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Cheap flights from Midway (MDW) to San José del Cabo (SJD) from $203

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 6/18. 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.
MDW — SJD
Jun 12 — Jun 191
From?
To?
Wed 6/12
Wed 6/19
1 adult, Economy
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Cheap flight deals from Midway to San José del Cabo

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to San José del Cabo (SJD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 7, 2024.

Popular in

December

Cheapest in

August

Round-trip from

$392

One-way from

$314
High demand for flights, 19% potential price rise
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Best time to find cheap flights, 24% potential price drop
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From Chicago Midway to San José del Cabo Los Cabos
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One-way flight from Chicago Midway to San José del Cabo Los Cabos
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What is the cheapest day to fly round-trip from Chicago Midway Airport to San José del Cabo?

Thursday flights are found to be more expensive to fly from Chicago Midway Airport to San José del Cabo. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to San José del Cabo.

How far in advance should I book a flight from Chicago Midway Airport to San José del Cabo?

Travelers have found it’s best to book a flight 23 days in advance to save up to 48% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 23 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Chicago Midway Airport to San José del Cabo 1-2 weeks in advance for as low as $577, or $726 for flights within the next 24 hours.

What is the cheapest month to fly from Chicago Midway Airport to San José del Cabo?

Flights from Chicago Midway Airport to San José del Cabo lean towards being more expensive in December. Prices are generally better when you fly from Chicago Midway Airport to San José del Cabo in January, with the cheapest ticket starting at $385.

What is the cheapest time of day to fly from MDW to SJD?

When flying from Chicago Midway Airport to San José del Cabo, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap Midway to San José del Cabo flights in June & July 2024

Find cheap flight options from Midway to San José del Cabo specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,050,429 searches. Prices were last updated on June 7, 2024.
These are some of the best deals we've found on flights to San José del Cabo in 2024 at this time. More deals are always being added, so be sure to check back regularly.
Tue 6/187:45 amMDW - SJD
2 stops25h 05mMultiple Airlines
Mon 6/247:20 amSJD - MDW
1 stop24h 27mMultiple Airlines
Deal found 6/6$456
Tue 6/187:45 amMDW - SJD
2 stops25h 05mMultiple Airlines
Sun 6/235:00 pmSJD - MDW
1 stop14h 47mMultiple Airlines
Deal found 6/6$461
Thu 6/207:40 amMDW - SJD
2 stops11h 14mMultiple Airlines
Mon 6/247:42 amSJD - MDW
1 stop24h 05mMultiple Airlines
Deal found 6/7$477
Sun 6/238:45 pmMDW - SJD
1 stop12h 05mMultiple Airlines
Sat 6/297:42 amSJD - MDW
1 stop24h 05mMultiple Airlines
Deal found 6/6$497
Sat 7/68:45 pmMDW - SJD
1 stop12h 10mMultiple Airlines
Sat 7/134:00 pmSJD - MDW
2 stops19h 32mMultiple Airlines
Deal found 6/6$499
Sat 7/68:45 pmMDW - SJD
1 stop12h 10mMultiple Airlines
Sat 7/137:25 amSJD - MDW
1 stop24h 22mMultiple Airlines
Deal found 6/6$503
Tue 6/188:45 pmMDW - SJD
1 stop12h 05mMultiple Airlines
Mon 6/247:42 amSJD - MDW
1 stop24h 05mMultiple Airlines
Deal found 6/6$512
Tue 6/188:45 pmMDW - SJD
1 stop12h 05mMultiple Airlines
Mon 6/247:20 amSJD - MDW
1 stop24h 27mMultiple Airlines
Deal found 6/6$522
Tue 6/188:45 pmMDW - SJD
1 stop12h 05mMultiple Airlines
Sun 6/235:00 pmSJD - MDW
1 stop14h 47mMultiple Airlines
Deal found 6/6$526

Midway to San José del Cabo 2024 flight deals

Discover exclusive flight deals for travel between Midway and San José del Cabo in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 7, 2024.
These are some of the best deals we've found on flights to San José del Cabo in 2024 at this time. More deals are always being added, so be sure to check back regularly.
Sun 8/256:00 amMDW - SJD
2 stops13h 20mDelta
Wed 8/2812:05 pmSJD - MDW
1 stop7h 41mDelta
Deal found 6/6$436
Sun 8/256:00 amMDW - SJD
2 stops13h 20mDelta
Wed 8/286:04 amSJD - MDW
2 stops13h 42mDelta
Deal found 6/6$451
Tue 6/187:45 amMDW - SJD
2 stops25h 05mMultiple Airlines
Mon 6/247:20 amSJD - MDW
1 stop24h 27mMultiple Airlines
Deal found 6/6$456
Tue 6/187:45 amMDW - SJD
2 stops25h 05mMultiple Airlines
Sun 6/235:00 pmSJD - MDW
1 stop14h 47mMultiple Airlines
Deal found 6/6$461
Thu 9/2610:38 amMDW - SJD
2 stops13h 25mDelta
Tue 10/16:04 amSJD - MDW
2 stops13h 34mDelta
Deal found 6/6$476
Thu 6/207:40 amMDW - SJD
2 stops11h 14mMultiple Airlines
Mon 6/247:42 amSJD - MDW
1 stop24h 05mMultiple Airlines
Deal found 6/7$477
Thu 9/263:48 pmMDW - SJD
1 stop21h 19mAeromexico
Tue 10/112:12 pmSJD - MDW
1 stop7h 26mAeromexico
Deal found 6/6$484
Thu 8/298:45 pmMDW - SJD
1 stop12h 17mVolaris
Mon 9/23:31 pmSJD - MDW
1 stop16h 16mVolaris
Deal found 6/6$496
Sun 6/238:45 pmMDW - SJD
1 stop12h 05mMultiple Airlines
Sat 6/297:42 amSJD - MDW
1 stop24h 05mMultiple Airlines
Deal found 6/6$497

Midway to San José del Cabo flights leaving soon

Find last-minute flight options from Midway to San José del Cabo for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 7, 2024.
Have a look at some of the last-minute flights available departing from Chicago to San José del Cabo. To prevent any unwanted surprises, users should verify their flight info before booking.
Tue 6/187:45 amMDW - SJD
2 stops25h 05mMultiple Airlines
Mon 6/247:20 amSJD - MDW
1 stop24h 27mMultiple Airlines
Deal found 6/6$456
Tue 6/187:45 amMDW - SJD
2 stops25h 05mMultiple Airlines
Sun 6/235:00 pmSJD - MDW
1 stop14h 47mMultiple Airlines
Deal found 6/6$461
Tue 6/188:45 pmMDW - SJD
1 stop12h 05mMultiple Airlines
Mon 6/247:42 amSJD - MDW
1 stop24h 05mMultiple Airlines
Deal found 6/6$512
Tue 6/188:45 pmMDW - SJD
1 stop12h 05mMultiple Airlines
Mon 6/247:20 amSJD - MDW
1 stop24h 27mMultiple Airlines
Deal found 6/6$522
Tue 6/188:45 pmMDW - SJD
1 stop12h 05mMultiple Airlines
Sun 6/235:00 pmSJD - MDW
1 stop14h 47mMultiple Airlines
Deal found 6/6$526
Tue 6/188:45 pmMDW - SJD
1 stop12h 05mMultiple Airlines
Mon 6/248:21 pmSJD - MDW
2 stops17h 15mMultiple Airlines
Deal found 6/6$550
Tue 6/188:45 pmMDW - SJD
1 stop12h 05mMultiple Airlines
Wed 6/198:05 pmSJD - MDW
2 stops15h 35mMultiple Airlines
Deal found 6/6$551
Tue 6/187:00 amMDW - SJD
2 stops11h 30mMultiple Airlines
Tue 7/165:00 pmSJD - MDW
1 stop14h 52mMultiple Airlines
Deal found 6/6$553
Wed 6/198:50 pmMDW - SJD
1 stop12h 12mMultiple Airlines
Sun 6/235:00 pmSJD - MDW
1 stop14h 47mMultiple Airlines
Deal found 6/6$561

One-way flights to San José del Cabo from Midway

Search for one-way flight options from Midway to San José del Cabo. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 7, 2024.
Some of the best available deals we've found on one-way flights from Chicago to San José del Cabo. Users in need of a round-trip flight from Chicago to San José del Cabo instead should update the search form at the top of page.
Tue 6/187:45 amMDW - SJD
2 stops25h 05mMultiple Airlines
Deal found 6/6$203
Tue 6/187:45 amMDW - SJD
2 stops25h 05mMultiple Airlines
Deal found 6/6$211
Tue 6/188:45 pmMDW - SJD
1 stop12h 05mMultiple Airlines
Deal found 6/6$282
Tue 6/187:00 amMDW - SJD
3 stops14h 45mMultiple Airlines
Deal found 6/6$304
Tue 6/187:45 amMDW - SJD
3 stops14h 00mMultiple Airlines
Deal found 6/6$314
Tue 6/188:45 pmMDW - SJD
1 stop12h 17mVolaris
Deal found 6/6$357
Fri 6/286:00 amMDW - SJD
2 stops17h 53mAeromexico
Deal found 6/6$505
Thu 6/206:00 amMDW - SJD
2 stops12h 20mDelta
Deal found 6/6$526
Fri 6/283:45 pmMDW - SJD
1 stop21h 10mAeromexico
Deal found 6/6$774

Find flights from Midway to San José del Cabo within your budget

Customize your flight search to find flights from Midway to San José del Cabo 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 3,050,429 searches. Data last updated June 7, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$436 - $537

Route

Depart

Return

Price

Chicago MidwaySan José del Cabo Los Cabos

MDW - SJD

MDWSJD

Chicago Midway

Sun 8/25

2 stops13h 20m

San José del Cabo Los Cabos

Wed 8/28

1 stop7h 41m

$436

Chicago MidwaySan José del Cabo Los Cabos

MDW - SJD

MDWSJD

Chicago Midway

Sun 8/25

2 stops13h 20m

San José del Cabo Los Cabos

Wed 8/28

2 stops13h 42m

$451

Chicago MidwaySan José del Cabo Los Cabos

MDW - SJD

MDWSJD

Chicago Midway

Tue 6/18

2 stops25h 05m

San José del Cabo Los Cabos

Mon 6/24

1 stop24h 27m

$456

Chicago MidwaySan José del Cabo Los Cabos

MDW - SJD

MDWSJD

Chicago Midway

Tue 6/18

2 stops25h 05m

San José del Cabo Los Cabos

Sun 6/23

1 stop14h 47m

$461

Chicago MidwaySan José del Cabo Los Cabos

MDW - SJD

MDWSJD

Chicago Midway

Thu 9/26

2 stops13h 25m

San José del Cabo Los Cabos

Tue 10/1

1 stop7h 26m

$476

Chicago MidwaySan José del Cabo Los Cabos

MDW - SJD

MDWSJD

Chicago Midway

Thu 9/26

1 stop21h 19m

San José del Cabo Los Cabos

Tue 10/1

1 stop7h 26m

$484

Chicago MidwaySan José del Cabo Los Cabos

MDW - SJD

MDWSJD

Chicago Midway

Thu 8/29

1 stop12h 17m

San José del Cabo Los Cabos

Mon 9/2

1 stop16h 16m

$496

Chicago MidwaySan José del Cabo Los Cabos

MDW - SJD

MDWSJD

Chicago Midway

Sat 8/10

1 stop21h 13m

San José del Cabo Los Cabos

Thu 8/15

1 stop7h 41m

$535

Chicago MidwaySan José del Cabo Los Cabos

MDW - SJD

MDWSJD

Chicago Midway

Thu 8/15

1 stop12h 17m

San José del Cabo Los Cabos

Mon 8/19

1 stop16h 16m

$537

Flights are sorted by cheapest first

Deals found on 6/6

What is the cheapest day to fly from Chicago Midway Airport to San José del Cabo?

Use this chart to determine the cheapest time to fly round-trip from Midway to San José del Cabo. Price data was last updated on June 2, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Chicago Midway Airport to San José del Cabo flight should consider departing on Wednesday mornings when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Best time to book a flight from Midway to San José del Cabo

Have a flexible travel schedule? Discover the best time to fly to San José del Cabo 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.

Temperature and rainfall in San José del Cabo by month

Plan your trip to San José del Cabo by taking into account the average temperature and rainfall totals by month.

SJD

Temperature

66.2 - 84.2 °F

If weather is an important factor for your trip to San José del Cabo, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 66.2 F).

Reviews of airlines servicing San José del Cabo

Get insights into the airlines that provide service to San José del Cabo. 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 San José del Cabo. Reviews last updated June 7, 2024.
Read through reviews of airlines operating flights from Chicago to San José del Cabo, such as Aeromexico, Delta and Volaris. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
10,363 reviews

Comfort

7.9

Crew

8.6

Overall

8.0

Entertainment

8.0

Boarding

8.2

Food

7.4

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Delta
8.0
Very good
10,363 reviews
Delta
8.0
Very good
10,363 reviews

Comfort

7.9

Crew

8.6

Overall

8.0

Entertainment

8.0

Boarding

8.2

Food

7.4

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Aeromexico
7.6
Good
2,436 reviews
Delta
8.0
Very good
10,363 reviews

Comfort

7.9

Crew

8.6

Overall

8.0

Entertainment

8.0

Boarding

8.2

Food

7.4

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

WestJet
7.5
Good
2,853 reviews
Delta
8.0
Very good
10,363 reviews

Comfort

7.9

Crew

8.6

Overall

8.0

Entertainment

8.0

Boarding

8.2

Food

7.4

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Volaris
6.6
Okay
1,460 reviews
Delta
8.0
Very good
10,363 reviews

Comfort

7.9

Crew

8.6

Overall

8.0

Entertainment

8.0

Boarding

8.2

Food

7.4

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Related info for your journey

Find useful and relevant information for your journey from Midway to San José del Cabo. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to San José del Cabo from Chicago Midway?

    Located just 6.6 mi from the city center, San José del Cabo Los Cabos is the airport most travelers will use when flying to San José del Cabo from Chicago Midway. Booking flights from Chicago Midway to Los Cabos (SJD) should be relatively easy as there are 0 daily inbound flights from Chicago Midway from 2 different airlines.

  • Can I find flights from Chicago Midway Airport to San José del Cabo for under $500 on Cheapflights?

    Yes, there are multiple flights from Chicago Midway Airport to San José del Cabo for under $500. The cheapest flight booked recently is on Delta for just $436, but on average you can expect to pay $500.

  • Are there last-minute flights available from Chicago Midway Airport to San José del Cabo for under $500?

    There are currently 20+ open flights from Chicago Midway Airport to San José del Cabo within the next 7 days for less than $500.

  • What are the cheapest airlines flying from Chicago Midway Airport to San José del Cabo round-trip?

    According to our current data, Delta ($436), Aeromexico ($484), and Volaris ($496) offers the cheapest pricing from Chicago Midway Airport to San José del Cabo. Delta is 35% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Chicago Midway Airport to San José del Cabo one-way?

    The cheapest airlines for a one-way flight from Chicago Midway Airport to San José del Cabo are Volaris ($357), Aeromexico ($505), and Delta ($526).

  • What does MDW to SJD mean?

    MDW and SJD are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. MDW to SJD refers to a flight route from Chicago Midway Airport to San José del Cabo Los Cabos Airport.

  • Can I find deals for flights from Midway to San José del Cabo that include extra baggage allowance?

    The amount of baggage you can bring on your Midway to San José del Cabo flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Midway to San José del Cabo with specific airlines?

    Yes, Cheapflights allows you to browse and filter Midway to San José del Cabo flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Midway to San José del Cabo that include hotel bookings?

    Yes. In addition to deals on Midway to San José del Cabo flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to San José del Cabo?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to San José del Cabo.

  • Can I find deals for business class flights from Midway to San José del Cabo?

    Yes. Cheapflights offers flight deals from Midway to San José del Cabo by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Midway to San José del Cabo that allow pets onboard?

    Many airlines flying from Midway to San José del Cabo offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Midway to San José del Cabo?

    Yes, you can often find last-minute deals on Midway to San José del Cabo flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chicago Midway Airport to San José del Cabo flight deals updated?

    The Chicago Midway Airport to San José del Cabo flight deals you see on this page were last updated on 6/7.

  • What is the cheapest month to book a flight from Chicago Midway Airport to San José del Cabo?

    Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to San José del Cabo (average of $392). Flying from Chicago Midway Airport to San José del Cabo in June is currently the most expensive (average of $529). 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 San José del Cabo
See prices for flight routes from nearby airports that may be better suited for you.

O'Hare Intl to San José del Cabo flights
O'Hare Intl to La Paz flights
O'Hare Intl to Loreto flights
Midway to La Paz flights

Top 2 airlines flying from Midway to San José del Cabo

Discover the top 2 airlines that operate flights from Midway to San José del Cabo. 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 3,050,429 searches. Data last updated June 7, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$520Average$687FlexibilityNo cancel feeOn-timeN/A
AeromexicoCheapest$767Average$784FlexibilityNo cancel feeOn-timeN/A
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Search flights from Midway to San José del Cabo by cabin class

Find flights from Midway to San José del Cabo, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Business Class
Prem Econ Class
Economy Class

Weekly flight availability from Midway to San José del Cabo

Explore weekly flight availability from Midway to San José del Cabo. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 7, 2024.
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