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MDW - SJD
Sep 16 - Sep 23
San José del Cabo

$124+ Cheap flights from Midway (MDW) to San José del Cabo (SJD)

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 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SJD
Sep 16 — Sep 231
Mon 9/16
Mon 9/23
1 adult, Economy
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MDW - SJD
Sep 16 - Sep 23

Find cheap flights from Midway to San José del Cabo with Cheapflights

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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 September 11, 2024.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Popular in

November

Cheapest in

August

Round-trip from

$332
(Kiwi.com)

One-way from

$124
(Kiwi.com)
Provider with most accurate pricing for Chicago Midway-San José del Cabo Los Cabos flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-San José del Cabo Los Cabos flights.
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High demand for flights, 32% potential price rise
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Best time to find cheap flights, 26% 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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Cheap Midway to San José del Cabo flights in September & October 2024

Find cheap flight options from Midway to San José del Cabo specifically for the months of September and October 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,873,399 searches. Prices were last updated on September 11, 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.
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/128:45 pmMDW - SJD
1 stop12h 17mVolaris
Tue 10/1512:34 pmSJD - MDW
1 stop19h 18mVolaris
Deal found 9/10$364
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/48:45 pmMDW - SJD
1 stop12h 10mMultiple Airlines
Sat 10/127:42 amSJD - MDW
1 stop24h 05mMultiple Airlines
Deal found 9/11$393
This Delta deal was found by Cheapflights users on 9/10. 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.
Tue 10/86:00 amMDW - SJD
2 stops13h 18mDelta
Tue 10/156:04 amSJD - MDW
2 stops13h 34mDelta
Deal found 9/10$512
This Aeromexico deal was found by Cheapflights users on 9/10. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/156:00 amMDW - SJD
2 stops17h 57mAeromexico
Mon 10/212:09 pmSJD - MDW
2 stops25h 53mAeromexico
Deal found 9/10$562
This Southwest deal was found by Cheapflights users on 9/11. 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.
Sun 10/65:35 amMDW - SJD
1 stop9h 35mSouthwest
Wed 10/912:15 pmSJD - MDW
1 stop8h 05mSouthwest
Deal found 9/11$596

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 2,873,399 searches. Data last updated September 11, 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.
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/128:45 pmMDW - SJD
1 stop12h 17mVolaris
Tue 10/1512:34 pmSJD - MDW
1 stop19h 18mVolaris
Deal found 9/10$364
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/48:45 pmMDW - SJD
1 stop12h 10mMultiple Airlines
Sat 10/127:42 amSJD - MDW
1 stop24h 05mMultiple Airlines
Deal found 9/11$393
This Delta deal was found by Cheapflights users on 9/10. 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.
Tue 10/86:00 amMDW - SJD
2 stops13h 18mDelta
Tue 10/156:04 amSJD - MDW
2 stops13h 34mDelta
Deal found 9/10$512
This Southwest deal was found by Cheapflights users on 9/10. 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.
Fri 11/1510:30 pmMDW - SJD
1 stop13h 35mSouthwest
Wed 11/201:05 pmSJD - MDW
1 stop7h 45mSouthwest
Deal found 9/10$530
This Aeromexico deal was found by Cheapflights users on 9/10. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/156:00 amMDW - SJD
2 stops17h 57mAeromexico
Mon 10/212:09 pmSJD - MDW
2 stops25h 53mAeromexico
Deal found 9/10$562

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 2,873,399 searches. Data last updated September 11, 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.
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/218:45 pmMDW - SJD
1 stop12h 10mMultiple Airlines
Tue 9/244:15 pmSJD - MDW
2 stops15h 37mMultiple Airlines
Deal found 9/10$491
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1810:21 amMDW - SJD
1 stop7h 53mVolaris
Wed 9/254:15 pmSJD - MDW
2 stops15h 32mVolaris
Deal found 9/11$525
This Delta deal was found by Cheapflights users on 9/11. 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.
Wed 9/1812:47 pmMDW - SJD
2 stops11h 10mDelta
Wed 9/256:04 amSJD - MDW
2 stops13h 34mDelta
Deal found 9/11$580
This Aeromexico deal was found by Cheapflights users on 9/10. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1812:47 pmMDW - SJD
2 stops11h 10mAeromexico
Mon 9/236:54 pmSJD - MDW
2 stops20h 59mAeromexico
Deal found 9/10$780

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 2,873,399 searches. Data last updated September 11, 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.
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/72:23 pmMDW - SJD
2 stops23h 49mVolaris
Deal found 9/10$124
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/84:42 pmMDW - SJD
2 stops16h 13mMultiple Airlines
Deal found 9/11$177
This Delta deal was found by Cheapflights users on 9/10. 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.
Tue 11/56:00 amMDW - SJD
2 stops10h 50mDelta
Deal found 9/10$182
This Aeromexico deal was found by Cheapflights users on 9/10. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/22:10 pmMDW - SJD
2 stops33h 25mAeromexico
Deal found 9/10$235
This Southwest deal was found by Cheapflights users on 9/10. 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.
Mon 3/109:00 amMDW - SJD
Nonstop5h 00mSouthwest
Deal found 9/10$668
This WestJet deal was found by Cheapflights users on 9/10. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/2710:49 amMDW - SJD
2 stops54h 00mWestJet
Deal found 9/10$1,984

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 2,873,399 searches. Data last updated September 11, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$332 - $562

Route

Depart

Return

Price

Chicago MidwaySan José del Cabo Los Cabos

MDW - SJD

MDWSJD

Chicago Midway

Fri 10/11

1 stop12h 10m

San José del Cabo Los Cabos

Mon 10/14

1 stop24h 05m

$332

Chicago MidwaySan José del Cabo Los Cabos

MDW - SJD

MDWSJD

Chicago Midway

Sun 10/13

1 stop12h 17m

San José del Cabo Los Cabos

Wed 10/16

2 stops15h 32m

$337

Chicago MidwaySan José del Cabo Los Cabos

MDW - SJD

MDWSJD

Chicago Midway

Tue 1/21

2 stops13h 40m

San José del Cabo Los Cabos

Tue 1/28

2 stops14h 49m

$490

Chicago MidwaySan José del Cabo Los Cabos

MDW - SJD

MDWSJD

Chicago Midway

Sat 12/7

1 stop8h 30m

San José del Cabo Los Cabos

Thu 12/12

1 stop7h 45m

$537

Chicago MidwaySan José del Cabo Los Cabos

MDW - SJD

MDWSJD

Chicago Midway

Tue 10/15

2 stops17h 57m

San José del Cabo Los Cabos

Mon 10/21

2 stops25h 53m

$562

Flights are sorted by cheapest first

Deals found on 9/10

Compare providers for flights from Midway to San José del Cabo

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to San José del Cabo in September.
ProviderPrice AccuracyTrust Score*Cancellation Policy
ExpediaPrice Accuracy1 starTrust Score*3 starsCancellation PolicyAirline Policy
AranGrantPrice Accuracy3 starsTrust Score*3 starsCancellation PolicyAirline Policy
FlightHubPrice Accuracy3 starsTrust Score*3 starsCancellation PolicyAirline Policy

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-San José del Cabo flights, users find the pricing of AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Chicago Midway Airport-San José del Cabo flight deals on Cheapflights vs. AranGrant >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-San José del Cabo flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-San José del Cabo flights, Cheapflights users trust AranGrant the most. AranGrant has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-San José del Cabo flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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.

Travel insights for flights from Midway to San José del Cabo

Get recent, data-driven insights about flights from Midway to San José del Cabo including ideal travel times, pricing trends, and more.

Rainfall in San José del Cabo by month

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

In terms of precipitation, rainfall in San José del Cabo ranges from 0.0 - 4.5 inches per month. September is typically the wettest month, when rainfall can reach 4.5 in. March is typically the driest time to visit San José del Cabo when rainfall is around 0.0 in.

Temperature in San José del Cabo by month

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

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 September 11, 2024.
Read through reviews of airlines operating flights from Chicago to San José del Cabo, such as Volaris, Delta and Aeromexico. 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.
Southwest
8.2
Very good
5,344 reviews

Food

7.3

Comfort

8.1

Crew

8.7

Boarding

8.3

Entertainment

7.8

Overall

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.2
Very good
5,344 reviews
Southwest
8.2
Very good
5,344 reviews

Food

7.3

Comfort

8.1

Crew

8.7

Boarding

8.3

Entertainment

7.8

Overall

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
9,126 reviews
Southwest
8.2
Very good
5,344 reviews

Food

7.3

Comfort

8.1

Crew

8.7

Boarding

8.3

Entertainment

7.8

Overall

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Aeromexico
7.6
Good
2,123 reviews
Southwest
8.2
Very good
5,344 reviews

Food

7.3

Comfort

8.1

Crew

8.7

Boarding

8.3

Entertainment

7.8

Overall

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

WestJet
7.3
Good
2,798 reviews
Southwest
8.2
Very good
5,344 reviews

Food

7.3

Comfort

8.1

Crew

8.7

Boarding

8.3

Entertainment

7.8

Overall

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Volaris
6.7
Okay
1,352 reviews
Southwest
8.2
Very good
5,344 reviews

Food

7.3

Comfort

8.1

Crew

8.7

Boarding

8.3

Entertainment

7.8

Overall

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

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 1 airline.

  • Can I find flights from Chicago Midway Airport to San José del Cabo for under $400 on Cheapflights?

    Yes, there are multiple flights from Chicago Midway Airport to San José del Cabo for under $400. The cheapest flight booked recently is on Multiple Airlines for just $332, but on average you can expect to pay $451.

  • Are there nonstop flights from Chicago Midway Airport to San José del Cabo for under $1,300 on Cheapflights?

    Cheapflights has at least 2 direct flights from Chicago Midway Airport to San José del Cabo under $1,300. A good price for a nonstop flight from Chicago Midway Airport to San José del Cabo is less than $1,337.

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

    There are currently 4+ 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, Volaris ($337), Delta ($490), and Southwest ($537) offers the cheapest pricing from Chicago Midway Airport to San José del Cabo. Volaris is 50% 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 ($124), Delta ($182), and Aeromexico ($235).

  • What are the cheapest flights from Chicago Midway Airport to San José del Cabo?

    On average you can expect to pay $1,021 for a flight from Chicago Midway Airport to San José del Cabo. The cheapest flight overall is $714 while the most popular route, (Chicago Midway - San José del Cabo Los Cabos) is currently priced at $332.

  • 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 9/11.

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
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Top airline flying from Midway to San José del Cabo

Discover the top airline 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 2,873,399 searches. Data last updated September 11, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$515Average$742FlexibilityNo cancel feeOn-timeN/A
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Search flights from Midway to San José del Cabo by cabin class

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