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On this page, you can find and purchase flight tickets for the route from Chicago to San José del Cabo. This approximately 2,925 km flight operates regularly, with an average of up to 5 flights per week.
Flights on this route are operated by United Airlines (UA) and American Airlines (AA). Ticket prices are dynamic, so we recommend using the low-fare calendar and exploring ways to get to the airport in Chicago, as well as transfer options from San José del Cabo upon arrival.
Below is a calendar of the lowest flight ticket prices for Chicago — San Jose del Cabo by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from $168 in n, and the most expensive are around $287 in u. If your travel dates are flexible, the calendar will help you find the best price for your preferred period. To view round-trip fares, switch to the "Round trip" tab above the calendar, select your departure date — and the right-hand calendar will highlight the lowest prices for return flights on each day.
Chicago → San Jose del Cabo, average one-way price
| Month | Average price | Level | Month | Average price | Level | Month | Average price | Level |
|---|---|---|---|---|---|---|---|---|
| Jan | $378 | high | May | $327 | medium | Sep | $264 | low |
| Feb | $365 | high | Jun | $290 | low | Oct | $302 | medium |
| Mar | $390 | high | Jul | $277 | low | Nov | $353 | high |
| Apr | $340 | medium | Aug | $277 | low | Dec | $403 | high |
Some values are estimated based on seasonality.
The hottest weather in San José del Cabo occurs in July and August, with highs reaching 32.9°C, while August and September are the rainiest months of the year. The coolest and driest period is considered to be January and February, when daytime temperatures stay at a comfortable level of around 25-26°C.
The most budget-friendly month for flying is March, when ticket prices start $169. Prices usually peak in September and April, when minimum fares can reach $287 and $287 respectively.
March seems to be the optimal choice for a trip, combining the lowest ticket prices with almost no precipitation. It is better to avoid September due to the high risk of heavy rains and a seasonal increase in flight costs.
There are 2 airlines operating on the Chicago — San José del Cabo route, with United Airlines and American Airlines being the primary carriers. A total of about 5 flights per week are operated, providing regular service between the cities. You can find detailed information about departure days and connection options in the interactive schedule below.
Flights Chicago — San Jose del Cabo depart from O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport and arrive at Los Cabos. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.
With a distance of 2,925 km, a direct flight lasts approximately 3.5–4 hours. Travel time may increase if you choose a connecting flight via other US hubs.
Regular air service between the cities is provided by United Airlines and American Airlines, which operate about 5 flights per week.
All flights from Chicago arrive at Los Cabos International Airport (SJD), which is located in close proximity to San José del Cabo.
Airfare prices constantly change depending on demand and the season. You can always check the current minimum for specific dates in the low-fare calendar on this page.
It is recommended to book your seats in advance, ideally 1.5–2 months before your trip. Statistically, March is the most cost-effective month for flying this route.
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