Cheap flights Chicago — San Jose (CHI — SJO)

Good to know - Cheap tickets Chicago — San Jose

Cheapest flight found $95
Minimal flight time 4h 52m
Flight distance 3561 km
Most popular airline American Eagle

Airfare Chicago – San Jose by month

Here you can find out in what months how much a ticket Chicago – San Jose costs to buy cheap plane tickets.

Month One-way Round-trip
June 2026
April 2026
March 2026
December 2025
November 2025
October 2025
September 2025
August 2025
July 2025
June 2025
May 2025
April 2025

Remember that the optimal time for booking air tickets is 59 days before the departure date, this is the average time at which air tickets were sold at the lowest prices.

Schedule of direct flights Chicago — San Jose

Departure Arrival Flight days Flight Airlines Flight time Airports
07:39 11:56 sat UA1135 United Express 5h 17m O'Hare International Airport — Juan Santamaria International Airport Select dates
17:13 22:13 tue, sun AA353 American Eagle 5h 0m O'Hare International Airport — Juan Santamaria International Airport Select dates
17:20 22:13 tue AA353 American Eagle 4h 52m O'Hare International Airport — Juan Santamaria International Airport Select dates
All routes

Dynamics airfare Chicago — San Jose by month for the last year

according to LowCost.Club for the last year

The airfare depends on the departure date. Our chart shows the low season prices on route Chicago — San Jose

The graph shows that booking flights Chicago — San Jose is best planned for September and flights Chicago — San Jose — Chicago in the month of September.

Flights Chicago — San Jose

The selection of cheap flights Chicago — San Jose

Here you can find and purchase the cheapest flights Chicago — San Jose from $95 and Chicago — San Jose — Chicago from $232.

The price of the flight Chicago — San Jose (Costa Rica) — Chicago from $232 (round-trip).

The average price of the flight Chicago — San Jose (Costa Rica) — Chicago $590 (round-trip).

Low cost flights Chicago — San Jose (CHI — SJO)

The distance between Chicago and San Jose 2213 miles (or 3561 kilometres).

The time difference between Chicago and San Jose is 1 h.

Minimal flight time from Chicago to San Jose 4h 52m.

LowCostClub always do a comparison of airfares Chicago — San Jose with several airlines (include United Express, American Eagle). They will always give you all available options so you can find the cheapest flight to San Jose. In addition, you can choose the platform where you want to place your orders. There are also special offers for air tickets Chicago — San Jose. Last week, for instance, the cheapest round-trip prices stood at $232 while the cheapest one-way price that was available within the last week cost $95

Routes from nearby cities to San Jose

A flight from a neighbouring city can help you save money on plane tickets.

Most often, departures to San Jose are from Milwaukee, this is the cheapest flight from $192. The nearest airports from Chicago with a flight to San Jose are located in Champaign.

Popular International routes from Chicago

Popular routes from San Jose

If you are going to fly from San Jose, then study the popular flights. The most popular flights from San Jose:

Popular domestic routes from Chicago

FAQ about Chicago — San Jose

Yes, you can fly from Chicago to San Jose. Chicago has 8 airports (Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport) for flights. United Express, American Eagle depart from Chicago on tue, sat, sun. There are non-direct flights through 7Air Cargo, ABX Air, Aeromexico, Air Canada, Air France, Alaska Airlines, Allegiant Air, AlphaSky, Atlas Air, avianca, British Airways, Copa Airlines, Delta Connection, DHL, FedEx, Frontier (Cali the Mountain Lion Livery), Iberia, JetBlue, KLM, Lufthansa, NetJets, Southwest Airlines, Spirit Airlines, UPS, Viva, Volaris.

A direct flight lasts an average of 4h 52m, during which time the aircraft covers a distance of 3561 km.

The price of flights Chicago — San Jose starts from $95.

Planes fly Chicago — San Jose 3 times a week on the following days: tue, sat, sun

In Chicago — Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport. In San Jose — Juan Santamaria International Airport.

The following flights fly between Chicago and San Jose: UA1135, AA353, AA353

High season is considered to be March and the cheapest month is September. Enter your preferred airports (or cities) and dates into the search form above to unlock the latest Chicago — San Jose flight deals.

The following airlines have direct flights Chicago — San Jose: United Express, American Eagle.

All the following airlines flights Chicago — San Jose: 7Air Cargo, ABX Air, Aeromexico, Air Canada, Air France, Alaska Airlines, Allegiant Air, AlphaSky, American Eagle, Atlas Air, avianca, British Airways, Copa Airlines, Delta Connection, DHL, FedEx, Frontier (Cali the Mountain Lion Livery), Iberia, JetBlue, KLM, Lufthansa, NetJets, Southwest Airlines, Spirit Airlines, United Express, UPS, Viva, Volaris.

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