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Cheap flights from Midway (MDW) to Los Cabos from $166

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 5/21. 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
May 9 — May 161
From?
To?
Thu 5/9
Thu 5/16
1 adult, Economy
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How far in advance should I book a flight from Chicago Midway Airport to Los Cabos?

To save up to 5% on this flight, we recommend booking at least 34 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Chicago Midway Airport to Los Cabos from $517 1-2 weeks out and tickets from $517 for flights departing within the next 72 hours.

What is the cheapest month to fly from Chicago Midway Airport to Los Cabos?

Flights from Chicago Midway Airport to Los Cabos lean towards being more expensive in December. Prices are generally better when you fly from Chicago Midway Airport to Los Cabos in January, with the cheapest ticket starting at $246.

When is the cheapest time to fly from Chicago Midway Airport to Los Cabos (MDW - KPG)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Los Cabos as you normally would.

Cheap Volaris flights from Midway to Los Cabos

Explore cheap flight options specifically provided by Volaris for the route between Midway and Los Cabos. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,864,334 searches. Data last updated May 4, 2024.
Check out some of the cheapest Volaris flights we've come across from Chicago to Los Cabos. Come back soon if you're not finding the exact deal you're looking for.
Thu 6/68:45 pmMDW - SJD
1 stop22h 09mVolaris
Sun 6/96:07 pmSJD - MDW
1 stop13h 40mVolaris
Deal found 5/3$437
Sun 6/28:45 pmMDW - SJD
1 stop20h 06mVolaris
Sun 6/96:07 pmSJD - MDW
1 stop13h 40mVolaris
Deal found 5/3$475
Thu 6/68:45 pmMDW - SJD
1 stop12h 17mVolaris
Sun 6/98:21 pmSJD - MDW
2 stops14h 30mVolaris
Deal found 5/3$483
Thu 6/208:45 pmMDW - SJD
1 stop12h 17mVolaris
Mon 6/247:42 amSJD - MDW
1 stop24h 05mVolaris
Deal found 5/3$493
Tue 5/148:45 pmMDW - SJD
1 stop12h 17mVolaris
Sun 5/194:15 pmSJD - MDW
2 stops15h 32mVolaris
Deal found 5/2$512
Thu 6/208:45 pmMDW - SJD
1 stop12h 17mVolaris
Mon 6/244:15 pmSJD - MDW
2 stops15h 32mVolaris
Deal found 5/3$530
Fri 5/2410:21 amMDW - SJD
1 stop7h 53mVolaris
Mon 5/271:52 pmSJD - MDW
2 stops17h 55mVolaris
Deal found 5/3$534
Fri 5/2410:21 amMDW - SJD
1 stop7h 53mVolaris
Mon 5/277:42 amSJD - MDW
1 stop24h 05mVolaris
Deal found 5/3$553
Thu 6/68:45 pmMDW - SJD
1 stop12h 17mVolaris
Sun 6/94:15 pmSJD - MDW
2 stops15h 32mVolaris
Deal found 5/3$573

Cheap Delta flights from Midway to Los Cabos

Explore cheap flight options specifically provided by Delta for the route between Midway and Los Cabos. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,864,334 searches. Data last updated May 4, 2024.
Have a look at some of the cheapest available Delta flights departing from Chicago and landing in Los Cabos. Check back soon if you're not seeing flights that suit your needs.
Thu 9/2610:11 amMDW - SJD
2 stops13h 40mDelta
Tue 10/16:01 amSJD - MDW
2 stops13h 43mDelta
Deal found 5/3$456
Wed 8/146:00 amMDW - SJD
1 stop7h 07mDelta
Tue 8/2012:12 pmSJD - MDW
1 stop7h 35mDelta
Deal found 5/3$461
Thu 9/2610:11 amMDW - SJD
2 stops13h 40mDelta
Tue 10/112:12 pmSJD - MDW
1 stop7h 32mDelta
Deal found 5/3$501
Sat 9/1410:11 amMDW - SJD
2 stops13h 40mDelta
Tue 9/176:01 amSJD - MDW
2 stops13h 43mDelta
Deal found 5/3$525
Thu 5/308:45 amMDW - SJD
2 stops15h 06mDelta
Thu 6/612:23 pmSJD - MDW
1 stop7h 38mDelta
Deal found 5/2$526
Tue 5/216:00 amMDW - SJD
1 stop7h 18mDelta
Sun 5/267:53 amSJD - MDW
2 stops12h 08mDelta
Deal found 5/3$556
Sun 10/206:00 amMDW - SJD
1 stop7h 07mDelta
Sat 10/266:01 amSJD - MDW
2 stops13h 43mDelta
Deal found 5/2$565
Sat 8/36:00 amMDW - SJD
1 stop7h 07mDelta
Sat 8/106:01 amSJD - MDW
2 stops13h 46mDelta
Deal found 5/3$566
Thu 5/308:45 amMDW - SJD
2 stops15h 06mDelta
Thu 6/66:49 amSJD - MDW
2 stops13h 12mDelta
Deal found 5/2$571

Cheap Midway to Los Cabos flights in May & June 2024

Find cheap flight options from Midway to Los Cabos specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,864,334 searches. Prices were last updated on May 4, 2024.
These are some of the most attractive deals on flights from Chicago to Los Cabos in 2024. More deals are always being added, so be sure to check back regularly.
Mon 5/208:45 pmMDW - SJD
1 stop12h 05mMultiple Airlines
Sat 5/254:15 pmSJD - MDW
2 stops15h 32mMultiple Airlines
Deal found 5/3$462
Sun 6/28:45 pmMDW - SJD
1 stop20h 06mVolaris
Sun 6/96:07 pmSJD - MDW
1 stop13h 40mVolaris
Deal found 5/3$475
Fri 6/712:45 pmMDW - SJD
2 stops10h 58mDelta
Thu 6/136:49 amSJD - MDW
2 stops12h 57mDelta
Deal found 5/2$476
Sun 6/28:45 pmMDW - SJD
1 stop20h 06mMultiple Airlines
Tue 6/45:00 pmSJD - MDW
1 stop14h 52mMultiple Airlines
Deal found 5/3$492
Sun 5/198:45 amMDW - SJD
2 stops15h 06mDelta
Sat 5/256:53 amSJD - MDW
2 stops13h 08mDelta
Deal found 5/2$496
Sat 6/158:45 pmMDW - SJD
1 stop21h 45mMultiple Airlines
Tue 6/185:00 pmSJD - MDW
1 stop14h 52mMultiple Airlines
Deal found 5/2$497
Tue 5/148:45 pmMDW - SJD
1 stop12h 17mMultiple Airlines
Sun 5/197:20 amSJD - MDW
1 stop24h 27mMultiple Airlines
Deal found 5/2$498
Thu 6/68:45 pmMDW - SJD
1 stop12h 05mMultiple Airlines
Tue 6/115:00 pmSJD - MDW
1 stop14h 52mMultiple Airlines
Deal found 5/2$510
Tue 5/148:45 pmMDW - SJD
1 stop12h 17mVolaris
Sun 5/194:15 pmSJD - MDW
2 stops15h 32mVolaris
Deal found 5/2$512

Midway to Los Cabos 2024 flight deals

Discover exclusive flight deals for travel between Midway and Los Cabos in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,864,334 searches. Data last updated May 4, 2024.
These are some of the most attractive deals on flights from Chicago to Los Cabos in 2024. More deals are always being added, so be sure to check back regularly.
Thu 9/2610:11 amMDW - SJD
2 stops13h 40mDelta
Tue 10/16:01 amSJD - MDW
2 stops13h 43mDelta
Deal found 5/3$456
Wed 8/146:00 amMDW - SJD
1 stop7h 07mDelta
Tue 8/2012:12 pmSJD - MDW
1 stop7h 35mDelta
Deal found 5/3$461
Mon 5/208:45 pmMDW - SJD
1 stop12h 05mMultiple Airlines
Sat 5/254:15 pmSJD - MDW
2 stops15h 32mMultiple Airlines
Deal found 5/3$462
Thu 9/2610:11 amMDW - SJD
2 stops13h 40mDelta
Tue 10/16:01 amSJD - MDW
2 stops13h 43mDelta
Deal found 5/2$466
Wed 8/146:00 amMDW - SJD
1 stop7h 07mAeromexico
Tue 8/2012:12 pmSJD - MDW
1 stop7h 35mAeromexico
Deal found 5/2$471
Sun 6/28:45 pmMDW - SJD
1 stop20h 06mVolaris
Sun 6/96:07 pmSJD - MDW
1 stop13h 40mVolaris
Deal found 5/3$475
Fri 6/712:45 pmMDW - SJD
2 stops10h 58mDelta
Thu 6/136:49 amSJD - MDW
2 stops12h 57mDelta
Deal found 5/2$476
Tue 12/106:00 amMDW - SJD
1 stop7h 07mDelta
Mon 12/161:12 pmSJD - MDW
1 stop7h 32mDelta
Deal found 5/2$491
Sun 6/28:45 pmMDW - SJD
1 stop20h 06mMultiple Airlines
Tue 6/45:00 pmSJD - MDW
1 stop14h 52mMultiple Airlines
Deal found 5/3$492

Midway to Los Cabos flights leaving soon

Find last-minute flight options from Midway to Los Cabos 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 2,864,334 searches. Data last updated May 4, 2024.
Users seeking a last-minute flight from Chicago to Los Cabos should consider booking one of these fares. Tip: verify your flight details before completing your reservation.
Fri 5/106:00 amMDW - SJD
1 stop7h 18mDelta
Mon 5/136:58 amSJD - MDW
2 stops13h 03mDelta
Deal found 5/3$1,186

One-way flights to Los Cabos from Midway

Search for one-way flight options from Midway to Los Cabos. 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 2,864,334 searches. Data last updated May 4, 2024.
Users traveling one-way from Chicago to Los Cabos can select one of these great deals. Users in need of a round-trip flight from Chicago to Los Cabos instead should update the search form at the top of page.
Tue 5/217:35 amMDW - SJD
2 stops25h 27mMultiple Airlines
Deal found 5/3$166
Mon 5/208:45 pmMDW - SJD
1 stop12h 17mVolaris
Deal found 5/3$184
Sun 5/198:45 pmMDW - SJD
1 stop12h 05mMultiple Airlines
Deal found 5/3$185
Tue 5/218:45 pmMDW - SJD
1 stop12h 17mVolaris
Deal found 5/3$211
Sun 5/198:45 pmMDW - SJD
2 stops18h 27mVolaris
Deal found 5/3$213
Tue 5/217:35 amMDW - SJD
3 stops14h 10mMultiple Airlines
Deal found 5/3$231
Mon 5/205:45 pmMDW - SJD
2 stops15h 17mMultiple Airlines
Deal found 5/3$232
Thu 6/206:00 amMDW - SJD
2 stops12h 20mDelta
Deal found 5/3$370
Sat 5/256:00 amMDW - SJD
2 stops12h 31mDelta
Deal found 5/3$437

Find flights from Midway to Los Cabos within your budget

Customize your flight search to find flights from Midway to Los Cabos 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 2,864,334 searches. Data last updated May 4, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$429 - $509

Route

Depart

Return

Price

Chicago MidwaySan José del Cabo Los Cabos

MDW - SJD

MDWSJD

Chicago Midway

Wed 6/5

1 stop12h 00m

San José del Cabo Los Cabos

Wed 6/12

1 stop14h 12m

$429

Chicago MidwaySan José del Cabo Los Cabos

MDW - SJD

MDWSJD

Chicago Midway

Wed 6/5

1 stop12h 00m

San José del Cabo Los Cabos

Wed 6/12

2 stops12h 48m

$436

Chicago MidwaySan José del Cabo Los Cabos

MDW - SJD

MDWSJD

Chicago Midway

Thu 6/6

1 stop22h 09m

San José del Cabo Los Cabos

Sun 6/9

1 stop13h 40m

$437

Chicago MidwaySan José del Cabo Los Cabos

MDW - SJD

MDWSJD

Chicago Midway

Thu 9/26

2 stops13h 40m

San José del Cabo Los Cabos

Tue 10/1

2 stops13h 43m

$456

Chicago MidwaySan José del Cabo Los Cabos

MDW - SJD

MDWSJD

Chicago Midway

Wed 8/14

1 stop7h 07m

San José del Cabo Los Cabos

Tue 8/20

1 stop7h 35m

$461

Chicago MidwaySan José del Cabo Los Cabos

MDW - SJD

MDWSJD

Chicago Midway

Mon 5/20

1 stop12h 05m

San José del Cabo Los Cabos

Sat 5/25

2 stops15h 32m

$462

Chicago MidwaySan José del Cabo Los Cabos

MDW - SJD

MDWSJD

Chicago Midway

Sun 6/2

1 stop20h 06m

San José del Cabo Los Cabos

Sun 6/9

1 stop13h 40m

$475

Chicago MidwaySan José del Cabo Los Cabos

MDW - SJD

MDWSJD

Chicago Midway

Thu 6/6

1 stop12h 17m

San José del Cabo Los Cabos

Sun 6/9

2 stops14h 30m

$483

Chicago MidwaySan José del Cabo Los Cabos

MDW - SJD

MDWSJD

Chicago Midway

Thu 9/26

1 stop21h 22m

San José del Cabo Los Cabos

Tue 10/1

1 stop7h 32m

$509

Flights are sorted by cheapest first

Deals found on 5/3

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Los Cabos

Get insights into the airlines that provide service to Los Cabos. 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 Los Cabos. Reviews last updated May 4, 2024.
To help decide which airline to fly from Chicago to Los Cabos, see what other customers have to say about Volaris, Delta and Aeromexico. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.1
Very good
10,848 reviews
Check prices

Comfort

7.9

Food

7.4

Entertainment

8.0

Crew

8.6

Boarding

8.2

Overall

8.1

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
8.1
Very good
10,848 reviews
Delta
8.1
Very good
10,848 reviews
Check prices

Comfort

7.9

Food

7.4

Entertainment

8.0

Crew

8.6

Boarding

8.2

Overall

8.1

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
2,599 reviews
Delta
8.1
Very good
10,848 reviews
Check prices

Comfort

7.9

Food

7.4

Entertainment

8.0

Crew

8.6

Boarding

8.2

Overall

8.1

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
6.7
Okay
1,522 reviews
Delta
8.1
Very good
10,848 reviews
Check prices

Comfort

7.9

Food

7.4

Entertainment

8.0

Crew

8.6

Boarding

8.2

Overall

8.1

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 Los Cabos. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find flights from Chicago Midway Airport to Los Cabos for under $500 on Cheapflights?

    Yes, there are multiple flights from Chicago Midway Airport to Los Cabos for under $500. The cheapest flight booked recently is on Multiple Airlines for just $429, but on average you can expect to pay $488.

  • Are there last-minute flights available from Chicago Midway Airport to Los Cabos for under $1,200?

    There are currently 1+ open flights from Chicago Midway Airport to Los Cabos within the next 7 days for less than $1,200.

  • What does MDW to SJD mean?

    MDW stands for Chicago Midway Airport, while SJD stands for San José del Cabo Los Cabos Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry. La Ribera Punta Colorada Airport (PCO) are other airports near this flight route and their unique identifiers/IATA codes.

  • Can I find deals for flights from Midway to Los Cabos that include extra baggage allowance?

    The amount of baggage you can bring on your Midway to Los Cabos 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 Los Cabos with specific airlines?

    Yes, Cheapflights allows you to browse and filter Midway to Los Cabos 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 Los Cabos that include hotel bookings?

    Yes. In addition to deals on Midway to Los Cabos flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Los Cabos?

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

  • Can I find deals for business class flights from Midway to Los Cabos?

    Yes. Cheapflights offers flight deals from Midway to Los Cabos 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 Los Cabos that allow pets onboard?

    Many airlines flying from Midway to Los Cabos 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 Los Cabos?

    Yes, you can often find last-minute deals on Midway to Los Cabos 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 Los Cabos flight deals updated?

    The Chicago Midway Airport to Los Cabos flight deals you see on this page were last updated on 5/3.

See more FAQs

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Alternative routes for Midway to Los Cabos
See prices for flight routes from nearby airports that may be better suited for you.

O'Hare Intl to San José del Cabo flights
Midway 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 Los Cabos

Discover the top 2 airlines that operate flights from Midway to Los Cabos. 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 2,864,334 searches. Data last updated May 4, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$546Average$666FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
AeromexicoCheapest$767Average$784FlexibilityNo cancel feeOn-timeN/A
Search Aeromexico flights
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Search flights from Midway to Los Cabos by cabin class

Find flights from Midway to Los Cabos, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Fly with Cheapflights

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How does Cheapflights help users find flights from Midway to Los Cabos?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Los Cabos from Midway today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Midway to Los Cabos?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Los Cabos from Midway.

Can Cheapflights find flights from Midway to Los Cabos with no change fees?

Certainly. Search results for flights to Los Cabos from Midway shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Midway to Los Cabos become cheaper?

Not ready to book yet? You can track prices for flights from Midway to Los Cabos on Cheapflights with our Price Alert feature and get notified when better prices are available.

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