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Cheap flights from Chicago to San Jose

1 nonstop flight a week. Operated by United Airlines, about 5h 18m in the air, 2,218 mi (3,569 km). Tickets from $237, nonstop from $452.

Flights from Chicago to San Jose

Pick a departure date to see flights and seller prices

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Best fares from Chicago to San Jose

Lowest one-way prices found by recent searches for the next 120 days; press a card to search that date

Cheapest one-way $237 5 January 2027, with a connection Cheapest nonstop $452 5 January 2027, United Airlines Cheapest weekend departure $278 Fri, 8 January 2027 Cheapest month January 2027 tickets from $237

Chicago to San Jose at a glance

flight time, from 5h 13m to 5h 19m
5h 18m
straight-line distance
2,218 mi (3,569 km)
flight a week
1
next flight
14 November
departure time
07:17
lowest price, with a connection, 5 January
$237
lowest nonstop price
$452
airline
1

Chicago to San Jose ticket prices by month

Lowest one-way fare found by recent searches

Cheapest month: January 2027, tickets from $237. Prices come from searches over the last few days; check the search for your exact date.

The most expensive month is December 2026: from $307. The average across months is $272.

Chicago to San Jose flight schedule

1 flight a week, 2 seasonal or one-off. Departure and arrival times are local.

FlightDepartsArrivesDurationDaysAircraft
UA 1135
United Airlines
07:17 , terminal 1
12:35 Juan Santamaria International, terminal M
5h 18m
Sat
Boeing 737

Seasonal and one-off flights

Not operating in the next two weeks. The first of them is on 17 December.

FlightDepartsArrivesDurationDaysAircraft
UA 1135
United Airlines
07:02 , terminal 1
12:15 Juan Santamaria International, terminal M
5h 13m
Seasonal
Boeing 737
UA 1135
United Airlines
07:36 , terminal 1
11:55 Juan Santamaria International, terminal M
5h 19m
Seasonal
Boeing 737

Days of the week are taken from the schedule for the next 14 days; schedules change by season. The search shows seat availability and the price for your date.

Airlines flying Chicago to San Jose

Flights a week by schedule and the cheapest nonstop fare of each airline found by recent searches

United Airlines1 a week

Airports

Where flights from Chicago to San Jose depart and land

Arrival in San Jose

Juan Santamaria International SJO

1 flight a week, terminal M, 9 mi (15 km) from the city centre

About the airport

Frequently asked questions

How long is the flight from Chicago to San Jose?
A nonstop flight takes 5 hours 18 minutes on average, from 5h 13m to 5h 19m depending on the flight.
How far is San Jose from Chicago?
2,218 mi (3,569 km) in a straight line between the cities.
Which airlines fly nonstop from Chicago to San Jose?
United Airlines (1 a week).
How many flights a day are there from Chicago to San Jose?
There are 1 a week, about 0.1 a day on average.
When are the first and last flights from Chicago to San Jose?
The flight departs at 07:17 (UA1135). Local time.
What is the cheapest month to fly from Chicago to San Jose?
January 2027: tickets from $237. The most expensive is December 2026, from $307.
What is the cheapest upcoming date to fly from Chicago to San Jose?
5 January 2027 (Tuesday): from $237 one way, with a connection, by recent searches. The search shows the price for your dates.
Which airline is the cheapest from Chicago to San Jose?
United Airlines: nonstop tickets from $452 on 5 January by recent searches. Prices change daily, so compare the sellers in the search.