Chicago to Los Cabos: what the flight costs
In the last 60 days we checked this route 6 times. The typical round trip was $471 per person and the lowest $465, taxes and fees included.
| Per person | |
|---|---|
| Lowest seen | $465 |
| Typical (median) | $471 |
| Price checks, 60 days | 6 |
Every fare we found in the last 30 days
| Checked | Trip dates | Per person | Airline | Stops | Duration | Source |
|---|---|---|---|---|---|---|
| Oct 14, 2026 | Nov 14–21, 2026 | $471 | VB + Y4 | with a stop | 21h 30m | Kiwi.com |
| Oct 14, 2026 | Nov 14–21, 2026 | $470 | VB + Y4 | with a stop | 21h 30m | Kiwi.com |
| Oct 13, 2026 | Nov 14–21, 2026 | $511 | Alaska | with a stop | 11h 28m | Google Flights |
| Oct 13, 2026 | Nov 14–21, 2026 | $497 | VB | with a stop | 27h 6m | Kiwi.com |
| Oct 13, 2026 | Nov 14–21, 2026 | $466 | VB + Y4 | with a stop | 21h 51m | Kiwi.com |
| Oct 12, 2026 | Nov 14–21, 2026 | $465 | VB + Y4 | with a stop | 21h 51m | Kiwi.com |
About Los Cabos
Los Cabos is where the Baja desert meets the Sea of Cortez, delivering reliable sunshine, big resorts, sport fishing and whale watching within a short flight of the western US.
Los Cabos from every city: when to go, where to stay, what to do
Questions about Chicago to Los Cabos
What does a round trip from Chicago to Los Cabos usually cost?
Over the last 60 days the typical price we found was $471 per person, taxes and fees included, across 6 checks; the lowest was $465.
When is the best time to fly from Chicago to Los Cabos?
Los Cabos is at its best in October, November, December, January, February, March, April and May. Avoid August, September: Pacific hurricane season peak with the hottest, most humid weather of the year.
Do I need a passport to fly from Chicago to Los Cabos?
Passport needed: travelers from the United States need a valid passport for Los Cabos; check the expiry rule of the country before you book.