Cheap flights Chicago — San Jose (CHI — SJO)

Good to know - Cheap tickets Chicago — San Jose

Minimal flight time 4h 31m
Flight distance 3561 km
Most popular airline United Express
Round-trip from $145

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
December 2026
September 2026
July 2026
June 2026
May 2026
April 2026
March 2026
February 2026
January 2026
December 2025
November 2025
October 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
02:45 06:16 mon N8806 National Airlines 4h 31m O'Hare International Airport — Juan Santamaria International Airport Select dates
02:45 16:35 mon N8806 National Airlines 14h 50m O'Hare International Airport — Juan Santamaria International Airport Select dates
07:39 12:56 mon, thu, fri, sat, sun UA1135 United Express 5h 17m O'Hare International Airport — Juan Santamaria International Airport Select dates
07:39 11:56 daily UA1135 United Express 5h 17m O'Hare International Airport — Juan Santamaria International Airport Select dates
15:10 19:12 mon, tue, wed, thu, fri, sat AA375 American Eagle 5h 2m O'Hare International Airport — Juan Santamaria International Airport Select dates
16:15 20:17 sun AA375 American Eagle 5h 2m 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 February.

Flights Chicago — San Jose

The selection of cheap flights Chicago — San Jose

The price of the flight Chicago — San Jose (Costa Rica) — Chicago from $145 (round-trip).

The average price of the flight Chicago — San Jose (Costa Rica) — Chicago $473 (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 31m.

Routes from nearby cities to San Jose

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

The closest airports to Chicago with a flight to San Jose are 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, they do: N8806, UA1135, AA375

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. National Airlines, United Express, American Eagle depart from Chicago on mon, tue, wed, thu, fri, sat, sun. There are non-direct flights through ABX Air, Aeromexico, Air Canada, Air France, Alaska Airlines, Allegiant Air, Arajet, avianca, British Airways, Copa Airlines, Delta Connection, FedEx, Frontier (Penny the Owl Livery), Iberia, JetBlue, KLM, Lufthansa, NetJets, Southwest Airlines, Spirit Airlines, Sun Country Airlines, UPS, Volaris.

A direct flight lasts an average of 4h 31m, during which time the aircraft covers a distance of 3561 km.

The price of flights Chicago — San Jose starts from $145.

Planes fly Chicago — San Jose 7 times a week on the following days: mon, tue, wed, thu, fri, 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: N8806, N8806, UA1135, UA1135, AA375, AA375

High season is considered to be February 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: National Airlines, United Express, American Eagle.

All the following airlines flights Chicago — San Jose: ABX Air, Aeromexico, Air Canada, Air France, Alaska Airlines, Allegiant Air, American Eagle, Arajet, avianca, British Airways, Copa Airlines, Delta Connection, FedEx, Frontier (Penny the Owl Livery), Iberia, JetBlue, KLM, Lufthansa, NetJets, Southwest Airlines, Spirit Airlines, Sun Country Airlines, United Express, UPS, Volaris.

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