The minimum price for a flight from San Jose to Chicago can vary depending on the airline and the dates you are looking for. The cheapest flights can be found for as little as $90, but prices can fluctuate so it is best to compare flights and book in advance. It depends on the airline and route. Generally, there are 2-3 nonstop flights per day from San Jose to Chicago. The best time to fly from San Jose to Chicago is generally in the late spring or early fall when temperatures in both cities are pleasant and airfares are lower. Generally, the cheapest time to fly from San Jose to Chicago is between April and June, when airlines offer discounts as demand for seats decreases. Flights fly multiple times a day between San Jose and Chicago. There are approximately 65 nonstop flights available per week. Yes. US citizens need a valid passport to enter and exit the USA. Depending on the length of your stay, you might also need a nonimmigrant visa. You should check the US Department of State’s website for more information on the specific requirements that apply to your travel. 1. Southwest Airlines
2. United Airlines
3. American Airlines
4. Delta Air Lines
5. JetBlue Airways United Airlines, American Airlines, Delta Air Lines, and Alaska Airlines all fly from San Jose, California to Chicago, Illinois.
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