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San Jose

$90+ Cheap flights from Chicago (CHI) to San Jose (SJC)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SJC
dic. 23 — dic. 301
lun. 12/23
lun. 12/30
1 adult, Economy
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The best prices from Chicago to San Jose are usually found in October or April, booked 22 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

Cheap flight deals from Chicago to San Jose

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to San Jose (SJC). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated diciembre 18, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$186
(FlightHub)

One-way from

$90
(Trip.com)

Popular in

March

Cheapest in

October

Average price

$434
Provider with most accurate pricing for Chicago (CHI)-San Jose flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-San Jose flights.
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From Chicago (CHI) to San Jose
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One-way flight from Chicago (CHI) to San Jose
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High demand for flights, 4% potential price rise
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Best time to find cheap flights, 2% potential price drop
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Average for round-trip flights in December 2024
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Find flight deals from Chicago to San Jose

Cheapest flights from Chicago to San Jose
Explore the most affordable flight options available from Chicago to San Jose. Find the lowest fares from popular airlines and budget airlines, with prices last updated on diciembre 18, 2024.

This Frontier deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/206:00 amORD - SJC
1 stop7h 45mFrontier
dom. 1/191:11 pmSJC - ORD
1 stop9h 21mFrontier
Deal found 12/17$324
This Booking.com deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/1910:44 amMDW - SJC
1 stop8h 32mFrontier
mié. 1/19:52 pmSJC - MDW
1 stop9h 57mFrontier
Deal found 12/18$338
This eDestinos deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/259:54 pmORD - SJC
1 stop11h 52mSpirit Airlines
mié. 1/19:24 pmSJC - ORD
1 stop12h 41mSpirit Airlines
Deal found 12/17$370
This eDestinos deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/256:00 amORD - SJC
2 stops29h 35mMultiple Airlines
mié. 1/19:24 pmSJC - ORD
2 stops25h 43mMultiple Airlines
Deal found 12/17$380
This eDestinos deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/192:31 pmMDW - SJC
2 stops29h 55mMultiple Airlines
mié. 1/15:50 amSJC - MDW
3 stops25h 59mMultiple Airlines
Deal found 12/18$578
This Southwest deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/272:20 pmMDW - SJC
1 stop7h 35mSouthwest
lun. 1/66:35 amSJC - MDW
2 stops7h 20mSouthwest
Deal found 12/16$684
This Delta deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/2510:08 amMDW - SJC
1 stop10h 59mDelta
mar. 1/79:05 amSJC - MDW
2 stops30h 42mDelta
Deal found 12/16$725
This United Airlines deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/278:00 pmORD - SJC
Nonstop4h 49mUnited Airlines
vie. 1/310:40 pmSJC - ORD
Nonstop4h 17mUnited Airlines
Deal found 12/18$738
This Delta deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/2610:00 amORD - SJC
1 stop11h 07mDelta
mar. 12/316:15 amSJC - ORD
1 stop6h 23mDelta
Deal found 12/16$745
This American Airlines deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/286:00 amORD - SJC
1 stop8h 15mAmerican Airlines
jue. 1/22:23 pmSJC - ORD
1 stop7h 56mAmerican Airlines
Deal found 12/18$757
This Southwest deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/2712:15 pmORD - SJC
2 stops12h 35mSouthwest
vie. 1/312:20 pmSJC - ORD
2 stops8h 15mSouthwest
Deal found 12/18$764
This Alaska Airlines deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/241:10 pmORD - SJC
1 stop9h 50mAlaska Airlines
mié. 12/255:21 pmSJC - ORD
1 stop9h 19mAlaska Airlines
Deal found 12/17$793

Find flights from Chicago to San Jose within your budget

Customize your flight search to find flights from Chicago 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, Cheapflights users made 2,558,603 searches. Data last updated diciembre 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

sáb. 2/15

10:47 am-10:07 pm

1 stop13h 20m

San Jose

mar. 2/18

9:18 pm-6:07 am

1 stop6h 49m

$186

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

jue. 1/16

9:18 pm-8:46 am

1 stop13h 28m

San Jose

jue. 1/23

5:19 pm-7:28 pm

1 stop24h 09m

$188

ChicagoSan Jose

MDW - SJC

MDWSJC

Chicago Midway

vie. 1/31

12:43 pm-4:21 pm

1 stop29h 38m

San Jose

vie. 2/7

1:11 pm-12:17 am

1 stop9h 06m

$195

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

vie. 2/7

8:25 pm-4:21 pm

1 stop21h 56m

San Jose

dom. 2/16

1:00 pm-5:05 am

1 stop14h 05m

$202

ChicagoSan Jose

MDW - SJC

MDWSJC

Chicago Midway

vie. 1/17

3:15 pm-3:43 pm

2 stops26h 28m

San Jose

lun. 1/20

2:10 pm-12:17 am

2 stops32h 07m

$211

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

mar. 2/25

2:10 pm-10:12 pm

1 stop10h 02m

San Jose

mar. 3/4

11:45 am-11:56 pm

1 stop10h 11m

$291

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

mié. 1/29

6:55 pm-7:50 am

1 stop14h 55m

San Jose

lun. 2/3

7:15 pm-2:03 pm

1 stop16h 48m

$304

ChicagoSan Jose

MDW - SJC

MDWSJC

Chicago Midway

sáb. 2/1

9:34 am-8:10 pm

2 stops12h 36m

San Jose

sáb. 2/8

6:20 am-5:43 pm

1 stop9h 23m

$351

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

mié. 1/8

9:05 am-11:56 am

Nonstop4h 51m

San Jose

mié. 1/15

6:30 am-12:50 pm

Nonstop4h 20m

$391

ChicagoSan Jose

MDW - SJC

MDWSJC

Chicago Midway

mié. 1/8

8:35 am-11:25 am

Nonstop4h 50m

San Jose

mié. 1/15

11:10 am-5:15 pm

Nonstop4h 05m

$392

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/18

Showing 1-10 of 21 results
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Compare providers for flights from Chicago to San Jose

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to San Jose in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-San Jose flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-San Jose flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-San Jose flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-San Jose flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-San Jose flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to San Jose

Have a flexible travel schedule? Discover the best time to fly to San Jose from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Chicago to San Jose

Get recent, data-driven insights about flights from Chicago to San Jose including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Chicago to San Jose?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to San Jose. Price data was last updated on December 13, 2024.

The price you pay for your flight from Chicago to San Jose may vary depending on when you book. For the best chance of a lower fare, look to book 22 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago to San Jose?

Currently, September is the cheapest month in which you can book a flight from Chicago to San Jose (average of $251). Flying from Chicago to San Jose in June is currently the most expensive (average of $368). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to SJC?

Find hourly flight availability from Chicago to San Jose. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated diciembre 18, 2024.

One of the essential ways to save on airfare from Chicago to San Jose is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight at noon could potentially save you up to 38% on airfare.

What is the cheapest day to fly from Chicago to San Jose?

Use this chart to determine the cheapest time to fly round-trip from Chicago to San Jose. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to San Jose flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in San Jose by month

Plan your trip to San Jose by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in San Jose ranges from 0.0 - 3.1 inches per month. January is typically the wettest month, when rainfall can reach 3.1 in. July is typically the driest time to visit San Jose when rainfall is around 0.0 in.

Temperature in San Jose by month

Plan your trip to San Jose by taking into account the average temperature totals by month.

If weather is an important factor for your trip to San Jose, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 50.0 F).

Reviews of airlines servicing San Jose

Get insights into the airlines that provide service to San Jose. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to San Jose. Reviews last updated diciembre 18, 2024.
See what other customers who have flown with Frontier, Spirit Airlines and Southwest from Chicago to San Jose have to say. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,848 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Southwest
8.1
Very good
4,848 reviews
Southwest
8.1
Very good
4,848 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Alaska Airlines
8.0
Very good
9,552 reviews
Southwest
8.1
Very good
4,848 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Delta
8.0
Very good
8,604 reviews
Southwest
8.1
Very good
4,848 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

United Airlines
7.4
Good
9,059 reviews
Southwest
8.1
Very good
4,848 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Spirit Airlines
6.3
Okay
8,119 reviews
Southwest
8.1
Very good
4,848 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Related info for your journey

Find useful and relevant information for your journey from Chicago to San Jose. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to San Jose from Chicago?

    Located just 2.9 mi from the city center, San Jose is the airport most travelers will use when flying to San Jose from Chicago. Booking flights from Chicago to San Jose (SJC) should be relatively easy as there are 0 daily inbound flights from Chicago from 7 different airlines.

  • What are the cheapest airlines flying from Chicago to San Jose round-trip?

    According to our current data, Spirit Airlines ($186), Frontier ($195), and Delta ($291) offers the cheapest pricing from Chicago to San Jose. Spirit Airlines is priced at 54% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from Chicago to San Jose one-way?

    The cheapest airlines for a one-way flight from Chicago to San Jose are Frontier ($90), Spirit Airlines ($92), and Delta ($146).

  • What are the cheapest flights from Chicago to San Jose?

    Looking for the cheapest flight from Chicago to San Jose? While on average our users pay $405, our data indicates the cheapest price to be $211. The most popular route (Chicago O'Hare Intl - San Jose), is priced around $123.

  • Can I find deals for flights from Chicago to San Jose that include hotel bookings?

    Yes. In addition to deals on Chicago to San Jose flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to San Jose?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to San Jose.

  • Can I find deals for business class flights from Chicago to San Jose?

    Yes. Cheapflights offers flight deals from Chicago to San Jose by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to San Jose?

    Currently, September is the cheapest month in which you can book a flight from Chicago to San Jose (average of $251). Flying from Chicago to San Jose in June is currently the most expensive (average of $368). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Top 7 airlines flying from Chicago to San Jose

Discover the top 7 airlines that operate flights from Chicago to San Jose. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated diciembre 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$90Average$184FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$140Average$376FlexibilityNo cancel feeOn-time75%
Spirit AirlinesCheapest$141Average$247FlexibilityNo cancel feeOn-time65%
DeltaCheapest$236Average$396FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$288Average$496FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$391Average$557FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$423Average$482FlexibilityNo cancel feeOn-time63%
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