Cheap Flights from Chicago, IL to San Jose, CA from $52

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On Cheapflightsplus.com you will find 5 direct and 225 connecting flights from Chicago to San Jose. You can compare airfare deals from 9 airlines and multiple travel sites from $52, book and save on cheap plane tickets and last minute offers. Also check out CHI-SJC flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Chicago to San Jose Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $52 (one-way), $89 (round-trip).

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Best Flights from Chicago to San Jose Today

Take a look at the list of non stop flights and flights with layovers from Chicago to San Jose with the lowest price of $52. The fastest direct flight takes 4h 33m and the fastest connecting – 5h 53m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $65 Find flight	09:55 Chicago O'Hare International	12:28 San Jose San Jose Municipal	4h 33m	American Airlines	AA1312
from $198 Find flight	09:30 Chicago Midway	12:05 San Jose San Jose Municipal	4h 35m	Southwest Airlines	WN886
from $198 Find flight	19:50 Chicago Midway	22:25 San Jose San Jose Municipal	4h 35m	Southwest Airlines	WN1077
from $247 Find flight	09:25 Chicago Midway	12:00 San Jose San Jose Municipal	4h 35m	Southwest Airlines	WN1646
from $342 Find flight	09:55 Chicago O'Hare International	12:28 San Jose San Jose Municipal	4h 33m	Alaska Airlines	AS6291
from $52 Find flight	07:00 Chicago O'Hare International	12:48 San Jose San Jose Municipal	7h 48m layover 2h 39m - Denver	United Airlines	UA547 UA711
from $55 Find flight	08:55 Chicago O'Hare International	12:48 San Jose San Jose Municipal	5h 53m layover 0h 47m - Denver	United Airlines	UA2465 UA711
from $55 Find flight	16:30 Chicago O'Hare International	21:11 San Jose San Jose Municipal	6h 41m layover 1h 12m - Denver	United Airlines	UA257 UA5484
from $55 Find flight	14:35 Chicago O'Hare International	21:11 San Jose San Jose Municipal	8h 36m layover 3h 20m - Denver	United Airlines	UA407 UA5484
from $69 Find flight	14:10 Chicago O'Hare International	19:44 San Jose San Jose Municipal	7h 34m layover 1h 8m - Seattle	Alaska Airlines	AS1011 AS2372
from $69 Find flight	14:10 Chicago O'Hare International	21:34 San Jose San Jose Municipal	9h 24m layover 2h 58m - Seattle	Alaska Airlines	AS1011 AS318
from $83 Find flight	11:55 Chicago O'Hare International	19:21 San Jose San Jose Municipal	9h 26m layover 1h 14m - Dallas 1h 40m - Phoenix	American Airlines	AA1106 AA1885 AA536

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on April 25, 2024

Flight Schedule Chicago (Illinois) to San Jose (California)

Full flight schedule will help you in detecting at what time planes fly from Chicago to San Jose. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.

Departure	Flight Details	Flight Duration	Price
09:25 — 12:00	09:25 — 12:00 WN1646 Southwest Airlines Chicago — San Jose	4h 35m	Find flight from$247
09:30 — 12:05	09:30 — 12:05 WN886 Southwest Airlines Chicago — San Jose	4h 35m	Find flight from$198
09:55 — 12:28	09:55 — 12:28 AA1312 American Airlines Chicago — San Jose	4h 33m	Find flight from$65
09:55 — 12:28	09:55 — 12:28 AS6291 Alaska Airlines Chicago — San Jose	4h 33m	Find flight from$342
19:50 — 22:25	19:50 — 22:25 WN1077 Southwest Airlines Chicago — San Jose	4h 35m	Find flight from$198
06:00 — 10:50	06:00 — 08:17 AA270 American Airlines Chicago — Dallas 53m stop 09:10 — 10:50 AA1113 American Airlines Dallas — San Jose	6h 50m including layover	Find flight from$84
07:00 — 12:48	07:00 — 08:36 UA547 United Airlines Chicago — Denver 2h 39m stop 11:15 — 12:48 UA711 United Airlines Denver — San Jose	7h 48m including layover	Find flight from$52
07:11 — 12:09	07:11 — 08:55 AA769 American Airlines Chicago — Phoenix 1h 19m stop 10:14 — 12:09 AA2722 American Airlines Phoenix — San Jose	6h 58m including layover	Find flight from$84
08:55 — 12:48	08:55 — 10:28 UA2465 United Airlines Chicago — Denver 47m stop 11:15 — 12:48 UA711 United Airlines Denver — San Jose	5h 53m including layover	Find flight from$55
11:55 — 16:05	11:55 — 14:11 DL1004 Delta Air Lines Inc. Chicago — Salt Lake City 59m stop 15:10 — 16:05 DL3648 Delta Air Lines Inc. Salt Lake City — San Jose	6h 10m including layover	Find flight from$112
13:20 — 19:21	13:20 — 14:57 AA562 American Airlines Chicago — Phoenix 2h 38m stop 17:35 — 19:21 AA536 American Airlines Phoenix — San Jose	8h 1m including layover	Find flight from$84
14:10 — 19:44	14:10 — 16:37 AS1011 Alaska Airlines Chicago — Seattle 1h 8m stop 17:45 — 19:44 AS2372 Alaska Airlines Seattle — San Jose	7h 34m including layover	Find flight from$69
14:35 — 21:11	14:35 — 16:10 UA407 United Airlines Chicago — Denver 3h 20m stop 19:30 — 21:11 UA5484 United Airlines Denver — San Jose	8h 36m including layover	Find flight from$55
15:00 — 20:49	15:00 — 17:27 AA2585 American Airlines Chicago — Dallas 1h 48m stop 19:15 — 20:49 AA364 American Airlines Dallas — San Jose	7h 49m including layover	Find flight from$84
16:30 — 21:11	16:30 — 18:18 UA257 United Airlines Chicago — Denver 1h 12m stop 19:30 — 21:11 UA5484 United Airlines Denver — San Jose	6h 41m including layover	Find flight from$55
06:00 — 19:21	06:00 — 07:45 F9411 Frontier Airlines Chicago — Denver 2h 19m stop 10:04 — 10:55 F9751 Frontier Airlines Denver — Phoenix 6h 40m stop 17:35 — 19:21 AA536 American Airlines Phoenix — San Jose	15h 21m including layover	Find flight from$84
08:20 — 21:11	08:20 — 12:30 NK3 Spirit Airlines Chicago — Miami 3h 30m stop 16:00 — 18:19 UA505 United Airlines Miami — Denver 1h 11m stop 19:30 — 21:11 UA5484 United Airlines Denver — San Jose	14h 51m including layover	Find flight from$89
09:22 — 21:11	09:22 — 10:53 UA3481 United Airlines Chicago — Omaha 6h 22m stop 17:15 — 18:02 UA1818 United Airlines Omaha — Denver 1h 28m stop 19:30 — 21:11 UA5484 United Airlines Denver — San Jose	13h 49m including layover	Find flight from$111
10:25 — 19:21	10:25 — 12:54 AA2566 American Airlines Chicago — Dallas 2h 36m stop 15:30 — 15:55 AA1885 American Airlines Dallas — Phoenix 1h 40m stop 17:35 — 19:21 AA536 American Airlines Phoenix — San Jose	10h 56m including layover	Find flight from$83
10:25 — 19:21	10:25 — 12:54 AA2566 American Airlines Chicago — Dallas 1h 6m stop 14:00 — 14:24 AA526 American Airlines Dallas — Phoenix 3h 11m stop 17:35 — 19:21 AA536 American Airlines Phoenix — San Jose	10h 56m including layover	Find flight from$83
11:55 — 19:21	11:55 — 14:16 AA1106 American Airlines Chicago — Dallas 1h 14m stop 15:30 — 15:55 AA1885 American Airlines Dallas — Phoenix 1h 40m stop 17:35 — 19:21 AA536 American Airlines Phoenix — San Jose	9h 26m including layover	Find flight from$83
12:49 — 21:32	12:49 — 14:21 DL3671 Delta Air Lines Inc. Chicago — Minneapolis 1h 28m stop 15:49 — 17:30 DL1289 Delta Air Lines Inc. Minneapolis — Los Angeles 2h 50m stop 20:20 — 21:32 DL3560 Delta Air Lines Inc. Los Angeles — San Jose	10h 43m including layover	Find flight from$104
13:55 — 12:09 +1 day	13:55 — 15:42 F9415 Frontier Airlines Chicago — Denver 6h 39m stop 22:21 — 23:11 F9753 Frontier Airlines Denver — Phoenix 11h 3m stop 10:14 — 12:09 AA2722 American Airlines Phoenix — San Jose	24h 14m including layover	Find flight from$76
15:01 — 12:09 +1 day	15:01 — 17:09 NK563 Spirit Airlines Chicago — San Diego 13h 16m stop 06:25 — 07:46 AA625 American Airlines San Diego — Phoenix 2h 28m stop 10:14 — 12:09 AA2722 American Airlines Phoenix — San Jose	23h 8m including layover	Find flight from$81
16:30 — 12:09 +1 day	16:30 — 18:18 UA257 United Airlines Chicago — Denver 4h 3m stop 22:21 — 23:11 F9753 Frontier Airlines Denver — Phoenix 11h 3m stop 10:14 — 12:09 AA2722 American Airlines Phoenix — San Jose	21h 39m including layover	Find flight from$87
18:15 — 19:21 +1 day	18:15 — 22:07 NK929 Spirit Airlines Chicago — Orlando 17h 5m stop 15:12 — 16:30 AA682 American Airlines Orlando — Phoenix 1h 5m stop 17:35 — 19:21 AA536 American Airlines Phoenix — San Jose	27h 6m including layover	Find flight from$89
18:40 — 19:21 +1 day	18:40 — 22:05 NK2874 Spirit Airlines Chicago — Boston 15h 55m stop 14:00 — 16:31 AA1057 American Airlines Boston — Phoenix 1h 4m stop 17:35 — 19:21 AA536 American Airlines Phoenix — San Jose	26h 41m including layover	Find flight from$97
19:35 — 12:09 +2 days	19:35 — 21:09 UA571 United Airlines Chicago — Denver 12h 55m stop 10:04 — 10:55 F9751 Frontier Airlines Denver — Phoenix 23h 19m stop 10:14 — 12:09 AA2722 American Airlines Phoenix — San Jose	42h 34m including layover	Find flight from$87
19:35 — 19:21 +1 day	19:35 — 21:09 UA571 United Airlines Chicago — Denver 12h 55m stop 10:04 — 10:55 F9751 Frontier Airlines Denver — Phoenix 6h 40m stop 17:35 — 19:21 AA536 American Airlines Phoenix — San Jose	25h 46m including layover	Find flight from$95
20:31 — 12:09 +1 day	20:31 — 22:23 F9413 Frontier Airlines Chicago — Denver 7h 57m stop 06:20 — 07:11 F9755 Frontier Airlines Denver — Phoenix 3h 3m stop 10:14 — 12:09 AA2722 American Airlines Phoenix — San Jose	17h 38m including layover	Find flight from$80
20:31 — 12:09 +2 days	20:31 — 22:23 F9413 Frontier Airlines Chicago — Denver 11h 41m stop 10:04 — 10:55 F9751 Frontier Airlines Denver — Phoenix 23h 19m stop 10:14 — 12:09 AA2722 American Airlines Phoenix — San Jose	41h 38m including layover	Find flight from$85

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times - local. Updated on April 25, 2024

Flight Information

Below we will explain in detail what the flights cost on the destination from Chicago to San Jose depends on and how to choose the most interesting flight option for you.

Distance between Chicago and San Jose is 2960 miles. Time difference between the cities is 2h. Airplanes depart 05:20 to 23:45 from 7 Chicago airports and arrive 05:20 to 23:45 to 2 San Jose airports. Average flight time is 4h 35m.

The fastest flight 4h 33m
Average flight time 4h 35m
The earliest flight 05:20
The latest flight 23:45
Distance 1840 ml

What is the lowest airfare Chicago to San Jose?

The cheapest plane ticket found by our users is $52. This airfare is for economy class on one-way UA547 flight by United Airlines for August 27, 2020 which leaves O'Hare International in Chicago at 07:00 am and arrives at San Jose San Jose Municipal at 12:48.

Economy class

$52

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Business class

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First class

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Popular Airlines on the Route

The flight Chicago — San Jose is served by 9 regular airlines and 5 low-cost airlines. Most of the flights on this route are operated by American Airlines - 54 departures per week at the price of from $ 65 . And the most expensive tickets are offered by Alaska Airlines airline - from $ 1025.

Direct flights

There are 5 nonstop flights on the route. The fastest direct flight is AA1312 by American Airlines takes 4h 33m and the cheapest is UA547 by United Airlines for $65.

AA - American Airlines

from $65

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AS - Alaska Airlines

from $342

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WN - Southwest Airlines

from $198

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Connecting Flights

There are 225 flights with layovers on the route. The fastest connecting flight is UA2465 by United Airlines takes 5h 53m and the cheapest is UA547 by United Airlines for $52.

AA - American Airlines

from $83

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AS - Alaska Airlines

from $69

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F9 - Frontier Airlines

from $76

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SY - Sun Country Airlines

from $129

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WN - Southwest Airlines

from $115

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DL - Delta Air Lines Inc.

from $104

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UA - United Airlines

from $52

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VB - VivaAerobus

from $213

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NK - Spirit Airlines

from $81

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Airports

You can fly from Chicago to San Jose from 7 airports (O'Hare International, Midway, Dupage County, Chicago FSS, Merrill C Meigs (closed), Pal-Waukee, Chicago NAS).

Chicago airports

O'Hare International-ORD

from $52
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Midway-MDW

from $115
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Dupage County-DPA

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Chicago FSS-CHI

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Merrill C Meigs (closed)-CGX

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Pal-Waukee-PWK

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Chicago NAS-NOH

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San Jose airports

San Jose Municipal-SJC

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Reid-Hillview-RHV

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Airplanes

There are flights to San Jose from Chicago by 9 airlines that use 10 aircraft brands. They range from huge modern airplanes to small-sized.

Boeing 757-200

from $52

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Boeing 757-300

from $55

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Boeing 777

from $55

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Boeing 737-800

from $65

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Boeing 737-900 (winglets)

from $69

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Airbus A321

from $84

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Embraer 175 (winglets)

from $104

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Canadair Regional Jet 900

from $104

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Airbus A321-100/200

from $112

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Airbus A320-100/200

from $112

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Top Domestic Destinations from Chicago

You may also consider searching for discounted plane tickets to some other popular places from Chicago within United States.

Chicago — Las Vegas

from $508

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Chicago — Tampa

from $63

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Chicago — Los Angeles

from $181

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Chicago — Orlando

from $62

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Chicago — New York

from $74

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Chicago — Dallas

from $70

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Chicago — San Antonio

from $59

Find
Chicago — Atlanta

from $76

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Chicago — Miami

from $66

Find
Chicago — Denver

from $61

Find

Top International Destinations from Chicago

Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.

Chicago — London

from $60

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Chicago — Manchester

from $58

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Chicago — Zurich

from $61

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Chicago — Cancun

from $72

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Chicago — Dublin

from $59

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Chicago — Madrid

from $72

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Chicago — Rome

from $79

Find
Chicago — Paris

from $61

Find
Chicago — Tel Aviv

from $628

Find
Chicago — Mumbai

from $74

Find

All flights from Chicago | All flights to San Jose

How to book a plane ticket yourself?

Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
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Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.
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