$169 Find Cheap Flights from San Jose to Chicago O'Hare Airport - Compare and Save

Among airlines operating San Jose to Chicago O'Hare Intl Airport flights:

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

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

Only United Airlines operates flights between San Jose and Chicago O'Hare Intl Airport.

Flights from San Jose to Chicago O'Hare Intl Airport usually depart from San Jose (SJC) and arrive at Chicago O'Hare Intl (ORD).

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
• JetBlue: a cabin bag in Economy Class 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 San Jose to Chicago O'Hare Intl Airport:

• Economy Class
• Premium Economy Class
• First Class

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $346 round-trip via Seattle/Tacoma Intl (SEA), compared to $511 for nonstop.

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$80 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

The Boeing 737 MAX 8 family is used most often on this route, operated mainly by United Airlines and Southwest. Other aircraft seen on the route include Boeing 737-800 variants.

One-stop flights from San Jose to Chicago O'Hare Intl Airport most commonly connect through:

• San Diego (SAN) - 47% of one-stop connections
• Las Vegas Harry Reid Intl (LAS) - 19% of one-stop connections
• Salt Lake City (SLC) - 12% of one-stop connections
• Denver Intl (DEN) - 8% 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 44% on the San Jose to Chicago O'Hare Intl Airport route. Tuesday is the cheapest departure day at $368 round-trip on average, while Sunday is the most expensive at $657, a difference of $289. 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 San Jose to Chicago O'Hare Intl Airport flights, with 50% of flights leaving in that window. Afternoon departures account for 50%, evening flights for 0%, and night flights for 0%.

Some of the most popular sights in Chicago O'Hare Intl Airport are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago O'Hare Intl Airport on KAYAK.

These are the earliest and latest flight times available from San Jose to Chicago O'Hare Intl Airport:

• Earliest: departs at 6:30 am and lands at 10:53 am
• Latest: departs at 2:15 pm and lands at 6:38 pm.

The flight takes about 4h 23m.

Last-minute fares on this route - booked within 2 weeks of departure - run 36% above the route average of $428. Book 18 weeks before departure for the lowest fares.

A nonstop flight from San Jose to Chicago O'Hare Intl Airport takes 4h 23m, covering 1,824 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 $295 to $1,623. That means the highest observed fare was about 6x higher than the lowest one.

One-way fares from San Jose to Chicago O'Hare Intl Airport are currently lower than usual. Average one-way flight prices are about $179, which is 23% below the typical average for this route.

Flying via Salt Lake City (SLC) gives the shortest average 1-stop total travel time at 6h 28m, compared with 6h 30m via Minneapolis St Paul (MSP) and 7h 04m via Phoenix Sky Harbor Intl (PHX).

Chicago O'Hare Intl Airport is 2 hours ahead of San Jose (Central Time vs Pacific Time). Plan for the time shift when scheduling connections or first-day activities.

Chicago O'Hare Intl Airport (ORD) hosts 5 major car rental companies, with daily rates starting from around $17 for economy cars. Top options include:
• Routes Car & Truck Rentals
• Europcar
• Hertz
• Dollar
• Ace

Round-trip flights from San Jose to Chicago O'Hare Intl Airport range from $329 to $573, with an average of $428 over the past 12 months. Anything below $329 counts as a good deal.

JetBlue is the only airline on the San Jose to Chicago O'Hare Intl Airport route offering in-flight Wi-Fi. Pricing depends on fare class.