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Cheap flights from Chicago O'Hare Intl Airport to San Jose from $169

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.
Alaska Airlines Logo
2:13 pm - 7:30 pmORD  Chicago O'Hare Intl-SJC San Jose
7h 17m1 stop San Diego
Alaska Airlines Logo
8:00 am - 5:49 pmSJC  San Jose-ORD Chicago O'Hare Intl
7h 49m1 stop Seattle/Tacoma Intl
$297Alaska Airlines
Sat, Dec 5 - Tue, Dec 8
Alaska Airlines Logo
2:13 pm - 7:30 pmORD  Chicago O'Hare Intl-SJC San Jose
7h 17m1 stop San Diego
Alaska Airlines Logo
2:50 pm - 11:59 pmSJC  San Jose-ORD Chicago O'Hare Intl
7h 09m1 stop Seattle/Tacoma Intl
$297Alaska Airlines
Sat, Dec 5 - Mon, Dec 7
Frontier Logo
6:21 am - 2:59 pmORD  Chicago O'Hare Intl-SJC San Jose
10h 38m1 stop Las Vegas Harry Reid Intl
Frontier Logo
3:48 pm - 5:01 amSJC  San Jose-ORD Chicago O'Hare Intl
11h 13m1 stop Las Vegas Harry Reid Intl
$298Frontier
Fri, Dec 4 - Mon, Dec 7
Frontier Logo
6:21 am - 3:03 pmORD  Chicago O'Hare Intl-SJC San Jose
10h 42m1 stop Las Vegas Harry Reid Intl
Frontier Logo
3:48 pm - 5:01 amSJC  San Jose-ORD Chicago O'Hare Intl
11h 13m1 stop Las Vegas Harry Reid Intl
$299Frontier
Sun, Dec 6 - Mon, Dec 7
Delta Logo
9:30 am - 5:38 pmORD  Chicago O'Hare Intl-SJC San Jose
10h 08m1 stop Los Angeles
Delta Logo
6:55 am - 9:32 pmSJC  San Jose-ORD Chicago O'Hare Intl
12h 37m1 stop Los Angeles
$303Delta
Wed, Nov 4 - Sat, Nov 7
Delta Logo
7:45 am - 10:12 pmORD  Chicago O'Hare Intl-SJC San Jose
16h 27m1 stop Los Angeles
Delta Logo
8:40 pm - 1:37 pmSJC  San Jose-ORD Chicago O'Hare Intl
14h 57m1 stop Los Angeles
$303Delta
Mon, Nov 9 - Mon, Nov 16
United Airlines Logo
8:08 pm - 10:59 pmORD  Chicago O'Hare Intl-SJC San Jose
4h 51mnonstop
United Airlines Logo
2:14 pm - 8:32 pmSJC  San Jose-ORD Chicago O'Hare Intl
4h 18mnonstop
$337United Airlines
Thu, Oct 29 - Mon, Nov 2
United Airlines Logo
9:14 am - 12:01 pmORD  Chicago O'Hare Intl-SJC San Jose
4h 47mnonstop
United Airlines Logo
2:14 pm - 8:30 pmSJC  San Jose-ORD Chicago O'Hare Intl
4h 16mnonstop
$337United Airlines
Thu, Oct 22 - Wed, Oct 28
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
6:00 am - 4:09 pmSJC  San Jose-ORD Chicago O'Hare Intl
8h 09m1 stop Phoenix Sky Harbor Intl
$357American Airlines
Thu, Oct 29 - Wed, Nov 4
American Airlines Logo
5:00 am - 11:06 amORD  Chicago O'Hare Intl-SJC San Jose
8h 06m1 stop Dallas/Fort Worth
American Airlines Logo
12:59 pm - 9:32 pmSJC  San Jose-ORD Chicago O'Hare Intl
6h 33m1 stop Phoenix Sky Harbor Intl
$357American Airlines
Wed, Nov 18 - Mon, Nov 23

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

Our best United Airlines deals on Chicago O'Hare Intl Airport to San Jose, California flight tickets
United Airlines
Oct 22
ORD9:14 amChicago O'Hare Intl
4h 47m
SJC12:01 pmSan Jose
Oct 28
SJC2:14 pmSan Jose
4h 16m
ORD8:30 pmChicago O'Hare Intl
$337
United Airlines
Oct 16
ORD9:14 amChicago O'Hare Intl
4h 47m
SJC12:01 pmSan Jose
Oct 21
SJC2:08 pmSan Jose
4h 27m
ORD8:35 pmChicago O'Hare Intl
$592

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
Dec 4
ORD6:21 amChicago O'Hare Intl
10h 38m
1 stop
SJC2:59 pmSan Jose
Dec 7
SJC3:48 pmSan Jose
11h 13m
1 stop
ORD5:01 amChicago O'Hare Intl
$298
Frontier
Dec 4
ORD6:21 amChicago O'Hare Intl
10h 38m
1 stop
SJC2:59 pmSan Jose
Dec 7
SJC3:48 pmSan Jose
11h 13m
1 stop
ORD5:01 amChicago O'Hare Intl
$299
Frontier
Nov 12
ORD6:30 amChicago O'Hare Intl
15h 42m
2 stops
SJC8:12 pmSan Jose
Nov 13
SJC2:41 pmSan Jose
12h 32m
1 stop
ORD5:13 amChicago O'Hare Intl
$301

momondo Fare Finder

 
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

Sat 12/5

2:13 pm-7:30 pm

1 stop7h 17m

San Jose

Tue 12/8

8:00 am-5:49 pm

1 stop7h 49m

$297

ChicagoSan Jose

ORD Chicago O'Hare Intl - SJC San Jose

ORDSJC

Chicago O'Hare Intl

Sat 12/5

2:13 pm-7:30 pm

1 stop7h 17m

San Jose

Mon 12/7

2:50 pm-11:59 pm

1 stop7h 09m

$297

ChicagoSan Jose

ORD Chicago O'Hare Intl - SJC San Jose

ORDSJC

Chicago O'Hare Intl

Fri 12/4

6:21 am-2:59 pm

1 stop10h 38m

San Jose

Mon 12/7

3:48 pm-5:01 am

1 stop11h 13m

$298

ChicagoSan Jose

ORD Chicago O'Hare Intl - SJC San Jose

ORDSJC

Chicago O'Hare Intl

Sun 12/6

6:21 am-3:03 pm

1 stop10h 42m

San Jose

Mon 12/7

3:48 pm-5:01 am

1 stop11h 13m

$299

ChicagoSan Jose

ORD Chicago O'Hare Intl - SJC San Jose

ORDSJC

Chicago O'Hare Intl

Wed 11/4

9:30 am-5:38 pm

1 stop10h 08m

San Jose

Sat 11/7

6:55 am-9:32 pm

1 stop12h 37m

$303

ChicagoSan Jose

ORD Chicago O'Hare Intl - SJC San Jose

ORDSJC

Chicago O'Hare Intl

Mon 11/9

7:45 am-10:12 pm

1 stop16h 27m

San Jose

Mon 11/16

8:40 pm-1:37 pm

1 stop14h 57m

$303

ChicagoSan Jose

ORD Chicago O'Hare Intl - SJC San Jose

ORDSJC

Chicago O'Hare Intl

Thu 10/29

8:08 pm-10:59 pm

Nonstop4h 51m

San Jose

Mon 11/2

2:14 pm-8:32 pm

Nonstop4h 18m

$337
Quickest round-trip

ChicagoSan Jose

ORD Chicago O'Hare Intl - SJC San Jose

ORDSJC

Chicago O'Hare Intl

Thu 10/22

9:14 am-12:01 pm

Nonstop4h 47m

San Jose

Wed 10/28

2:14 pm-8:30 pm

Nonstop4h 16m

$337

ChicagoSan Jose

ORD Chicago O'Hare Intl - SJC San Jose

ORDSJC

Chicago O'Hare Intl

Thu 10/29

5:00 am-12:09 pm

1 stop9h 09m

San Jose

Wed 11/4

6:00 am-4:09 pm

1 stop8h 09m

$357

ChicagoSan Jose

ORD Chicago O'Hare Intl - SJC San Jose

ORDSJC

Chicago O'Hare Intl

Wed 11/18

5:00 am-11:06 am

1 stop8h 06m

San Jose

Mon 11/23

12:59 pm-9:32 pm

1 stop6h 33m

$357

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 $435 to $596.
The lowest price recently found on this route was $297.

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 $388.

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 Wednesday. momondo users have found tickets for Wednesday departures for as low as $420. 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 $693.

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 at noon when flights can be purchased for as low as $385. In the evening is when there is more demand to fly to San Jose, California, so prices are often more expensive at around $494 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 $451 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 $269 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 29% 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 October 2026, prices for Chicago O'Hare Intl Airport to San Jose, California flights are approximately 39% 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

$169

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 $169. 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 $297.
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
8,626 reviews
Search Delta flights
Alaska AirlinesPriceFrom $232Free CancellationRating
7.9
13,010 reviews
Search Alaska Airlines flights
American AirlinesPriceFrom $272Free CancellationRating
7.0
12,130 reviews
Search American Airlines flights
United AirlinesPriceFrom $298Free CancellationRating
7.4
10,285 reviews
Search United Airlines flights
SouthwestPriceFrom $342Free CancellationRating
7.9
4,215 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 6 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 $298 round-trip, up to an average price of $479. 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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