$195 Find Cheap Flights from San José to Chicago O'Hare Airport - Compare and Save

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

• United Airlines: offers extra legroom; offers free seat selection
• JetBlue: 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 José and Chicago O'Hare Intl Airport.

Flights from San José to Chicago O'Hare Intl Airport usually depart from San José Juan Santamaria Intl (SJO) 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
• Azul: 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 José to Chicago O'Hare Intl Airport:

• Economy Class
• Business Class
• First Class

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $319 round-trip via Fort Lauderdale (FLL), compared to $475 for nonstop.

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $25–$70 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 JetBlue. Other aircraft seen on the route include Boeing 737 MAX 9 variants.

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

• Panama City Tocumen Intl (PTY) - 36% of one-stop connections
• Fort Lauderdale (FLL) - 24% of one-stop connections
• Houston George Bush Intcntl (IAH) - 16% of one-stop connections
• Miami (MIA) - 6% of one-stop connections

Panama City Tocumen Intl (PTY) handles the largest share of one-stop connections on this route.

Yes. Being flexible with your travel dates can save you up to 21% on the San José to Chicago O'Hare Intl Airport route. Tuesday is the cheapest departure day at $435 round-trip on average, while Saturday is the most expensive at $546, a difference of $111. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the San José to Chicago O'Hare Intl Airport route, 6% of flights were delayed in the past 3 months, with delays averaging 3 hours 38 minutes.

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 José to Chicago O'Hare Intl Airport:

• Earliest: departs at 1:05 pm and lands at 6:38 pm
• Latest: departs at 1:55 pm and lands at 7:28 pm.

The flight takes about 5h 33m.

Last-minute fares on this route - booked within 2 weeks of departure - run 7% above the route average of $486. Book 4 weeks before departure for the lowest fares.

A nonstop flight from San José to Chicago O'Hare Intl Airport takes 5h 33m, covering 2,220 miles.

Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $365 to $2,141. That means the highest observed fare was about 6x higher than the lowest one.

One-way fares from San José to Chicago O'Hare Intl Airport are currently higher than usual. Average one-way flight prices are about $510, which is 56% above the typical average for this route.

Morning flights have the fewest delays on this route. Delays tend to pile up throughout the day as one late flight pushes the next, so earlier departures are usually more reliable.

Flying via Guatemala City La Aurora (GUA) gives the shortest average 1-stop total travel time at 7h 52m, compared with 8h 18m via Charlotte Douglas (CLT) and 8h 23m via Atlanta Hartsfield-Jackson (ATL).

Chicago O'Hare Intl Airport is 1 hour ahead of San José (Central Time vs Central 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 José to Chicago O'Hare Intl Airport range from $391 to $583, with an average of $486 over the past 12 months. Anything below $391 counts as a good deal.