Cheap flights from San Jose (SJC) to Chicago (CHI) from $62

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 4/16. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
SJC — CHI
Mar 24 — Mar 311

The best prices from San Jose to Chicago are usually found in October or September, booked 86 days in advance, depart on a Tuesday or Wednesday and return on a Friday

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 March 19, 2024.

Popular in

January

Cheapest in

October

Round-trip from

$223

One-way from

$110
High demand for flights, 23% potential price rise
Best time to find cheap flights, 31% potential price drop
From San Jose to Chicago (CHI)
One-way flight from San Jose to Chicago (CHI)

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

Travelers have found that booking a Monday departure is the best way to save up to 32% on the cost of booking your flights compared to booking on days of the week where this route is of high demand.

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

Travelers have found it’s best to book a flight 17 days in advance to save up to 314% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 17 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from San Jose to Chicago 1-2 weeks in advance for as low as $373, or $781 for flights within the next 24 hours.

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

Due to multiple factors, expect to potentially pay more when booking in January. For low rates, October can be a great choice for travel to Chicago. Flights to Chicago from San Jose in October are about $458 on average during October, but can be found for as low as $126.

When is the cheapest time to fly from San Jose to Chicago (SJC - CHI)?

A simple way to save on the total cost of your ticket is to fly from San Jose to Chicago in the afternoon. If you’re flexible enough to do this you can expect to save up to 18% on your trip compared to booking a flight in the morning.

Cheap Spirit Airlines flights from San Jose to Chicago

Explore cheap flight options specifically provided by Spirit Airlines for the route between San Jose and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,145,932 searches. Data last updated March 19, 2024.
Check out some of the cheapest Spirit Airlines flights we've come across from San Jose to Chicago. Deals update often to give you more flight options matching your criteria
Mon 4/228:53 pmSJC - ORD
1 stop7h 36mSpirit Airlines
Tue 4/239:34 pmORD - SJC
1 stop11h 41mSpirit Airlines
Deal found 3/18$143
Wed 5/17:00 amSJC - ORD
1 stop7h 59mSpirit Airlines
Mon 5/67:52 pmORD - SJC
1 stop13h 23mSpirit Airlines
Deal found 3/18$164
Tue 4/166:30 amSJC - ORD
2 stops21h 33mSpirit Airlines
Tue 4/309:34 pmORD - SJC
1 stop11h 41mSpirit Airlines
Deal found 3/18$167
Sat 5/47:00 amSJC - ORD
1 stop5h 45mSpirit Airlines
Tue 5/79:34 pmORD - SJC
1 stop13h 07mSpirit Airlines
Deal found 3/18$171
Thu 5/27:00 amSJC - ORD
1 stop8h 09mSpirit Airlines
Mon 5/67:52 pmORD - SJC
1 stop14h 24mSpirit Airlines
Deal found 3/18$182
Wed 4/177:00 amSJC - ORD
1 stop7h 59mSpirit Airlines
Sun 4/2111:58 pmORD - SJC
1 stop9h 17mSpirit Airlines
Deal found 3/18$183
Mon 4/158:53 pmSJC - ORD
1 stop7h 36mSpirit Airlines
Mon 4/227:52 pmORD - SJC
1 stop14h 24mSpirit Airlines
Deal found 3/18$184
Wed 4/109:42 amSJC - ORD
2 stops20h 52mSpirit Airlines
Sat 4/134:05 pmORD - SJC
1 stop8h 43mSpirit Airlines
Deal found 3/18$186
Mon 4/89:30 pmSJC - ORD
1 stop7h 00mSpirit Airlines
Mon 4/2210:00 pmORD - SJC
3 stops36h 42mSpirit Airlines
Deal found 3/18$187

Cheap United Airlines flights from San Jose to Chicago

Explore cheap flight options specifically provided by United Airlines for the route between San Jose and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,145,932 searches. Data last updated March 19, 2024.
To aid your search, here are some of the cheapest United Airlines flights we've found from San Jose to Chicago. Deals are refreshing constantly so come back soon for more options.
Mon 4/2210:45 pmSJC - ORD
1 stop8h 45mUnited Airlines
Tue 4/237:59 pmORD - SJC
Nonstop4h 51mUnited Airlines
Deal found 3/18$208
Fri 4/126:20 amSJC - ORD
Nonstop4h 16mUnited Airlines
Sun 4/145:00 amORD - SJC
1 stop6h 42mUnited Airlines
Deal found 3/17$268
Tue 4/306:20 amSJC - ORD
Nonstop4h 16mUnited Airlines
Wed 5/17:54 pmORD - SJC
Nonstop4h 51mUnited Airlines
Deal found 3/17$269
Mon 4/1510:45 pmSJC - ORD
1 stop8h 45mUnited Airlines
Mon 4/227:59 pmORD - SJC
Nonstop4h 51mUnited Airlines
Deal found 3/18$273
Fri 4/126:20 amSJC - ORD
Nonstop4h 16mUnited Airlines
Sun 4/145:00 amORD - SJC
1 stop6h 42mUnited Airlines
Deal found 3/18$283
Sun 5/56:20 amSJC - ORD
Nonstop4h 16mUnited Airlines
Thu 5/95:00 amORD - SJC
1 stop6h 42mUnited Airlines
Deal found 3/18$285
Wed 4/106:20 amSJC - ORD
Nonstop4h 16mUnited Airlines
Wed 4/177:54 pmORD - SJC
Nonstop4h 51mUnited Airlines
Deal found 3/18$289
Wed 4/176:20 amSJC - ORD
Nonstop4h 16mUnited Airlines
Sat 5/185:00 amORD - SJC
1 stop6h 42mUnited Airlines
Deal found 3/18$298
Sun 5/56:20 amSJC - ORD
Nonstop4h 16mUnited Airlines
Thu 5/97:52 pmORD - SJC
Nonstop4h 51mUnited Airlines
Deal found 3/18$303

Cheap San Jose to Chicago flights in March & April 2024

Find cheap flight options from San Jose to Chicago specifically for the months of March and April 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,145,932 searches. Prices were last updated on March 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.
Tue 4/169:15 amSJC - ORD
2 stops18h 48mSpirit Airlines
Tue 4/239:34 pmORD - SJC
1 stop11h 41mSpirit Airlines
Deal found 3/17$135
Tue 4/166:30 amSJC - ORD
1 stop6h 02mSpirit Airlines
Tue 4/239:34 pmORD - SJC
1 stop11h 41mSpirit Airlines
Deal found 3/17$136
Mon 4/228:53 pmSJC - ORD
1 stop7h 36mSpirit Airlines
Tue 4/239:34 pmORD - SJC
1 stop11h 41mSpirit Airlines
Deal found 3/18$143
Tue 4/169:15 amSJC - MDW
1 stop24h 21mMultiple Airlines
Tue 4/3010:59 pmMDW - SJC
1 stop10h 16mMultiple Airlines
Deal found 3/16$154
Mon 4/158:53 pmSJC - ORD
1 stop7h 36mSpirit Airlines
Mon 4/227:52 pmORD - SJC
1 stop14h 24mSpirit Airlines
Deal found 3/16$154
Mon 4/158:53 pmSJC - MDW
1 stop12h 43mMultiple Airlines
Tue 4/3010:59 pmMDW - SJC
1 stop10h 16mMultiple Airlines
Deal found 3/16$162
Tue 4/169:15 amSJC - MDW
2 stops10h 50mMultiple Airlines
Tue 4/3010:59 pmMDW - SJC
1 stop10h 16mMultiple Airlines
Deal found 3/16$164
Tue 4/166:30 amSJC - ORD
1 stop6h 02mSpirit Airlines
Wed 5/19:27 amORD - SJC
1 stop15h 21mSpirit Airlines
Deal found 3/16$164
Tue 4/169:15 amSJC - ORD
2 stops18h 48mSpirit Airlines
Tue 4/2312:10 pmORD - SJC
2 stops22h 32mSpirit Airlines
Deal found 3/17$167

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 3,145,932 searches. Data last updated March 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.
Tue 4/169:15 amSJC - ORD
2 stops18h 48mSpirit Airlines
Tue 4/239:34 pmORD - SJC
1 stop11h 41mSpirit Airlines
Deal found 3/17$135
Tue 4/166:30 amSJC - ORD
1 stop6h 02mSpirit Airlines
Tue 4/239:34 pmORD - SJC
1 stop11h 41mSpirit Airlines
Deal found 3/17$136
Mon 4/228:53 pmSJC - ORD
1 stop7h 36mSpirit Airlines
Tue 4/239:34 pmORD - SJC
1 stop11h 41mSpirit Airlines
Deal found 3/18$143
Tue 4/169:15 amSJC - MDW
1 stop24h 21mMultiple Airlines
Tue 4/3010:59 pmMDW - SJC
1 stop10h 16mMultiple Airlines
Deal found 3/16$154
Mon 4/158:53 pmSJC - ORD
1 stop7h 36mSpirit Airlines
Mon 4/227:52 pmORD - SJC
1 stop14h 24mSpirit Airlines
Deal found 3/16$154
Mon 4/158:53 pmSJC - MDW
1 stop12h 43mMultiple Airlines
Tue 4/3010:59 pmMDW - SJC
1 stop10h 16mMultiple Airlines
Deal found 3/16$162
Tue 4/169:15 amSJC - MDW
2 stops10h 50mMultiple Airlines
Tue 4/3010:59 pmMDW - SJC
1 stop10h 16mMultiple Airlines
Deal found 3/16$164
Tue 4/166:30 amSJC - ORD
1 stop6h 02mSpirit Airlines
Wed 5/19:27 amORD - SJC
1 stop15h 21mSpirit Airlines
Deal found 3/16$164
Tue 4/169:15 amSJC - ORD
2 stops18h 48mSpirit Airlines
Tue 4/2312:10 pmORD - SJC
2 stops22h 32mSpirit Airlines
Deal found 3/17$167

Non-stop flights to Chicago from San Jose

Discover non-stop flight options from San Jose to Chicago. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 3,145,932 searches. Data last updated March 19, 2024.
For a shorter flight, select one of these non-stop flights from San Jose to Chicago. Users can also choose from other San Jose to Chicago flights by using the search form above.
Sun 4/216:20 amSJC - ORD
Nonstop4h 16mUnited Airlines
Thu 5/27:57 pmORD - SJC
Nonstop4h 51mUnited Airlines
Deal found 3/17$219
Thu 4/186:20 amSJC - ORD
Nonstop4h 16mUnited Airlines
Thu 4/257:54 pmORD - SJC
Nonstop4h 51mUnited Airlines
Deal found 3/17$243
Sat 4/206:20 amSJC - ORD
Nonstop4h 16mUnited Airlines
Sat 4/277:54 pmORD - SJC
Nonstop4h 51mUnited Airlines
Deal found 3/17$268
Tue 4/166:20 amSJC - ORD
Nonstop4h 16mUnited Airlines
Tue 4/307:59 pmORD - SJC
Nonstop4h 51mUnited Airlines
Deal found 3/16$269
Mon 4/156:20 amSJC - ORD
Nonstop4h 16mUnited Airlines
Mon 4/227:59 pmORD - SJC
Nonstop4h 51mUnited Airlines
Deal found 3/18$280
Sat 4/136:20 amSJC - ORD
Nonstop4h 16mUnited Airlines
Wed 4/177:54 pmORD - SJC
Nonstop4h 51mUnited Airlines
Deal found 3/17$289
Sun 5/56:20 amSJC - ORD
Nonstop4h 16mUnited Airlines
Thu 5/97:52 pmORD - SJC
Nonstop4h 51mUnited Airlines
Deal found 3/18$303
Sat 4/136:20 amSJC - ORD
Nonstop4h 16mUnited Airlines
Tue 4/167:59 pmORD - SJC
Nonstop4h 51mUnited Airlines
Deal found 3/18$309
Tue 5/146:20 amSJC - ORD
Nonstop4h 16mUnited Airlines
Wed 5/227:52 pmORD - SJC
Nonstop4h 51mUnited Airlines
Deal found 3/17$339

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 3,145,932 searches. Data last updated March 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.
Tue 3/266:30 amSJC - MDW
2 stops15h 22mMultiple Airlines
Fri 4/512:17 pmMDW - SJC
1 stop12h 46mMultiple Airlines
Deal found 3/17$228
Mon 4/19:30 pmSJC - ORD
1 stop7h 00mSpirit Airlines
Thu 4/410:46 pmORD - SJC
2 stops26h 17mSpirit Airlines
Deal found 3/18$267
Mon 3/259:30 pmSJC - ORD
1 stop7h 00mSpirit Airlines
Thu 3/2811:20 pmORD - SJC
1 stop15h 03mSpirit Airlines
Deal found 3/16$272
Mon 3/259:30 pmSJC - MDW
1 stop11h 57mMultiple Airlines
Thu 3/2812:26 pmMDW - SJC
2 stops13h 52mMultiple Airlines
Deal found 3/16$276
Mon 4/19:30 pmSJC - ORD
1 stop7h 00mSpirit Airlines
Thu 4/411:50 pmORD - SJC
1 stop14h 33mSpirit Airlines
Deal found 3/18$280
Mon 3/259:30 pmSJC - ORD
1 stop7h 00mSpirit Airlines
Thu 3/2811:20 pmORD - SJC
2 stops23h 17mSpirit Airlines
Deal found 3/16$307
Mon 4/19:30 pmSJC - ORD
1 stop7h 00mSpirit Airlines
Thu 4/410:29 amORD - SJC
3 stops27h 54mSpirit Airlines
Deal found 3/18$316
Mon 3/259:30 pmSJC - ORD
3 stops25h 00mSpirit Airlines
Thu 3/2811:20 pmORD - SJC
1 stop15h 03mSpirit Airlines
Deal found 3/16$325
Mon 4/19:30 pmSJC - ORD
3 stops25h 00mSpirit Airlines
Thu 4/410:46 pmORD - SJC
2 stops26h 17mSpirit Airlines
Deal found 3/18$343

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 3,145,932 searches. Data last updated March 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.
Tue 4/166:30 amSJC - ORD
2 stops21h 33mSpirit Airlines
Deal found 3/17$62
Tue 4/166:30 amSJC - MDW
1 stop27h 06mMultiple Airlines
Deal found 3/18$80
Tue 4/236:30 amSJC - ORD
1 stop6h 02mSpirit Airlines
Deal found 3/18$81
Sat 5/119:51 amSJC - ORD
1 stop10h 06mSpirit Airlines
Deal found 3/17$82
Mon 4/158:53 pmSJC - MDW
1 stop12h 43mMultiple Airlines
Deal found 3/17$85
Mon 4/87:05 amSJC - MDW
1 stop26h 22mMultiple Airlines
Deal found 3/17$88
Thu 5/27:00 amSJC - ORD
1 stop8h 09mSpirit Airlines
Deal found 3/18$88
Sun 4/149:46 pmSJC - ORD
1 stop6h 43mSpirit Airlines
Deal found 3/17$89
Tue 4/166:30 amSJC - ORD
2 stops16h 26mMultiple Airlines
Deal found 3/18$90

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 3,145,932 searches. Data last updated March 19, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$143 - $236

Route

Depart

Return

Price

San JoseChicago O'Hare Intl

SJC - ORD

SJCORD

San Jose

Mon 4/22

1 stop7h 36m

Chicago O'Hare Intl

Tue 4/23

1 stop11h 41m

$143

San JoseChicago Midway

SJC - MDW

SJCMDW

San Jose

Tue 4/16

1 stop24h 21m

Chicago Midway

Tue 4/30

1 stop10h 16m

$154

San JoseChicago Midway

SJC - MDW

SJCMDW

San Jose

Mon 4/15

1 stop12h 43m

Chicago Midway

Tue 4/30

1 stop10h 16m

$162

San JoseChicago O'Hare Intl

SJC - ORD

SJCORD

San Jose

Wed 5/1

1 stop7h 59m

Chicago O'Hare Intl

Mon 5/6

1 stop13h 23m

$164

San JoseChicago Midway

SJC - MDW

SJCMDW

San Jose

Tue 4/16

2 stops10h 50m

Chicago Midway

Tue 4/30

1 stop10h 16m

$164

San JoseChicago O'Hare Intl

SJC - ORD

SJCORD

San Jose

Tue 4/16

2 stops21h 33m

Chicago O'Hare Intl

Tue 4/30

1 stop11h 41m

$167

San JoseChicago O'Hare Intl

SJC - ORD

SJCORD

San Jose

Mon 4/22

1 stop8h 45m

Chicago O'Hare Intl

Tue 4/23

Nonstop4h 51m

$208

San JoseChicago O'Hare Intl

SJC - ORD

SJCORD

San Jose

Tue 4/30

1 stop9h 25m

Chicago O'Hare Intl

Wed 5/1

1 stop8h 50m

$235

San JoseChicago Midway

SJC - MDW

SJCMDW

San Jose

Wed 5/1

1 stop8h 50m

Chicago Midway

Sat 5/11

1 stop9h 00m

$236

Flights are sorted by cheapest first

Deals found on 3/18

When is the best time to 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 January 28, 2024.
The best time to book flights from San Jose to Chicago is 86 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.
Search Deals

When is the cheapest time 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 March 17, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their San Jose to Chicago flight should consider departing on Sunday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to Chicago by month

Plan your trip from San Jose to Chicago by taking into account the cheapest months to travel. The average price of a one-way flight from San Jose to Chicago is currently $83 while a round-trip flight costs $181. Price data was last updated on March 10, 2024.

Currently, February is the cheapest month in which you can book a flight from San Jose to Chicago (average of $245). Flying from San Jose to Chicago in June is currently the most expensive (average of $361). 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.

January

$248

February

$245

March

$280

April

$288

May

$292

June

$361

July

$338

August

$276

September

$258

October

$248

November

$271

December

$248

Temperature and rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.

CHI

Temperature

23 - 73.4 °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 March 19, 2024.
Get a feel of what it's like to fly with Spirit Airlines, United 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.
8.1
Very good
9,147 reviews

Entertainment

7.4

Comfort

7.9

Crew

8.6

Food

7.3

Overall

8.1

Boarding

8.3

Reviews

1 / 10

We would prefer paper boarding pass. First time using baggage kiosks and found it confusing but should do better next time. Not much people contact in the terminal. The flight itself was good.

8.1
Very good
9,147 reviews
8.1
Very good
9,147 reviews

Entertainment

7.4

Comfort

7.9

Crew

8.6

Food

7.3

Overall

8.1

Boarding

8.3

Reviews

1 / 10

We would prefer paper boarding pass. First time using baggage kiosks and found it confusing but should do better next time. Not much people contact in the terminal. The flight itself was good.

8.1
Very good
11,551 reviews
8.1
Very good
9,147 reviews

Entertainment

7.4

Comfort

7.9

Crew

8.6

Food

7.3

Overall

8.1

Boarding

8.3

Reviews

1 / 10

We would prefer paper boarding pass. First time using baggage kiosks and found it confusing but should do better next time. Not much people contact in the terminal. The flight itself was good.

7.4
Good
11,602 reviews
8.1
Very good
9,147 reviews

Entertainment

7.4

Comfort

7.9

Crew

8.6

Food

7.3

Overall

8.1

Boarding

8.3

Reviews

1 / 10

We would prefer paper boarding pass. First time using baggage kiosks and found it confusing but should do better next time. Not much people contact in the terminal. The flight itself was good.

7.3
Good
15,312 reviews
8.1
Very good
9,147 reviews

Entertainment

7.4

Comfort

7.9

Crew

8.6

Food

7.3

Overall

8.1

Boarding

8.3

Reviews

1 / 10

We would prefer paper boarding pass. First time using baggage kiosks and found it confusing but should do better next time. Not much people contact in the terminal. The flight itself was good.

6.7
Okay
1,610 reviews
8.1
Very good
9,147 reviews

Entertainment

7.4

Comfort

7.9

Crew

8.6

Food

7.3

Overall

8.1

Boarding

8.3

Reviews

1 / 10

We would prefer paper boarding pass. First time using baggage kiosks and found it confusing but should do better next time. Not much people contact in the terminal. The flight itself was good.

Related info for your journey

Find useful and relevant information for your journey from San Jose to Chicago. 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 from for flights from San Jose to Chicago?

    Located just 2.9 mi from the city center, San Jose is the airport most travelers will use when flying to Chicago from San Jose. Booking flights from San Jose (SJC) to Chicago should be relatively easy as there are 6 daily outbound flights to Chicago from 6 different airlines.

  • Can I find flights from San Jose to Chicago for under $200 on Cheapflights?

    Yes, there are multiple flights from San Jose to Chicago for under $200. The cheapest flight booked recently is on Spirit Airlines for just $143, but on average you can expect to pay $173.

  • Are there nonstop flights from San Jose to Chicago for under $300 on Cheapflights?

    Cheapflights has at least 20 direct flights from San Jose to Chicago under $300. A good price for a nonstop flight from San Jose to Chicago is less than $338.

  • Are there last-minute flights available from San Jose to Chicago for under $300?

    There are currently 20+ open flights from San Jose to Chicago within the next 7 days for less than $300.

  • What is the cheapest airline to fly from San Jose to Chicago round-trip?

    Cheapflights users have booked flights from San Jose to Chicago round-trip from $143. You may be able to fly from San Jose to Chicago for 68% less than the average price by searching for this airline.

  • What are the most popular routes from San Jose to Chicago?

  • What are the most popular airlines that fly from San Jose to Chicago?

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

    Looking for the cheapest flight from San Jose to Chicago? While on average our users pay $783, our data indicates the cheapest price to be $160. The most popular route (San Jose - Chicago O'Hare Intl), is priced around $143.

  • What does SJC to ORD mean?

    San Jose Airport is SJC and Chicago O'Hare Intl Airport is ORD. These codes are created by the International Air Transport Association (IATA) and airlines use them to identify the departing and arrival airports in the flight routes they service. Ready for more IATA code knowledge? These are related airports for your current travel destination: Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for San Jose to Chicago
See prices for flight routes from nearby airports that may be better suited for you.

Top 6 airlines flying from San Jose to Chicago

Discover the top 6 airlines that operate flights from San Jose to Chicago. 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 3,145,932 searches. Data last updated March 19, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$49Average$264FlexibilityNo cancel feeOn-time62%
Search Frontier flights
Alaska AirlinesCheapest$119Average$298FlexibilityNo cancel feeOn-time75%
Search Alaska Airlines flights
Spirit AirlinesCheapest$152Average$279FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
United AirlinesCheapest$266Average$464FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapest$276Average$439FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapest$310Average$534FlexibilityNo cancel feeOn-time71%
Search American Airlines flights

Search flights from San Jose to Chicago by cabin class

Find flights from San Jose to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Hourly flight availability from San Jose to Chicago

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 March 19, 2024.
45%of flight departuresEarly morningMidnight to 6 am
55%of flight departuresMorning6 am to noon
0%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

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 March 19, 2024.
Sunday2daily flights
Monday8daily flights
Tuesday7daily flights
Wednesday7daily flights
Thursday8daily flights
Friday8daily flights
Saturday2daily flights

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When you search for this flight from San Jose to Chicago, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

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