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Baja California Sur

$155+ 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 9/25. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SJD
ago. 19 — ago. 261
mar. 8/19
mar. 8/26
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 agosto 14, 2025.

Round-trip from

$431
(Southwest)

One-way from

$155
(Mytrip)

Popular in

December

Cheapest in

July

Average price

$551
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. 8% potential increase in price ($56 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($23 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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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 agosto 14, 2025.

This Southwest deal was found by Cheapflights users on 8/13. 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.
mar. 10/147:30 amMDW - SJD
1 stop8h 10mSouthwest
mar. 10/2112:45 pmSJD - MDW
1 stop9h 20mSouthwest
Deal found 8/13$431
This Southwest deal was found by Cheapflights users on 8/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/96:00 amMDW - SJD
2 stops8h 50mSouthwest
mar. 9/1612:40 pmSJD - MDW
1 stop8h 40mSouthwest
Deal found 8/14$436
This Southwest deal was found by Cheapflights users on 8/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/86:20 amMDW - SJD
1 stop6h 40mSouthwest
vie. 11/142:05 pmSJD - MDW
1 stop8h 15mSouthwest
Deal found 8/14$452
This Southwest deal was found by Cheapflights users on 8/13. 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.
mar. 8/196:40 amMDW - SJD
1 stop8h 10mSouthwest
mar. 8/2612:40 pmSJD - MDW
1 stop8h 40mSouthwest
Deal found 8/13$462
This Mytrip deal was found by Cheapflights users on 8/12. 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.
jue. 9/48:39 pmMDW - SJD
2 stops17h 35mVolaris
jue. 9/184:50 pmSJD - MDW
2 stops24h 26mVolaris
Deal found 8/12$470
This Southwest deal was found by Cheapflights users on 8/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 8/318:50 amMDW - SJD
1 stop6h 20mSouthwest
jue. 9/410:40 amSJD - MDW
1 stop8h 10mSouthwest
Deal found 8/14$477
This Southwest deal was found by Cheapflights users on 8/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/155:25 amMDW - SJD
1 stop10h 25mSouthwest
vie. 12/191:25 pmSJD - MDW
1 stop7h 10mSouthwest
Deal found 8/14$481
This Southwest deal was found by Cheapflights users on 8/13. 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.
dom. 11/95:10 amMDW - SJD
1 stop6h 45mSouthwest
sáb. 11/1512:00 pmSJD - MDW
1 stop7h 35mSouthwest
Deal found 8/13$487
This Mytrip deal was found by Cheapflights users on 8/13. 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.
mié. 9/108:39 pmMDW - SJD
1 stop16h 32mVolaris
dom. 9/144:50 pmSJD - MDW
2 stops24h 26mVolaris
Deal found 8/13$492
This Southwest deal was found by Cheapflights users on 8/12. 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.
dom. 10/266:50 amMDW - SJD
2 stops8h 15mSouthwest
mié. 10/2911:15 amSJD - MDW
2 stops10h 50mSouthwest
Deal found 8/12$495
This Delta deal was found by Cheapflights users on 8/14. 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.
sáb. 11/86:00 amMDW - SJD
2 stops12h 52mDelta
sáb. 11/151:17 pmSJD - MDW
1 stop7h 27mDelta
Deal found 8/14$497
This Delta deal was found by Cheapflights users on 8/12. 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.
vie. 9/56:00 amMDW - SJD
2 stops10h 45mDelta
lun. 9/82:25 pmSJD - MDW
2 stops20h 03mDelta
Deal found 8/12$502

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 agosto 14, 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

mar. 10/14

7:30 am-1:40 pm

1 stop8h 10m

San José del Cabo Los Cabos

mar. 10/21

12:45 pm-12:05 am

1 stop9h 20m

$431

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

dom. 9/28

6:00 am-10:50 am

1 stop6h 50m

San José del Cabo Los Cabos

mar. 10/7

11:15 am-11:35 pm

2 stops10h 20m

$436

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

mar. 9/9

6:00 am-12:50 pm

2 stops8h 50m

San José del Cabo Los Cabos

mar. 9/16

12:40 pm-11:20 pm

1 stop8h 40m

$436

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

sáb. 11/8

6:00 am-5:52 pm

2 stops12h 52m

San José del Cabo Los Cabos

vie. 11/14

1:17 pm-9:44 pm

1 stop7h 27m

$452

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

mié. 10/22

6:00 am-11:42 am

1 stop7h 42m

San José del Cabo Los Cabos

dom. 10/26

12:47 pm-10:14 pm

1 stop7h 27m

$452

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

sáb. 10/18

5:00 am-10:40 am

1 stop7h 40m

San José del Cabo Los Cabos

mié. 10/22

11:15 am-11:35 pm

1 stop10h 20m

$452

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

sáb. 11/8

6:20 am-12:00 pm

1 stop6h 40m

San José del Cabo Los Cabos

vie. 11/14

2:05 pm-11:20 pm

1 stop8h 15m

$452

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

mar. 8/19

6:40 am-12:50 pm

1 stop8h 10m

San José del Cabo Los Cabos

mar. 8/26

12:40 pm-11:20 pm

1 stop8h 40m

$462

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

jue. 9/4

8:39 pm-12:14 pm

2 stops17h 35m

San José del Cabo Los Cabos

jue. 9/18

4:50 pm-7:16 pm

2 stops24h 26m

$470

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

dom. 8/31

8:50 am-1:10 pm

1 stop6h 20m

San José del Cabo Los Cabos

jue. 9/4

10:40 am-8:50 pm

1 stop8h 10m

$477

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 22 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

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.

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 agosto 14, 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
4,244 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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.

  • 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 agosto 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$543Average$714FlexibilityNo cancel feeOn-time63%

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