$157 Find Cheap Flights from Chicago Midway Airport to Baja California Sur

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Baja California Sur departing on 10/24. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Baja California Sur

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Baja California Sur, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Baja California Sur, as well as popular online travel agencies
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Cheap Flights from Midway to Baja California Sur

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
San José del Cabo
San José del Cabo1 stop$437
San José del Cabo
San José del Cabo1 stop$437

Book Cheap Midway to Baja California Sur Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Baja California Sur that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Baja California Sur

Mon, Sep 15 - Fri, Sep 19
Southwest Logo
7:50 am - 12:50 pmMDW-SJD
7h 00m1 stop
Southwest Logo
1:45 pm - 11:40 pmSJD-MDW
7h 55m1 stop
$437Southwest
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Wed, Nov 19 - Tue, Dec 2
Southwest Logo
7:00 am - 1:10 pmMDW-SJD
7h 10m1 stop
Southwest Logo
11:50 am - 10:10 pmSJD-MDW
9h 20m1 stop
$442Southwest
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Wed, Dec 3 - Tue, Dec 9
Southwest Logo
5:00 am - 1:10 pmMDW-SJD
9h 10m2 stops
Southwest Logo
2:40 pm - 10:55 pmSJD-MDW
7h 15m1 stop
$447Southwest
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Mon, Oct 6 - Sat, Oct 11
Southwest Logo
6:50 am - 1:25 pmMDW-SJD
8h 35m1 stop
Southwest Logo
1:35 pm - 10:25 pmSJD-MDW
6h 50m1 stop
$452Southwest
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Fri, Nov 14 - Thu, Nov 20
Delta Logo
5:34 pm - 3:29 pmMDW-SJD
22h 55m2 stops
Delta Logo
1:17 pm - 11:32 pmSJD-MDW
9h 15m1 stop
$457Delta
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Mon, Sep 15 - Fri, Sep 19
Southwest Logo
5:45 am - 12:50 pmMDW-SJD
9h 05m2 stops
Southwest Logo
1:45 pm - 11:40 pmSJD-MDW
7h 55m1 stop
$477Southwest
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Thu, Oct 2 - Sun, Oct 5
Aeromexico Logo
6:00 am - 11:25 amMDW-SJD
7h 25m1 stop
Aeromexico Logo
6:05 am - 9:36 pmSJD-MDW
13h 31m2 stops
$497Aeromexico
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Sun, Nov 16 - Wed, Dec 3
Delta Logo
1:14 pm - 12:12 pmMDW-SJD
23h 58m2 stops
Delta Logo
1:17 pm - 12:32 pmSJD-MDW
22h 15m2 stops
$511Delta
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Fri, Nov 28 - Sat, Dec 6
Aeromexico Logo
6:00 am - 10:30 pmMDW-SJD
17h 30m2 stops
Aeromexico Logo
1:17 pm - 9:44 pmSJD-MDW
7h 27m1 stop
$601Aeromexico
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Fri, Oct 17 - Sat, Oct 25
Logo
8:39 pm - 1:00 pmMDW-LAP
18h 21m1 stop
Logo
8:00 pm - 4:42 pmLAP-MDW
18h 42m3 stops
$687
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Booking Insights

KAYAK's insights & trends for Midway to Baja California Sur flights

Get data-powered insights and trends into flights from Midway to Baja California Sur to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago Midway Airport to Baja California Sur flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Baja California Sur from Chicago Midway Airport found in the last 72 hours was to San José del Cabo, at $1,918 round-trip. The most popular route is from Chicago Midway Airport (MDW) to San José del Cabo (SJD), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $1,918.

What is the cheapest month to fly from Chicago Midway Airport to Baja California Sur?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Baja California Sur, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago Midway Airport to Baja California Sur is October, when tickets cost $505 (return) on average. On the other hand, the most expensive months are November and February, when the average cost of round-trip tickets is $995 and $872 respectively.

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Good to know

Low seasonJune
Cheapest flight$157
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 0% lower on average.
Flight from Chicago Midway Airport to San José del Cabo

FAQs - booking Baja California Sur flights

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Baja California Sur?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Baja California Sur.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Baja California Sur?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago Midway Airport to Baja California Sur is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Baja California Sur?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago Midway Airport to Baja California Sur with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Baja California Sur?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago Midway Airport to Baja California Sur up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Baja California Sur?

    The cheapest time of day to fly to Baja California Sur is generally in the morning, when round-trip flights cost $938 on average. The most expensive time of day to fly to Baja California Sur is generally in the morning, which is peak travel time and where the average cost of a ticket is $938.

Reviews of the top airline flying from Midway to Baja California Sur

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Baja California Sur. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Baja California Sur? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4243 reviews
7.0Food
7.5Entertainment
8.1Boarding
8.0Comfort
8.6Crew
Airline reviews

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

2.0 MediocreMike, Aug 2025AUS - BWI
Read more Southwest reviews

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

Other than a bit of a delay, everything was good. Again, the boarding process and picking seats is the only thing I don't enjoy.

If we are going to have to pay for luggage, make it easier to do. Put something on the app during check-in so I don't need to do it at the kiosk. I've done it twice recently and I ended up having to pay at the desk because something went wrong at the kiosk in Tampa.

Better and more food and drinks. Put msnbc and free speech tv on the news channel selection list.

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

Everything you need to know for your flight from Midway to Baja California Sur

Information on your arrival and departure airports

Chicago Midway Airport (MDW)

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