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Cheap flights from San Jose (SJC) to Chicago (CHI) from $70

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 6/11. 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
May 20 — May 271
From?
To?
Mon 5/20
Mon 5/27
1 adult, Economy
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The best prices from San Jose to Chicago are usually found in October or January, booked 86 days in advance, depart on a Wednesday or Saturday 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 May 15, 2024.

Popular in

March

Cheapest in

October

Round-trip from

$223

One-way from

$70
High demand for flights, 19% potential price rise
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Best time to find cheap flights, 22% potential price drop
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From San Jose to Chicago (CHI)
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One-way flight from San Jose to Chicago (CHI)
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What is the cheapest day to fly round-trip from San Jose to Chicago?

Travelers have found that booking a Tuesday departure is the best way to save up to 26% 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 60 days in advance to save up to 431% 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 60 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 $354, or $587 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 March. For low rates, October can be a great choice for travel to Chicago. Flights to Chicago from San Jose in October are about $418 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 12% 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 2,632,958 searches. Data last updated May 15, 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
Thu 5/308:46 pmSJC - ORD
1 stop7h 54mSpirit Airlines
Tue 6/410:52 pmORD - SJC
1 stop11h 32mSpirit Airlines
Deal found 5/14$139
Tue 6/115:50 pmSJC - ORD
1 stop13h 24mSpirit Airlines
Tue 6/189:36 amORD - SJC
1 stop12h 44mSpirit Airlines
Deal found 5/14$174
Tue 6/410:31 amSJC - ORD
1 stop9h 24mSpirit Airlines
Sat 6/812:32 pmORD - SJC
1 stop13h 27mSpirit Airlines
Deal found 5/14$176
Tue 6/46:20 amSJC - ORD
1 stop13h 35mSpirit Airlines
Sat 6/812:32 pmORD - SJC
1 stop13h 27mSpirit Airlines
Deal found 5/14$180
Tue 6/44:40 pmSJC - ORD
1 stop11h 56mSpirit Airlines
Mon 6/1012:32 pmORD - SJC
1 stop21h 52mSpirit Airlines
Deal found 5/14$184
Thu 5/304:40 pmSJC - ORD
1 stop12h 00mSpirit Airlines
Mon 6/37:52 pmORD - SJC
1 stop15h 49mSpirit Airlines
Deal found 5/14$188
Tue 6/115:50 pmSJC - ORD
1 stop13h 24mSpirit Airlines
Tue 6/1810:01 pmORD - SJC
1 stop12h 23mSpirit Airlines
Deal found 5/14$191
Thu 6/610:19 amSJC - ORD
1 stop17h 41mSpirit Airlines
Tue 6/1110:01 pmORD - SJC
1 stop12h 23mSpirit Airlines
Deal found 5/14$193
Mon 6/34:40 pmSJC - ORD
1 stop12h 00mSpirit Airlines
Thu 6/610:17 pmORD - SJC
1 stop13h 12mSpirit Airlines
Deal found 5/14$194

Cheap Delta flights from San Jose to Chicago

Explore cheap flight options specifically provided by Delta 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 2,632,958 searches. Data last updated May 15, 2024.
To aid your search, here are some of the cheapest Delta flights we've found from San Jose to Chicago. Deals are refreshing constantly so come back soon for more options.
Wed 8/712:05 pmSJC - MDW
1 stop7h 42mDelta
Wed 8/149:35 amMDW - SJC
2 stops11h 16mDelta
Deal found 5/14$313
Wed 7/247:30 pmSJC - MDW
2 stops11h 10mDelta
Wed 7/311:24 pmMDW - SJC
2 stops11h 03mDelta
Deal found 5/14$318
Sat 9/2112:05 pmSJC - MDW
1 stop7h 39mDelta
Thu 9/263:45 pmMDW - SJC
1 stop7h 58mDelta
Deal found 5/14$327
Sat 9/219:01 amSJC - ORD
2 stops10h 06mDelta
Thu 9/262:05 pmORD - SJC
1 stop6h 05mDelta
Deal found 5/14$332
Sat 9/216:30 amSJC - MDW
2 stops13h 14mDelta
Thu 9/261:10 pmMDW - SJC
2 stops11h 22mDelta
Deal found 5/14$337
Tue 10/86:50 amSJC - MDW
1 stop9h 09mDelta
Tue 10/152:00 pmMDW - SJC
1 stop8h 39mDelta
Deal found 5/14$340
Sat 6/156:15 amSJC - ORD
2 stops12h 48mDelta
Tue 6/182:10 pmORD - SJC
1 stop9h 54mDelta
Deal found 5/13$343
Tue 6/1112:26 pmSJC - MDW
1 stop7h 20mDelta
Fri 6/211:24 pmMDW - SJC
2 stops10h 46mDelta
Deal found 5/14$380
Wed 6/1212:26 pmSJC - MDW
1 stop7h 20mDelta
Sat 6/1512:07 pmMDW - SJC
1 stop7h 28mDelta
Deal found 5/13$402

Cheap San Jose to Chicago flights in May & June 2024

Find cheap flight options from San Jose to Chicago specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,632,958 searches. Prices were last updated on May 15, 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.
Thu 5/308:46 pmSJC - ORD
1 stop7h 54mSpirit Airlines
Tue 6/410:52 pmORD - SJC
1 stop11h 32mSpirit Airlines
Deal found 5/14$139
Tue 6/115:50 pmSJC - ORD
1 stop13h 24mSpirit Airlines
Tue 6/189:36 amORD - SJC
1 stop12h 44mSpirit Airlines
Deal found 5/14$174
Tue 6/410:31 amSJC - ORD
1 stop9h 24mSpirit Airlines
Sat 6/812:32 pmORD - SJC
1 stop13h 27mSpirit Airlines
Deal found 5/14$176
Tue 6/46:20 amSJC - ORD
1 stop13h 35mSpirit Airlines
Sat 6/812:32 pmORD - SJC
1 stop13h 27mSpirit Airlines
Deal found 5/14$180
Mon 5/279:28 pmSJC - ORD
1 stop7h 12mSpirit Airlines
Tue 5/2810:52 pmORD - SJC
1 stop18h 58mSpirit Airlines
Deal found 5/15$183
Tue 6/44:40 pmSJC - ORD
1 stop11h 56mSpirit Airlines
Mon 6/1012:32 pmORD - SJC
1 stop21h 52mSpirit Airlines
Deal found 5/14$184
Thu 5/308:46 pmSJC - ORD
1 stop7h 54mMultiple Airlines
Mon 6/36:15 pmORD - SJC
2 stops17h 26mMultiple Airlines
Deal found 5/14$185
Thu 5/304:40 pmSJC - ORD
1 stop12h 00mSpirit Airlines
Mon 6/37:52 pmORD - SJC
1 stop15h 49mSpirit Airlines
Deal found 5/14$188
Tue 6/115:50 pmSJC - ORD
1 stop13h 24mSpirit Airlines
Tue 6/1810:01 pmORD - SJC
1 stop12h 23mSpirit Airlines
Deal found 5/14$191

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 2,632,958 searches. Data last updated May 15, 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.
Thu 5/308:46 pmSJC - ORD
1 stop7h 54mSpirit Airlines
Tue 6/410:52 pmORD - SJC
1 stop11h 32mSpirit Airlines
Deal found 5/14$139
Tue 6/115:50 pmSJC - ORD
1 stop13h 24mSpirit Airlines
Tue 6/189:36 amORD - SJC
1 stop12h 44mSpirit Airlines
Deal found 5/14$174
Tue 6/410:31 amSJC - ORD
1 stop9h 24mSpirit Airlines
Sat 6/812:32 pmORD - SJC
1 stop13h 27mSpirit Airlines
Deal found 5/14$176
Tue 6/46:20 amSJC - ORD
1 stop13h 35mSpirit Airlines
Sat 6/812:32 pmORD - SJC
1 stop13h 27mSpirit Airlines
Deal found 5/14$180
Mon 5/279:28 pmSJC - ORD
1 stop7h 12mSpirit Airlines
Tue 5/2810:52 pmORD - SJC
1 stop18h 58mSpirit Airlines
Deal found 5/15$183
Tue 6/44:40 pmSJC - ORD
1 stop11h 56mSpirit Airlines
Mon 6/1012:32 pmORD - SJC
1 stop21h 52mSpirit Airlines
Deal found 5/14$184
Thu 5/308:46 pmSJC - ORD
1 stop7h 54mMultiple Airlines
Mon 6/36:15 pmORD - SJC
2 stops17h 26mMultiple Airlines
Deal found 5/14$185
Thu 5/304:40 pmSJC - ORD
1 stop12h 00mSpirit Airlines
Mon 6/37:52 pmORD - SJC
1 stop15h 49mSpirit Airlines
Deal found 5/14$188
Tue 6/115:50 pmSJC - ORD
1 stop13h 24mSpirit Airlines
Tue 6/1810:01 pmORD - SJC
1 stop12h 23mSpirit Airlines
Deal found 5/14$191

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 2,632,958 searches. Data last updated May 15, 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.
Sat 9/216:40 amSJC - ORD
Nonstop4h 20mUnited Airlines
Thu 9/269:12 amORD - SJC
Nonstop4h 44mUnited Airlines
Deal found 5/14$329
Tue 7/26:39 amSJC - ORD
Nonstop4h 09mUnited Airlines
Tue 7/308:15 pmORD - SJC
Nonstop4h 43mUnited Airlines
Deal found 5/14$353
Thu 8/156:21 amSJC - ORD
Nonstop4h 09mUnited Airlines
Tue 8/209:15 amORD - SJC
Nonstop4h 43mUnited Airlines
Deal found 5/14$378
Tue 10/86:35 amSJC - ORD
Nonstop4h 21mUnited Airlines
Tue 10/159:12 amORD - SJC
Nonstop4h 44mUnited Airlines
Deal found 5/14$379
Sat 8/106:39 amSJC - ORD
Nonstop4h 09mUnited Airlines
Sat 8/178:15 pmORD - SJC
Nonstop4h 43mUnited Airlines
Deal found 5/14$380
Thu 7/116:21 amSJC - ORD
Nonstop4h 09mUnited Airlines
Mon 7/158:02 pmORD - SJC
Nonstop4h 43mUnited Airlines
Deal found 5/14$396
Wed 8/76:39 amSJC - ORD
Nonstop4h 09mUnited Airlines
Wed 8/148:10 pmORD - SJC
Nonstop4h 43mUnited Airlines
Deal found 5/14$399
Fri 9/206:40 amSJC - ORD
Nonstop4h 20mUnited Airlines
Wed 9/259:15 amORD - SJC
Nonstop4h 43mUnited Airlines
Deal found 5/14$400
Thu 7/256:21 amSJC - ORD
Nonstop4h 09mUnited Airlines
Tue 7/308:15 pmORD - SJC
Nonstop4h 43mUnited Airlines
Deal found 5/13$410

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 2,632,958 searches. Data last updated May 15, 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.
Wed 5/299:35 amSJC - ORD
1 stop10h 20mSpirit Airlines
Sun 6/21:13 pmORD - SJC
1 stop26h 13mSpirit Airlines
Deal found 5/14$196
Wed 5/299:35 amSJC - ORD
1 stop10h 20mSpirit Airlines
Sun 6/21:13 pmORD - SJC
2 stops24h 18mSpirit Airlines
Deal found 5/14$200
Tue 5/284:40 pmSJC - ORD
1 stop11h 50mSpirit Airlines
Sun 6/21:13 pmORD - SJC
1 stop26h 13mSpirit Airlines
Deal found 5/13$203
Tue 5/284:40 pmSJC - ORD
1 stop11h 50mSpirit Airlines
Sun 6/29:25 pmORD - SJC
3 stops38h 16mSpirit Airlines
Deal found 5/13$204
Tue 5/284:40 pmSJC - ORD
1 stop11h 50mSpirit Airlines
Sun 6/210:57 pmORD - SJC
2 stops18h 53mSpirit Airlines
Deal found 5/13$213
Wed 5/298:00 amSJC - ORD
1 stop6h 56mSpirit Airlines
Sun 6/29:25 pmORD - SJC
3 stops38h 16mSpirit Airlines
Deal found 5/14$214
Wed 5/228:00 amSJC - ORD
1 stop6h 56mSpirit Airlines
Tue 5/2810:52 pmORD - SJC
1 stop18h 58mSpirit Airlines
Deal found 5/14$219
Tue 5/2812:21 pmSJC - ORD
3 stops33h 08mSpirit Airlines
Sun 6/29:25 pmORD - SJC
3 stops38h 16mSpirit Airlines
Deal found 5/13$220
Mon 5/202:16 pmSJC - ORD
1 stop23h 42mSpirit Airlines
Tue 5/2110:52 pmORD - SJC
1 stop11h 49mSpirit Airlines
Deal found 5/13$221

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 2,632,958 searches. Data last updated May 15, 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 6/115:50 pmSJC - ORD
1 stop13h 24mSpirit Airlines
Deal found 5/13$70
Tue 5/284:40 pmSJC - ORD
1 stop11h 50mSpirit Airlines
Deal found 5/14$72
Tue 6/119:13 pmSJC - ORD
2 stops24h 37mSpirit Airlines
Deal found 5/13$73
Thu 5/308:46 pmSJC - ORD
1 stop7h 54mSpirit Airlines
Deal found 5/14$76
Tue 6/112:12 pmSJC - ORD
3 stops31h 38mSpirit Airlines
Deal found 5/13$77
Wed 6/127:00 amSJC - ORD
2 stops14h 50mSpirit Airlines
Deal found 5/13$78
Mon 6/39:28 pmSJC - ORD
1 stop7h 12mSpirit Airlines
Deal found 5/14$79
Mon 5/279:28 pmSJC - ORD
1 stop7h 12mSpirit Airlines
Deal found 5/14$83
Tue 6/119:13 pmSJC - RFD
2 stops15h 37mMultiple Airlines
Deal found 5/13$86

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 2,632,958 searches. Data last updated May 15, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$139 - $329

Route

Depart

Return

Price

San JoseChicago O'Hare Intl

SJC - ORD

SJCORD

San Jose

Thu 5/30

1 stop7h 54m

Chicago O'Hare Intl

Tue 6/4

1 stop11h 32m

$139

San JoseChicago O'Hare Intl

SJC - ORD

SJCORD

San Jose

Tue 6/11

1 stop13h 24m

Chicago O'Hare Intl

Tue 6/18

1 stop12h 44m

$174

San JoseChicago O'Hare Intl

SJC - ORD

SJCORD

San Jose

Tue 6/4

1 stop9h 24m

Chicago O'Hare Intl

Sat 6/8

1 stop13h 27m

$176

San JoseChicago O'Hare Intl

SJC - ORD

SJCORD

San Jose

Tue 6/4

1 stop13h 35m

Chicago O'Hare Intl

Sat 6/8

1 stop13h 27m

$180

San JoseChicago O'Hare Intl

SJC - ORD

SJCORD

San Jose

Thu 5/30

1 stop7h 54m

Chicago O'Hare Intl

Mon 6/3

2 stops17h 26m

$185

San JoseChicago O'Hare Intl

SJC - ORD

SJCORD

San Jose

Thu 5/30

2 stops16h 58m

Chicago O'Hare Intl

Mon 6/3

2 stops17h 26m

$199

San JoseChicago O'Hare Intl

SJC - ORD

SJCORD

San Jose

Mon 6/3

1 stop14h 44m

Chicago O'Hare Intl

Thu 6/6

2 stops19h 47m

$211

San JoseChicago Midway

SJC - MDW

SJCMDW

San Jose

Wed 8/7

1 stop7h 42m

Chicago Midway

Wed 8/14

2 stops11h 16m

$313

San JoseChicago O'Hare Intl

SJC - ORD

SJCORD

San Jose

Sat 9/21

Nonstop4h 20m

Chicago O'Hare Intl

Thu 9/26

Nonstop4h 44m

$329

Flights are sorted by cheapest first

Deals found on 5/14

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 May 10, 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 May 12, 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 at noon when fares are most often at their lowest. Wednesday evenings 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 $77 while a round-trip flight costs $212. Price data was last updated on May 12, 2024.

Currently, February is the cheapest month in which you can book a flight from San Jose to Chicago (average of $244). Flying from San Jose to Chicago in June is currently the most expensive (average of $342). 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

$244

March

$280

April

$258

May

$278

June

$342

July

$327

August

$274

September

$258

October

$248

November

$270

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 May 15, 2024.
Get a feel of what it's like to fly with Spirit Airlines, Delta and Southwest 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.
Southwest
8.2
Very good
6,040 reviews
Check prices

Entertainment

7.8

Food

7.3

Overall

8.2

Boarding

8.3

Comfort

8.1

Crew

8.7

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Southwest
8.2
Very good
6,040 reviews
Southwest
8.2
Very good
6,040 reviews
Check prices

Entertainment

7.8

Food

7.3

Overall

8.2

Boarding

8.3

Comfort

8.1

Crew

8.7

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Alaska Airlines
8.1
Very good
9,152 reviews
Southwest
8.2
Very good
6,040 reviews
Check prices

Entertainment

7.8

Food

7.3

Overall

8.2

Boarding

8.3

Comfort

8.1

Crew

8.7

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Delta
8.0
Very good
10,691 reviews
Southwest
8.2
Very good
6,040 reviews
Check prices

Entertainment

7.8

Food

7.3

Overall

8.2

Boarding

8.3

Comfort

8.1

Crew

8.7

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

United Airlines
7.4
Good
10,959 reviews
Southwest
8.2
Very good
6,040 reviews
Check prices

Entertainment

7.8

Food

7.3

Overall

8.2

Boarding

8.3

Comfort

8.1

Crew

8.7

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

American Airlines
7.3
Good
14,561 reviews
Southwest
8.2
Very good
6,040 reviews
Check prices

Entertainment

7.8

Food

7.3

Overall

8.2

Boarding

8.3

Comfort

8.1

Crew

8.7

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

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 $139, but on average you can expect to pay $190.

  • Are there nonstop flights from San Jose to Chicago for under $400 on Cheapflights?

    Cheapflights has at least 20 direct flights from San Jose to Chicago under $400. A good price for a nonstop flight from San Jose to Chicago is less than $409.

  • Are there last-minute flights available from San Jose to Chicago for under $200?

    There are currently 20+ open flights from San Jose to Chicago within the next 7 days for less than $200.

  • 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 $139. You may be able to fly from San Jose to Chicago for 66% less than the average price by searching for this airline.

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

    While some choose either San Jose - Chicago Midway or San Jose - Chicago Greater Rockford, San Jose - Chicago O'Hare Intl is the most popular route from San Jose to Chicago.

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

    Before booking your flight from San Jose to Chicago check out the most popular airlines for this route: American Airlines, Alaska Airlines or Delta.

  • 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 $1,115, our data indicates the cheapest price to be $123. The most popular route (San Jose - Chicago O'Hare Intl), is priced around $176.

  • 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).

  • Can I find deals for flights from San Jose to Chicago that include extra baggage allowance?

    The amount of baggage you can bring on your San Jose to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from San Jose to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter San Jose to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

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

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

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

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

  • Can I find deals for flights from San Jose to Chicago that allow pets onboard?

    Many airlines flying from San Jose to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from San Jose to Chicago?

    Yes, you can often find last-minute deals on San Jose to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the San Jose to Chicago flight deals updated?

    The San Jose to Chicago flight deals you see on this page were last updated on 5/15.

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

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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 2,632,958 searches. Data last updated May 15, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$61Average$208FlexibilityNo cancel feeOn-time62%
Search Frontier flights
Alaska AirlinesCheapest$100Average$220FlexibilityNo cancel feeOn-time75%
Search Alaska Airlines flights
Spirit AirlinesCheapest$132Average$270FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
United AirlinesCheapest$203Average$464FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapest$253Average$494FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapest$318Average$550FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
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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.
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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 May 15, 2024.
53%of flight departuresEarly morningMidnight to 6 am
47%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 May 15, 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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Cheapflights helps you find that perfect flight to Chicago from San Jose by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from San Jose to Chicago with no change fees?

Certainly. Search results for flights to Chicago from San Jose shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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Yes! Start tracking prices for San Jose to Chicago flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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