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Cheap flights from Chicago O'Hare Intl Airport to San Jose from $119

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to San Jose departing on 9/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago O'Hare Intl Airport to San Jose

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
9:20 pm - 7:19 pmORD  Chicago O'Hare Intl-SJC San Jose
23h 59m1 stop Los Angeles
Frontier Logo
8:14 pm - 6:17 amSJC  San Jose-ORD Chicago O'Hare Intl
8h 03m1 stop Los Angeles
$260Frontier
Thu, Aug 27 - Mon, Aug 31
Frontier Logo
9:20 pm - 7:19 pmORD  Chicago O'Hare Intl-SJC San Jose
23h 59m1 stop Los Angeles
Frontier Logo
9:03 pm - 5:38 amSJC  San Jose-ORD Chicago O'Hare Intl
30h 35m2 stops Los Angeles Las Vegas Harry Reid Intl
$260Frontier
Sat, Sep 5 - Fri, Sep 11
United Airlines Logo
8:59 am - 11:45 amORD  Chicago O'Hare Intl-SJC San Jose
4h 46mnonstop
United Airlines Logo
2:10 pm - 8:35 pmSJC  San Jose-ORD Chicago O'Hare Intl
4h 25mnonstop
$277United Airlines
Sat, Sep 5 - Fri, Sep 11
United Airlines Logo
8:03 pm - 10:50 pmORD  Chicago O'Hare Intl-SJC San Jose
4h 47mnonstop
United Airlines Logo
2:10 pm - 8:35 pmSJC  San Jose-ORD Chicago O'Hare Intl
4h 25mnonstop
$287United Airlines
Sat, Sep 5 - Wed, Sep 9
American Airlines Logo
6:00 am - 1:40 pmORD  Chicago O'Hare Intl-SJC San Jose
9h 40m1 stop Dallas/Fort Worth
American Airlines Logo
6:00 am - 2:22 pmSJC  San Jose-ORD Chicago O'Hare Intl
6h 22m1 stop Phoenix Sky Harbor Intl
$297American Airlines
Fri, Aug 21 - Sun, Aug 23
American Airlines Logo
5:00 am - 12:09 pmORD  Chicago O'Hare Intl-SJC San Jose
9h 09m1 stop Phoenix Sky Harbor Intl
American Airlines Logo
12:59 pm - 11:30 pmSJC  San Jose-ORD Chicago O'Hare Intl
8h 31m1 stop Phoenix Sky Harbor Intl
$297American Airlines
Wed, Oct 7 - Tue, Oct 13
Alaska Airlines Logo
2:18 pm - 7:09 pmORD  Chicago O'Hare Intl-SJC San Jose
6h 51m1 stop San Diego
Alaska Airlines Logo
8:17 pm - 1:22 pmSJC  San Jose-ORD Chicago O'Hare Intl
15h 05m1 stop San Diego
$300Alaska Airlines
Fri, Sep 11 - Tue, Sep 15
Alaska Airlines Logo
8:17 pm - 9:23 amORD  Chicago O'Hare Intl-SJC San Jose
15h 06m1 stop San Diego
Alaska Airlines Logo
7:29 am - 7:21 pmSJC  San Jose-ORD Chicago O'Hare Intl
9h 52m1 stop San Diego
$303Alaska Airlines
Fri, Sep 11 - Tue, Sep 15
Delta Logo
7:44 pm - 11:44 pmORD  Chicago O'Hare Intl-SJC San Jose
6h 00m1 stop Salt Lake City
Delta Logo
2:56 pm - 11:31 pmSJC  San Jose-ORD Chicago O'Hare Intl
6h 35m1 stop Los Angeles
$307Delta
Fri, Sep 4 - Fri, Sep 11
Delta Logo
2:36 pm - 10:13 pmORD  Chicago O'Hare Intl-SJC San Jose
9h 37m1 stop Los Angeles
Delta Logo
11:37 am - 11:29 pmSJC  San Jose-ORD Chicago O'Hare Intl
9h 52m1 stop Seattle/Tacoma Intl
$307Delta
Fri, Sep 4 - Sat, Sep 5

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Frontier flights from Chicago O'Hare Intl Airport to San Jose, California

Our best Frontier deals on Chicago O'Hare Intl Airport to San Jose, California flight tickets
Frontier
Aug 27
ORD9:20 pmChicago O'Hare Intl
23h 59m
1 stop
SJC7:19 pmSan Jose
Aug 31
SJC8:14 pmSan Jose
8h 03m
1 stop
ORD6:17 amChicago O'Hare Intl
$260
Frontier
Aug 26
ORD9:20 pmChicago O'Hare Intl
23h 59m
1 stop
SJC7:19 pmSan Jose
Aug 28
SJC8:14 pmSan Jose
8h 03m
1 stop
ORD6:17 amChicago O'Hare Intl
$266
Frontier
Aug 29
ORD9:20 pmChicago O'Hare Intl
23h 59m
1 stop
SJC7:19 pmSan Jose
Sep 6
SJC8:14 pmSan Jose
7h 45m
1 stop
ORD5:59 amChicago O'Hare Intl
$268

Alaska Airlines flights from Chicago O'Hare Intl Airport to San Jose, California

Our best Alaska Airlines deals on Chicago O'Hare Intl Airport to San Jose, California flight tickets
Alaska Airlines
Sep 1
ORD6:01 amChicago O'Hare Intl
18h 55m
1 stop
SJC10:56 pmSan Jose
Sep 8
SJC8:17 pmSan Jose
15h 05m
1 stop
ORD1:22 pmChicago O'Hare Intl
$314
Alaska Airlines
Aug 28
ORD6:01 amChicago O'Hare Intl
9h 44m
1 stop
SJC1:45 pmSan Jose
Sep 11
SJC7:29 amSan Jose
9h 52m
1 stop
ORD7:21 pmChicago O'Hare Intl
$315
Alaska Airlines
Sep 3
ORD2:18 pmChicago O'Hare Intl
6h 51m
1 stop
SJC7:09 pmSan Jose
Sep 8
SJC2:25 pmSan Jose
20h 57m
1 stop
ORD1:22 pmChicago O'Hare Intl
$326

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport to San Jose, California that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated August 7, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to San Jose, California that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSan Jose

ORD Chicago O'Hare Intl - SJC San Jose

ORDSJC

Chicago O'Hare Intl

Thu 8/27

9:20 pm-7:19 pm

1 stop23h 59m

San Jose

Mon 8/31

8:14 pm-6:17 am

1 stop8h 03m

$260

ChicagoSan Jose

ORD Chicago O'Hare Intl - SJC San Jose

ORDSJC

Chicago O'Hare Intl

Sat 9/5

9:20 pm-7:19 pm

1 stop23h 59m

San Jose

Fri 9/11

9:03 pm-5:38 am

2 stops30h 35m

$260
Quickest round-trip

ChicagoSan Jose

ORD Chicago O'Hare Intl - SJC San Jose

ORDSJC

Chicago O'Hare Intl

Sat 9/5

8:59 am-11:45 am

Nonstop4h 46m

San Jose

Fri 9/11

2:10 pm-8:35 pm

Nonstop4h 25m

$277

ChicagoSan Jose

ORD Chicago O'Hare Intl - SJC San Jose

ORDSJC

Chicago O'Hare Intl

Sat 9/5

8:03 pm-10:50 pm

Nonstop4h 47m

San Jose

Wed 9/9

2:10 pm-8:35 pm

Nonstop4h 25m

$287

ChicagoSan Jose

ORD Chicago O'Hare Intl - SJC San Jose

ORDSJC

Chicago O'Hare Intl

Fri 8/21

6:00 am-1:40 pm

1 stop9h 40m

San Jose

Sun 8/23

6:00 am-2:22 pm

1 stop6h 22m

$297

ChicagoSan Jose

ORD Chicago O'Hare Intl - SJC San Jose

ORDSJC

Chicago O'Hare Intl

Wed 10/7

5:00 am-12:09 pm

1 stop9h 09m

San Jose

Tue 10/13

12:59 pm-11:30 pm

1 stop8h 31m

$297

ChicagoSan Jose

ORD Chicago O'Hare Intl - SJC San Jose

ORDSJC

Chicago O'Hare Intl

Fri 9/11

2:18 pm-7:09 pm

1 stop6h 51m

San Jose

Tue 9/15

8:17 pm-1:22 pm

1 stop15h 05m

$300

ChicagoSan Jose

ORD Chicago O'Hare Intl - SJC San Jose

ORDSJC

Chicago O'Hare Intl

Fri 9/11

8:17 pm-9:23 am

1 stop15h 06m

San Jose

Tue 9/15

7:29 am-7:21 pm

1 stop9h 52m

$303

ChicagoSan Jose

ORD Chicago O'Hare Intl - SJC San Jose

ORDSJC

Chicago O'Hare Intl

Fri 9/4

7:44 pm-11:44 pm

1 stop6h 00m

San Jose

Fri 9/11

2:56 pm-11:31 pm

1 stop6h 35m

$307

ChicagoSan Jose

ORD Chicago O'Hare Intl - SJC San Jose

ORDSJC

Chicago O'Hare Intl

Fri 9/4

2:36 pm-10:13 pm

1 stop9h 37m

San Jose

Sat 9/5

11:37 am-11:29 pm

1 stop9h 52m

$307

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to San Jose from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to San Jose, California

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago O'Hare Intl Airport and San Jose, California?

Prices are currently low for flights on this route.

Typical prices usually range from $298 to $507.
The lowest price recently found on this route was $260.

What is the cheapest month to fly to San Jose, California?

The month of July is, on average, the cheapest month to fly to San Jose, California from Chicago O'Hare Intl Airport, with most prices found around $371. If you are unable to visit San Jose, California during the month of July, then departing from Chicago O'Hare Intl Airport during the month September is also very affordable. Most momondo users find prices during this month for around $384.

What is the cheapest day to depart on your flight to San Jose, California?

On average, the least expensive day to fly to San Jose, California from Chicago O'Hare Intl Airport is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $407. However, this price may fluctuate depending on the airline, the season, and holidays. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Chicago O'Hare Intl Airport to San Jose, California for around $689.

What is the cheapest time of day to depart on your flight to San Jose, California?

The cheapest time of day to fly to San Jose, California is in the afternoon when flights can be purchased for as low as $387. In the morning is when there is more demand to fly to San Jose, California, so prices are often more expensive at around $502 per ticket.

What is the cheapest Chicago O'Hare Intl to San Jose flight route?

Fly from Chicago O'Hare Intl to San Jose for the best Chicago O'Hare Intl - San Jose flight prices

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

You are more likely to see cheaper flights to San Jose, California from Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to San Jose, California for around $445 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to San Jose, California from Chicago O'Hare Intl Airport for as low as $310 on momondo.

What cabin class options are available on Chicago O'Hare Intl Airport to San Jose, California flights?

There are 3 cabin classes available to choose from on Chicago O'Hare Intl Airport to San Jose, California flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago O'Hare Intl Airport to San Jose, California flights?

You could potentially save up to 13% on your flight if you consider stops on a Chicago O'Hare Intl Airport to San Jose, California flight.

How have Chicago O'Hare Intl Airport to San Jose, California flight prices changed over time?

As of August 2026, prices for Chicago O'Hare Intl Airport to San Jose, California flights are approximately 61% more expensive when compared to flights at the same time last year.

When to book flights from Chicago O'Hare Intl Airport to San Jose, California

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago O'Hare Intl Airport to San Jose, California according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago O'Hare Intl Airport to San Jose, California (ORD to SJC) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to San Jose, California

Best Price Found

$168

Fastest flight time

4h 36m

Direct flights

Every day

Airports in San Jose, California

1 airport
The best one-way flight to San Jose, California from Chicago O'Hare Intl Airport in the past 72 hours is $168. The best round-trip flight deal from Chicago O'Hare Intl Airport to San Jose, California found on momondo in the last 72 hours is $282.
The fastest flight from Chicago O'Hare Intl Airport to San Jose, California takes 4h 36m
Direct flights go from Chicago O'Hare Intl Airport to San Jose, California every day.
There is 1 airport in San Jose, California. From Chicago O'Hare Intl Airport there are direct flights to San Jose (SJC).
Search flight deals

Frequently asked questions about flying from Chicago O'Hare Intl Airport to San Jose, California

  • How far is Chicago O'Hare Intl to San Jose by plane?

    A flight from Chicago O'Hare Intl to San Jose will travel around 1822.3 mi. 4h 36m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to San Jose Airport?

    Prices for flights from Chicago O'Hare Intl Airport to San Jose Airport refresh daily.

  • How many operators does momondo search for flights from Chicago O'Hare Intl Airport to San Jose Airport?

  • How old do you have to be to fly from Chicago O'Hare Intl Airport to San Jose Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport to San Jose Airport.

  • What documentation or ID do you need to fly to San Jose Airport?

    The travel and health documents required for your trip to San Jose Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at San Jose Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Chicago O'Hare Intl Airport to San Jose, California?

  • What is the most popular airline from Chicago O'Hare Intl Airport to San Jose, California?

Best airlines flying from Chicago O'Hare Intl Airport to San Jose, California

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to San Jose, California with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $136Free CancellationRating
7.8
8,499 reviews
Search Delta flights
Alaska AirlinesPriceFrom $232Free CancellationRating
7.9
12,776 reviews
Search Alaska Airlines flights
American AirlinesPriceFrom $272Free CancellationRating
7.1
11,877 reviews
Search American Airlines flights
United AirlinesPriceFrom $291Free CancellationRating
7.4
10,082 reviews
Search United Airlines flights
SouthwestPriceFrom $348Free CancellationRating
8.0
4,217 reviews
Search Southwest flights

  • United Airlines Flights From Chicago O'Hare Intl Airport to San Jose, California

    United Airlines is one of the most popular airlines flying from Chicago O'Hare Intl Airport to San Jose, California, operating 5 flights/week on average for this route. A good United Airlines flight deal for Chicago O'Hare Intl Airport to San Jose, California starts from $291 round-trip, up to an average price of $475. Our users have rated United Airlines at 7.4/10.

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to San Jose?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to San Jose. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Chicago to San Jose with flexible booking policies on momondo?

Flights from Chicago to San Jose with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Chicago to San Jose?

Once all potential Chicago to San Jose flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Chicago to San Jose right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to San Jose flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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