HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Los Cabos

$124+ Cheap flights from Midway (MDW) 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 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SJD
Dec 30 — Jan 61
Mon 12/30
Mon 1/6
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Midway to Los Cabos with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
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 Midway to Los Cabos

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Los Cabos (zzKPG). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 25, 2024.

Round-trip from

$439
(Mytrip)

One-way from

$124
(Kiwi.com)
From Chicago Midway to Los Cabos
Search Deals
One-way flight from Chicago Midway to Los Cabos
Search Deals

Find flight deals from Midway to Los Cabos

Cheapest flights from Midway to Los Cabos
Explore the most affordable flight options available from Midway to Los Cabos. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 25, 2024.

This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/306:00 amMDW - SJD
1 stop7h 26mDelta
Tue 12/311:31 pmSJD - MDW
1 stop7h 35mDelta
Deal found 12/24$737
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.
Tue 12/317:50 pmMDW - SJD
1 stop12h 41mMultiple Airlines
Thu 1/28:30 pmSJD - MDW
2 stops22h 04mMultiple Airlines
Deal found 12/24$758
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/285:05 amMDW - SJD
1 stop8h 25mSouthwest
Mon 12/3011:50 amSJD - MDW
2 stops11h 30mSouthwest
Deal found 12/24$863
This Aeromexico 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/256:00 amMDW - SJD
1 stop7h 26mAeromexico
Wed 1/11:31 pmSJD - MDW
1 stop7h 35mAeromexico
Deal found 12/24$984
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.
Tue 12/317:50 pmMDW - SJD
1 stop12h 41mVolaris
Sat 1/45:08 pmSJD - MDW
1 stop14h 37mVolaris
Deal found 12/24$1,241
This WestJet 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/2811:48 amMDW - SJD
2 stops26h 22mWestJet
Sat 1/1112:50 pmSJD - MDW
2 stops27h 57mWestJet
Deal found 12/24$3,557

Find flights from Midway to Los Cabos within your budget

Customize your flight search to find flights from Midway 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 December 25, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Thu 2/6

7:55 pm-7:30 am

1 stop12h 35m

San José del Cabo Los Cabos

Mon 2/10

4:10 pm-8:45 am

2 stops15h 35m

$439

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Sun 2/16

7:55 pm-7:31 am

1 stop12h 36m

San José del Cabo Los Cabos

Sun 2/23

4:10 pm-8:45 am

2 stops15h 35m

$442

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Sun 3/2

6:00 am-9:47 pm

2 stops16h 47m

San José del Cabo Los Cabos

Thu 3/6

6:02 am-10:20 pm

2 stops15h 18m

$505

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Sun 2/23

6:00 am-2:11 pm

1 stop9h 11m

San José del Cabo Los Cabos

Thu 2/27

1:41 pm-10:20 pm

1 stop7h 39m

$517

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Sun 3/2

10:35 pm-11:40 am

1 stop14h 05m

San José del Cabo Los Cabos

Thu 3/6

1:35 pm-12:25 am

2 stops9h 50m

$537

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Fri 3/7

6:40 am-9:24 am

1 stop27h 44m

San José del Cabo Los Cabos

Sat 3/15

9:44 am-12:17 am

1 stop12h 33m

$550

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Fri 1/31

6:45 am-4:55 pm

3 stops35h 10m

$124

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Fri 1/24

3:37 pm-10:27 am

2 stops19h 50m

$151

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Mon 2/3

7:55 pm-12:34 pm

2 stops17h 39m

$177

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Wed 3/26

6:00 am-6:32 pm

2 stops14h 32m

$238

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/24

Showing 1-10 of 12 results
1
2

Best time to book a flight from Midway to Los Cabos

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

Travel insights for flights from Midway to Los Cabos

Get recent, data-driven insights about flights from Midway to Los Cabos including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Chicago Midway Airport to Los Cabos?

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Los Cabos (average of $437). Flying from Chicago Midway Airport to Los Cabos in June is currently the most expensive (average of $560). 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.

Rainfall in Los Cabos by month

Plan your trip to Los Cabos by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Los Cabos ranges from 0.0 - 4.5 inches per month. September is typically the wettest month, when rainfall can reach 4.5 in. March is typically the driest time to visit Los Cabos when rainfall is around 0.0 in.

Temperature in Los Cabos by month

Plan your trip to Los Cabos by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Los Cabos, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 66.2 F).

Reviews of airlines servicing Los Cabos

Get insights into the airlines that provide service to Los Cabos. 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 Los Cabos. Reviews last updated December 25, 2024.
To help decide which airline to fly from Chicago to Los Cabos, see what other customers have to say about Volaris, Delta and Southwest. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,758 reviews

Crew

8.7

Food

7.2

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,758 reviews
Southwest
8.1
Very good
4,758 reviews

Crew

8.7

Food

7.2

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,580 reviews
Southwest
8.1
Very good
4,758 reviews

Crew

8.7

Food

7.2

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Aeromexico
7.5
Good
1,909 reviews
Southwest
8.1
Very good
4,758 reviews

Crew

8.7

Food

7.2

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Volaris
6.7
Okay
1,264 reviews
Southwest
8.1
Very good
4,758 reviews

Crew

8.7

Food

7.2

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Frontier
6.1
Okay
3,465 reviews
Southwest
8.1
Very good
4,758 reviews

Crew

8.7

Food

7.2

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

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

  • What are the cheapest airlines to fly from Chicago Midway Airport to Los Cabos one-way?

    One-way options have recently been found by users for as low as $151 on Frontier. Other airlines that offer cheap prices include Volaris from $177 and Delta from $238 one-way.

  • What are the cheapest flights from Chicago Midway Airport to Los Cabos?

    On average you can expect to pay $899 for a flight from Chicago Midway Airport to Los Cabos. The cheapest flight overall is $682 while the most popular route, (Chicago Midway - San José del Cabo Los Cabos) is currently priced at $382.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway 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 Chicago Midway Airport to Los Cabos?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Los Cabos (average of $437). Flying from Chicago Midway Airport to Los Cabos in June is currently the most expensive (average of $560). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Midway to Los Cabos

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to San José del Cabo flights
Midway to San José del Cabo flights
O'Hare Intl to La Paz flights
O'Hare Intl to Loreto flights
Midway to La Paz flights

Top 2 airlines flying from Midway to Los Cabos

Discover the top 2 airlines that operate flights from Midway 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 December 25, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$515Average$712FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$527Average$850FlexibilityNo cancel feeOn-time63%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.