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Cheap flights from Chicago O'Hare Intl Airport to San Jose from $64

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 12/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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
9:00 am - 10:35 pmORD-SJC
15h 35m1 stop
Alaska Airlines Logo
12:46 pm - 11:37 pmSJC-ORD
8h 51m1 stop
$222Alaska Airlines
Find Deal
Tue, Jan 27 - Sat, Jan 31
Alaska Airlines Logo
9:00 am - 6:45 pmORD-SJC
11h 45m1 stop
Alaska Airlines Logo
5:45 pm - 2:29 pmSJC-ORD
18h 44m1 stop
$232Alaska Airlines
Find Deal
Wed, Jan 14 - Mon, Jan 19
Frontier Logo
6:00 am - 11:32 amORD-SJC
7h 32m1 stop
Frontier Logo
6:19 pm - 7:38 pmSJC-ORD
23h 19m2 stops
$248Frontier
Find Deal
Mon, Nov 17 - Mon, Nov 17
Frontier Logo
6:50 am - 2:32 pmORD-SJC
9h 42m1 stop
Frontier Logo
8:08 pm - 12:13 amSJC-ORD
26h 05m1 stop
$249Frontier
Find Deal
Fri, Dec 5 - Sun, Dec 7
Multiple Airlines Logo
7:44 pm - 2:32 pmORD-SJC
20h 48m1 stop
Multiple Airlines Logo
7:43 pm - 6:05 amSJC-ORD
8h 22m1 stop
$251Multiple Airlines
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Wed, Dec 24 - Thu, Jan 1
Multiple Airlines Logo
7:44 pm - 2:32 pmORD-SJC
20h 48m1 stop
Multiple Airlines Logo
7:43 pm - 6:05 amSJC-ORD
8h 22m1 stop
$253Multiple Airlines
Find Deal
Wed, Dec 24 - Thu, Jan 1
Delta Logo
7:50 am - 3:54 pmORD-SJC
10h 04m1 stop
Delta Logo
11:40 am - 11:53 pmSJC-ORD
10h 13m1 stop
$263Delta
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Wed, Dec 17 - Sat, Jan 10
Delta Logo
7:50 am - 3:54 pmORD-SJC
10h 04m1 stop
Delta Logo
9:50 am - 11:59 pmSJC-ORD
12h 09m2 stops
$268Delta
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Wed, Dec 3 - Sat, Dec 6
Hawaiian Airlines Logo
6:00 am - 1:50 pmORD-SJC
9h 50m1 stop
Hawaiian Airlines Logo
3:09 pm - 11:50 pmSJC-ORD
6h 41m1 stop
$269Hawaiian Airlines
Find Deal
Sun, Dec 7 - Tue, Dec 16
Hawaiian Airlines Logo
7:00 am - 12:24 pmORD-SJC
7h 24m1 stop
Hawaiian Airlines Logo
7:05 am - 5:02 amSJC-ORD
19h 57m1 stop
$300Hawaiian Airlines
Find Deal
Wed, Dec 24 - Tue, Dec 30

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
Nov 17
ORD6:00 amChicago O'Hare Intl
7h 32m
1 stop
SJC11:32 amSan Jose
Nov 17
SJC6:19 pmSan Jose
23h 19m
2 stops
ORD7:38 pmChicago O'Hare Intl
$248
Find similar
Frontier
Dec 5
ORD6:50 amChicago O'Hare Intl
9h 42m
1 stop
SJC2:32 pmSan Jose
Dec 7
SJC8:08 pmSan Jose
26h 05m
1 stop
ORD12:13 amChicago O'Hare Intl
$249
Find similar
Frontier
Nov 14
ORD6:00 amChicago O'Hare Intl
7h 32m
1 stop
SJC11:32 amSan Jose
Nov 17
SJC12:27 pmSan Jose
9h 48m
1 stop
ORD12:15 amChicago O'Hare Intl
$277
Find similar

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
Jan 27
ORD9:00 amChicago O'Hare Intl
15h 35m
1 stop
SJC10:35 pmSan Jose
Jan 31
SJC12:46 pmSan Jose
8h 51m
1 stop
ORD11:37 pmChicago O'Hare Intl
$222
Find similar
Alaska Airlines
Jan 14
ORD9:00 amChicago O'Hare Intl
11h 45m
1 stop
SJC6:45 pmSan Jose
Jan 19
SJC5:45 pmSan Jose
18h 44m
1 stop
ORD2:29 pmChicago O'Hare Intl
$232
Find similar
Alaska Airlines
Dec 4
ORD8:55 amChicago O'Hare Intl
7h 37m
1 stop
SJC2:32 pmSan Jose
Dec 10
SJC3:09 pmSan Jose
6h 41m
1 stop
ORD11:50 pmChicago O'Hare Intl
$233
Find similar

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 November 6, 2025.
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

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Tue 1/27

9:00 am-10:35 pm

1 stop15h 35m

San Jose

Sat 1/31

12:46 pm-11:37 pm

1 stop8h 51m

$222

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Wed 1/14

9:00 am-6:45 pm

1 stop11h 45m

San Jose

Mon 1/19

5:45 pm-2:29 pm

1 stop18h 44m

$232

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Mon 11/17

6:00 am-11:32 am

1 stop7h 32m

San Jose

Mon 11/17

6:19 pm-7:38 pm

2 stops23h 19m

$248

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Fri 12/5

6:50 am-2:32 pm

1 stop9h 42m

San Jose

Sun 12/7

8:08 pm-12:13 am

1 stop26h 05m

$249

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Wed 12/24

7:44 pm-2:32 pm

1 stop20h 48m

San Jose

Thu 1/1

7:43 pm-6:05 am

1 stop8h 22m

$251

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Wed 12/24

7:44 pm-2:32 pm

1 stop20h 48m

San Jose

Thu 1/1

7:43 pm-6:05 am

1 stop8h 22m

$253

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Wed 12/17

7:50 am-3:54 pm

1 stop10h 04m

San Jose

Sat 1/10

11:40 am-11:53 pm

1 stop10h 13m

$263

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Wed 12/3

7:50 am-3:54 pm

1 stop10h 04m

San Jose

Sat 12/6

9:50 am-11:59 pm

2 stops12h 09m

$268

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Sun 12/7

6:00 am-1:50 pm

1 stop9h 50m

San Jose

Tue 12/16

3:09 pm-11:50 pm

1 stop6h 41m

$269

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Wed 12/24

7:00 am-12:24 pm

1 stop7h 24m

San Jose

Tue 12/30

7:05 am-5:02 am

1 stop19h 57m

$300

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 cheapest month to fly to San Jose, California?

The month of September is, on average, the cheapest month to fly to San Jose, California from Chicago O'Hare Intl Airport, with most prices found around $350. If you are unable to visit San Jose, California during the month of September, then departing from Chicago O'Hare Intl Airport during the month August is also very affordable. Most momondo users find prices during this month for around $372.

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 $441. 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 $623.

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 $434. In the morning is when there is more demand to fly to San Jose, California, so prices are often more expensive at around $512 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 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 $426 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 $340 on momondo.

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

There are 4 cabin classes available to choose from on Chicago O'Hare Intl to San Jose flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

As of November 2025, prices for Chicago O'Hare Intl Airport to San Jose, California flights are approximately 104% 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

$238

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 $238. 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 $475.
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 near San Jose, California: San Jose (SJC)
Search flight deals

  • 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. 7h 21m 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
FrontierPriceFrom $80Free CancellationRating
5.8
3,116 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $142Free CancellationRating
6.3
8,114 reviews
Search Spirit Airlines flights
Alaska AirlinesPriceFrom $260Free CancellationRating
8.0
11,241 reviews
Search Alaska Airlines flights
DeltaPriceFrom $265Free CancellationRating
7.9
8,004 reviews
Search Delta flights
United AirlinesPriceFrom $340Free CancellationRating
7.4
9,003 reviews
Search United Airlines flights
SouthwestPriceFrom $348Free CancellationRating
8.0
4,240 reviews
Search Southwest flights
American AirlinesPriceFrom $352Free CancellationRating
7.2
11,041 reviews
Search American Airlines 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 2 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 $340 round-trip, up to an average price of $506. 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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