Cheap Flight Tickets from San Jose (SJO) to Chicago (CHI)

Low Price Flights from San Jose to Chicago

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Flights from San Jose to Chicago Starting at CNY 166

We've found these cheap flights for you. You can book one-way or return flight tickets.

One way
Return

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

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Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Airlines Flying from San Jose to Chicago

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Spirit Airlines

From AU$ 166

Frontier Airlines

From AU$ 188

United Airlines

From AU$ 224

Avianca

From AU$ 239

Jetblue Airways

From AU$ 260

Copa Airlines

From AU$ 348

American Airlines

From AU$ 351

Southwest Airlines

From AU$ 372

Aeromexico

From AU$ 407

Volaris Costa Rica

From AU$ 415

ANA airlines

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Alternative Routes from San Jose to Chicago

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from San Jose to Chicago.

Cheapest
SJO
09:36
12h 53m
1 transfer
ORD
23:29
Juan Santamaria International Airport - O'Hare International Airport
Wed, May 15Spirit Airlines
AU$ 166
SJO
09:36
12h 20m
1 transfer
MDW
22:56
Juan Santamaria International Airport - Midway International Airport
Sat, Apr 27Spirit Airlines
AU$ 180
SJO
14:06
27h 12m
1 transfer
RFD
18:18
Juan Santamaria International Airport - Chicago Rockford International Airport
Sun, Apr 21Jetblue Airways
AU$ 516
SJO
14:06
27h 12m
1 transfer
RFD
18:18
Juan Santamaria International Airport - Chicago Rockford International Airport
Sun, Apr 21Jetblue Airways
AU$ 516
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How do I find the cheapest flights?

When are flight from San Jose (SJO) to Chicago (CHI) the cheapest?
Airlines adjust prices for flights from San Jose to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much are flights from San Jose (SJO) to Chicago (CHI) cost?
According to Trip.com's data, the lowest price is around AU$ 890.
How long is the flights from San Jose (SJO) to Chicago (CHI)?
It takes about 5 hours 28 minutes to fly from San Jose (SJO) to Chicago (CHI).
What is the transportation method from the main airport to downtown in Chicago?
- The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
- The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
What are the most popular airlines that fly from San Jose (SJO) to Chicago (CHI)?
Airlines with flights from San Jose (SJO) to Chicago (CHI): United Airlines.
What's the most popular airline for direct flights from San Jose (SJO) to Chicago (CHI)?
American Airlines operates 2 direct flights from San Jose (SJO) to Chicago (CHI).
How many airports in Chicago (CHI)?
There are 5 airport(s) in Chicago (CHI): Chicago Du Page County Airport, Midway International Airport, O'Hare International Airport, Chicago Palwaukee Airport and Chicago Rockford International Airport.

How to find a cheap flight from San Jose to Chicago

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Check One-way Fares

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Flight Information from San Jose to Chicago

Cheapest direct flight price	AU$ 166
Cheapest return ticket price	AU$ 492
Off-season for travel	April
Peak season for travel	July
Flight distance	3,568.5km
Average flight time	5 hours 28 minutes
Popular airline	United Airlines