m

San José del Cabo Los Cabos

Fri 11/21

9:32 am-12:02 am

2 stops13h 30m

$446

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Thu 11/13

8:59 pm-4:20 pm

1 stop20h 21m

San José del Cabo Los Cabos

Tue 11/18

5:21 pm-1:09 pm

1 stop18h 48m

$448

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 11/18

2:57 pm-10:30 pm

1 stop8h 33m

San José del Cabo Los Cabos

Sat 11/22

3:05 pm-8:42 am

2 stops16h 37m

$450

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 11/14

8:59 pm-5:19 pm

2 stops21h 20m

San José del Cabo Los Cabos

Mon 11/17

6:40 pm-7:55 pm

2 stops24h 15m

$455

MilwaukeeSan José del Cabo

MKE - SJD

MKESJD

Milwaukee-Mitchell

Tue 11/11

6:12 am-2:55 pm

1 stop9h 43m

San José del Cabo Los Cabos

Tue 11/18

1:25 pm-9:35 pm

1 stop7h 10m

$461

MinneapolisSan José del Cabo

MSP - SJD

MSPSJD

Minneapolis St Paul

Sat 12/13

6:06 am-9:37 am

Nonstop4h 31m

San José del Cabo Los Cabos

Sat 12/20

10:43 am-3:42 pm

Nonstop3h 59m

$461

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 60 results
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Best time to book a flight from Wisconsin to Cabo San Lucas

Have a flexible travel schedule? Discover the best time to fly to Cabo San Lucas 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 Cabo San Lucas

What is the cheapest month to book a flight from Wisconsin to Cabo San Lucas?

Currently, January is the cheapest month in which you can book a flight from Wisconsin to Cabo San Lucas (average of $437). Flying from Wisconsin to Cabo San Lucas in March is currently the most expensive (average of $549). 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 WI to C4B?

Find hourly flight availability from Wisconsin to Cabo San Lucas. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Wisconsin to Cabo San Lucas as you normally would.

Related info for your journey

Find useful and relevant information for your journey from Wisconsin to Cabo San Lucas. 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 Cabo San Lucas?

    Airlines like Alaska Airlines, United Airlines, and Sun Country Air fly from Wisconsin to Cabo San Lucas in about 4h 31m. The time it takes to get you to your destination can typically vary by up to 12h 05m. The distance between Wisconsin and Cabo San Lucas is about 1765 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Wisconsin to Cabo San Lucas one-way?

    The cheapest airline one-way is United Airlines, with whom users have recently found tickets for as low as $158. However, be on the lookout for offers from Delta and Southwest, as they are both options that can get you from Wisconsin to Cabo San Lucas for a low price.

  • What are the most popular routes from Wisconsin to Cabo San Lucas?

    The most popular flight routes from Wisconsin to Cabo San Lucas are Chicago O'Hare Intl - San José del Cabo Los Cabos, Minneapolis St Paul - San José del Cabo Los Cabos and Appleton Intl - San José del Cabo Los Cabos.

  • Can I find deals for flights from Wisconsin to Cabo San Lucas that include hotel bookings?

    Yes. In addition to deals on Wisconsin to Cabo San Lucas flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Wisconsin to Cabo San Lucas?

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

  • Can I find deals for business class flights from Wisconsin to Cabo San Lucas?

    Yes. Cheapflights offers flight deals from Wisconsin to Cabo San Lucas 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 Cabo San Lucas?

    Currently, January is the cheapest month in which you can book a flight from Wisconsin to Cabo San Lucas (average of $437). Flying from Wisconsin to Cabo San Lucas in March is currently the most expensive (average of $549). 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.

See more FAQs

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Alternative routes for Wisconsin to Cabo San Lucas

See prices for flight routes from nearby airports that may be better suited for you.
Los Angeles to San José del Cabo flights
San Francisco to San José del Cabo flights
O'Hare Intl to San José del Cabo flights
Seattle to San José del Cabo flights
Denver to San José del Cabo flights
Dallas/Fort Worth to San José del Cabo flights
John F Kennedy Intl to San José del Cabo flights
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Los Angeles to La Paz flights
Charlotte to San José del Cabo flights
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Nashville to San José del Cabo flights
Cincinnati to San José del Cabo flights
Orlando to San José del Cabo flights
Columbus to San José del Cabo flights
San Antonio to San José del Cabo flights
Appleton to San José del Cabo flights

Top 4 airlines flying from Wisconsin to Cabo San Lucas

Discover the top 4 airlines that operate flights from Wisconsin to Cabo San Lucas. 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$394Average$627FlexibilityNo cancel feeOn-time69%
DeltaCheapest$394Average$590FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$421Average$619FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$587Average$741FlexibilityNo cancel feeOn-time63%

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