Cheap Flight Deals From Chicago (CHI) to Cabo San Lucas (SJD) Starting at $105

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Chicago to Cabo San Lucas

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Airfares from $105 One Way, $255 Round Trip from Chicago to Cabo San Lucas

Prices starting at $255 for return flights and $105 for one-way flights to Cabo San Lucas were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Cabo San Lucas economy flight packages

Grand Solmar The Residences at Rancho
ME Cabo
Hacienda Encantada Resort & Residences
Don't see what you're looking for?
See all available trips from Chicago to Cabo San Lucas
View all trips

Cabo San Lucas first class flight packages

Marquis Los Cabos, An All Inclusive, Adults Only & No Timeshare Resort
Garza Blanca Los Cabos - All Inclusive
Krystal Grand Los Cabos - All inclusive
Don't see what you're looking for?
See all available trips from Chicago to Cabo San Lucas
View all trips

More About Flying To Cabo San Lucas from Chicago

Route Information for Flights from Chicago to Cabo San Lucas

Origin Airport IATA Code
CHI
Destination Airport IATA Code
SJD
Distance
1806 mi
Direct Flight Airlines
American Airlines, United Airlines
Earliest Flight Arrival
7:36PM UTC
Latest Flight Arrival
9:06PM UTC

Flights from Chicago to Los Cabos

Airports in Chicago

The city of Chicago is primarily served by two international airports. Travelers looking for low-fare flights from Chicago can use Orbitz.com to find flights from both O'Hare and Midway. O'Hare International Airport is located approximately 17 miles northwest of downtown Chicago. Midway International Airport is located on the city's southwest side, approximately eight miles from Chicago's Loop. O'Hare serves as a hub for American Airlines and United Airlines, and Midway is a hub for Southwest Airlines.

Chicago Airport Parking

Daily, hourly, and valet parking are available at O'Hare. Rates vary from $2.00 to $10.00 per hour. An economy parking lot is also available at a rate of $2.00 per hour. Similar parking options and rates apply at Midway.

Chicago Airport Transportation

There are numerous transportation options for getting to and from both O'Hare and Midway. O'Hare can be accessed via regional trains, buses, and local mass transit lines. The CTA Blue Line offers a fast and convenient transportation option to and from this airport. Midway is served by the CTA Orange Line. Car rental services are available at both airports, and travelers can quickly book car rental services at either airport using Orbitz.com.

Chicago Airport Restaurants

Both O'Hare and Midway offer a variety of restaurant options for travelers. Restaurants located in both airports include Starbuck's Coffee, Chicago Style Hot Dogs, McDonald's, Auntie Anne's, Chili's, Cinnabon, and Dunkin Donuts, making it easy for visitors to grab a quick breakfast, snack, or meal. By using Orbitz.com, travelers can quickly and easily find low-fare flights from Chicago.

Los Cabos
Airports in Los Cabos

With warm weather and dozens of different tourist attractions, Los Cabos is a popular spot for travelers. If you need help finding a low fare or cheap flights to Los Cabos, you can get help from Orbitz.com. The website searches through the top hotels and flights, giving you access to the best prices. Los Cabos International Airport is the largest airport serving the area, and it is one of the largest airports in Mexico. The airport has four terminals, and you will find that most major airlines operate out of the hub, including American Airlines, Delta Airlines, United Airlines, and Virgin America. It's less than 20 minutes from major attractions and hotels.

Transportation Around Los Cabos

While some people enjoy walking around Los Cabos, the best way to see the city is in a vehicle. Orbitz.com provides deals on rental cars that you can pick up from the airport. Many of the top hotels also provide free shuttles for guests, which you can you to get to the airport at the end of your stay. Taxis are also available, and you should expect to pay between $10 and $20, depending on the distance.

Los Cabos Weather

Los Cabos has a subtropical climate, which means that the area has moderately warm weather throughout the year. Wear sunscreen and lightweight clothing during the warmer months, as temperatures can reach the high 90s. Even during the winter months, the temperatures are still in the 60 to 80 degree range.

Major Attractions in Los Cabos

Beaches like El Estero and La Playita are popular with tourists. Los Cabos also has other attractions and museums, including the Charles Stewart Gallery. Whether you are looking for a vacation with an international flare or you just want to find cheap flights to Los Cabos, you can book all of your travel arrangements through Orbitz.com.

Frequently asked questions

Am I able to catch a flight from Chicago to Cabo San Lucas now?
Go right to our Covid-19 Travel Advisor for the most up-to-date information on travel restrictions and quarantine requirements when catching a flight from Chicago to Cabo San Lucas.
Are there non-stop flights from Chicago to Cabo San Lucas?
Get ready to pack your suitcase, because there are two carriers that offer nonstop flights from O’Hare Airport to Los Cabos Intl. Airport (SJD). You can book a seat with United Airlines and American Airlines.
What is the shortest flight from Chicago to Cabo San Lucas?
The fastest flight from ORD to San Jose del Cabo, Baja California Sur (SJD-Los Cabos Intl.) is 5 hours and 9 minutes. Pack a few things in your carry-on to keep you amused, like a gripping read or your travel journal.
What airlines fly from Chicago to Cabo San Lucas most frequently?
There are two airlines offering the most frequent flights from Chicago, IL (ORD-O’Hare Intl.) to Los Cabos Intl. Airport (SJD), including United Airlines (UA). A top pick for many travelers, it operates 17 flights on this route every month. American Airlines (AA) also flies from Chicago to Cabo San Lucas. It’s another excellent option and offers 13 flights every month.
If I am not able to travel due to COVID-19, can I cancel my flight to Cabo San Lucas?
We get that traveling right now has its challenges, so it’s good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Cabo San Lucas have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you’ll quickly see what options are available. Our Customer Service Portal is the place to go for more information.
Are there flights to Cabo San Lucas with flexible change policies?
In most cases you’ll have the option to reschedule your flight to Cabo San Lucas without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the “no change fees” filter and book with confidence.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.