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Cabo San Lucas

$147+ Cheap flights from Midway (MDW) 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 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SJD
Nov 5 — Nov 121
Tue 11/5
Tue 11/12
1 adult, Economy
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Cheap flight deals from Midway to Cabo San Lucas

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Cabo San Lucas (C4B). 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 October 31, 2024.

Popular in

November

Cheapest in

August

Round-trip from

$387
(Kiwi.com)

One-way from

$147
(Mytrip)
High demand for flights, 43% potential price rise
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Best time to find cheap flights, 28% potential price drop
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From Chicago Midway to Cabo San Lucas
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One-way flight from Chicago Midway to Cabo San Lucas
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Find flight deals from Midway to Cabo San Lucas

Cheapest flights from Midway to Cabo San Lucas
Explore the most affordable flight options available from Midway to Cabo San Lucas. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 31, 2024.

This Kiwi.com deal was found by Cheapflights users on 10/31. 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 11/147:55 pmMDW - SJD
1 stop12h 35mMultiple Airlines
Thu 11/215:08 pmSJD - MDW
1 stop14h 02mMultiple Airlines
Deal found 10/31$387
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.
Sun 11/37:55 pmMDW - SJD
2 stops18h 01mVolaris
Sat 11/95:08 pmSJD - MDW
1 stop14h 37mVolaris
Deal found 10/30$417
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/175:30 amMDW - SJD
1 stop7h 10mSouthwest
Sat 11/232:05 pmSJD - MDW
Nonstop4h 00mSouthwest
Deal found 10/30$546
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/126:00 amMDW - SJD
2 stops14h 27mDelta
Tue 11/196:04 amSJD - MDW
2 stops14h 42mDelta
Deal found 10/30$583
This Aeromexico 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/136:00 amMDW - SJD
2 stops16h 50mAeromexico
Wed 11/206:04 amSJD - MDW
2 stops14h 42mAeromexico
Deal found 10/30$636
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/229:48 pmMDW - SJD
1 stop13h 35mFrontier
Sat 11/3011:43 amSJD - MDW
1 stop23h 53mFrontier
Deal found 10/29$1,193

Find flights from Midway to Cabo San Lucas within your budget

Customize your flight search to find flights from Midway 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 2,570,725 searches. Data last updated October 31, 2024.

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Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Fri 2/21

6:00 am-10:23 am

1 stop29h 23m

$147

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Tue 2/11

8:15 am-3:15 pm

3 stops32h 00m

$166

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Sat 1/11

7:55 pm-7:31 am

1 stop12h 36m

$201

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Mon 2/3

6:00 am-6:25 pm

2 stops13h 25m

$234

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Tue 12/10

8:35 pm-1:45 pm

2 stops18h 10m

$259

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Thu 11/14

7:55 pm-7:30 am

1 stop12h 35m

San José del Cabo Los Cabos

Thu 11/21

5:08 pm-8:10 am

1 stop14h 02m

$387

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Sun 11/17

10:45 am-8:09 pm

1 stop10h 24m

San José del Cabo Los Cabos

Sat 11/23

4:10 pm-8:45 am

2 stops15h 35m

$435

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Tue 2/18

6:00 am-2:06 pm

1 stop9h 06m

San José del Cabo Los Cabos

Wed 2/26

1:27 pm-9:49 pm

1 stop7h 22m

$509

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Fri 1/3

8:27 pm-10:27 am

1 stop15h 00m

San José del Cabo Los Cabos

Sat 3/1

11:43 am-11:52 am

1 stop23h 09m

$510

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Sun 11/17

5:30 am-11:40 am

1 stop7h 10m

San José del Cabo Los Cabos

Sat 11/23

2:05 pm-7:05 pm

Nonstop4h 00m

$546

Flights are sorted by cheapest first

Deals found on 10/30

Showing 1-10 of 11 results
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Best time to book a flight from Midway to Cabo San Lucas

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

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

Rainfall in Cabo San Lucas by month

Plan your trip to Cabo San Lucas by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Cabo San Lucas 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 Cabo San Lucas when rainfall is around 0.0 in.

Temperature in Cabo San Lucas by month

Plan your trip to Cabo San Lucas by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Cabo San Lucas, 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 Cabo San Lucas

Get insights into the airlines that provide service to Cabo San Lucas. 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 Cabo San Lucas. Reviews last updated October 31, 2024.
See what other customers who have flown with Southwest, Aeromexico and Volaris from Chicago to Cabo San Lucas have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,116 reviews

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.3

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,116 reviews
Southwest
8.1
Very good
5,116 reviews

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.3

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,835 reviews
Southwest
8.1
Very good
5,116 reviews

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.3

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Aeromexico
7.5
Good
2,032 reviews
Southwest
8.1
Very good
5,116 reviews

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.3

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Volaris
6.7
Okay
1,313 reviews
Southwest
8.1
Very good
5,116 reviews

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.3

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Frontier
6.1
Okay
3,580 reviews
Southwest
8.1
Very good
5,116 reviews

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.3

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Related info for your journey

Find useful and relevant information for your journey from Midway 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.

  • Can I find flights from Chicago Midway Airport to Cabo San Lucas for under $400 on Cheapflights?

    Yes, there are multiple flights from Chicago Midway Airport to Cabo San Lucas for under $400. The cheapest flight booked recently is on Multiple Airlines for just $387, but on average you can expect to pay $484.

  • Are there nonstop flights from Chicago Midway Airport to Cabo San Lucas for under $800 on Cheapflights?

    Cheapflights has at least 1 direct flight from Chicago Midway Airport to Cabo San Lucas under $800. A good price for a nonstop flight from Chicago Midway Airport to Cabo San Lucas is less than $711.

  • Are there last-minute flights available from Chicago Midway Airport to Cabo San Lucas for under $500?

    There are currently 5+ open flights from Chicago Midway Airport to Cabo San Lucas within the next 7 days for less than $500.

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

    $147 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Volaris and Delta, with prices starting from $201 and $234, respectively.

  • What are the cheapest flights from Chicago Midway Airport to Cabo San Lucas?

    On average you can expect to pay $1,295 for a flight from Chicago Midway Airport to Cabo San Lucas. The cheapest flight overall is $663 while the most popular route, (Chicago Midway - San José del Cabo Los Cabos) is currently priced at $417.

  • What does MDW to SJD mean?

    These are just IATA (International Air Transport Association) codes. They are used in aviation to identify and differentiate airports. That’s why a Chicago Midway Airport to San José del Cabo Los Cabos Airport flight would often be abbreviated as a MDW to SJD flight. La Paz Leon Airport (LAP) are other airports near this flight route and their unique identifiers/IATA codes.

  • Can I find deals for flights from Midway to Cabo San Lucas that include extra baggage allowance?

    The amount of baggage you can bring on your Midway to Cabo San Lucas flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Midway to Cabo San Lucas with specific airlines?

    Yes, Cheapflights allows you to browse and filter Midway to Cabo San Lucas flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

  • How can I find direct flights from Midway 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 Midway to Cabo San Lucas.

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

    Yes. Cheapflights offers flight deals from Midway 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.

  • Can I find deals for flights from Midway to Cabo San Lucas that allow pets onboard?

    Many airlines flying from Midway to Cabo San Lucas offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Midway to Cabo San Lucas?

    Yes, you can often find last-minute deals on Midway to Cabo San Lucas flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chicago Midway Airport to Cabo San Lucas flight deals updated?

    The Chicago Midway Airport to Cabo San Lucas flight deals you see on this page were last updated on 10/31.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Cabo San Lucas?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Cabo San Lucas (average of $435). Flying from Chicago Midway Airport to Cabo San Lucas in June is currently the most expensive (average of $550). 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 Midway to Cabo San Lucas

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 airline flying from Midway to Cabo San Lucas

Discover the top airline that operate flights from Midway 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 2,570,725 searches. Data last updated October 31, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$515Average$742FlexibilityNo cancel feeOn-timeN/A
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