$156 Cheap Flights from Chicago to San José del Cabo

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Find The Best Dates To Fly from O'Hare Intl. to Los Cabos Intl.

Amazing ORD to SJD Flight Deals

The cheapest flights to Los Cabos Intl. found within the past 7 days were $396 round trip and $156 one way. Prices and availability subject to change. Additional terms may apply.

Flight Schedule for ORD to SJD

CarrierFlightDepart ORDArrive SJDThu
2/9
Fri
2/10
Sat
2/11
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2/12
Mon
2/13
Tue
2/14
Wed
2/15
Stops
AA97608:48 am00:36 pmCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
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UA187909:15 am01:06 pmCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
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AA9110:09 am02:06 pmCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
0 Stops
UA49407:45 am11:36 am
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0 Stops

Best Los Cabos Intl. Flight and Hotel Packages

Los Cabos Intl. flight + hotel packages - economy flights

ME Cabo
Hacienda Encantada Resort & Residences
Las Ventanas al Paraiso, A Rosewood Resort
Krystal Grand Los Cabos - All inclusive
Barceló Gran Faro Los Cabos - All Inclusive
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Frequently asked questions

Can I catch a flight from O'Hare Intl. Airport (ORD) to Los Cabos Intl. Airport (SJD) right now?
Make sure you visit the Covid-19 Travel Advisor to find out if there are any present travel advice reports or quarantine requirements in place in SJD when jet-setting from O’Hare Airport.
Are there direct flights from O'Hare Intl. Airport (ORD) to Los Cabos Intl. Airport (SJD)?
If you’re eager to journey from O’Hare Airport to SJD as quickly as possible, you’ll be pleased to know multiple airlines offer direct flights. Pick your preferred seat with United Airlines or American Airlines.
If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to Los Cabos Airport, please visit our Customer Service Portal.
How long is the flight from O'Hare Intl. Airport (ORD) to Los Cabos Intl. Airport (SJD)?
The travel time between ORD and Los Cabos Airport is typically around 6 hours and 40 minutes. Make your trip enjoyable by downloading a few episodes on your laptop or tablet and enjoying them with your seat reclined.
What is the flight distance from O'Hare Airport to Los Cabos Airport?
Between O’Hare Airport and SJD, the flight distance is around 1,800 mi. So, order yourself a drink and settle back. You’ve got some important choices to make — watch a movie, finish your novel or catch forty winks?
What airlines fly from ORD to Los Cabos Airport?
If you’re going to Los Cabos from Chicago, you’ll find a few airlines offering direct flights. One of the most reputable carriers is United Airlines (UA), which offers 17 flights each month. An alternative is American Airlines (AA), which has 13 flights every month. The more airlines you look into, the more likely you are to sniff out a terrific deal.
What airlines have practices regarding COVID-19 in place and use social distancing?
From the moment you enter the departure terminal to when you leave the arrivals terminal, if you’re flying with Volaris, United Airlines or American Airlines you can be sure that COVID-19 measures and social distancing rules have been adhered to. Many airlines have introduced capped capacity flights and keeping the middle seat empty.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It’s possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

 

Traveling From
O'Hare Intl.
Traveling To
Los Cabos Intl.
Shortest Flight Time
4 hours 48 mins
Earliest Departure Time
8:48AM CST
Latest Departure Time
10:09AM CST
Lowest Flight Price
$396

Route Info

Flight path for flights from O'Hare International Airport to Los Cabos International Airport.


Distance:
1,835.00 miles


Discover our best flights from Chicago ORD to San José del Cabo SJD. 

With 20 airlines to choose from on Travelocity, you can easily find the best option for you. Use our filters to sort by price, compare airlines, and find the most convenient flight times. 

 

Find our best return flights from Chicago ORD to San José del Cabo SJD at the right price  

Airfares to San José del Cabo SJD from Chicago ORD currently cost between $396 and $409. It’s usually cheaper to book a round trip than two separate one-way flights. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way flights from Chicago ORD to San José del Cabo SJD 

If you want to be flexible about when you return, or keep your travel options open ended, a one-way flight could be just the ticket! You’ll find one-way airfares from Chicago ORD to San José del Cabo SJD on Travelocity starting at $156. Prices and availability subject to change. Additional terms may apply. 

 

Get to San José del Cabo SJD from Chicago ORD quicker with direct flights. 

Get to San José del Cabo faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to SJD from ORD to take around 4 hour(s) 48 min(s).  

 

Find our cheapest airfares for flights from Chicago ORD to San José del Cabo SJD

Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to SJD from ORD. Our Price Match Promise means if you find a lower rate on Travelocity.com or on another US-based website within 24 hours of booking, we’ll credit or refund the difference.  

 

Get our best airfare deals for your flight from Chicago ORD to San José del Cabo SJD today 

If you’re flexible about when you travel, February is usually the cheapest month to fly from Chicago ORD to San José del Cabo SJD. If you need to be more specific, search by date and arrival and departure times.Then, compare prices across different airlines, and sort results by lowest price first. 

 

Book flexible airline tickets for flights to San José del Cabo SJD from Chicago ORD 

Some airlines let you change your travel dates without charging a fee. Use our ‘no change fee’ filter to see which flights to SJD from ORD have this option.  

 

Travel with confidence when you book flights to San José del Cabo SJD from Chicago ORD with Travelocity 

We’ve secured fantastic deals with all the main airline carriers and it’s easy to compare, choose, and book with Travelocity. With 24/7 customer service and our free 'App', we’ll always keep you moving. 

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.