On this page, you can find and book flights from San Jose del Cabo to Chicago. This 2,925 km flight connects the Mexican coast with one of the largest hubs in the US, with a frequency of about 5 flights per week.
The route is served by United Airlines and American Airlines. To save on your trip, we recommend checking how to get to the departure airport and transfer options in Chicago in advance, as well as tracking current prices through our price dynamic chart.
The table shows direct flights San Jose del Cabo → Chicago on the selected date. The flight takes approximately 4 h 49 min. Regular flights are operated by American Airlines and United Airlines. Departures from Los Cabos airports, arrivals at O'Hare International Airport, Chicago Midway International Airport and Midway International Airport.
For each flight, the following details are shown: departure time (local), arrival city and airport, flight number and airline, terminal or gate, and status. Click on a flight to open its details and go to ticket search. To view flights on a different day, change the date above the table.
Below is a calendar of the lowest flight ticket prices for San Jose del Cabo — Chicago by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from AED 888 in e, and the most expensive are around AED 1,311 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.
San Jose del Cabo → Chicago, average one-way price
| Month | Average price | Level | Month | Average price | Level | Month | Average price | Level |
|---|---|---|---|---|---|---|---|---|
| Jan | AED 903 | low | May | AED 995 | medium | Sep | AED 884 | low |
| Feb | AED 958 | medium | Jun | AED 1,105 | high | Oct | AED 866 | low |
| Mar | AED 1,069 | high | Jul | AED 1,087 | high | Nov | AED 877 | low |
| Apr | AED 976 | medium | Aug | AED 1,032 | medium | Dec | AED 1,050 | high |
Some values are estimated based on seasonality.
The most comfortable weather for visiting Chicago is in July and August, when average highs reach +26°C. The coldest period is January, with temperatures dropping to -5°C, while peak rainfall statistically occurs in May.
The lowest flight price was recorded for October, starting AED 892. The most expensive month to book is April, when ticket prices start AED 1,315.
September is also a great time to fly: the weather remains pleasant at around +23°C, and prices stay moderate. To maximize your savings, try to avoid peak dates in mid-spring.
Regular flight service between the cities is provided by two airlines: United Airlines and American Airlines. The route is primarily served by direct flights, with an overall frequency of about 5 departures per week. You can find detailed information on departure times and aircraft types for each carrier in the schedule below.
Flights San Jose del Cabo — Chicago depart from Los Cabos and arrive at O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.
The approximate travel time for a direct flight is about 3 hours and 30 minutes, considering the route distance of 2,925 km.
The main carriers on this route are the American airlines United Airlines and American Airlines.
Yes, direct flights are available on this route, operating with a frequency of about 5 flights per week.
Flights from Mexico arrive at Chicago (CHI) international airports. You can find specific information about the arrival terminal in the ticket details when selecting a flight.
Ticket prices change constantly depending on demand. You can view the current minimum price and monthly price trends in the low price calendar on this page.
Where travelers fly most — pick a route and check prices
