Find flights
Deals
Insights
When to book
FAQs & Tips
Direct Flights
Airlines

SJC - ORD

Find cheap flights from San Jose to Chicago O'Hare Airport from $65

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from San Jose to O'Hare Intl departing on 5/8. 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.
1 adult
0 bags
Sat 5/18
Sat 5/25

Search hundreds of travel sites at once for deals on flights to Chicago O'Hare Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Jose to Chicago.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Jose to Chicago.
In the last 7 days travelers have searched 44,553,814 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Cheap flight deals from San Jose to O'Hare Intl (SJC-ORD)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from San Jose to O'Hare Intl 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.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
7:00 pm - 6:28 amSJC-ORD
9h 28m1 stop
9:54 am - 10:57 pmORD-SJC
15h 03m1 stop
$164Spirit Airlines
Find Deal
Wed, Jun 5 - Mon, Jun 10
5:45 pm - 8:13 amSJC-ORD
12h 28m1 stop
7:52 pm - 9:41 amORD-SJC
15h 49m1 stop
$176Spirit Airlines
Find Deal
Wed, May 8 - Mon, May 20
10:06 am - 12:18 amSJC-ORD
12h 12m2 stops
1:13 pm - 7:19 pmORD-SJC
8h 06m1 stop
Sat, May 18 - Wed, May 22
5:45 pm - 9:24 amSJC-ORD
13h 39m1 stop
8:00 pm - 9:16 amORD-SJC
15h 16m2 stops
Tue, May 14 - Fri, May 17
2:34 pm - 11:54 pmSJC-ORD
7h 20m1 stop
2:10 pm - 6:10 pmORD-SJC
6h 00m1 stop
$289Delta
Find Deal
Wed, Aug 7 - Wed, Aug 14
10:25 am - 11:49 pmSJC-ORD
11h 24m1 stop
6:00 am - 5:55 pmORD-SJC
13h 55m1 stop
$294Alaska Airlines
Find Deal
Tue, Jun 4 - Wed, Jun 5
2:29 pm - 12:05 amSJC-ORD
7h 36m1 stop
2:29 pm - 9:54 pmORD-SJC
9h 25m1 stop
$298Delta
Find Deal
Wed, May 8 - Wed, May 15
3:55 pm - 5:45 amSJC-ORD
11h 50m1 stop
6:00 am - 9:03 pmORD-SJC
17h 03m1 stop
$325Alaska Airlines
Find Deal
Mon, May 13 - Wed, May 15
10:45 pm - 9:30 amSJC-ORD
8h 45m1 stop
7:52 pm - 10:43 pmORD-SJC
4h 51mnonstop
$350United Airlines
Find Deal
Mon, May 13 - Mon, May 20
10:30 pm - 4:39 amSJC-ORD
4h 09mnonstop
9:18 am - 12:01 pmORD-SJC
4h 43mnonstop
$370United Airlines
Find Deal
Fri, Jun 14 - Tue, Jun 18

Flights from San Jose to O'Hare Intl - Travel Insights & Trends

Get data-powered insights and trends into flights from San Jose to O'Hare Intl 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 San Jose to Chicago O'Hare Airport?

The average price of all flights from San Jose to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.
If you are looking for a flight deal from San Jose to Chicago O'Hare Airport, look for departures on Tuesdays and avoid leaving on a Thursday, as it's usually the priciest day. When flying back from Chicago O'Hare Airport, Tuesday is the cheapest day to fly and Monday is the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from San Jose to Chicago O'Hare Intl Airport, 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 San Jose to Chicago O'Hare Intl Airport is February, where tickets cost $368 on average. On the other hand, the most expensive months are June and January, where the average cost of tickets is $563 and $510 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from San Jose to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from San Jose to Chicago O'Hare Intl Airport, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 68 days before departure.

Which airlines provide the cheapest flights from San Jose to Chicago O'Hare Airport?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the past 3 days, the cheapest one-way tickets to Chicago O'Hare Airport from San Jose were found on Spirit Airlines ($65) and United Airlines ($140), and the lowest round-trip tickets were found on Spirit Airlines ($164) and Delta ($289).

Which airlines fly non-stop between San Jose and Chicago O'Hare Intl Airport?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from San Jose to Chicago O'Hare Intl Airport.
There is just one airline that flies from San Jose to Chicago O'Hare Intl Airport direct and that is United Airlines. The best one-way deal found from United Airlines for the route is $260.

How many flights are there between San Jose and Chicago O'Hare Intl Airport per day?

There is a maximum of 1 nonstop flight a day that takes off from San Jose and lands in Chicago O'Hare Intl Airport, with an average flight time of 4h 16m. The most common departure time is 6:00 am and most flights take off in the morning. Each week, there are 7 flights.

Which cabin class options are there for flights between San Jose and Chicago O'Hare Intl Airport?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 4 cabin class options for the route. These are First, Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from San Jose to Chicago O'Hare Airport take?

Direct flights cover the 1,824 miles separating San Jose to Chicago O'Hare Airport in about 4h 08m.

What’s the earliest departure time from San Jose to Chicago O'Hare Airport?

Early birds can take the earliest flight from San Jose at 6:20 am and will be landing in Chicago O'Hare Intl Airport at 12:36 pm.

What’s the latest departure time from San Jose to Chicago O'Hare Airport?

If you prefer to fly at night, the latest flight from San Jose to Chicago O'Hare Intl Airport jets off at 10:30 pm and lands at 4:39 am.

Good to know

Low season

January

High season

September

Cheapest flight

$65
Best time to beat the crowds but there is an average 17% increase in price.
Most popular time to fly and prices are also 7% lower on average.
Flight from San Jose to Chicago O'Hare Airport

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

Are your dates flexible? Find out the best times to travel from San Jose to O'Hare Intl 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 San Jose to Chicago O'Hare Airport flights

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

    In the last 3 days, the lowest price for a flight from San Jose to Chicago O'Hare Intl Airport was $65 for a one-way ticket and $164 for a round-trip.

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

    A passport is not required to fly from San Jose to Chicago O'Hare Airport.

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

    All the following airlines offer inflight Wi-Fi service on the San Jose to Chicago O'Hare Airport flight route: Alaska Airlines, American Airlines, JetBlue, Delta, Air Canada, SWISS, Iberia, British Airways, Finnair, and United Airlines.

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

    The Airbus A320-100/200 is the aircraft model that flies most regularly on the San Jose to Chicago O'Hare Airport flight route.

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

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

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

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

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

    The two airlines most popular with KAYAK users for flights from San Jose to Chicago are Alaska Airlines and Delta. With an average price for the route of $279 and an overall rating of 8.1, Alaska Airlines is the most popular choice. Delta is also a great choice for the route, with an average price of $436 and an overall rating of 8.0.

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

    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 San Jose to Chicago O'Hare Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago O'Hare Airport from San Jose 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 San Jose to Chicago O'Hare Airport?

    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 Chicago O'Hare Airport with an airline and back to San Jose with another airline. Booking your flights between San Jose and ORD 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 San Jose to Chicago O'Hare Airport?

    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 Chicago O'Hare Airport from San Jose up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from SJC to Chicago O'Hare Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $238 or less one-way and $454 or less round-trip.

Prefer to fly non-stop from San Jose to Chicago O'Hare Airport?

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

Nonstop departures

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

Nonstop returns

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
See more direct flights

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

 
See real verified KAYAK customer reviews for airlines flying from San Jose to Chicago. 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 San Jose to O'Hare Intl? 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.
8.1
Alaska AirlinesOverall score based on 9106 reviews
7.3entertainment
7.3food
8.6crew
8.2boarding
7.9comfort
Airline reviews

I was not given a seat when I bought the ticket. I know airlines are trying to squeeze every penny out ot the customer, but we are buying a seat on the airplane, right? I find this irritating with all airlines, but especially Alaska because I fly it so often. No sense of customer use and loyalty.

6.0 GoodMary, Apr 2024LAX - PDX
Read more about Alaska Airlines reviews

I was not given a seat when I bought the ticket. I know airlines are trying to squeeze every penny out ot the customer, but we are buying a seat on the airplane, right? I find this irritating with all airlines, but especially Alaska because I fly it so often. No sense of customer use and loyalty.

WiFi connection bad. Food is really awful. Crew very nice and efficient

It was the worst experience because they delayed the flight by 2 and half hours. We were supposed to depart by 3:41 but they did the depart by 6 pm. It was so boring!!

Due to delayed flight, we missed our connecting flight as well as had to wait for 11 hours for next availaible flight. Not good experience

The flight was diverted and departed from San Jose instead of San Francisco. This could’ve been executed more smoothly because after arriving in San Jose it seemed like nothing was being processed correctly as needed for the gate agents to do their jobs well and the flight to leave on time

I’m a first time mom and traveled with my 18mo old boy and it was not a great experience with the flight attendants. They were not friendly or helpful at all. It’s hard enough traveling with a toddler and have people be rude and unkind does not help.

It was adequate nothing special no entertain because flight was short. Crew pleasant.

Good! Although I wish I didn’t have to check my bag at the gate, when I got on the plane there was plenty of room for the bag.

My experience with Alaska Airlines flights is dominated by the fact that today’s economy class is barely humane. Everyone is so tightly packed together that one cannot move an inch for the entire flight…. and if it’s a bicoastal trip, that’s almost five hours of discomfort!! And if you’re above average in height and/or weight it’s absolute hell! Moreover, still all Economy classes are basically the same across airline carriers, it doesn’t matter who you fly with.

The cabin stewart took care of my garment bag and then made sure I did not forget it on my way out. The stewardess gave me water after I missed the earlier service (I was asleep). I received good service overall.

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

I didn’t not like that I could not select my seat and ended up with the worse seat.

The landing was bad and the hostess came two times and i was sleeping but when she served the person that nexts to me I woke up and she didn’t even asked me if I need any drink or snacks two times!!!!

Plane was late because of a mechanical malfunction and the food listed as available was not. Flight attendants seem over worked and under paid. They just done seem happy. And that can be seen in their faces.

Waited 3 hours on a plane to de-ice due to manpower issues. Waited another hour and a half once we landed because of a gate issue. Missed my connections. Created. A total of 13 hours of delay.

Great, on time departure, friendly and accommodating crew, great leg room, Smith flight

Plane was turned around due to fog half way into the flight, Delta did not properly direct passengers to stay on same flight and instead failed to properly rebook on Alaska

Like most domestic flights in the US, you are basically on your own with this airline when it comes to food, so be sure to purchase meals and drinks ahead of time or expect to arrive starving and dehydrated (like I was).

You need to be a hacker to get the (Free) WiFi

I guess they don’t serve drinks on planes anymore

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

Boarding was friendly and quick. While the plane model was older with no live tv, the entertainment was full of movies and tv shows. All food was available. Pilots were very communicative with status of the flight. Flight landed on time.

The Palm Springs to Chicago O’Hare was on Time and Palm Springs airport is easier navigate. As our connection was only an approximately 50 minutes, we asked staff for insights for the Chicago airport in terms of transferring into the other terminal from which our flight left, and they were unhelpful. However, the United App was very helpful in terms of notifications and even providing directions. The Chicago to Detroit flight was significantly delayed which we all know does happen. However, there were very few updates or notifications as to why this was happening when we would actually arrive. It took nearly 30 minutes for bags to make it to baggage claim. We arrived nearly 1 hour late on a 40 minute flight.

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

The flight was delayed by 4 hours !!!!! It was very uncomfortable , and they told us only one our before departure

The flights from Ottawa to Albuquerque went smoothly enough though on on flight they didn't have how water for coffee or tea and on another there there was no ice. The return flights from Albuquerque were delayed by mechanical problems on both flights. Ottawa was a ground crew maintenance issue.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

Our second leg to Jackson WY was unable to land due to weather. We were flown back to Dallas after stopping in SLC. We were given hotel rooms and vouchers. We were told that we would be back on the same plane in the morning. Instead we were given a different flight with different seats. Not a good experience. No one knew what was going on.

Turn on the heat. Flight was way too cold from Arizona to Chicago.

Perfect flight. On time departure and early arrival. Smooth flight.

Overall pleasant was delayed and caused transportation issue when landing

The arriving flight was a few minutes late, but the gate crew helped to deplane and board our outgoing flight quickly and efficiently. We were able to depart quickly and arrive at ORD almost at the posted time. Great job.

Nothing, flight was supposed to leave at 758 am. My flight didn’t leave until 430 pm. Spent the whole day at the airport.

The seat are terrible. Don’t even think of sleeping on a Spirit flight. The kids that run the plane aka flight attendants are pretty rude and straight forward. They get the job done but without class.

I had a death in my family and booked my flight on Spirit. My flight was cancelled the morning of my flight, no explanation, no help to rebook, nobody to talk to. The next available flight was 2days later !!!! Terrible airline, will NEVER fly with them again!

They took a horrible route with a lot of turbulence and I eneded up getting sick. Even if the flight takes longer. Don't put people life at risk just to get to the airport on time.

Every thing was fine ,low price,easy on time ,clean, good staff, really no issues

Had to board plan 2x due to lack of security check after 1st boarding

Miserable. The crew was rude, the flight was delayed 5 hours for mechanical reasons and then “weather” even though other planes were leaving.

They kept Changing the flight times. It was delayed several times and at one point it was supposed to depart at 3.40am! At which point we ended up staying overnight and booked long a separate United flight for early morning departure. The spirit flight then got moved up and left at 1.30 in the morning when it was supposed to leave at 9.40pm the night before.

Flight was delayed...not horribly late. Just before push back engine shut down for a quick replacement item that took about five minutes. After that, everything was smooth and the pilot was able to make up time in the air so that our arrival time was not too far off the original anticipated arrival time.

Only inflight purchases for food and water. Nothing comes with ticket price. Have to purchase bags, food...

The flight was delayed almost two hours on the front end, and an hour on the backend once we landed and waited for a gate to open up. We were told to remain in our seats during that whole delay and I had to go to the bathroom badly. I was unable to hold it and was forced to urinate in my pants while in my seat. I then had to sit in it until we finally deboarded and I was able to change my clothes.

Book cheap flights from San Jose to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from San Jose to Chicago found on KAYAK in the last 72 hours.
5/8Wed
2 stopsSpirit Airlines
16h 19mSJC-ORD
$65
5/8Wed
1 stopSpirit Airlines
10h 20mSJC-ORD
$71
6/26Wed
nonstopUnited Airlines
4h 09mSJC-ORD
$140
5/11Sat
1 stopAlaska Airlines
8h 50mSJC-ORD
$142
5/22Wed
1 stopAlaska Airlines
17h 15mSJC-ORD
$153
9/11Wed
2 stopsDelta
9h 27mSJC-ORD
$154
5/18Sat
nonstopUnited Airlines
4h 16mSJC-ORD
$160
5/17Fri
1 stopAmerican Airlines
7h 58mSJC-ORD
$169
5/10Fri
2 stopsDelta
11h 04mSJC-ORD
$174
7/5Fri
1 stopAmerican Airlines
13h 05mSJC-ORD
$179

Search by stops

Search by airline

Search by price

Last minute flights from San Jose to O'Hare Intl

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from San Jose to Chicago that are departing in the next 10 days.
4/23Tue
multi-stopSpirit Airlines
6h 02mSJC-ORD
4/30Tue
multi-stopSpirit Airlines
13h 08mORD-SJC
$232
4/23Tue
multi-stopSpirit Airlines
6h 02mSJC-ORD
4/25Thu
multi-stopSpirit Airlines
14h 24mORD-SJC
$280
4/23Tue
nonstopUnited Airlines
4h 16mSJC-ORD
4/25Thu
nonstopUnited Airlines
4h 51mORD-SJC
$661
4/23Tue
multi-stopAlaska Airlines
15h 50mSJC-ORD
5/1Wed
multi-stopAlaska Airlines
9h 57mORD-SJC
$676
4/19Fri
multi-stopUnited Airlines
22h 24mSJC-ORD
4/20Sat
multi-stopUnited Airlines
8h 51mORD-SJC
$695
4/23Tue
multi-stopAlaska Airlines
23h 50mSJC-ORD
4/28Sun
multi-stopAlaska Airlines
7h 41mORD-SJC
$747
4/23Tue
multi-stopDelta
7h 28mSJC-ORD
5/1Wed
multi-stopDelta
9h 20mORD-SJC
$781
4/23Tue
multi-stopAmerican Airlines
7h 46mSJC-ORD
4/30Tue
multi-stopAmerican Airlines
8h 35mORD-SJC
$807
4/23Tue
multi-stopAmerican Airlines
9h 52mSJC-ORD
4/28Sun
multi-stopAmerican Airlines
9h 27mORD-SJC
$842
4/19Fri
multi-stopDelta
7h 28mSJC-ORD
4/30Tue
multi-stopDelta
9h 36mORD-SJC
$1,099

Search by stops

Search by airline

Search by price

San Jose - Chicago O'Hare Airport Flights

Departure:

San Jose (SJC)United States

Destination:

Chicago O'Hare Airport (ORD)United States

Return flight deals:

Chicago O'Hare Airport - San Jose

Cabin classes:

$1,010
$1,337
$783
$289