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Cheap flights from Chicago O'Hare Intl Airport to San Jose from $55

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 9/10. 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

Spirit Airlines Logo
9:00 am - 8:00 pmORD-SJC
13h 00m1 stop
Spirit Airlines Logo
6:35 am - 6:51 pmSJC-ORD
10h 16m1 stop
$112Spirit Airlines
Find Deal
Wed, Sep 10 - Wed, Sep 17
Spirit Airlines Logo
11:15 am - 8:00 pmORD-SJC
10h 45m1 stop
Spirit Airlines Logo
6:35 am - 9:32 pmSJC-ORD
12h 57m1 stop
$114Spirit Airlines
Find Deal
Tue, Sep 9 - Wed, Sep 17
Spirit Airlines Logo
9:00 am - 8:00 pmORD-SJC
13h 00m1 stop
Spirit Airlines Logo
6:35 am - 6:51 pmSJC-ORD
10h 16m1 stop
$115Spirit Airlines
Find Deal
Sat, Sep 6 - Tue, Sep 9
Logo
11:15 am - 8:00 pmORD-SJC
10h 45m1 stop
Logo
12:26 pm - 11:59 pmSJC-ORD
9h 33m1 stop
$144
Find Deal
Wed, Sep 10 - Sun, Sep 14
Logo
9:00 am - 8:00 pmORD-SJC
13h 00m1 stop
Logo
12:26 pm - 9:37 amSJC-ORD
19h 11m1 stop
$150
Find Deal
Tue, Sep 9 - Sun, Sep 14
Frontier Logo
6:00 am - 1:14 pmORD-SJC
9h 14m1 stop
Frontier Logo
12:30 pm - 11:59 pmSJC-ORD
9h 29m1 stop
$159Frontier
Find Deal
Thu, Sep 18 - Mon, Sep 22
American Airlines Logo
3:08 pm - 9:08 pmORD-SJC
8h 00m1 stop
American Airlines Logo
6:00 am - 3:06 pmSJC-ORD
7h 06m1 stop
$193American Airlines
Find Deal
Sat, Oct 4 - Sat, Oct 18
Frontier Logo
6:00 am - 11:32 amORD-SJC
7h 32m1 stop
Frontier Logo
7:58 pm - 11:53 pmSJC-ORD
25h 55m2 stops
$208Frontier
Find Deal
Fri, Nov 7 - Mon, Nov 10
Alaska Airlines Logo
7:59 pm - 9:57 amORD-SJC
15h 58m1 stop
Alaska Airlines Logo
1:30 pm - 11:59 pmSJC-ORD
8h 29m1 stop
$214Alaska Airlines
Find Deal
Tue, Oct 7 - Tue, Oct 21
Alaska Airlines Logo
7:59 pm - 9:57 amORD-SJC
15h 58m1 stop
Alaska Airlines Logo
6:25 am - 11:59 pmSJC-ORD
15h 34m1 stop
$219Alaska Airlines
Find Deal
Wed, Oct 8 - Tue, Oct 21

Spirit Airlines flights from Chicago O'Hare Intl Airport to San Jose

Our best Spirit Airlines deals on Chicago O'Hare Intl Airport to San Jose flight tickets
Spirit Airlines
Sep 10
ORD9:00 amChicago O'Hare Intl
13h 00m
1 stop
SJC8:00 pmSan Jose
Sep 17
SJC6:35 amSan Jose
10h 16m
1 stop
ORD6:51 pmChicago O'Hare Intl
$112
Find similar
Spirit Airlines
Sep 9
ORD11:15 amChicago O'Hare Intl
10h 45m
1 stop
SJC8:00 pmSan Jose
Sep 17
SJC6:35 amSan Jose
12h 57m
1 stop
ORD9:32 pmChicago O'Hare Intl
$114
Find similar
Spirit Airlines
Sep 6
ORD9:00 amChicago O'Hare Intl
13h 00m
1 stop
SJC8:00 pmSan Jose
Sep 9
SJC6:35 amSan Jose
10h 16m
1 stop
ORD6:51 pmChicago O'Hare Intl
$115
Find similar

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

Our best Alaska Airlines deals on Chicago O'Hare Intl Airport to San Jose flight tickets
Alaska Airlines
Oct 7
ORD7:59 pmChicago O'Hare Intl
15h 58m
1 stop
SJC9:57 amSan Jose
Oct 21
SJC1:30 pmSan Jose
8h 29m
1 stop
ORD11:59 pmChicago O'Hare Intl
$214
Find similar
Alaska Airlines
Oct 8
ORD7:59 pmChicago O'Hare Intl
15h 58m
1 stop
SJC9:57 amSan Jose
Oct 21
SJC6:25 amSan Jose
15h 34m
1 stop
ORD11:59 pmChicago O'Hare Intl
$219
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport to San Jose 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 14, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to San Jose that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Wed 9/10

9:00 am-8:00 pm

1 stop13h 00m

San Jose

Wed 9/17

6:35 am-6:51 pm

1 stop10h 16m

$112

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Tue 9/9

11:15 am-8:00 pm

1 stop10h 45m

San Jose

Wed 9/17

6:35 am-9:32 pm

1 stop12h 57m

$114

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Sat 9/6

9:00 am-8:00 pm

1 stop13h 00m

San Jose

Tue 9/9

6:35 am-6:51 pm

1 stop10h 16m

$115

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Wed 9/10

11:15 am-8:00 pm

1 stop10h 45m

San Jose

Sun 9/14

12:26 pm-11:59 pm

1 stop9h 33m

$144

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Tue 9/9

9:00 am-8:00 pm

1 stop13h 00m

San Jose

Sun 9/14

12:26 pm-9:37 am

1 stop19h 11m

$150

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Thu 9/18

6:00 am-1:14 pm

1 stop9h 14m

San Jose

Mon 9/22

12:30 pm-11:59 pm

1 stop9h 29m

$159

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Sat 10/4

3:08 pm-9:08 pm

1 stop8h 00m

San Jose

Sat 10/18

6:00 am-3:06 pm

1 stop7h 06m

$193

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Fri 11/7

6:00 am-11:32 am

1 stop7h 32m

San Jose

Mon 11/10

7:58 pm-11:53 pm

2 stops25h 55m

$208

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Tue 10/7

7:59 pm-9:57 am

1 stop15h 58m

San Jose

Tue 10/21

1:30 pm-11:59 pm

1 stop8h 29m

$214

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Wed 10/8

7:59 pm-9:57 am

1 stop15h 58m

San Jose

Tue 10/21

6:25 am-11:59 pm

1 stop15h 34m

$219

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

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?

In general, August is the cheapest month to fly from Chicago O'Hare Intl Airport to San Jose. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $355. If you aren’t able to travel to San Jose during the month of August, then flying in May is also cheap. Prices for this month can be found on momondo for an average of $391.

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

The cheapest day to depart on your flight to San Jose is on a Wednesday when prices can be found for as low as $442. This is often the case because there is less demand to fly during this day of the week. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to San Jose on Sunday is $564.

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

Our most recent data shows that the best time of day to fly to San Jose is in the afternoon. Flights from Chicago O'Hare Intl Airport to San Jose during this time can be as low as $436. In contrast, the most expensive time of day to depart to San Jose is in the evening when prices are around $521.

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?

You are more likely to see cheaper flights to San Jose 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 for around $430 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to San Jose from Chicago O'Hare Intl Airport for as low as $305 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 flight prices changed over time?

As of August 2025, prices for Chicago O'Hare Intl Airport to San Jose flights are approximately 10% cheaper when compared to flights at the same time last year.

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

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago O'Hare Intl Airport to San Jose 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 (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

Best Price Found

$55

Fastest flight time

6h 09m

Direct flights

Every day

Airports in San Jose

1 airport
The best one-way flight to San Jose from Chicago O'Hare Intl Airport in the past 72 hours is $55. The best round-trip flight deal from Chicago O'Hare Intl Airport to San Jose found on momondo in the last 72 hours is $112.
The fastest flight from Chicago O'Hare Intl Airport to San Jose takes 6h 09m
Direct flights go from Chicago O'Hare Intl Airport to San Jose every day.
There is 1 airport near San Jose: 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. 6h 09m 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?

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

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

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to San Jose with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $90Free CancellationRating
5.8
3,219 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $124Free CancellationRating
6.3
8,045 reviews
Search Spirit Airlines flights
DeltaPriceFrom $277Free CancellationRating
8.0
7,980 reviews
Search Delta flights
SouthwestPriceFrom $350Free CancellationRating
8.0
4,244 reviews
Search Southwest flights
United AirlinesPriceFrom $351Free CancellationRating
7.4
8,916 reviews
Search United Airlines flights
American AirlinesPriceFrom $370Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

  • Southwest Flights From Chicago O'Hare Intl Airport to San Jose

    Southwest is one of the most popular airlines flying from Chicago O'Hare Intl Airport to San Jose, operating 3 flights/week on average for this route. A good Southwest flight deal for Chicago O'Hare Intl Airport to San Jose starts from $350 round-trip, up to an average price of $496. Our users have rated Southwest at 8.0/10.

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

    Another popular option for Chicago O'Hare Intl Airport to San Jose flights is United Airlines (7.4/10, 8,916 ratings). United Airlines flies from Chicago O'Hare Intl Airport to San Jose around 5 times per week, with deals starting from $351 round-trip and rising to an average price of around $507.

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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