Cheap flights San Jose — Chicago (SJC — CHI)

Good to know - Cheap tickets San Jose — Chicago

Cheapest flight found $85
Minimal flight time 4h 5m
Flight distance 2959 km
Most popular airline United Airlines

Airfare San Jose – Chicago by month

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

Month One-way Round-trip
September 2026
June 2026
May 2026
April 2026
March 2026
February 2026
January 2026
December 2025
November 2025
October 2025
September 2025
August 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 San Jose — Chicago

Departure Arrival Flight days Flight Airlines Flight time Airports
06:30 12:50 daily UA356 United Airlines 4h 20m Norman Y. Mineta San Jose International Airport — O'Hare International Airport Select dates
06:30 12:40 mon, tue, wed, thu, fri, sun WN3730 Southwest Airlines 4h 10m Norman Y. Mineta San Jose International Airport — Chicago Midway International Airport Select dates
06:30 12:52 sat UA356 United Airlines 4h 22m Norman Y. Mineta San Jose International Airport — O'Hare International Airport Select dates
08:00 14:05 sat WN3730 Southwest Airlines 4h 5m Norman Y. Mineta San Jose International Airport — Chicago Midway International Airport Select dates
09:05 15:10 sat WN3730 Southwest Airlines 4h 5m Norman Y. Mineta San Jose International Airport — Chicago Midway International Airport Select dates
All routes

Flights San Jose — Chicago

The selection of cheap flights San Jose — Chicago

Here you can find and purchase the cheapest flights San Jose — Chicago from $85 and San Jose — Chicago — San Jose from $84.

The price of the flight San Jose — Chicago (United States) — San Jose from $84 (round-trip).

The average price of the flight San Jose — Chicago (United States) — San Jose $363 (round-trip).

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

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

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

Minimal flight time from San Jose to Chicago 4h 5m.

LowCostClub always do a comparison of airfares San Jose — Chicago with several airlines (include United Airlines, Southwest Airlines). They will always give you all available options so you can find the cheapest flight to Chicago. In addition, you can choose the platform where you want to place your orders. There are also special offers for air tickets San Jose — Chicago. Last week, for instance, the cheapest round-trip prices stood at $84 while the cheapest one-way price that was available within the last week cost $85

Routes from nearby cities to Chicago

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

Most often, departures to Chicago are from San Francisco, this is the cheapest flight from $46. The nearest airports from San Jose with a flight to Chicago are located in Reno.

Popular International routes from San Jose

San Jose — Coimbatore

San Jose — Calama

San Jose — Cairns

Popular routes from Chicago

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

Popular domestic routes from San Jose

FAQ about San Jose — Chicago

Yes, you can fly from San Jose to Chicago. San Jose has 2 airports (Norman Y. Mineta San Jose International Airport, Reid-Hillview) for flights. United Airlines, Southwest Airlines depart from San Jose on mon, tue, wed, thu, fri, sat, sun. There are non-direct flights through Advanced Air, Air Canada, Alaska SkyWest, AlphaSky, American Eagle, Delta Connection, FedEx, Frontier (Skye the Blue Jay Livery), Japan Airlines, Jet Linx Aviation, NetJets, SkyWest Airlines, UPS, Volaris.

A direct flight lasts an average of 4h 5m, during which time the aircraft covers a distance of 2959 km.

The price of flights San Jose — Chicago starts from $85.

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

In San Jose — Norman Y. Mineta San Jose International Airport, Reid-Hillview. 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.

The following flights fly between San Jose and Chicago: UA356, WN3730, UA356, WN3730, WN3730

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 San Jose — Chicago flight deals.

The following airlines have direct flights San Jose — Chicago: United Airlines, Southwest Airlines.

All the following airlines flights San Jose — Chicago: Advanced Air, Air Canada, Alaska SkyWest, AlphaSky, American Eagle, Delta Connection, FedEx, Frontier (Skye the Blue Jay Livery), Japan Airlines, Jet Linx Aviation, NetJets, SkyWest Airlines, Southwest Airlines, United Airlines, UPS, Volaris.

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