Cheap Flights from San José del Cabo (SJD) to Chicago (MDW)

Popular airlines from Los Cabos Intl. Airport (SJD) to Chicago Midway Airport (MDW)

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Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $410
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $410
Flights from San José del Cabo (SJD) to Chicago (MDW)
Origin airport
Los Cabos Intl.
Destination airport
Midway Intl.
Airlines serving
Aeromexico, Delta, Southwest Airlines
Roundtrip price
$411
Distance
1805 mi

Frequently asked questions

How much does a flight from Los Cabos Intl. Airport (SJD) to Midway Intl. Airport (MDW) cost?
Secure a cheap one-way flight or cheap return flight from Los Cabos Intl. Airport (SJD) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Los Cabos Intl. Airport (SJD) to Midway Intl. Airport (MDW)?
is the cheapest month to fly from SJD to MDW. Traveling outside of peak seasons is often the key to finding better fares.
What is the cheapest airline that flies from Los Cabos Intl. Airport (SJD) to Midway Intl. Airport (MDW)?
To find the cheapest airline flying from SJD to MDW, use Expedia's filter tool. Customize your search based on what's important to you, such as preferred carriers and number of stops. You can then sort your results by "Price (lowest to highest)" to see the cheapest fares upfront.
How many flights per day from Los Cabos Intl. Airport (SJD) to Midway Intl. Airport (MDW)?
Nonstop flights from Los Cabos Intl. Airport (SJD) to Midway Intl. Airport (MDW) aren't available daily, so you'll need to take a flight with a layover. Explore your options with Expedia's filters. Enter your travel details and pick either "1 Stop" or "2+ Stops."
What day of the week has the most flights from SJD to MDW?
You'll generally find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can change from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Los Cabos Intl. Airport (SJD) to Midway Intl. Airport (MDW)?
To avoid potential delays on the Los Cabos Intl. Airport (SJD) to Midway Intl. Airport (MDW) route, aim to travel before 3 PM. Flights after this time have a 22% higher chance of being canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Los Cabos Intl. Airport (SJD)?
O'Hare Intl. Airport (ORD) is the only airport in Chicago with direct flights from Los Cabos Intl. Airport (SJD). Browse the available options and find affordable fares on Expedia.
Is it cheaper to buy a plane ticket from Los Cabos Intl. Airport (SJD) to Midway Intl. Airport (MDW) last-minute?
Last-minute bookings from SJD to MDW are usually more expensive. For the best prices, start searching for flights as early as possible. That being said, if your travel plans are flexible, you may land a cheap fare right before you leave.
Is it cheaper to book a SJD to MDW flight and hotel package?
You can save money by securing a SJD to MDW flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's easy to manage everything in one place. After choosing your ideal accommodations and flights, you can add extras such as car rentals, activities and tours.
Can I cancel or change the date of my flight from Los Cabos Intl. Airport (SJD) to Midway Intl. Airport (MDW)?
Typically, you're able to cancel or reschedule your SJD to MDW flight. However, there may be additional charges, especially if you booked more than 24 hours ago. Double-check your itinerary for the airline's fees and policies on flight changes, or if you want further details, head to our Customer Service portal.

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