$153 Cheap Flights from Chicago (ORD) to San José del Cabo (SJD)

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

Prices were available within the past 7 days and start at $153 for one-way flights and $336 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
American Airlines
American Airlines
American Airlines
American Airlines
Aeromexico
Aeromexico
American Airlines
Delta
Aeromexico
Flights from Chicago (ORD) to San José del Cabo (SJD)
Origin airport
O'Hare Intl.
Destination airport
Los Cabos Intl.
Airlines serving
Aeromexico, Air Canada, Alaska Airlines, American Airlines, Delta, United
Roundtrip price
$335
Distance
1806 mi
Average flight time
2 hours 34 mins

Chicago to San José del Cabo Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Chicago to San José del Cabo offer the perfect respite. Not only does exploring San José del Cabo provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from Chicago to San José del Cabo may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from ORD to SJD today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of San José del Cabo are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to San José del Cabo more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to San José del Cabo is $153 now!

Frequently asked questions

How much is a one-way flight from ORD to Los Cabos Airport?
You can pick up one-way Chicago flights to Cabo San Lucas starting from just $186. This info is based on the lowest fare found on Expedia for this route with a departure date within the next three months and was updated on May 20 2024 and has not changed since. This fare is for an Aeromexico flight, departing O’Hare Intl. Airport (ORD) on August 7 2024 and touching down at Los Cabos Intl. Airport (SJD).
How long does it take to fly from O'Hare Airport to Los Cabos Intl. Airport (SJD)?
With American Airlines, a direct flight takes approximately 3 hours and 20 minutes. Secure a seat on the 8:20AM flight from ORD and come in to land at Los Cabos Airport at 9:40AM. Clinch a top deal on this and other routes when you book your fare with Expedia.
Is it cheaper to buy a plane ticket from ORD to SJD last minute?
Booking your journey from O’Hare Intl. Airport (ORD) to Los Cabos Intl. Airport (SJD) at the last minute could save you money if you’re lucky to find a real steal. However, fares don’t usually get cheaper as the departure date nears. If you wait around, flights could also be booked solid or the best seats long gone. If you want to be on the safe side, book well in advance of the date you want to leave. It’s worth noting that some of the best deals can be found up to 12 months in advance. If your favorite airline hasn’t released tickets yet, check back regularly as deals are updated on Expedia constantly.
What is the cheapest airline flying from ORD to Los Cabos Airport in the next 90 days?
Based on airfares found on Expedia with a departure date within the next 90 days, Aeromexico is the cheapest airline flying from Chicago to Cabo San Lucas. The fare between these destinations starts at $186. This flight leaves O’Hare Airport on August 7 2024 and lands at Los Cabos Airport. The price was updated on May 20 2024 and has not changed since.
What's the cheapest price for a flight from O'Hare Intl. Airport (ORD) to Los Cabos Intl. Airport (SJD) next month?
With a one-way flight from Chicago to Cabo San Lucas on offer for only $190, you’ll have more cash to splash on awesome adventures. This price was found after searching through all available flights on Expedia within the next 30 days. This particular journey departs ORD on June 10 2024, arrives at Los Cabos Intl. Airport (SJD) and is with American Airlines. The price was last updated on May 20 2024 and has not changed since.
What airline has the least delays from ORD to SJD?
If you’d prefer not to be stuck at the departure gate for hours — or worse, have your vacation plans ruined due to a flight delay — go with United Airlines. Around 66% of its O’Hare Airport to Los Cabos Intl. Airport (SJD) services arrive on schedule. You can check your flight status before leaving for the airport through the Expedia App. It also delivers real-time alerts about other useful things, such as gate changes and how to reach your hotel. Think of it as a handy travel companion in your pocket!
Can I find cheap nonstop flights from O'Hare Intl. Airport (ORD) to Los Cabos Airport in the next three months?
The next trip you take doesn’t have to break the bank. We’ve come across a roundtrip nonstop flight from Chicago to Cabo San Lucas in the next 90 days for $402. This price is based on airfares found on Expedia with a departure date in the next three months and was updated on May 20 2024. The flight via American Airlines leaves from O’Hare Airport on May 29 2024 and touches down at SJD. It has a return date of June 5 2024.Make use of our handy filters to search for nonstop cheap flights from ORD to SJD. Just click on “Nonstop” under “Filter by” once your search results appear. Travel plans not set in stone? You can also try the “Flexible dates” dropdown menu to check out prices for nearby days. Finding a fare that’s a match for your budget and plans couldn’t be easier.
What airports do you fly into for San José del Cabo from Chicago?
Flights from Chicago to San José del Cabo land at Los Cabos Intl. Airport (SJD). Approximately 7 mi north of the center of San José del Cabo, it’s a major gateway to this vibrant city. When it’s time to begin sightseeing, Costa Azul Beach and Palmilla Beach should be first on your list.
What are the most popular departure times for flights from ORD to SJD?
Between 8:00 AM - 9:00 AM is when you’ll find the most American Airlines flights departing from O’Hare Intl. Airport (ORD) to Los Cabos Airport. Our suggestion? Take off earlier in the day. With air traffic yet to build up around airports, your chances of jumping on a delay-free flight are higher.
Can I change the date of my flight from O'Hare Airport to Los Cabos Intl. Airport (SJD)?
It’s a cinch to make amendments to your ORD to Los Cabos Intl. Airport (SJD) trip yourself. Just log in to the Expedia Trips portal and hit “change flight.” Search for new flights and lock in the one that works best. You’ll get an estimate of applicable flight change fees. You can also use our Customer Service portal to chat to our Virtual Agent and get answers to your questions.
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