$42+ Cheap flights from San Jose (SJC) to Chicago (CHI)
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 10/9. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — CHI
Sep 24 — Oct 11
From?
To?
1 adult, Economy
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Find cheap flights from San Jose to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.The best prices from San Jose to Chicago are usually found in October or September, booked 59 days in advance, depart on a Wednesday or Tuesday and return on a Tuesday
Cheap flight deals from San Jose to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from San Jose (SJC) to Chicago (CHI). 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 September 19, 2024.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Popular in | March |
Cheapest in | October |
Round-trip from | $112 (Trip.com) |
One-way from | $42 (FareScan) |
Cheap San Jose to Chicago flights in September & October 2024
Find cheap flight options from San Jose to Chicago specifically for the months of September and October 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,082,863 searches. Prices were last updated on September 19, 2024.
These are some of the best deals we've found on flights to Chicago in 2024 at this time. Check back soon for alternative fares.
This Trip.com deal was found by Cheapflights users on 9/18. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1710:25 amSJC - ORD
1 stop11h 42mMultiple Airlines
Tue 10/2211:08 pmORD - SJC
1 stop10h 23mMultiple Airlines
Deal found 9/18![Multiple Airlines logo]()
$112
This Cheapflightsfares deal was found by Cheapflights users on 9/18. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/164:15 pmSJC - MDW
1 stop6h 45mFrontier
Mon 10/216:05 amMDW - SJC
1 stop6h 40mFrontier
Deal found 9/18![Frontier logo]()
$126
This CheapOair deal was found by Cheapflights users on 9/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/251:05 pmSJC - ORD
1 stop14h 50mSpirit Airlines
Wed 10/27:10 amORD - SJC
1 stop6h 50mSpirit Airlines
Deal found 9/18![Spirit Airlines logo]()
$126
This CheapOair deal was found by Cheapflights users on 9/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/310:00 pmSJC - ORD
1 stop23h 39mFrontier
Mon 10/72:32 pmORD - SJC
1 stop28h 23mFrontier
Deal found 9/18![Frontier logo]()
$138
This eDestinos deal was found by Cheapflights users on 9/18. 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.
Wed 10/98:21 amSJC - MDW
1 stop26h 08mMultiple Airlines
Thu 10/176:15 amMDW - SJC
2 stops15h 57mMultiple Airlines
Deal found 9/18![Multiple Airlines logo]()
$157
This FareScan deal was found by Cheapflights users on 9/18. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/512:20 pmSJC - RFD
1 stop28h 40mMultiple Airlines
Sun 10/137:50 pmRFD - SJC
1 stop17h 28mMultiple Airlines
Deal found 9/18![Multiple Airlines logo]()
$198
This Alaska Airlines deal was found by Cheapflights users on 9/18. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/158:15 amSJC - ORD
1 stop18h 15mAlaska Airlines
Tue 10/227:00 amORD - SJC
1 stop7h 16mAlaska Airlines
Deal found 9/18![Alaska Airlines logo]()
$291
This Delta deal was found by Cheapflights users on 9/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/86:20 amSJC - ORD
1 stop9h 25mDelta
Tue 10/152:10 pmORD - SJC
1 stop9h 54mDelta
Deal found 9/18![Delta logo]()
$297
This Delta deal was found by Cheapflights users on 9/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/306:40 amSJC - MDW
1 stop8h 49mDelta
Wed 11/206:00 amMDW - SJC
2 stops11h 26mDelta
Deal found 9/18![Delta logo]()
$331
San Jose to Chicago 2024 flight deals
Discover exclusive flight deals for travel between San Jose and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,082,863 searches. Data last updated September 19, 2024.
These are some of the best deals we've found on flights to Chicago in 2024 at this time. Check back soon for alternative fares.
This Trip.com deal was found by Cheapflights users on 9/18. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1710:25 amSJC - ORD
1 stop11h 42mMultiple Airlines
Tue 10/2211:08 pmORD - SJC
1 stop10h 23mMultiple Airlines
Deal found 9/18![Multiple Airlines logo]()
$112
This Cheapflightsfares deal was found by Cheapflights users on 9/18. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/164:15 pmSJC - MDW
1 stop6h 45mFrontier
Mon 10/216:05 amMDW - SJC
1 stop6h 40mFrontier
Deal found 9/18![Frontier logo]()
$126
This CheapOair deal was found by Cheapflights users on 9/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/251:05 pmSJC - ORD
1 stop14h 50mSpirit Airlines
Wed 10/27:10 amORD - SJC
1 stop6h 50mSpirit Airlines
Deal found 9/18![Spirit Airlines logo]()
$126
This CheapOair deal was found by Cheapflights users on 9/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/310:00 pmSJC - ORD
1 stop23h 39mFrontier
Mon 10/72:32 pmORD - SJC
1 stop28h 23mFrontier
Deal found 9/18![Frontier logo]()
$138
This eDestinos deal was found by Cheapflights users on 9/18. 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.
Wed 10/98:21 amSJC - MDW
1 stop26h 08mMultiple Airlines
Thu 10/176:15 amMDW - SJC
2 stops15h 57mMultiple Airlines
Deal found 9/18![Multiple Airlines logo]()
$157
This FareScan deal was found by Cheapflights users on 9/18. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/512:20 pmSJC - RFD
1 stop28h 40mMultiple Airlines
Sun 10/137:50 pmRFD - SJC
1 stop17h 28mMultiple Airlines
Deal found 9/18![Multiple Airlines logo]()
$198
This Delta deal was found by Cheapflights users on 9/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/35:20 amSJC - ORD
1 stop9h 26mDelta
Tue 11/52:10 pmORD - SJC
1 stop7h 49mDelta
Deal found 9/17![Delta logo]()
$248
This Alaska Airlines deal was found by Cheapflights users on 9/18. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/158:15 amSJC - ORD
1 stop18h 15mAlaska Airlines
Tue 10/227:00 amORD - SJC
1 stop7h 16mAlaska Airlines
Deal found 9/18![Alaska Airlines logo]()
$291
This Delta deal was found by Cheapflights users on 9/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/66:40 amSJC - MDW
1 stop8h 49mDelta
Wed 11/133:19 pmMDW - SJC
1 stop9h 40mDelta
Deal found 9/18![Delta logo]()
$326
San Jose to Chicago flights leaving soon
Find last-minute flight options from San Jose to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,082,863 searches. Data last updated September 19, 2024.
Have a look at some of the flights available from San Jose to Chicago departing last-minute. Tip: verify your flight details before completing your reservation.
This CheapOair deal was found by Cheapflights users on 9/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/251:05 pmSJC - ORD
1 stop14h 50mSpirit Airlines
Wed 10/27:10 amORD - SJC
1 stop6h 50mSpirit Airlines
Deal found 9/18![Spirit Airlines logo]()
$126
This Booking.com deal was found by Cheapflights users on 9/17. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2510:00 pmSJC - MDW
1 stop12h 26mFrontier
Wed 10/29:50 amMDW - SJC
1 stop26h 51mFrontier
Deal found 9/17![Frontier logo]()
$164
This CheapOair deal was found by Cheapflights users on 9/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2610:00 pmSJC - ORD
1 stop23h 39mFrontier
Sun 9/299:39 amORD - SJC
1 stop27h 41mFrontier
Deal found 9/18![Frontier logo]()
$190
This eDestinos deal was found by Cheapflights users on 9/18. 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.
Thu 9/266:00 amSJC - ORD
1 stop16h 06mMultiple Airlines
Sun 9/2912:51 pmORD - SJC
2 stops28h 41mMultiple Airlines
Deal found 9/18![Multiple Airlines logo]()
$224
This United Airlines deal was found by Cheapflights users on 9/19. 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.
Sat 9/288:30 amSJC - ORD
1 stop9h 29mUnited Airlines
Tue 10/19:13 pmORD - SJC
1 stop14h 34mUnited Airlines
Deal found 9/19![United Airlines logo]()
$623
This Delta deal was found by Cheapflights users on 9/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/296:40 amSJC - ORD
1 stop8h 04mDelta
Sun 10/136:00 amORD - SJC
1 stop8h 13mDelta
Deal found 9/18![Delta logo]()
$670
This Southwest deal was found by Cheapflights users on 9/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/256:35 amSJC - MDW
Nonstop4h 10mSouthwest
Wed 10/29:45 amMDW - SJC
Nonstop4h 25mSouthwest
Deal found 9/17![Southwest logo]()
$689
This Delta deal was found by Cheapflights users on 9/19. 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.
Sun 9/2912:25 pmSJC - MDW
1 stop7h 13mDelta
Tue 10/89:35 amMDW - SJC
2 stops9h 43mDelta
Deal found 9/19![Delta logo]()
$712
This Alaska Airlines deal was found by Cheapflights users on 9/18. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/286:05 pmSJC - ORD
1 stop8h 35mAlaska Airlines
Tue 10/15:45 pmORD - SJC
2 stops19h 34mAlaska Airlines
Deal found 9/18![Alaska Airlines logo]()
$756
One-way flights to Chicago from San Jose
Search for one-way flight options from San Jose to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,082,863 searches. Data last updated September 19, 2024.
Users traveling one-way from San Jose to Chicago can select one of these great deals. For those needing a return trip from San Jose, there is a search form available above.
This FareScan deal was found by Cheapflights users on 9/17. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/912:08 pmSJC - ORD
1 stop6h 58mSpirit Airlines
Deal found 9/17![Spirit Airlines logo]()
$42
This Cheapflightsfares deal was found by Cheapflights users on 9/18. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/94:15 pmSJC - MDW
1 stop6h 45mFrontier
Deal found 9/18![Frontier logo]()
$63
This Trip.com deal was found by Cheapflights users on 9/18. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/256:00 amSJC - MDW
1 stop28h 26mMultiple Airlines
Deal found 9/18![Multiple Airlines logo]()
$69
This Frontier deal was found by Cheapflights users on 9/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1710:25 amSJC - ORD
1 stop11h 42mFrontier
Deal found 9/18![Frontier logo]()
$70
This Trip.com deal was found by Cheapflights users on 9/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/266:00 amSJC - ORD
1 stop16h 06mMultiple Airlines
Deal found 9/17![Multiple Airlines logo]()
$71
This FareScan deal was found by Cheapflights users on 9/18. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/512:20 pmSJC - RFD
1 stop28h 40mMultiple Airlines
Deal found 9/18![Multiple Airlines logo]()
$94
This Delta deal was found by Cheapflights users on 9/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/166:20 amSJC - MDW
2 stops13h 26mDelta
Deal found 9/17![Delta logo]()
$126
This Alaska Airlines deal was found by Cheapflights users on 9/19. 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.
Fri 10/2512:14 pmSJC - ORD
1 stop9h 45mAlaska Airlines
Deal found 9/19![Alaska Airlines logo]()
$126
This Delta deal was found by Cheapflights users on 9/19. 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.
Wed 10/232:50 pmSJC - ORD
1 stop7h 09mDelta
Deal found 9/19![Delta logo]()
$127
Find flights from San Jose to Chicago within your budget
Customize your flight search to find flights from San Jose to Chicago 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 3,082,863 searches. Data last updated September 19, 2024.
Fly from
Any airport
Fly to
Any airport
Budget
$112 - $363
Route
Depart
Return
Price
San JoseChicago O'Hare Intl
SJC - ORD
SJCORD
San Jose
Thu 10/17
1 stop11h 42m
Chicago O'Hare Intl
Tue 10/22
1 stop10h 23m
$112
San JoseChicago Midway
SJC - MDW
SJCMDW
San Jose
Wed 10/16
1 stop6h 45m
Chicago Midway
Mon 10/21
1 stop6h 40m
$126
San JoseChicago O'Hare Intl
SJC - ORD
SJCORD
San Jose
Wed 10/23
2 stops19h 45m
Chicago O'Hare Intl
Mon 10/28
1 stop10h 23m
$127
San JoseChicago O'Hare Intl
SJC - ORD
SJCORD
San Jose
Thu 10/3
1 stop23h 39m
Chicago O'Hare Intl
Mon 10/7
1 stop28h 23m
$138
San JoseChicago Midway
SJC - MDW
SJCMDW
San Jose
Wed 10/9
1 stop26h 08m
Chicago Midway
Thu 10/17
2 stops15h 57m
$157
San JoseChicago Greater Rockford
SJC - RFD
SJCRFD
San Jose
Sat 10/5
1 stop28h 40m
Chicago Greater Rockford
Sun 10/13
1 stop17h 28m
$198
San JoseChicago O'Hare Intl
SJC - ORD
SJCORD
San Jose
Sun 11/3
1 stop9h 26m
Chicago O'Hare Intl
Tue 11/5
1 stop7h 49m
$248
San JoseChicago O'Hare Intl
SJC - ORD
SJCORD
San Jose
Tue 10/15
1 stop18h 15m
Chicago O'Hare Intl
Tue 10/22
1 stop7h 16m
$291
San JoseChicago Midway
SJC - MDW
SJCMDW
San Jose
Wed 12/11
Nonstop4h 10m
Chicago Midway
Wed 12/18
1 stop6h 25m
$363
Compare providers for flights from San Jose to Chicago
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 San Jose to Chicago in September.
| Provider | Price Accuracy | Trust Score* | Cancellation Policy |
|---|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | Cancellation PolicyAirline Policy | |
| Price Accuracy3 stars | Trust Score*3 stars | Cancellation PolicyAirline Policy | |
| Price Accuracy3 stars | Trust Score*3 stars | Cancellation PolicyAirline Policy |
- Most accurate provider: When it comes to deals on San Jose-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San Jose-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from San Jose-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on San Jose-Chicago 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 San Jose-Chicago 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 San Jose to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from San Jose 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 San Jose to Chicago
Get recent, data-driven insights about flights from San Jose to Chicago including ideal travel times, pricing trends, and more.
How far ahead should I book a flight from San Jose to Chicago?
Use this chart to determine the optimal time to book a round-trip flight from San Jose to Chicago. Price data was last updated on September 13, 2024.
The best time to book flights from San Jose to Chicago is 59 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest month to book a flight from San Jose to Chicago?
Currently, September is the cheapest month in which you can book a flight from San Jose to Chicago (average of $40). Flying from San Jose to Chicago in June is currently the most expensive (average of $211). 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 SJC to CHI?
Find hourly flight availability from San Jose to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 19, 2024.
A simple way to save on the total cost of your ticket is to fly from San Jose to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 34% on your trip compared to booking a flight in the morning.
What is the cheapest day to fly from San Jose to Chicago?
Use this chart to determine the cheapest time to fly round-trip from San Jose to Chicago. Price data was last updated on September 15, 2024.
Travelers seeking maximum savings on their San Jose to Chicago flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from San Jose to Chicago
Explore weekly flight availability from San Jose to Chicago. 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 September 19, 2024.
The most flights from SJC to CHI are scheduled on a Thursday (7 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).
What are the most popular airlines that fly from San Jose to Chicago?
Our users search for these airlines the most when looking for flights from San Jose to Chicago. Data last updated on September 19, 2024.
Before booking your flight from San Jose to Chicago check out the most popular airlines for this route: United Airlines, Spirit Airlines or Delta.
Rainfall in Chicago by month
Plan your trip to Chicago by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.
Temperature in Chicago by month
Plan your trip to Chicago by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Chicago, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated September 19, 2024.
Get a feel of what it's like to fly with Frontier, Spirit Airlines and Delta from San Jose to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
5,315 reviews
Overall
8.2
Food
7.3
Boarding
8.3
Crew
8.7
Entertainment
7.8
Comfort
8.1
Reviews
1 / 10
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
5,315 reviews
5,315 reviews
Overall
8.2
Food
7.3
Boarding
8.3
Crew
8.7
Entertainment
7.8
Comfort
8.1
Reviews
1 / 10
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
9,367 reviews
5,315 reviews
Overall
8.2
Food
7.3
Boarding
8.3
Crew
8.7
Entertainment
7.8
Comfort
8.1
Reviews
1 / 10
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
9,069 reviews
5,315 reviews
Overall
8.2
Food
7.3
Boarding
8.3
Crew
8.7
Entertainment
7.8
Comfort
8.1
Reviews
1 / 10
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
9,524 reviews
5,315 reviews
Overall
8.2
Food
7.3
Boarding
8.3
Crew
8.7
Entertainment
7.8
Comfort
8.1
Reviews
1 / 10
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
10,000 reviews
5,315 reviews
Overall
8.2
Food
7.3
Boarding
8.3
Crew
8.7
Entertainment
7.8
Comfort
8.1
Reviews
1 / 10
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time