$174 Cheap United flights Chicago (ORD) to San José del Cabo (SJD)

View $174 flight on Mon, Oct 13, 2025Opens in a new window

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$174 Cheap United flights Chicago (ORD) to San José del Cabo (SJD)

Prices were available within the past 7 days and start at $174 for one-way flights and $390 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Mon, Oct 27 - Thu, Oct 30
ORD
Chicago
SJD
San José del Cabo
$390 Roundtrip, found 1 hour ago
$390
Roundtrip
found 1 hour ago
Select United flight, departing Mon, Oct 27 from Chicago to San José del Cabo, returning Thu, Oct 30, priced at $390 found 1 hour ago
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, Frontier Airlines, Hawaiian Airlines, JetBlue Airways, Southwest Airlines, United, Viva Aerobus, Volaris
Popular airline
Aeromexico
Distance
1806 mi
Average flight time
3 hours 40 mins

Frequently asked questions

How much is a United Airlines flight from O'Hare Intl. Airport (ORD) to Los Cabos Intl. Airport (SJD)?
Scoring cheap one-way United Airlines flights from ORD to SJD from $174 on Expedia is easy --- just filter by "Price (lowest to highest)." Alternatively, check out our affordable round-trip fares from $390 for your next adventure.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly from ORD to SJD with United Airlines?
United Airlines flights to Cabo San Lucas are typically cheaper in the quieter months of October and September. Whether you're after a return or one-way ticket, you could land a better deal then.
What is the cheapest time to book flights from O'Hare Intl. Airport (ORD) to Los Cabos Intl. Airport (SJD) with United Airlines?
Search for United Airlines flights from ORD to SJD about one month before you want to go. The most affordable time to book an international flight is usually 18 to 29 days ahead of your departure date when you can save 17% versus booking four to five months in advance. No matter your ticket type or itinerary, the best day of the week to book international airfare is usually Sunday. Friday can be the most expensive. Passengers booking on a Sunday can save 17% on average compared to those who book on a Friday.**Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC's global airline sales database.
Does United Airlines fly nonstop from O'Hare Intl. Airport (ORD) to Los Cabos Intl. Airport (SJD)?
United Airlines has direct flights from O'Hare Intl. Airport (ORD) to Los Cabos Intl. Airport (SJD), with 7 weekly departures. Simply choose the "Nonstop" and "Airline" filters during your search on Expedia to find all direct United Airlines flights to SJD.
How long does it take to fly from ORD to SJD with United Airlines?
From wheels-up to touchdown, a nonstop United Airlines flight from O'Hare Intl. Airport (ORD) to Los Cabos Intl. Airport (SJD) takes approximately 4h 53m.
What is the earliest United Airlines flight from ORD to SJD?
The first flight from ORD to SJD with United Airlines departs at 9:04AM UTC-6. You'll land at 12:57PM UTC-7. The final United Airlines flight of the day leaves at 9:04AM UTC-6 and arrives at 12:57PM UTC-7. With 20% fewer cancellations for morning and mid-morning flights, setting off early is usually the wisest option.**Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports does United Airlines fly into in Cabo San Lucas?
Hop on a United Airlines flight from O'Hare Intl. Airport (ORD) to Cabo San Lucas, and you'll probably touch down at Los Cabos Intl. Airport (SJD). This is the airline's main hub here.
Why fly with United Airlines from ORD to SJD?
Travel from ORD to SJD with United Airlines and look forward to a range of benefits including a rewarding loyalty program. When booking through Expedia as a United Mileage Plus and One Key™ member, you could also earn OneKeyCash™* to redeem on select future travel purchases.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
What type of plane does United Airlines fly from O'Hare Intl. Airport (ORD) to Los Cabos Intl. Airport (SJD)?
You'll probably travel on a Boeing 737-800 for your United Airlines flight from O'Hare Intl. Airport (ORD) to Los Cabos Intl. Airport (SJD). However, you could end up on another aircraft for operational reasons.
Can I change or cancel my United Airlines flight from O'Hare Intl. Airport (ORD) to Los Cabos Intl. Airport (SJD)?
Typically, you can cancel or change your flight, although there may be additional charges if you booked over 24 hours ago. Need to keep your options open? Apply the "No cancel fee" and "Changes included" filters to find flights that won't charge extra if you have to revise your plans. To update your booking, visit "Trips," select your flight and click on "Manage Booking" for more details.

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