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Baja California Sur

$167+ Cheap flights from Midway (MDW) to Baja California Sur

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 10/28. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SJD
Oct 30 — Nov 61
Thu 10/30
Thu 11/6
1 adult, Economy
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Cheap flight deals from Midway to Baja California Sur

Keep the following information in mind while searching for Midway to Baja California Sur flight deals. Data was last updated September 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$423
(Delta)

One-way from

$167
(Delta)

Popular in

December

Cheapest in

September

Average price

$502

Good round-trip deal

$954 or less
Provider with most accurate pricing for Chicago (CHI)-San José del Cabo Los Cabos flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-San José del Cabo Los Cabos flights.
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From Chicago Midway to Baja California Sur
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One-way flight from Chicago Midway to Baja California Sur
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Highest demand for flights based on searches. 6% potential increase in price ($42 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Chicago Midway to Baja California Sur.
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Find flight deals from Midway to Baja California Sur

Cheapest flights from Midway to Baja California Sur
Explore the most affordable flight options available from Midway to Baja California Sur. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 30, 2025.

This Delta deal was found by Cheapflights users on 9/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/76:00 amMDW - SJD
1 stop7h 42mDelta
Tue 10/146:00 amSJD - MDW
2 stops14h 14mDelta
Deal found 9/29$421
This Delta deal was found by Cheapflights users on 9/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/175:38 pmMDW - SJD
2 stops21h 32mDelta
Wed 12/241:52 pmSJD - MDW
1 stop7h 30mDelta
Deal found 9/29$423
This Aeromexico deal was found by Cheapflights users on 9/28. 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.
Thu 11/276:00 amMDW - SJD
1 stop7h 10mAeromexico
Fri 12/121:15 pmSJD - MDW
1 stop9h 34mAeromexico
Deal found 9/28$426
This Southwest deal was found by Cheapflights users on 9/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/197:00 amMDW - SJD
1 stop7h 10mSouthwest
Tue 11/251:05 pmSJD - MDW
1 stop11h 00mSouthwest
Deal found 9/29$430
This Delta deal was found by Cheapflights users on 9/28. 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.
Wed 10/296:00 amMDW - SJD
1 stop7h 42mDelta
Sat 11/12:04 pmSJD - MDW
2 stops17h 36mDelta
Deal found 9/28$431
This Aeromexico deal was found by Cheapflights users on 9/30. 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.
Tue 11/186:00 amMDW - SJD
1 stop7h 10mAeromexico
Mon 11/246:00 amSJD - MDW
2 stops16h 40mAeromexico
Deal found 9/30$449
This Southwest deal was found by Cheapflights users on 9/28. 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.
Mon 12/155:25 amMDW - SJD
1 stop7h 45mSouthwest
Fri 12/1912:35 pmSJD - MDW
1 stop10h 35mSouthwest
Deal found 9/28$454
This Delta deal was found by Cheapflights users on 9/30. 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 10/76:00 amMDW - SJD
1 stop7h 42mDelta
Fri 10/102:25 pmSJD - MDW
2 stops20h 01mDelta
Deal found 9/30$466
This Southwest deal was found by Cheapflights users on 9/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/185:25 amMDW - SJD
1 stop7h 45mSouthwest
Mon 11/241:25 pmSJD - MDW
1 stop11h 05mSouthwest
Deal found 9/29$468
This Delta deal was found by Cheapflights users on 9/30. 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.
Fri 11/286:00 amMDW - SJD
1 stop7h 10mDelta
Sat 12/62:40 pmSJD - MDW
1 stop8h 09mDelta
Deal found 9/30$471
This Delta deal was found by Cheapflights users on 9/28. 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.
Wed 11/126:00 amMDW - SJD
2 stops13h 07mDelta
Wed 11/191:15 pmSJD - MDW
1 stop9h 25mDelta
Deal found 9/28$484
This Kiwi.com deal was found by Cheapflights users on 9/30. 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.
Thu 11/204:00 pmMDW - LAP
2 stops25h 20mMultiple Airlines
Sat 11/299:30 amLAP - MDW
1 stop23h 10mMultiple Airlines
Deal found 9/30$689

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Baja California Sur 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 30, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Baja California Sur that are best for you.

Fly from

Midway

Fly to

Baja California Sur

Route

Depart

Return

Price

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Wed 10/29

6:00 am-11:42 am

1 stop7h 42m

San José del Cabo Los Cabos

Sat 11/1

12:47 pm-10:14 pm

1 stop7h 27m

$426

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Mon 12/15

6:00 am-12:10 pm

1 stop7h 10m

San José del Cabo Los Cabos

Mon 12/22

1:52 pm-10:22 pm

1 stop7h 30m

$426

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Tue 11/18

5:25 am-12:10 pm

1 stop7h 45m

San José del Cabo Los Cabos

Mon 11/24

1:25 pm-1:30 am

1 stop11h 05m

$468

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Sun 11/2

5:30 am-2:50 pm

1 stop10h 20m

San José del Cabo Los Cabos

Mon 11/17

2:40 pm-10:55 pm

1 stop7h 15m

$493

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Sun 10/5

6:15 pm-11:42 am

2 stops19h 27m

San José del Cabo Los Cabos

Fri 10/10

2:25 pm-8:40 am

2 stops16h 15m

$506

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Tue 10/7

6:00 am-11:42 am

1 stop7h 42m

San José del Cabo Los Cabos

Sat 10/11

12:47 pm-10:14 pm

1 stop7h 27m

$506

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Mon 10/6

6:00 am-11:42 am

1 stop7h 42m

San José del Cabo Los Cabos

Fri 10/10

2:25 pm-12:26 pm

2 stops20h 01m

$506

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Wed 10/29

5:15 am-10:20 am

1 stop7h 05m

San José del Cabo Los Cabos

Sun 11/2

1:25 pm-1:30 am

1 stop11h 05m

$513

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Tue 10/14

6:25 am-1:40 pm

1 stop9h 15m

San José del Cabo Los Cabos

Sat 10/18

12:50 pm-10:50 pm

1 stop8h 00m

$524

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Fri 11/7

9:40 pm-2:20 pm

2 stops17h 40m

San José del Cabo Los Cabos

Fri 11/14

12:35 pm-12:05 am

2 stops10h 30m

$549

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/28

Showing 1-10 of 26 results
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Best time to book a flight from Midway to Baja California Sur

Have a flexible travel schedule? Discover the best time to fly to Baja California Sur 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.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Baja California Sur
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Baja California Sur

Get insights into the airlines that provide service to Baja California Sur. 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 Baja California Sur. Reviews last updated September 30, 2025.
Get a feel of what it's like to fly with Southwest from Chicago Midway Airport to Baja California Sur 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.
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Midway to Baja California Sur. 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 Chicago Midway Airport to Baja California Sur?

    A quick flight from Chicago Midway Airport to Baja California Sur can take about 7h 42m. Delta provides one of the quickest options available for as low as $426. The distance between Chicago Midway Airport and Baja California Sur is about 1804 mi. This flight may include one or multiple stops.

  • What are the cheapest flights from Chicago Midway Airport to Baja California Sur?

    The cheapest flight price from Chicago Midway Airport to Baja California Sur is $695. On average you can expect to pay $954. The most popular route, (Chicago Midway - San José del Cabo Los Cabos), can usually be booked for $381.

  • Can I find deals for flights from Midway to Baja California Sur that include hotel bookings?

    Yes. In addition to deals on Midway to Baja California Sur flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Baja California Sur?

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

  • Can I find deals for business class flights from Midway to Baja California Sur?

    Yes. Cheapflights offers flight deals from Midway to Baja California Sur 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 Baja California Sur?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Baja California Sur (average of $437). Flying from Chicago Midway Airport to Baja California Sur 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 Midway to Baja California Sur

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Midway to Baja California Sur

Discover the top airline that operate flights from Midway to Baja California Sur. 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 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$545Average$717FlexibilityNo cancel feeOn-time63%

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