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San Jose

$63+ 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 1/20. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SJC
Nov 19 — Nov 261
Tue 11/19
Tue 11/26
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 November 14, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

March

Cheapest in

October

Round-trip from

$120
(FlightHub)

One-way from

$63
(Cheapflightsfares)
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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High demand for flights, 17% potential price rise
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Best time to find cheap flights, 29% potential price drop
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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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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 November 14, 2024.

This Cheapflightsfares deal was found by Cheapflights users on 11/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/133:21 pmORD - SJC
1 stop6h 28mSpirit Airlines
Mon 12/168:44 pmSJC - ORD
1 stop6h 46mSpirit Airlines
Deal found 11/13$159
This FlightHub deal was found by Cheapflights users on 11/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/69:53 pmORD - SJC
1 stop11h 53mMultiple Airlines
Sun 12/82:28 pmSJC - ORD
1 stop8h 11mMultiple Airlines
Deal found 11/13$161
This Frontier deal was found by Cheapflights users on 11/14. 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.
Fri 12/67:15 amMDW - SJC
1 stop6h 53mFrontier
Mon 12/92:28 pmSJC - MDW
1 stop7h 45mFrontier
Deal found 11/14$168
This Frontier deal was found by Cheapflights users on 11/13. 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.
Thu 12/57:25 amORD - SJC
1 stop6h 43mFrontier
Sun 12/82:28 pmSJC - ORD
1 stop8h 11mFrontier
Deal found 11/13$168
This Delta deal was found by Cheapflights users on 11/13. 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.
Sat 12/74:58 pmMDW - SJC
1 stop8h 08mDelta
Sat 12/146:15 amSJC - MDW
2 stops8h 46mDelta
Deal found 11/13$311
This Delta deal was found by Cheapflights users on 11/12. 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.
Sat 12/76:20 amORD - SJC
2 stops11h 11mDelta
Sat 12/146:35 amSJC - ORD
1 stop8h 08mDelta
Deal found 11/12$311
This Southwest deal was found by Cheapflights users on 11/14. 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.
Tue 12/101:00 pmMDW - SJC
1 stop7h 25mSouthwest
Wed 12/117:05 amSJC - MDW
Nonstop4h 10mSouthwest
Deal found 11/14$403
This Trip.com deal was found by Cheapflights users on 11/14. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/277:00 amMDW - SJC
2 stops18h 16mMultiple Airlines
Sun 12/16:30 amSJC - MDW
2 stops29h 10mMultiple Airlines
Deal found 11/14$647

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 2,752,363 searches. Data last updated November 14, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Fri 12/13

3:21 pm-7:49 pm

1 stop6h 28m

San Jose

Mon 12/16

8:44 pm-5:30 am

1 stop6h 46m

$159

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Fri 12/6

9:53 pm-7:46 am

1 stop11h 53m

San Jose

Sun 12/8

2:28 pm-12:39 am

1 stop8h 11m

$161

ChicagoSan Jose

MDW - SJC

MDWSJC

Chicago Midway

Fri 12/6

7:15 am-12:08 pm

1 stop6h 53m

San Jose

Mon 12/9

2:28 pm-12:13 am

1 stop7h 45m

$168

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Thu 12/5

7:25 am-12:08 pm

1 stop6h 43m

San Jose

Wed 12/18

1:20 pm-11:46 pm

1 stop8h 26m

$168

ChicagoSan Jose

MDW - SJC

MDWSJC

Chicago Midway

Sat 12/7

4:58 pm-11:06 pm

1 stop8h 08m

San Jose

Sat 12/14

6:15 am-5:01 pm

2 stops8h 46m

$311

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Sat 12/7

6:20 am-3:31 pm

2 stops11h 11m

San Jose

Sat 12/14

6:35 am-4:43 pm

1 stop8h 08m

$311

ChicagoSan Jose

MDW - SJC

MDWSJC

Chicago Midway

Tue 12/10

1:00 pm-6:25 pm

1 stop7h 25m

San Jose

Wed 12/11

7:05 am-1:15 pm

Nonstop4h 10m

$403

ChicagoSan Jose

MDW - SJC

MDWSJC

Chicago Midway

Wed 11/27

7:00 am-11:16 pm

2 stops18h 16m

San Jose

Sun 12/1

6:30 am-1:40 pm

2 stops29h 10m

$647

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Mon 11/25

6:00 am-11:22 am

1 stop7h 22m

$89

ChicagoSan Jose

ORD - SJC

ORDSJC

Chicago O'Hare Intl

Mon 12/9

8:25 pm-11:28 am

2 stops17h 03m

$91

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/14

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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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 November 8, 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 November 14, 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 37% 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 November 10, 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.

Weekly flight availability from Chicago to San Jose

Explore weekly flight availability from Chicago to San Jose. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated November 14, 2024.

The most flights from CHI to SJC are scheduled on a Monday (3 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).

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 November 14, 2024.
See what other customers who have flown with Delta, Southwest and Spirit Airlines 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
5,045 reviews

Boarding

8.3

Food

7.2

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

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
5,045 reviews
Southwest
8.1
Very good
5,045 reviews

Boarding

8.3

Food

7.2

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

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
9,439 reviews
Southwest
8.1
Very good
5,045 reviews

Boarding

8.3

Food

7.2

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

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
8,788 reviews
Southwest
8.1
Very good
5,045 reviews

Boarding

8.3

Food

7.2

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

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
9,194 reviews
Southwest
8.1
Very good
5,045 reviews

Boarding

8.3

Food

7.2

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

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.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
5,045 reviews

Boarding

8.3

Food

7.2

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

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 2 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 ($120), Frontier ($143), and Delta ($306) offers the cheapest pricing from Chicago to San Jose. Spirit Airlines is priced at 70% 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 ($63), Spirit Airlines ($65), and Delta ($153).

  • 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 $606, our data indicates the cheapest price to be $220. The most popular route (Chicago O'Hare Intl - San Jose), is priced around $142.

  • 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 2,752,363 searches. Data last updated November 14, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$90Average$184FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$138Average$359FlexibilityNo cancel feeOn-time75%
Spirit AirlinesCheapest$141Average$247FlexibilityNo cancel feeOn-time65%
DeltaCheapest$236Average$395FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$287Average$491FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$316Average$563FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$376Average$519FlexibilityNo cancel feeOn-time63%
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