$162 Cheap United flights from Chicago to San José del Cabo (ORD to SJD)

Find The Best Day To Fly from Chicago to San José del Cabo

Amazing United ORD to SJD Flight Deals

The cheapest flights to Los Cabos Intl. found within the past 7 days were $366 round trip and $162 one way. Prices and availability subject to change. Additional terms may apply.

Sun, Dec 14 - Sun, Dec 21
ORD
Chicago
SJD
San José del Cabo
$366 Roundtrip, just found
$366
Roundtrip
just found
Select United flight, departing Sun, Dec 14 from Chicago to San José del Cabo, returning Sun, Dec 21, priced at $366 just found
Sun, Dec 14 - Sun, Dec 21
ORD
Chicago
SJD
San José del Cabo
$382 Roundtrip, just found
$382
Roundtrip
just found
Select United flight, departing Sun, Dec 14 from Chicago to San José del Cabo, returning Sun, Dec 21, priced at $382 just found
Wed, Nov 26 - Tue, Dec 2
ORD
Chicago
SJD
San José del Cabo
$387 Roundtrip, found 11 hours ago
$387
Roundtrip
found 11 hours ago
Select United flight, departing Wed, Nov 26 from Chicago to San José del Cabo, returning Tue, Dec 2, priced at $387 found 11 hours ago

SJD From ORD Economy Coach Packages on Similar Airlines

Price found within the past 48 hours. Click for updated prices.
Casa Lulú

Casa Lulú

4 out of 5
Price was $2,576, price is now $1,107 per person
$1,107
per person
Feb 2 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to San José del Cabo (SJD)
Casa Linda Vista

Casa Linda Vista

3 out of 5
Price was $6,556, price is now $2,946 per person
$2,946
per person
Dec 30 - Jan 5
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San José del Cabo (SJD)
Quivira Los Cabos Condos & Homes - Vacation Rentals

Quivira Los Cabos Condos & Homes - Vacation Rentals

4 out of 5
Price was $3,960, price is now $1,860 per person
$1,860
per person
Jan 22 - Jan 29
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San José del Cabo (SJD)
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Frequently asked questions

Can I catch a flight from O'Hare Intl. Airport (ORD) to Los Cabos Airport right now?
Ensure you visit the Covid-19 Travel Advisor to see if there are any current travel advice reports or quarantine requirements in effect in SJD when flying from ORD.
What terminal is United Airlines at O'Hare Intl. Airport (ORD)?
At O'Hare Intl. Airport (ORD), United Airlines flights to SJD often head out from terminal 1. Need to know which terminal you'll be disembarking at? It'll most likely be terminal 2.
Are there United Airlines non-stop flights from ORD to SJD?
If you're going from O'Hare Airport to Los Cabos Airport and want a direct flight, United Airlines will sort you out. Book your ticket now and you'll be seeing the sights at the other end in no time at all.
How long is a United Airlines flight from ORD to SJD?
Your United Airlines flight from ORD to SJD will take an average of 5 hours and 23 minutes. But there are loads of things you can do to distract yourself from staring at your watch. Talking to the person next to you about their amazing travel experiences is one of them. If you'd prefer a different type of in-flight entertainment, you could always listen to a podcast.
What type of aircraft does United Airlines fly from ORD to SJD?
United Airlines generally operates the Airbus A320 on the ORD to SJD flight path.
How many direct and indirect flights does United Airlines fly from ORD to SJD?
There are around 2 United Airlines flights daily from ORD to SJD.
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.
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.

Discover our best United flight from Chicago ORD to San José del Cabo SJD 

To find the best deals on flights to Chicago from San José del Cabo with United, just enter your travel dates, filter by United, and hit search. You’ll find flights to choose from and can sort by price, flight duration, and arrival or departure time.  

 

Return flights from Chicago ORD to San José del Cabo SJD with United 

If you’re planning a round trip, booking return flights with United is usually the most cost-effective option. With airfares ranging from $366 to $387, it’s easy to find a flight that suits your budget. Prices and availability subject to change. Additional terms may apply. 

 

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

A one-way ticket gives you much greater flexibility—allowing you to choose your return date, destination, and time whenever you’re ready. By booking in advance you can find great deals on one-way tickets too. Right now, a one-way United flight from Chicago to San José del Cabo costs from $162. Prices and availability subject to change. Additional terms may apply. 

 

The easy way to find cheap flights to San José del Cabo SJD from  Chicago ORD with United 

To find a cheap United flight from Chicago ORD to San José del Cabo SJD, sort your search results by price or filter by budget. Thanks to Travelocity’s Price Match Promise, if you find a better airfare deal anywhere else within 24 hours, we’ll credit or refund the difference. 

 

How to find our best airfare deals on United flights from Chicago ORD to San José del Cabo SJD 

If you’re looking for cheap flights, it helps to be flexible when it comes to your travel dates. You’ll usually find lower cost tickets when you travel during quieter months such as December, or if you book a flight with a stopover. 

 

Find nonstop flights from Chicago ORD to San José del Cabo SJD with United 

If you’re keen to be on San José del Cabo soil fast, don’t waste time with a stopover—filter your search results to show direct United flights only. The journey takes around hour(s) min(s) – so you’ll be there before you know it. 

 

Flexible airline tickets for United flights from Chicago ORD to San José del Cabo SJD 

Make sure you’re not out of pocket if plans change by choosing a flexible ticket with penalty-free amendment and cancellation options. Use our ‘no change fee’ filter to see which flights have this option.  

 

There are a lot of reasons to book your flights to San José del Cabo SJD from  Chicago ORD with United on Travelocity 

At Travelocity our vast and up-to-the-minute inventory puts all of our best flight deals in one place. So, whether you’re traveling on business or jetting off with friends and family, you can trust Travelocity to get you there.

United Airports
Hop on a(n) United flight today by flying to many destinations out of these domestic and international airports:
Airport code
Country
Airport name
Number of flights
ORDUSAO'Hare Intl.227
DENUSADenver Intl.226
IAHUSAGeorge Bush Intercontinental136
IADUSAWashington Dulles Intl.100
SFOUSASan Francisco Intl.64
LAXUSALos Angeles Intl.23
EWRUSALiberty Intl.20
FRADEUFrankfurt Intl.19
NRTJPNNarita Intl.19
PEKCHNCapital Intl.16

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Hyatt Ziva Los Cabos- All Inclusive

Hyatt Ziva Los Cabos- All Inclusive

4.5 out of 5
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Secrets Puerto Los Cabos - Adults Only - All Inclusive

4.5 out of 5
Puerto Los Cabos, San José del Cabo, BCS
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Tropicana Los Cabos, Tapestry Collection by Hilton

Tropicana Los Cabos, Tapestry Collection by Hilton

4 out of 5
Blvd. Mijares 30, Centro, San José del Cabo, BCS
This Colonial hotel includes 2 restaurants, an outdoor pool, and a hot tub. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, ...
9.6/10 Exceptional! (60 reviews)
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Reviewed on Nov 3, 2025

Tropicana Los Cabos, Tapestry Collection by Hilton
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Explore More Ways to Travel with Travelocity

*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.