$133 Find Cheap Flights from Chicago to San Jose - Compare and Save

No. SJC is located in San Jose, California, in Silicon Valley. SJO is also a San Jose airport, but in Central America. SJO is the code for the Juan Santamaría International Airport located in San Jose, the capitol city of Costa Rica. These two airports are very easy to confuse when you are booking your ticket, so be extra careful.

Yes. United Airlines, American Airlines, and Alaska Airlines are among the carriers that fly nonstop from ORD to SJC. Southwest flies nonstop from MDW to SJC. United, American, Delta, Alaska, and Spirit Airlines all operate one-stop and two-stop flights from ORD to SJC with layovers and cities such as Minneapolis (MSP), Los Angeles (LAX) and Phoenix (PHX). Delta and primarily Southwest fly one and two-stop flights to from MDW to SJC with layovers and cities such as Minneapolis (MSP), Denver (DEN), and Las Vegas (LAS).

Yes. ORD has two USO lounges, and MDW has one. The lounges at ORD are located landside in Terminal 2 an airside in Terminal 3. The USO at Midway is post-security on Concourse C. Active-duty members of the US military and their families can enjoy the benefits of these lounges free of charge. Amenities include devices for connectivity and entertainment, comfy and relaxing furniture, refreshments, information, and more.

Yes, the Hilton Chicago O'Hare Airport hotel is across from Terminal 2 and connected to all the different terminals by way of an underground walkway. Amenities include an indoor pool, room service, a business center, wheelchair accessibility, and much more.

Among airlines operating Chicago to San Jose flights:

• United Airlines: offers extra legroom; offers free seat selection
• Southwest: offers free seat selection

Extra legroom and free seat selection availability depends on fare class and route.

2 airlines operate flights between Chicago and San Jose. The airlines offering nonstop flights on this route include:

• Southwest
• United Airlines

Flights from Chicago to San Jose may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Flights usually arrive at San Jose (SJC).

Here are some options for this route, based on selected ticket types and cabin classes:

• United Airlines: a cabin bag and a checked bag in Economy Class
• Southwest: a cabin bag and a checked bag in Economy Class

Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

Three cabin classes are available on flights from Chicago to San Jose:

• Economy Class
• Business Class
• First Class

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $328 round-trip via Portland (PDX), compared to $469 for nonstop.

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$90 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

One-stop flights from Chicago to San Jose most commonly connect through:

• San Diego (SAN) - 45% of one-stop connections
• Denver Intl (DEN) - 12% of one-stop connections
• Las Vegas Harry Reid Intl (LAS) - 10% of one-stop connections
• Seattle/Tacoma Intl (SEA) - 9% of one-stop connections

San Diego (SAN) handles the largest share of one-stop connections on this route.

Yes. Being flexible with your travel dates can save you up to 42% on the Chicago to San Jose route. Tuesday is the cheapest departure day at $399 round-trip on average, while Sunday is the most expensive at $679, a difference of $280. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

Morning is the busiest departure period on Chicago to San Jose flights, with 67% of flights leaving in that window. Evening departures account for 33%, afternoon flights for 0%, and night flights for 0%.

Some of the most popular sights in San Jose are San Jose McEnery Convention Center, SAP Center at San Jose and Santana Row. These are among the most viewed places in San Jose on KAYAK.

These are the earliest and latest flight times available from Chicago to San Jose:

• Earliest: departs at 8:45 am and lands at 1:30 pm
• Latest: departs at 9:20 pm and lands at 2:05 am.

The flight takes about 4h 45m.

Last-minute fares on this route - booked within 2 weeks of departure - run 68% above the route average of $439. Book 26 weeks before departure for the lowest fares.

A nonstop flight from Chicago to San Jose takes 4h 45m, covering 1,838 miles.

No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $261 to $1,619. That means the highest observed fare was about 6x higher than the lowest one.

One-way fares from Chicago to San Jose are currently lower than usual. Average one-way flight prices are about $154, which is 41% below the typical average for this route.

Flying via Salt Lake City (SLC) gives the shortest average 1-stop total travel time at 6h 29m, compared with 7h 01m via Las Vegas Harry Reid Intl (LAS) and 7h 04m via Phoenix Sky Harbor Intl (PHX).

San Jose is 2 hours behind Chicago (Pacific Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

San Jose Airport (SJC) hosts 5 major car rental companies, with daily rates starting from around $18 for economy cars. Top options include:
• Europcar
• Fox
• Thrifty
• Dollar
• Hertz

Round-trip flights from Chicago to San Jose range from $352 to $588, with an average of $439 over the past 12 months. Anything below $352 counts as a good deal.