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Cheap flights from Chicago to Los Cabos

Fares from $240 in November 2026. Compare every month below, then book with the site you like.

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Cheapest Chicago to Los Cabos fares by month

Lowest price per person found in recent searches. Prices change often and are checked when you book.

Chicago to Los Cabos at a glance

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Frequently asked questions

How much is a flight from Chicago to Los Cabos?
The cheapest fare we found recently is $240 per person, departing Nov 10 on Y4. Prices change daily, so search your dates to see today's fares.
What is the cheapest month to fly from Chicago to Los Cabos?
November 2026 is currently the cheapest month, from $240.
Are there direct flights from Chicago to Los Cabos?
The cheapest fares we found recently have at least one stop. Nonstop flights may still exist at a higher price; tick "Direct only" in the search to check.
Which airlines fly from Chicago to Los Cabos?
The cheapest recent fares on this route were on Y4.
How long is the flight from Chicago to Los Cabos?
Chicago and Los Cabos are about 1,808 miles apart, so a nonstop flight takes roughly 4h 30m. Flights with a stop take longer, depending on the connection.
Do I need a passport to fly from Chicago to Los Cabos?
Yes. Los Cabos is in Mexico, so you need a valid passport, and some countries also ask for a visa or an online travel authorization. Check the entry rules for your nationality before you book.
How do I find the cheapest flight from Chicago to Los Cabos?
Search your dates on Gotoesy. We list fares from several booking sites sorted cheapest first, show nearby dates when your day has no saved fare, and send you straight to the seller to book.

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