Good to know - Cheap tickets San Jose — Chicago
| Cheapest flight found | $137 |
|---|---|
| Minimal flight time | 5h 29m |
| Flight distance | 3561 km |
| Most popular airline | American 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 |
|---|---|---|
| January 2026 | ||
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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 | |
|---|---|---|---|---|---|---|---|
| 06:00 | 11:29 | daily | AA326 | American Airlines | 5h 29m | Juan Santamaria International Airport — O'Hare International Airport | Select dates |
| 06:00 | 11:31 | mon, thu | AA326 | American Airlines | 5h 31m | Juan Santamaria International Airport — O'Hare International Airport | Select dates |
| 14:05 | 19:35 | sat | UA1952 | United Airlines | 5h 30m | Juan Santamaria International Airport — O'Hare International Airport | Select dates |
Popular airlines flying San Jose — Chicago
Flight San Jose – Chicago is served by 28 airlines. 2 airlines operate direct flights.
Airlines with direct flights
Other airlines flying with transfers
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 $137 and San Jose — Chicago — San Jose from $171.
The price of the flight San Jose — Chicago (United States) — San Jose from $171 (round-trip).
The average price of the flight San Jose — Chicago (United States) — San Jose $604 (round-trip).
- Departure city: San Jose
- IATA code of the city of origin: SJO
- Departure airports: Juan Santamaria International Airport
- Departure country: Costa Rica
- Destination city: Chicago
- IATA code of the destination city: CHI
- Destination 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
- Destination country: United States
Low cost flights San Jose — Chicago (SJO — CHI)
The distance between San Jose and Chicago 2213 miles (or 3561 kilometres).
The time difference between San Jose and Chicago is 1 h.
Minimal flight time from San Jose to Chicago 5h 29m.
LowCostClub always do a comparison of airfares San Jose — Chicago with several airlines (include American Airlines, United 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 $171 while the cheapest one-way price that was available within the last week cost $137
Routes from nearby cities to Chicago
A flight from a neighbouring city can help you save money on plane tickets.
The most frequent flight to Chicago is from Liberia, which is the closest city to San Jose with the lowest price, from $339 per one-way.
Popular International routes from San Jose
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
Are there any direct flights San Jose — Chicago?
Yes, they do: AA326, UA1952
Can we fly from San Jose to Chicago?
Yes, you can fly from San Jose to Chicago. San Jose has an airport (Juan Santamaria International Airport) for flights. American Airlines, United Airlines depart from San Jose on mon, tue, wed, thu, fri, sat, sun. There are non-direct flights through 7Air Cargo, ABX Air, Aeromexico, Air Canada, Air France, Alaska Airlines, Allegiant Air, AlphaSky, Arajet, Atlas Air, avianca, British Airways, Cargojet Airways, Copa Airlines, Delta Air Lines, DHL, FedEx, Frontier (Stewart the Red Billed Streamertail Live, Iberia, JetBlue, KLM, Lufthansa, NetJets, Southwest Airlines, Spirit Airlines, UPS, Viva, Volaris.
How long does it take to fly from San Jose to Chicago?
A direct flight lasts an average of 5h 29m, during which time the aircraft covers a distance of 3561 km.
How much do flights San Jose — Chicago cost?
The price of flights San Jose — Chicago starts from $137.
What days does the plane fly San Jose — Chicago?
Planes fly San Jose — Chicago 7 times a week on the following days: mon, tue, wed, thu, fri, sat, sun
What airports are there in San Jose and Chicago?
In San Jose — Juan Santamaria International Airport. 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.
What flights are currently flying from San Jose to Chicago?
The following flights fly between San Jose and Chicago: AA326, AA326, UA1952
What month is the cheapest to fly from San Jose to Chicago?
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.
Which airlines direct fly from San Jose to Chicago?
The following airlines have direct flights San Jose — Chicago: American Airlines, United Airlines.
Which airlines fly from San Jose to Chicago?
All the following airlines flights San Jose — Chicago: 7Air Cargo, ABX Air, Aeromexico, Air Canada, Air France, Alaska Airlines, Allegiant Air, AlphaSky, American Airlines, Arajet, Atlas Air, avianca, British Airways, Cargojet Airways, Copa Airlines, Delta Air Lines, DHL, FedEx, Frontier (Stewart the Red Billed Streamertail Live, Iberia, JetBlue, KLM, Lufthansa, NetJets, Southwest Airlines, Spirit Airlines, United Airlines, UPS, Viva, Volaris.