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We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly from San Jose del Cabo to Chicago
A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from San Jose del Cabo to Chicago:
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Answers to questions about the route that travelers are most interested in.
We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.
Flaut.Travel was designed and developed by a team dedicated to making the process of searching, comparing and booking airline tickets as easy and convenient as possible. Our service helps travelers to find and buy the cheapest flights from San Jose del Cabo to Chicago. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.
Unable to find information about the schedule of direct flights from
A non-stop flight is the most convenient and comfortable way to fly from San Jose del Cabo to Chicago, despite the fact that sometimes flights with transfers can cost significantly less.
San Jose del Cabo — Chicago
10/06/2026
Departure
Direct flight
UA766
starting at $324
starting at $324
starting at $305
Flights from San Jose del Cabo to Chicago are operated by several airlines — United Airlines and Alaska Airlines. This allows passengers to flexibly choose flights based on departure time, cost, and additional services. The minimum ticket price starts at $305, making this destination accessible to travelers with different budgets. We help compare all available options in real time, so you can book tickets at the best value for money. The service ensures transparent search and lets you book affordable flights in just a few clicks.
The cheapest flight ticket from San Jose del Cabo to Chicago according to data for the last 48 hours costs $305
Often the best time to buy tickets from San Jose del Cabo to Chicago is 2 months before departure.
The fastest flights from San Jose del Cabo to Chicago start from 20 hours 20 minutes in the air.
The following airlines operate direct flights on the route San Jose del Cabo — Chicago: United Airlines
The cheapest one-way flight from San Jose del Cabo to Chicago departs on 10/06/2026, is operated by Alaska Airlines and costs $305
The cheapest roundtrip flight from San Jose del Cabo to Chicago departs on 02/03/2026, is operated by Alaska Airlines and costs $386
Fastest flight from San Jose del Cabo to Chicago takes 20h 20m
There are direct flights on this route 1 day a week: Tu
The distance between San Jose del Cabo and Chicago is 2925km (1814 miles). There are 22 direct flights from San Jose del Cabo to Chicago. The time difference between San Jose del Cabo and Chicago is 1h. Flights from San Jose del Cabo begin at 12:32 PM. The latest flight from San Jose del Cabo departs at 1:52 PM
We couldn't find any special offers for flights from San Jose del Cabo to Chicago