ORD - SJC

$66 Find Cheap Flights from Chicago O'Hare Airport to San Jose

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from O'Hare Intl to San Jose departing on 6/2. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to San Jose.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to San Jose.
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Cheap Flights from O'Hare Intl to San Jose

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from O'Hare Intl to San Jose that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from O'Hare Intl to San Jose

KAYAK's recommended round-trip deals from the most popular airlines that fly from O'Hare Intl to San Jose.
Discover the best prices for you by selecting your travel dates on KAYAK.
Spirit Airlines Logo
9:02 pm - 10:05 amORD-SJC
15h 03m1 stop
Spirit Airlines Logo
4:33 pm - 5:25 amSJC-ORD
10h 52m1 stop
$112Spirit Airlines
Find Deal
Thu, May 29 - Sun, Jun 1
Spirit Airlines Logo
11:50 am - 11:29 pmORD-SJC
13h 39m1 stop
Spirit Airlines Logo
4:33 pm - 5:25 amSJC-ORD
10h 52m1 stop
$121Spirit Airlines
Find Deal
Wed, May 28 - Sun, Jun 1
Spirit Airlines Logo
9:02 pm - 10:05 amORD-SJC
15h 03m1 stop
Spirit Airlines Logo
4:28 pm - 5:25 amSJC-ORD
10h 57m1 stop
$136Spirit Airlines
Find Deal
Mon, Jun 2 - Wed, Jun 4
Frontier Logo
6:00 am - 11:21 amORD-SJC
7h 21m1 stop
Frontier Logo
12:13 pm - 11:59 pmSJC-ORD
9h 46m1 stop
$218Frontier
Find Deal
Thu, May 29 - Thu, Jun 5
Frontier Logo
6:00 am - 11:18 amORD-SJC
7h 18m1 stop
Frontier Logo
12:13 pm - 11:59 pmSJC-ORD
9h 46m1 stop
$238Frontier
Find Deal
Sun, Jun 1 - Sun, Jun 8
Delta Logo
2:25 pm - 10:06 pmORD-SJC
9h 41m1 stop
Delta Logo
2:20 pm - 12:03 amSJC-ORD
7h 43m1 stop
$296Delta
Find Deal
Wed, Jun 4 - Tue, Jun 10
United Airlines Logo
7:59 pm - 10:39 pmORD-SJC
4h 40mnonstop
United Airlines Logo
6:35 am - 12:57 pmSJC-ORD
4h 22mnonstop
$311United Airlines
Find Deal
Tue, May 27 - Tue, Jun 3
Delta Logo
1:30 pm - 10:13 pmORD-SJC
10h 43m2 stops
Delta Logo
7:23 am - 5:29 pmSJC-ORD
8h 06m1 stop
$312Delta
Find Deal
Wed, May 28 - Sat, May 31
United Airlines Logo
7:59 pm - 10:39 pmORD-SJC
4h 40mnonstop
United Airlines Logo
7:00 am - 3:05 pmSJC-ORD
6h 05m1 stop
$317United Airlines
Find Deal
Tue, May 27 - Tue, Jun 3
Southwest Logo
6:15 am - 10:55 amORD-SJC
6h 40m1 stop
Southwest Logo
12:25 pm - 10:20 pmSJC-ORD
7h 55m2 stops
$397Southwest
Find Deal
Sat, Jun 28 - Wed, Jul 2
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KAYAK's insights & trends for O'Hare Intl to San Jose flights

Get data-powered insights and trends into flights from O'Hare Intl to San Jose to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago O'Hare Airport to San Jose?

The average price of all round-trip flights from Chicago O'Hare Intl Airport to San Jose clicked on KAYAK for each day over the last 12 months.

For Chicago O'Hare Airport to San Jose, Wednesday is the cheapest day to fly on average and Sunday is the most expensive. Flying from San Jose back to Chicago O'Hare Airport, the best deals are generally found on Wednesday, with Sunday being the most expensive.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to San Jose?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to San Jose, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to San Jose is August, where tickets cost $289 (return) on average. On the other hand, the most expensive months are June and December, where the average cost of round-trip tickets is $506 and $487 respectively.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to San Jose?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago O'Hare Intl Airport to San Jose, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago O'Hare Intl Airport to San Jose, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 20 weeks before departure.

Good to know

Low seasonFebruary
High seasonJuly
Cheapest flight$66
Best time to beat the crowds but there is an average 7% increase in price.
Most popular time to fly with an average 12% increase in price.
Flight from Chicago O'Hare Airport to San Jose

When to book flights from O'Hare Intl to San Jose

Are your dates flexible? Find out the best times to travel from O'Hare Intl to San Jose based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago O'Hare Airport to San Jose flights

  • Which airlines offer business and first-class flights from Chicago O'Hare Airport to San Jose?

    American Airlines and Delta offer these flight options from ORD to SJC. American Airlines’ business-class amenities include lie-flat seats, enhanced dining options, access to premium lounges, priority boarding and baggage handling, and in-flight entertainment. Delta’s first-class amenities include fully-reclining seats, personalized service, gourmet dining options, exclusive Delta Sky Club access, premium entertainment systems, and priority boarding and baggage handling services.

  • What are the most common layover cities for flights from Chicago O'Hare Airport to San Jose?

    Flights from Chicago O'Hare Airport to San Jose include at least a single layover en route. Most layover cities depend on the airline, with airlines choosing to stop at their hubs or operation bases. Delta, United, American Airlines, and Spirit Airlines offer most of the flights on these routes, and the most common stopovers are in Denver, Las Vegas, Dallas, Salt Lake City, and Phoenix.

  • Which airlines offer sustainable flights from Chicago O'Hare Airport to San Jose?

    On average, about 404 lbs of carbon is emitted per passenger from ORD to SJC. American Airlines has modern and fuel-efficient aircraft, including the Airbus A321neo (available on this route), which consume less fuel and emits less carbon. American Airlines also participates in carbon offset programs, allowing passengers to voluntarily contribute to projects that reduce or offset emissions.

  • Which airlines offer accessible services from Chicago O'Hare Airport to San Jose?

    Differently-abled passengers are welcome on United flights from ORD to SJC. United offers wheelchair assistance, both during boarding and disembarkation, as well as aisle chairs to facilitate mobility within the aircraft. They offer accessible lavatories equipped with additional space and handrails. Passengers with visual impairments can request Braille safety cards and flight attendant announcements. United also offers priority boarding for customers needing extra time or assistance.

  • What is the cheapest flight from Chicago O'Hare Intl Airport to San Jose?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to San Jose was $66 for a one-way ticket and $112 for a round-trip.

  • Do I need a passport to fly between Chicago O'Hare Airport and San Jose?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airlines offer Wi-Fi service onboard planes from Chicago O'Hare Airport to San Jose?

    Alaska Airlines, American Airlines, and Hawaiian Airlines offer inflight Wi-Fi service on the Chicago O'Hare Airport to San Jose flight route.

  • Which aircraft models fly most regularly from Chicago O'Hare Airport to San Jose?

    The Airbus A319 is the aircraft model that flies most regularly on the Chicago O'Hare Airport to San Jose flight route.

  • Which airline alliances offer flights from Chicago O'Hare Airport to San Jose?

    Star Alliance is the only airline alliance operating flights between Chicago O'Hare Airport and San Jose.

  • On which days can I fly direct from Chicago O'Hare Airport to San Jose?

    There are nonstop flights from Chicago O'Hare Airport to San Jose on a daily basis.

  • Which is the best airline for flights from Chicago to San Jose, Delta or Southwest?

    The two airlines most popular with KAYAK users for flights from Chicago to San Jose are Delta and Southwest. With an average price for the route of $382 and an overall rating of 8.0, Delta is the most popular choice. Southwest is also a great choice for the route, with an average price of $487 and an overall rating of 8.0.

  • How does KAYAK find such low prices on flights from Chicago O'Hare Airport to San Jose?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago O'Hare Airport to San Jose.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago O'Hare Airport to San Jose?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to San Jose from Chicago O'Hare Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago O'Hare Airport to San Jose?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to San Jose with an airline and back to Chicago O'Hare Airport with another airline. Booking your flights between Chicago O'Hare Airport and SJC can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago O'Hare Airport to San Jose?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to San Jose from Chicago O'Hare Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago O'Hare Intl Airport to San Jose

  • Looking for a cheap flight? 25% of our users found flights on this route for $261 or less one-way and $392 or less round-trip.
  • Chicago O'Hare International Airport (ORD) is the hub for American Airlines and United and an operations base for Spirit Airlines. Consider flying to San Jose with either of the three airlines, as you'll have more flight options. United operates from Terminals 1 and 2, while Spirit and American Airlines operate from Terminal 3.
  • Consider booking with United from Chicago O'Hare to San Jose International Airport (SJC) if you're flying with kids. They provide activity kits with coloring books, puzzles, and games to keep kids entertained during the flight. United also offers child-friendly movies, TV shows, and music through its in-flight entertainment system.
  • Minors can travel unaccompanied from ORD to SJC with American Airlines. The service is available to children between 5 and 14 years old. The service must be requested when booking and the child must be at the airport at least 2 hours before departure. The requirements are that you must provide a birth certificate or passport as proof of the child's age, your government-issued photo ID with your current address, your phone number for contact purposes, and the name, address, and phone number of the adult meeting your child at the destination.
  • The Santa Clara VTA bus offers public transport from SJC to Downtown San Jose. Santa Clara VTA operates bus 60 from SJC to downtown every 30 minutes and includes at least one change en route. Taxis are also available curbside.
  • Pets are welcome on American Airlines flights from ORD to SJC. Pets traveling in-cabin must be in a ventilated, leak-proof kennel with enough space for the pet. The kennel and the pet combined shouldn't weigh more than 20 lbs, and the dimensions should not exceed 18 × 11 × 11 inches.

Prefer to fly direct from Chicago O'Hare Airport to San Jose?

Find which airlines fly direct from Chicago O'Hare Intl Airport to San Jose Airport, which days they fly and book direct flights.

Direct departures

Chicago O'Hare Intl to San Jose

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

Direct returns

San Jose to Chicago O'Hare Intl

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights
See more direct flights

Top 5 airlines serving from O'Hare Intl to San Jose

 
See real verified KAYAK customer reviews for airlines flying from Chicago to San Jose. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from O'Hare Intl to San Jose? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4294 reviews
7.1Food
7.6Entertainment
8.6Crew
8.0Comfort
8.2Boarding
Airline reviews

It was a perfect flight in all aspects! Both legs!

10.0 ExcellentAnonymous, Apr 2025LGB - SMF
Read more Southwest reviews

It was a perfect flight in all aspects! Both legs!

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

Great flight, 47 passengers on a 180 seat plane. Stewardess was pleasant and cheerful.

Great experience flying Southwest. The crew was really kind and helpful, and very friendly with our toddler.

My flight to Chicago left and landed early. My return flight left two minutes late and arrived 2 minutes late. My seat selections were ideal! There were no snacks going to Chicago and no snacks on the return trip. There are no charging outlets on board.

Plane late from DC to Austin 30 minutes. Crew made up much of the time enroute to San Diego.

Fine, but how to board on SW versus othrr airlines, is just lame. Goood staff though and all was solid otherwise.

One of the crew performed a hilarious skit to accompany the standard instructions. Passengers enjoyed it so much they applauded at the end!

Excellent experience. WiFi worked on this leg of My trip

Was as expected. Crowed planes. Too many carryons delaying takeoff. But the ride only took an hour and saved me a lot of time SFO is a not a great airport.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Seats are much much more comfortable than United, which is what I usually fly

If I pay extra for "comfort+" I expect leg room where I can stretch my legs. I was seated with an attendant's seat blocking my feet. Knee space was fine but my feet had less room than the non-"comfort+" seats. Also, don't go cheap on food when you have flights of 3+ hours. It's insulting.

Only one side of the heafphone jack work. Crew was friendly and helpful.

Great. Flight departed early and arrived early. Deplaning and baggage claim ww were quick.

They separated our seats and moved us to the back of the plane. Hundreds of dollars and thousands of miles used and this was my platinum member experience.

AC barely worked on a 50 minute flight. It was very warm the whole flight. Flight was very bumpy and hard landing.

Got on the plane and then needed to deboard the plane because they didn’t have any pilots?

The flight was canceled two hours before departure, it took over five hours to rebook us on another flight.

Rough day of travel all the way around. Wrong info given to us multiple times and mistakes in their booking making our trip 10 hours longer than planned. I’m bummed because I fly Delta all the time and love them. Mistakes happen. Just bummed that this was a rare trip our whole family was traveling together.

A bit rush for transit. Food and entertainment are not available

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service

Our seats were all the way in back of the plane,

The seats on this flight were almost roomy enough to be the basic amount needed for human existence. I think my favorite part of this flight was it landed at an A gate, which was the most palatial part of Sea-Tac I've ever seen - a massive improvement from the S gates.

The seats on this flight were almost roomy enough to be the basic amount needed for human existence.

The flight attendants in First Class were mediocre at best. They did not take our tray away until we were about to land and only did so when I press the call button. The United person at the United Club was asked to get us our boarding pass since we missed the flight due in Chicago. She argued that we did not have seats on the flight given to us in Moline. Furthermore, she was adamant that we did not have a First Class ticket. After I spent much time with her trying to show we were correct, she reluctantly agreed. She was probably the most incompetent ticketing person I have ever met and I have traveled 3 million miles on United plus many additional miles with other carriers. United has definitely deteriorated in more than on way.

Short flight - no food understandable. Flight was delayed for over an hour. Overall, it was good.

Worst airline ever! The guy weighing my bag had his foot on the metal plate and when I called him out on it, I got this stupid little smirk. La is a scam and so is Spirit Airlines. All the flight attendants looked like they hated our flight just as much as we did.

Very dissatisfied with spirit airlines after buying my ticket's they cancelled our flights with no reasoning.

Unclear pricing; ended up being charged an extra $52 just to get onboard

Spirit is awful. Too expensive for what you get. Stop nickel and diming.

Good crew and safe. However, comfort and being nickeled-and-dimed are my issues. $75 each way for luggage is exhortation. The space to the next seat is so close you cannot open a laptop. The magazine rack doesn’t hold your items. Not a fan.

would be great to get basic water, soda at least and stop charging for carry ons

WiFi could have been a little more consistent - otherwise a phenomenal and positive experience. The 1000 mile giveaway was awesome!!!

Your crew is a representation of your Standards and Values. The crew from Seattle to LAX, was very disappointing. The crew was more interested in hanging out at the lobby area. Talking, laughing loudly and eating all the snacks. They did not do regular rounds to see if customers needed anything. This was a huge disappointment. I will no longer be flying with your airlines moving forward.

Loved staff help @ kiosk, staff on airplane. Commitment to punctuality. I sat in a "blocked" row, where the middle seat had no passenger & loved it! I appreciate not having to pay for water, which I've experienced even on international flights. Only negative was how dirty the bathroom was for a 4.5 hrs flight. But I don't think flight attendants monitor this.

- flight attendants not very friendly. - Paid for WiFi and plane didn’t have it working , never got a refund.

The reps working at the airport counter were dumber than a second coat of paint.

My costume jewelry was stolen out of my bag. Got to airport and my bag weighed 45 pounds- 5 pounds over cost me $100 Long lines in tier one. No entertainment No WiFi no free drinks or snacks

Not very good. Paid in excess of $400 for assigned seating for my family and that was not provided. I want that money back.

The seats were hard molded plastic covered in plastic vinyl. And the scam to charge people extra to sit together. Don’t they know we can just ask someone to trade seats. And watching the staff separate young children from parents… super classy. We had to guilt them into offering up our seats. This companies policies suck. Don’t give them your money.

The seats were awful, hard plastic covered in sheet vinyl. The airline tries to scam you into paying extra to get seat together when the flight wasn’t full. They were going to separate a family with young children but my wife who had a row to herself gave up her seat so the young mom could be with her young boys. I’m never giving this airline my money again.

It was a short flight so no food or entertainment….

Everything went as planned. Crew was great. Seats were still not that comfortable.

No frills for sure. No gate announcements about flight delay, not even water to drink on the flight.

The plane was clean, the crew was friendly and helpful. It’s a low cost airline so there was no food, drinks or in flight entertainment but we didn’t expect any of these things. In the room for improvement department, they should install USB ports in seats to charge mobile devices.

I was surprised that all baggage, including carry on, were charged. Each additional bag went up in cost. Really disappointed in the additional costs.

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