£162 Find Cheap Flights from San José to Chicago – Compare and Save

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

• Earliest: departs at 13:05 and lands at 18:38
• Latest: departs at 13:55 and lands at 19:28.

The flight takes about 5h 33m.

A direct 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.

Return flights from San José to Chicago O'Hare Intl Airport range from £297 to £450, with an average of £374 over the past 12 months. Anything below £297 counts as a good deal.

Last-minute fares on this route (booked within two weeks of departure) run 12% above the £374 route average. Book 8 weeks before departure for the lowest fares.

On this route, stopover flights are cheaper than direct options on average. Stopover fares average £261 return via Monterrey Gen Mariano Escobedo (MTY), compared with £366 for direct.

There is no standard. Checked bag policies vary by airline on this route. Most carriers charge £37–£52 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 Airbus A320-100/200 variants.

Yes. Based on fares seen in the past 5 days, return flight prices on this route showed a wide range, from about £287 to £1,531. That means the highest observed fare was about 5x higher than the lowest one.

One-way fares from San José to Chicago O'Hare Intl Airport are currently lower than usual. Average one-way flight prices are about £237, which is 14% below the typical average for this route.

Chicago O'Hare Intl Airport (ORD) hosts 5 major car hire companies, with daily rates starting from around £48 for economy cars. Top options include:

• Routes Car & Truck Rentals
• Europcar
• Hertz
• Ace
• Dollar

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).

Morning flights have the fewest delays on this route, while afternoon departures tend to have the most.

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, 5% of flights were delayed in the past three months, with delays averaging 3h 45m.

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

• Panama City Tocumen Intl (PTY) – 34% of one-stop connections
• Houston George Bush Intcntl (IAH) – 20% of one-stop connections
• Fort Lauderdale (FLL) – 13% of one-stop connections
• Atlanta Hartsfield-Jackson (ATL) – 8% of one-stop connections

Yes. Flexible dates can save you up to 17% on flights from San José to Chicago O'Hare Intl Airport. Tuesday is the cheapest departure day at £349 return on average, while Sunday is the most expensive at £418, a difference of £69.

KAYAK's flexible dates feature shows options up to three days before and after your selected dates, making it easier to compare nearby fares.

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

Flying via Charlotte Douglas (CLT) gives the shortest average 1-stop total travel time of 8h 18m, compared to 8h 24m via Guatemala City La Aurora (GUA) and 8h 37m 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.

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

Among airlines operating San José 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.

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
• Avianca: a cabin bag in Economy class class
• Copa Airlines: a cabin bag in Economy class class

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