Cheap flights Chicago — San Jose (CHI — SJC)

Good to know - Cheap tickets Chicago — San Jose

Cheapest flight found $81
Minimal flight time 4h 50m
Flight distance 2959 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
July 2026
February 2026
January 2026
December 2025
November 2025
October 2025
September 2025
August 2025
July 2025
June 2025
April 2025
March 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
06:00 08:53 mon UA2866 United Airlines 4h 53m O'Hare International Airport — Norman Y. Mineta San Jose International Airport Select dates
06:45 09:40 mon AA509 American Eagle 4h 55m O'Hare International Airport — Norman Y. Mineta San Jose International Airport Select dates
07:00 09:55 thu, fri AA509 American Eagle 4h 55m O'Hare International Airport — Norman Y. Mineta San Jose International Airport Select dates
07:30 10:23 mon UA624 United Airlines 4h 53m O'Hare International Airport — Norman Y. Mineta San Jose International Airport Select dates
08:00 10:50 thu WN4444 Southwest Airlines 4h 50m Chicago Midway International Airport — Norman Y. Mineta San Jose International Airport Select dates
08:05 10:55 mon, thu, fri, sun WN2553 Southwest Airlines 4h 50m Chicago Midway International Airport — Norman Y. Mineta San Jose International Airport Select dates
08:35 11:30 sat WN2553 Southwest Airlines 4h 55m Chicago Midway International Airport — Norman Y. Mineta San Jose International Airport Select dates
10:40 13:35 mon, thu, fri AA615 American Eagle 4h 55m O'Hare International Airport — Norman Y. Mineta San Jose International Airport Select dates
16:20 19:12 thu UA1685 United Airlines 4h 52m O'Hare International Airport — Norman Y. Mineta San Jose International Airport Select dates
17:40 20:35 mon AA2971 American Eagle 4h 55m O'Hare International Airport — Norman Y. Mineta San Jose 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 June 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 $81 and Chicago — San Jose — Chicago from $83.

The price of the flight Chicago — San Jose (United States) — Chicago from $83 (round-trip).

The average price of the flight Chicago — San Jose (United States) — Chicago $346 (round-trip).

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

The distance between Chicago and San Jose 1839 miles (or 2959 kilometres).

The time difference between Chicago and San Jose is 2 h.

Minimal flight time from Chicago to San Jose 4h 50m.

LowCostClub always do a comparison of airfares Chicago — San Jose with several airlines (include United Airlines, American Eagle, Southwest Airlines). 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 $83 while the cheapest one-way price that was available within the last week cost $81

Routes from nearby cities to San Jose

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

The most frequent flight to San Jose is from Milwaukee. The cheapest airfare can be purchased with a flight from Kalamazoo from $158. The nearest airports from Chicago with a flight to San Jose are in Peoria.

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: UA2866, AA509, UA624, WN4444, WN2553, AA615, UA1685, AA2971

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 Airlines, American Eagle, Southwest Airlines depart from Chicago on mon, thu, fri, sat, sun. There are non-direct flights through Alaska Airlines (Disney Toon Town Livery), Allegiant Air, AlphaSky, Atlas Air, Delta Air Lines, FedEx, Frontier (Cloud the Three-Wattled Bellbird Livery), Jet Linx Aviation, Kalitta Charters, NetJets, SkyWest Airlines, Slate Aviation, Sun Country Airlines, Volaris.

A direct flight lasts an average of 4h 50m, during which time the aircraft covers a distance of 2959 km.

The price of flights Chicago — San Jose starts from $81.

Planes fly Chicago — San Jose 5 times a week on the following days: mon, 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 — Norman Y. Mineta San Jose International Airport, Reid-Hillview.

The following flights fly between Chicago and San Jose: UA2866, AA509, AA509, UA624, WN4444, WN2553, WN2553, AA615, UA1685, AA2971, AA2971

High season is considered to be February and the cheapest month is June. 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 Airlines, American Eagle, Southwest Airlines.

All the following airlines flights Chicago — San Jose: Alaska Airlines (Disney Toon Town Livery), Allegiant Air, AlphaSky, American Eagle, Atlas Air, Delta Air Lines, FedEx, Frontier (Cloud the Three-Wattled Bellbird Livery), Jet Linx Aviation, Kalitta Charters, NetJets, SkyWest Airlines, Slate Aviation, Southwest Airlines, Sun Country Airlines, United Airlines, Volaris.

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