Cheap flights from Chicago to San José del Cabo from $112
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to San José del Cabo departing on 9/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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How to get the cheapest flight ticket from Chicago to San José del Cabo
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the typical price of a round-trip flight between Chicago and San José del Cabo?
What is the cheapest month to fly to San José del Cabo?
The cheapest month to fly to San José del Cabo from Chicago is in July. Flight prices, which tend to average around $532, are often lower during this time because this is during the off-season. If you’re not able to fly to San José del Cabo in July, then January is your next best option. Flight prices from Chicago to San José del Cabo during January average around $560.
What is the cheapest day to depart on your flight to San José del Cabo?
According to our data, Tuesday is the cheapest day to fly to San José del Cabo from Chicago. The lowest ticket price found for a Tuesday departure recently was $588. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Thursday is the most expensive day to depart from Chicago because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $714.
What is the cheapest time of day to depart on your flight to San José del Cabo?
Flying to San José del Cabo from Chicago in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $313 when looking at flights departing in the afternoon. Flights to San José del Cabo are more costly in the morning, with an average ticket price of $654. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.
What is the cheapest Chicago to San José del Cabo Los Cabos flight route?
Fly from Chicago O'Hare Intl to San José del Cabo Los Cabos for the best Chicago - San José del Cabo Los Cabos flight prices
How far in advance should I book a flight to San José del Cabo?
You are more likely to see cheaper flights to San José del Cabo from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to San José del Cabo for around $612 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to San José del Cabo from Chicago for as low as $552 on momondo.
What cabin class options are available on Chicago to San José del Cabo Los Cabos flights?
There are 3 cabin classes available to choose from on Chicago to San José del Cabo Los Cabos flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on Chicago to San José del Cabo flights?
No. A direct flight is the cheapest option for a flight between Chicago to San José del Cabo.
How have Chicago to San José del Cabo flight prices changed over time?
As of July 2025, prices for Chicago to San José del Cabo flights are approximately 35% cheaper when compared to flights at the same time last year.
What is the cheapest airline that flies from Chicago to San José del Cabo Los Cabos?
Volaris is the most popular carrier operating from Chicago to San José del Cabo Los Cabos
What airlines fly to San José del Cabo?
American Airlines, United Airlines and Volaris are the top three most popular airlines that fly to San José del Cabo from Chicago according to our data. American Airlines is the first choice among our users, with 59% of people opting to fly with this airline when traveling to San José del Cabo. Keep in mind that there are 6 different airlines that fly to San José del Cabo on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago to San José del Cabo on average per week?
1 flights are operational weekly from Chicago to San José del Cabo as of July 2025. The most popular departure day for this route is Thu, with 100% of flights per week taking off on this day.
When to book flights from Chicago to San José del Cabo
Cheap Chicago to San José del Cabo (CHI to SJD) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to San José del Cabo
Best Price Found | $112 |
|---|---|
Fastest flight time | 5h 35m |
Direct flights | Every day |
Airports in San José del Cabo | 1 airport |
How far is Chicago to San José del Cabo Los Cabos by plane?
There are 1817.1 mi between Chicago and San José del Cabo Los Cabos. By plane, this route typically takes 5h 35m.
When did momondo last update prices for flights from Chicago to San José del Cabo Los Cabos Airport?
Prices for flights from Chicago to San José del Cabo Los Cabos Airport refresh daily.
How many operators does momondo search for flights from Chicago to San José del Cabo Los Cabos Airport?
As of July 2025, there are 6 operators available to choose from for flights from Chicago to San José del Cabo Los Cabos Airport.
How old do you have to be to fly from Chicago to San José del Cabo Los Cabos Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to San José del Cabo Los Cabos Airport.
What documentation or ID do you need to fly to San José del Cabo Los Cabos Airport?
The travel and health documents required for your trip to San José del Cabo Los Cabos Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at San José del Cabo Los Cabos Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Chicago to San José del Cabo?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Chicago to San José del Cabo is Boeing 737-800 (56.12% of total bookings). The next most popular plane models are Airbus A321-100/200 (26.00%), Airbus A319 (8.34%), and Boeing 737 MAX 8 (4.66%).
What is the most popular airline from Chicago to San José del Cabo?
momondo data reveals that the most frequently booked airline on the route from Chicago to San José del Cabo is American Airlines, representing 51% of all bookings. The subsequent popular airlines are United Airlines at 29%, Viva at 8%, and Volaris at 6%.
Best airlines flying from Chicago to San José del Cabo
Compare and see reviews for airlines that fly from Chicago to San José del Cabo with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $268 | Free Cancellation | Rating 7.0 788 reviews | |||
| PriceFrom $311 | Free Cancellation | Rating 6.7 1,171 reviews | |||
| PriceFrom $356 | Free Cancellation | Rating 8.0 7,983 reviews | |||
| PriceFrom $447 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $461 | Free Cancellation | Rating 7.4 8,861 reviews | |||
| PriceFrom $543 | Free Cancellation | Rating 8.0 4,270 reviews |
American Airlines Flights From Chicago to San José del Cabo
American Airlines flight deals from Chicago to San José del Cabo start from $447 round-trip. Over the 1 American Airlines flight for this route in a normal week, average airfare is usually $643 round-trip - but some users have found much cheaper deals with momondo.
Traveling to a place near San José del Cabo?
Book flights to San José del Cabo if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Chicago to San José del Cabo?
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to San José del Cabo. Millions of users trust and use momondo every year so you are in good hands.
Can I find flights from Chicago to San José del Cabo with flexible booking policies on momondo?
Flights from Chicago to San José del Cabo with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.
How can momondo help me find flights from Chicago to San José del Cabo?
Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to San José del Cabo from Chicago.
I’m not ready to book a flight from Chicago to San José del Cabo right now. Can momondo alert me if prices change?
Yes momondo offers price alerts on flights to San José del Cabo from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.