Cheap flights Chicago — San Jose (CHI — SJO)

Good to know - Cheap tickets Chicago — San Jose

Cheapest flight found $95
Minimal flight time 5h 14m
Flight distance 3561 km
Most popular airline United Express

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
December 2025
November 2025
October 2025
August 2025
July 2025
June 2025
May 2025
April 2025
March 2025
February 2025
January 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
07:35 12:56 sat, sun UA1135 United Airlines 5h 21m O'Hare International Airport — Juan Santamaria International Airport Select dates
07:35 11:56 sat, sun UA1135 United Airlines 5h 21m O'Hare International Airport — Juan Santamaria International Airport Select dates
07:41 11:55 sat, sun UA1135 United Airlines 5h 14m O'Hare International Airport — Juan Santamaria International Airport Select dates
All routes

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 $602 (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 5h 14m.

LowCostClub always do a comparison of airfares Chicago — San Jose with several airlines (include United Express). 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 departs from Chicago on sat, sun. There are non-direct flights through ABX Air, Aeromexico, Air Canada, Air France, Alaska Horizon (Honoring Those Who Serve Livery), Allegiant Air, American Eagle, Atlas Air, Avianca, Avianca Cargo Mexico, Copa Airlines, Delta Connection, DHL, FedEx, Frontier (Pine the Red-Cockaded Woodpecker Livery), Iberia, JetBlue, KLM, Lufthansa, NetJets, Southwest Airlines, Spirit Airlines, UPS, Volaris.

A direct flight lasts an average of 5h 14m, 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 2 times a week on the following days: 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, UA1135, UA1135

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

Only one airline operates a direct flight Chicago — San Jose: United Express.

All the following airlines flights Chicago — San Jose: ABX Air, Aeromexico, Air Canada, Air France, Alaska Horizon (Honoring Those Who Serve Livery), Allegiant Air, American Eagle, Atlas Air, Avianca, Avianca Cargo Mexico, Copa Airlines, Delta Connection, DHL, FedEx, Frontier (Pine the Red-Cockaded Woodpecker Livery), Iberia, JetBlue, KLM, Lufthansa, NetJets, Southwest Airlines, Spirit Airlines, United Airlines, UPS, Volaris.

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