Important: This destination may have COVID-19 travel restrictions in place, including specific restrictions for lodging. Check any national, local, and health advisories for this destination before you book.

Cheap flights from Chicago (CHI) to Los Cabos (SJD)

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Lowest round trip fares by airline from Chicago and Los Cabos

Cheapest prices ($174 One Way, $304 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sun, Sep 26
ORD
Chicago
SJD
San Jose del Cabo
$174
American Airlines
Sun, Sep 26
ORD
Chicago
SJD
San Jose del Cabo
$179
United
Tue, Sep 21
ORD
Chicago
SJD
San Jose del Cabo
$179
Alaska Airlines
Sat, Sep 18
ORD
Chicago
SJD
San Jose del Cabo
$184
Alaska Airlines
Tue, Oct 12
ORD
Chicago
SJD
San Jose del Cabo
$197
Alaska Airlines
Sun, Oct 3 - Thu, Oct 14
ORD
Chicago
SJD
San Jose del Cabo
$304
American Airlines
Mon, Aug 23 - Thu, Aug 26
ORD
Chicago
SJD
San Jose del Cabo
$372
Spirit Airlines
Mon, Oct 4 - Fri, Oct 8
ORD
Chicago
SJD
San Jose del Cabo
$379
United
Sun, Dec 5 - Wed, Dec 8
ORD
Chicago
SJD
San Jose del Cabo
$448
United
Wed, Sep 8 - Tue, Sep 14
ORD
Chicago
SJD
San Jose del Cabo
$448
Aeromexico

Great Deals On Cheap Hotels in Los Cabos

Hotel Mar de Cortez

Hotel Mar de Cortez

3 out of 5
#140 Lazaro Cardenas, Centro, Cabo San Lucas, BCS
The price is $55 per night from Jul 1 to Jul 1
Located in Downtown Cabo San Lucas, this hotel is within a 10-minute walk of Huichol Collection and Marina Cabo San Lucas. Medano Beach and San Lucas Bay are ...
3.7/5Good! (7 reviews)
"Great for the money. Will book this hotel again next year. Staff was great."

Reviewed on Nov 15, 2018

Hotel Mar de Cortez
Hotel Posada Real

Hotel Posada Real

3 out of 5
Malecon San Jose S/N, Zona Hotelera, San Jose del Cabo, BCS
The price is $98 per night from Jul 11 to Jul 11
Located in Zona Hotelera, this beachfront resort is in a provincial park and within 1 mi (2 km) of Playa Hotelera and Costa Azul Beach. San Jose del Cabo Art ...
3.8/5Good! (5 reviews)
"The food was disappointing and the hotel needs to remodel the rooms"

Reviewed on Jan 29, 2020

Hotel Posada Real
Riu Santa Fe All Inclusive

Riu Santa Fe All Inclusive

3.5 out of 5
Bahia Cabo san Lucas KM 4.5, Camino Viejo San jose del Cabo, Cabo San Lucas, BCS
The price is $224 per night from Jul 21 to Jul 21
Located in Cabo San Lucas, this beachfront property is next to a golf course and within a 5-minute walk of Islands and Protected Areas of the Gulf of California, ...
3.8/5Good! (46 reviews)
"Everything"

Reviewed on Apr 14, 2021

Riu Santa Fe All Inclusive
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.

Flights Review

Feb 10, 2019

TV screens behind seats.

A verified traveler
Chicago to San José del Cabo · American Airlines
Apr 2, 2018

United could at least offer a better complimentary food selection. One tiny waffle cookies isn’t enough .

A verified traveler
Chicago to San José del Cabo · United

Fly From Chicago to Los Cabos

Origin Chicago
Destination Los Cabos
Number of Daily Flights 3
Earliest Flight Departure Date Jun 27
Latest Flight Departure Date Jun 27
Popular Airlines American Airlines

Cheap flights from Chicago to Los Cabos

Chicago O’Hare International Airport (ORD) is accessible by taxi, Pace bus, the “L” line or Metra train.

Flightsfrom ORD to Los Cabos International Airport (SJD) usually last for just over four hours. Before your flight to SJD, book your taxi from the airport in advance to save time and money on your trip.

Attractions and Tips

If your trip occurs from December through March, those are prime months for whale watching. Many specialty companies run trips where tourists go to places where they'll be most likely to spot the creatures up close.

Also, look for the Church of San Lucas. It's almost three centuries old, but has been kept up very well. Alternatively, the Cultural Center features a mirador tower that overlooks the area.

This area is sometimes threatened by hurricanes. You may want to avoid planning a trip for late summer, since that's when they're most common. However, even in the winter, the water can remain as warm as 70 degrees Fahrenheit. If you're a surfing enthusiast, expect to catch some good waves. Hotels near the marina are common, but they're usually pricier than options further away.

*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.