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Cheap flights from Chicago Midway Airport to Baja California Sur from $163

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Baja California Sur departing on 10/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to Baja California Sur

Cheap round-trip flights

Delta Logo
5:25 pm - 2:40 pmMDW-SJD
22h 15m2 stops
Delta Logo
10:54 am - 9:56 amSJD-MDW
22h 02m2 stops
$432Delta
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Mon, Mar 2 - Fri, Mar 6
Southwest Logo
5:25 am - 1:45 pmMDW-SJD
9h 20m2 stops
Southwest Logo
2:20 pm - 5:05 amSJD-MDW
13h 45m2 stops
$437Southwest
Find Deal
Mon, Dec 29 - Wed, Jan 7
Southwest Logo
5:10 am - 1:45 pmMDW-SJD
9h 35m1 stop
Southwest Logo
2:40 pm - 10:55 pmSJD-MDW
7h 15m1 stop
$450Southwest
Find Deal
Fri, Nov 14 - Tue, Nov 18
Southwest Logo
5:45 am - 12:50 pmMDW-SJD
9h 05m2 stops
Southwest Logo
1:45 pm - 11:00 pmSJD-MDW
7h 15m1 stop
$453Southwest
Find Deal
Mon, Sep 29 - Wed, Oct 1
Southwest Logo
9:40 pm - 11:20 amMDW-SJD
14h 40m2 stops
Southwest Logo
11:50 am - 10:10 pmSJD-MDW
9h 20m1 stop
$455Southwest
Find Deal
Fri, Nov 14 - Tue, Nov 18
Delta Logo
6:00 am - 2:55 pmMDW-SJD
10h 55m2 stops
Delta Logo
2:18 pm - 8:40 amSJD-MDW
16h 22m2 stops
$458Delta
Find Deal
Tue, Sep 30 - Fri, Oct 3
Southwest Logo
5:25 am - 2:55 pmMDW-SJD
10h 30m1 stop
Southwest Logo
12:15 pm - 8:05 pmSJD-MDW
6h 50m1 stop
$461Southwest
Find Deal
Sat, Nov 22 - Thu, Nov 27
Delta Logo
6:45 pm - 10:45 amMDW-SJD
17h 00m1 stop
Delta Logo
10:54 am - 9:56 amSJD-MDW
22h 02m2 stops
$462Delta
Find Deal
Mon, Mar 2 - Fri, Mar 6
Aeromexico Logo
6:00 am - 9:27 amMDW-SJD
28h 27m2 stops
Aeromexico Logo
9:42 am - 11:32 pmSJD-MDW
12h 50m2 stops
$479Aeromexico
Find Deal
Sat, Nov 29 - Wed, Dec 3
Aeromexico Logo
6:00 am - 9:40 pmMDW-SJD
16h 40m2 stops
Aeromexico Logo
6:00 am - 9:46 pmSJD-MDW
14h 46m2 stops
$507Aeromexico
Find Deal
Wed, Feb 11 - Wed, Feb 18

Delta flights from Chicago Midway Airport to Baja California Sur

Our best Delta deals on Chicago Midway Airport to Baja California Sur flight tickets
Delta
Mar 2
MDW5:25 pmChicago Midway
22h 15m
2 stops
SJD2:40 pmSan José del Cabo Los Cabos
Mar 6
SJD10:54 amSan José del Cabo Los Cabos
22h 02m
2 stops
MDW9:56 amChicago Midway
$432
Find similar
Delta
Sep 30
MDW6:00 amChicago Midway
10h 55m
2 stops
SJD2:55 pmSan José del Cabo Los Cabos
Oct 3
SJD2:18 pmSan José del Cabo Los Cabos
16h 22m
2 stops
MDW8:40 amChicago Midway
$458
Find similar
Delta
Mar 2
MDW6:45 pmChicago Midway
17h 00m
1 stop
SJD10:45 amSan José del Cabo Los Cabos
Mar 6
SJD10:54 amSan José del Cabo Los Cabos
22h 02m
2 stops
MDW9:56 amChicago Midway
$462
Find similar

Southwest flights from Chicago Midway Airport to Baja California Sur

Our best Southwest deals on Chicago Midway Airport to Baja California Sur flight tickets
Southwest
Dec 29
MDW5:25 amChicago Midway
9h 20m
2 stops
SJD1:45 pmSan José del Cabo Los Cabos
Jan 7
SJD2:20 pmSan José del Cabo Los Cabos
13h 45m
2 stops
MDW5:05 amChicago Midway
$437
Find similar
Southwest
Nov 14
MDW5:10 amChicago Midway
9h 35m
1 stop
SJD1:45 pmSan José del Cabo Los Cabos
Nov 18
SJD2:40 pmSan José del Cabo Los Cabos
7h 15m
1 stop
MDW10:55 pmChicago Midway
$450
Find similar
Southwest
Sep 29
MDW5:45 amChicago Midway
9h 05m
2 stops
SJD12:50 pmSan José del Cabo Los Cabos
Oct 1
SJD1:45 pmSan José del Cabo Los Cabos
7h 15m
1 stop
MDW11:00 pmChicago Midway
$453
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated September 17, 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

Fly to

Route

Depart

Return

Price

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Mon 3/2

5:25 pm-2:40 pm

2 stops22h 15m

San José del Cabo Los Cabos

Fri 3/6

10:54 am-9:56 am

2 stops22h 02m

$432

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Mon 12/29

5:25 am-1:45 pm

2 stops9h 20m

San José del Cabo Los Cabos

Wed 1/7

2:20 pm-5:05 am

2 stops13h 45m

$437

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Fri 11/14

5:10 am-1:45 pm

1 stop9h 35m

San José del Cabo Los Cabos

Tue 11/18

2:40 pm-10:55 pm

1 stop7h 15m

$450

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Mon 9/29

5:45 am-12:50 pm

2 stops9h 05m

San José del Cabo Los Cabos

Wed 10/1

1:45 pm-11:00 pm

1 stop7h 15m

$453

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Fri 11/14

9:40 pm-11:20 am

2 stops14h 40m

San José del Cabo Los Cabos

Tue 11/18

11:50 am-10:10 pm

1 stop9h 20m

$455

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Tue 9/30

6:00 am-2:55 pm

2 stops10h 55m

San José del Cabo Los Cabos

Fri 10/3

2:18 pm-8:40 am

2 stops16h 22m

$458

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Sat 11/22

5:25 am-2:55 pm

1 stop10h 30m

San José del Cabo Los Cabos

Thu 11/27

12:15 pm-8:05 pm

1 stop6h 50m

$461

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Mon 3/2

6:45 pm-10:45 am

1 stop17h 00m

San José del Cabo Los Cabos

Fri 3/6

10:54 am-9:56 am

2 stops22h 02m

$462

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Sat 11/29

6:00 am-9:27 am

2 stops28h 27m

San José del Cabo Los Cabos

Wed 12/3

9:42 am-11:32 pm

2 stops12h 50m

$479

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Wed 2/11

6:00 am-9:40 pm

2 stops16h 40m

San José del Cabo Los Cabos

Wed 2/18

6:00 am-9:46 pm

2 stops14h 46m

$507

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Baja California Sur from

How to get the cheapest flight ticket from Chicago Midway Airport to Baja California Sur

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Baja California Sur?

Our data shows that Tuesday is the least expensive day to fly to Baja California Sur. Tickets to fly out on this day can be as low as $627. Flights from Chicago Midway Airport to Baja California Sur on a Saturday will generally be more expensive and average around $1,200. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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

Fly from Chicago Midway to San José del Cabo Los Cabos for the best Chicago Midway - Baja California Sur flight prices

What cabin class options are available on Chicago Midway to Baja California Sur flights?

There is only 1 cabin class available to choose from on Chicago Midway to Baja California Sur flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago Midway Airport to Baja California Sur flights?

You could potentially save up to 23% on your flight if you consider stops on a Chicago Midway Airport to Baja California Sur flight.

Cheap Chicago Midway Airport to Baja California Sur flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Baja California Sur

Fastest flight time

4h 50m

Direct flights

Mon and Sun

Airports in Baja California Sur

1 airport
The fastest flight from Chicago Midway Airport to Baja California Sur takes 4h 50m
Direct flights go from Chicago Midway Airport to Baja California Sur on Monday and Sunday. There are no airlines offering direct flights.
There is 1 airport near Baja California Sur: San José del Cabo Los Cabos (SJD)
Search flight deals

  • When did momondo last update prices for flights from Chicago Midway Airport to Baja California Sur?

    Prices for flights from Chicago Midway Airport to Baja California Sur refresh daily.

  • How many operators does momondo search for flights from Chicago Midway Airport to Baja California Sur?

  • How old do you have to be to fly from Chicago Midway Airport to Baja California Sur?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago Midway Airport to Baja California Sur.

  • What documentation or ID do you need to fly to Baja California Sur?

    The necessary travel and health documents for your Baja California Sur trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago Midway Airport to Baja California Sur?

Best airlines flying from Chicago Midway Airport to Baja California Sur

Compare and see reviews for airlines that fly from Chicago Midway Airport to Baja California Sur with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $545Free CancellationRating
8.0
4,242 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Baja California Sur?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Baja California Sur from Chicago.

Can I find flights from Chicago to Baja California Sur with flexible booking policies on momondo?

All flight searches from Chicago to Baja California Sur on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Chicago to Baja California Sur?

Once you have performed a search for Chicago to Baja California Sur flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Chicago to Baja California Sur right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Baja California Sur now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Baja California Sur and let you know when they change.

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