$224 Find Cheap Flights from Chicago Midway Airport to Baja California Sur - Compare and Save

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 8/6. 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, 0 bags

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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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

Wed, Sep 9 - Thu, Sep 17
Delta Logo
6:00 am - 5:25 pm
MDW
-
SJD
13h 25m
2 stops
Delta Logo
6:15 am - 10:25 pm
SJD
-
MDW
14h 10m
2 stops
$480Delta
Mon, Sep 14 - Fri, Sep 18
Delta Logo
6:05 am - 11:10 am
MDW
-
SJD
7h 05m
1 stop
Delta Logo
2:40 pm - 8:50 am
SJD
-
MDW
16h 10m
2 stops
$484Delta
Tue, Aug 18 - Tue, Aug 25
Southwest Logo
6:00 am - 12:50 pm
MDW
-
SJD
8h 50m
2 stops
Southwest Logo
11:40 am - 9:50 pm
SJD
-
MDW
8h 10m
2 stops
$493Southwest
Mon, Sep 21 - Fri, Sep 25
Southwest Logo
5:55 am - 12:50 pm
MDW
-
SJD
8h 55m
2 stops
Southwest Logo
10:40 am - 11:20 pm
SJD
-
MDW
10h 40m
2 stops
$502Southwest
Mon, Nov 16 - Fri, Nov 20
Southwest Logo
8:50 pm - 11:40 am
MDW
-
SJD
15h 50m
2 stops
Southwest Logo
2:45 pm - 1:05 am
SJD
-
MDW
9h 20m
2 stops
$533Southwest
Sun, Nov 8 - Wed, Nov 11
Southwest Logo
7:20 am - 2:15 pm
MDW
-
SJD
7h 55m
1 stop
Southwest Logo
11:50 am - 11:05 pm
SJD
-
MDW
10h 15m
1 stop
$542Southwest
Sun, Nov 8 - Wed, Nov 11
Southwest Logo
5:20 am - 2:15 pm
MDW
-
SJD
9h 55m
2 stops
Southwest Logo
3:10 pm - 5:40 am
SJD
-
MDW
13h 30m
2 stops
$546Southwest
Thu, Sep 10 - Tue, Sep 15
Delta Logo
10:35 am - 10:27 pm
MDW
-
SJD
13h 52m
2 stops
Delta Logo
6:15 am - 10:25 pm
SJD
-
MDW
14h 10m
2 stops
$552Delta
Fri, Sep 11 - Wed, Sep 16
Delta Logo
6:00 am - 11:10 am
MDW
-
SJD
7h 10m
1 stop
Delta Logo
2:40 pm - 8:50 am
SJD
-
MDW
16h 10m
2 stops
$556Delta
Mon, Sep 7 - Fri, Sep 11
Delta Logo
6:05 am - 5:25 pm
MDW
-
SJD
13h 20m
2 stops
Delta Logo
6:15 am - 9:46 pm
SJD
-
MDW
13h 31m
2 stops
$562Delta
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.

How much is a round-trip flight from Chicago Midway Airport to Baja California Sur?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago Midway Airport to Baja California Sur departing in September.

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 5 days was to San José del Cabo, at $759 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 5 days was $759.

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

The average price for all round-trip flights from Chicago Midway Airport to Baja California Sur depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Baja California Sur is generally in the morning, when round-trip flights cost $712 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 $712.

Can I save money by flying with a layover from Chicago Midway Airport to Baja California Sur?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $688 on average.

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 August, when tickets cost $0 (return) on average. On the other hand, the most expensive months are February and December, when the average cost of round-trip tickets is $1,112 and $819 respectively.

Find deals

Good to know

Low seasonOctober
Cheapest flight$224
Best time to beat the crowds with an average 37% drop in price.
Most popular time to fly and prices are also 7% 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.

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.
7.9
SouthwestOverall score based on 4235 reviews
8.6Crew
8.0Comfort
7.0Food
8.1Boarding
7.5Entertainment
Airline reviews

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

10.0 ExcellentAnonymous, Jun 2026
DEN - ORF
Read more Southwest reviews

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

Kayak could’ve posted the correct gate number. Almost missed my flight.

Slow boarding, limited food and drink portions. Bad delays and turbulence

there were two flight attendants that were up front...that were the best! They get KUDOs for making my trip only fantastic. Tell them Jeff said that!

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

Was fine, delayed and feels like southwest is always late

I don't know why flying out of Sarasota requires two plane changes.

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

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)