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Cheap flights from Chicago Midway (MDW) to San Jose Cabo (SJD)

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How to find the cheapest flight from
Chicago Midway (MDW) to San Jose Cabo (SJD)

What is the cheapest day to fly round-trip from Chicago Midway to San Jose Cabo?

Departing on a Tuesday is a good option for securing a great price. You can expect to save up to 110% when planning your travel around this day of the week.

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

Users have found that booking a flight from Chicago Midway to San Jose Cabo at least 47 days early can save you up to 18% on average compared to booking a flight this week. If booking 47 days before your flight isn’t an option for you, users have found flights from Chicago Midway to San Jose Cabo for as little as $713 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $741 for flights departing within the next 3 days.

What is the cheapest month to fly from Chicago Midway to San Jose Cabo?

Flights from Chicago Midway to San Jose Cabo lean towards being more expensive in December. Prices are generally better when you fly from Chicago Midway to San Jose Cabo in September, with the cheapest ticket starting at $252.

When is the cheapest time to fly from Chicago Midway to San Jose Cabo (MDW - SJD)?

One of the essential ways to save on airfare from Chicago Midway to San Jose Cabo is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the afternoon could potentially save you up to 21% on airfare.

Cheap flights from Chicago Midway to San Jose Cabo in November, December 2020

The best prices found for MDW to SJD flights for November, December
8 Dec - 10 Dec
$404pp
MDW
Chicago Midway
Delta
 
1 STOP
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Delta
 
1 STOP
MDW
Chicago Midway
28 Nov - 9 Dec
$427pp
MDW
Chicago Midway
Delta
 
1 STOP
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Delta
 
1 STOP
MDW
Chicago Midway
12 Dec - 16 Dec
$444pp
MDW
Chicago Midway
Delta
 
1 STOP
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Delta
   
2 STOPS
MDW
Chicago Midway

Chicago Midway to San Jose Cabo 2021 flight deals

Cheap flights to San Jose Cabo from Chicago Midway found for next year
8 Dec - 10 Dec
$404pp
MDW
Chicago Midway
Delta
 
1 STOP
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Delta
 
1 STOP
MDW
Chicago Midway
28 Nov - 9 Dec
$427pp
MDW
Chicago Midway
Delta
 
1 STOP
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Delta
 
1 STOP
MDW
Chicago Midway
12 Dec - 16 Dec
$444pp
MDW
Chicago Midway
Delta
 
1 STOP
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Delta
   
2 STOPS
MDW
Chicago Midway

Last minute flights from Chicago Midway to San Jose Cabo

Late deals on round-trip flights to San Jose Cabo from Chicago Midway, departing today and this week
28 Nov - 9 Dec
$427pp
MDW
Chicago Midway
Delta
 
1 STOP
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Delta
 
1 STOP
MDW
Chicago Midway
28 Nov - 12 Dec
$495pp
MDW
Chicago Midway
Delta
 
1 STOP
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Delta
   
2 STOPS
MDW
Chicago Midway
28 Nov - 8 Dec
$505pp
MDW
Chicago Midway
Multiple Airlines
   
2 STOPS
SJD
San José del Cabo Los Cabos
SJD
San José del Cabo Los Cabos
Multiple Airlines
   
2 STOPS
MDW
Chicago Midway

One-way flights to San Jose Cabo from Chicago Midway

The cheapest one-way flights from Chicago Midway to San Jose Cabo
6:27 am - 3:55 am
Aeromexico
2 Stops
22h 28m
MDW - SJD
Aeromexico
$304
JustFly
1:04 pm - 4:17 am
Volaris
2 Stops
16h 13m
MDW - SJD
Volaris
$622
Kiwi.com
7:03 am - 4:49 pm
Multiple Airlines
2 Stops
10h 46m
MDW - SJD
Multiple Airlines
$982
KAYAK

Related info for your journey

Useful info, stats and facts about Chicago Midway to San Jose Cabo flights.

Flight FAQs

From Chicago Midway to San Jose Cabo

Are flight prices decreasing from Chicago Midway to San Jose Cabo due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Chicago Midway and San Jose Cabo for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from Chicago Midway to San José del Cabo Los Cabos to control the spread of COVID-19?

New policies can now be found on Delta to help keep travelers safe while flying. New policies for travelers booking flights from Chicago Midway to San José del Cabo Los Cabos include masks being provided and required on board, daily cleaning and sanitization, use of HEPA filters, pre-flight testing for antibodies and symptoms, and socially distanced seating (for a limited time). Keep in mind that policies will vary by airline.

Which airlines flying from Chicago Midway to San José del Cabo Los Cabos have flexible cancellations due to COVID-19?

Some of our airline partners flying from Chicago Midway to San José del Cabo Los Cabos have new flexible policies in place due to COVID-19. Aeromexico, Delta, and American Airlines are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like Aeromexico with this kind of flexibility.

Can I find flights from Chicago Midway to San Jose Cabo for under $500 on Cheapflights?

Yes, there are multiple flights from Chicago Midway to San Jose Cabo for under $500. The cheapest flight booked recently is on Delta for just $404, but on average you can expect to pay $456.

Are there nonstop flights from Chicago Midway to San Jose Cabo for under $400 on Cheapflights?

There are no nonstop flights from Chicago Midway to San Jose Cabo, but Cheapflights can provide you with all the information you need to find the fastest route with the fewest stops.

Are there last-minute flights available from Chicago Midway to San Jose Cabo for under $500?

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

Does it rain more in Chicago Midway or San Jose Cabo?

When traveling, we recommend packing in preparation to handle common weather conditions. The rainfall in Chicago Midway is typically greater than that of San Jose Cabo. We can gather that this will continue over the next 14 days.

Is Chicago Midway weather warmer or cooler than San Jose Cabo?

Expect the weather to be around 100 °F on average in July. As the temperature peaks, try to get your plans done early, as flight price and availability will have an impact on your travels. The climate in San Jose Cabo is generally hotter than in Chicago Midway.

How long is the flight from Chicago Midway to San Jose Cabo?

Delta and Aeromexico can get you from Chicago Midway to San Jose Cabo in just under 6h 55m. Your travel time can differ by up to 1h 25m. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

What are the cheapest airlines flying from Chicago Midway to San Jose Cabo round-trip?

According to our current data, Delta ($404), Aeromexico ($445), and Volaris ($448) offers the cheapest pricing from Chicago Midway to San Jose Cabo. Delta is priced at 21% lower than the current average price of a flight leaving 3 months from now.

What are the cheapest airlines to fly from Chicago Midway to San Jose Cabo one-way?

The cheapest airlines for a one-way flight from Chicago Midway to San Jose Cabo are Delta ($206), Aeromexico ($304), and Volaris ($364).

Alternative routes for Chicago Midway to San Jose Cabo

Destination information for San Jose Cabo

Things to know before you go. Useful info for your trip from Chicago Midway to San Jose Cabo
Today's exchange rate
$1 = $20.07
Average temperature for November in San Jose Cabo
86.0 °F
Avg rainfall for November in San Jose Cabo
0.1 ″

Airports servicing Chicago

Airports servicing San José del Cabo

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