Cheap Flights from Chicago, IL to San Jose, CA from $71

One way Round trip

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On Cheapflightsplus.com you will find 1 direct and 308 connecting flights from Chicago to San Jose. You can compare airfare deals from 7 airlines and multiple travel sites from $71, 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: $71 (one-way), $122 (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 $71. The fastest direct flight takes 4h 40m and the fastest connecting – 6h 7m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $189 Find flight	19:55 Chicago O'Hare International	22:35 San Jose San Jose Municipal	4h 40m	United Airlines	UA1182
from $71 Find flight	22:15 Chicago O'Hare International	10:06+1 день San Jose San Jose Municipal	13h 51m layover 8h 19m - Las Vegas	Spirit Airlines	NK2179 NK2386
from $77 Find flight	15:21 Chicago O'Hare International	23:17 San Jose San Jose Municipal	9h 56m layover 4h 35m - Las Vegas	Spirit Airlines	NK188 NK441
from $82 Find flight	06:25 Chicago Midway	13:40 San Jose San Jose Municipal	9h 15m layover 3h 48m - Las Vegas	Frontier Airlines	F92329 F94103
from $83 Find flight	06:00 Chicago O'Hare International	11:18 San Jose San Jose Municipal	7h 18m layover 1h 51m - Denver	Frontier Airlines	F91483 F94917
from $86 Find flight	15:51 Chicago O'Hare International	10:37+1 день San Jose San Jose Municipal	20h 46m layover 15h 17m - Las Vegas	Spirit Airlines	NK1270 NK1140
from $88 Find flight	21:56 Chicago O'Hare International	13:17+1 день San Jose San Jose Municipal	17h 21m layover 11h 40m - Las Vegas	Frontier Airlines	F92145 F94103
from $82 Find flight	22:15 Chicago O'Hare International	14:31+1 день San Jose San Jose Municipal	18h 16m layover 5h 41m - Las Vegas 5h 52m - San Diego	Spirit Airlines	NK2179 NK2502 NK2505
from $87 Find flight	18:22 Chicago O'Hare International	10:37+1 день San Jose San Jose Municipal	18h 15m layover 9h 45m - Los Angeles 1h 14m - Las Vegas	Spirit Airlines	NK1117 NK1658 NK1140
from $87 Find flight	19:49 Chicago O'Hare International	23:34+1 день San Jose San Jose Municipal	29h 45m layover 20h 32m - Los Angeles 2h 1m - Las Vegas	Spirit Airlines	NK2191 NK2076 NK2384
from $87 Find flight	06:40 Chicago O'Hare International	10:37+1 день San Jose San Jose Municipal	29h 57m layover 21h 32m - Los Angeles 1h 14m - Las Vegas	Spirit Airlines	NK1104 NK1658 NK1140
from $87 Find flight	18:22 Chicago O'Hare International	23:52+1 день San Jose San Jose Municipal	31h 30m layover 22h 6m - Los Angeles 2h 12m - Las Vegas	Spirit Airlines	NK1117 NK1052 NK1651
from $87 Find flight	18:22 Chicago O'Hare International	23:52+1 день San Jose San Jose Municipal	31h 30m layover 19h 51m - Los Angeles 4h 24m - Las Vegas	Spirit Airlines	NK1117 NK1550 NK1651
from $89 Find flight	18:59 Chicago O'Hare International	15:38+1 день San Jose San Jose Municipal	22h 39m layover 8h 30m - Los Angeles 6h 51m - Las Vegas	Spirit Airlines	NK2191 NK2683 NK2182
from $89 Find flight	19:49 Chicago O'Hare International	23:34+1 день San Jose San Jose Municipal	29h 45m layover 7h 10m - Los Angeles 15h 27m - Las Vegas	Spirit Airlines	NK2191 NK2683 NK2384
from $96 Find flight	08:37 Chicago O'Hare International	15:38+1 день San Jose San Jose Municipal	33h 1m layover 11h 2m - Los Angeles 14h 42m - Las Vegas	Spirit Airlines	NK2544 NK2509 NK2182

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on May 20, 2025

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
19:55 — 22:35	19:55 — 22:35 UA1182 United Airlines Chicago — San Jose	4h 40m	Find flight from$189
06:00 — 11:18	06:00 — 08:02 F91483 Frontier Airlines Chicago — Denver 1h 51m stop 09:42 — 11:21 F94917 Frontier Airlines Denver — San Jose	7h 18m including layover	Find flight from$83
06:25 — 13:40	06:25 — 08:28 F92329 Frontier Airlines Chicago — Las Vegas 3h 48m stop 12:12 — 13:43 F94103 Frontier Airlines Las Vegas — San Jose	9h 15m including layover	Find flight from$82
07:09 — 23:52	07:09 — 09:07 NK1033 Spirit Airlines Chicago — Las Vegas 13h 20m stop 22:27 — 23:52 NK1651 Spirit Airlines Las Vegas — San Jose	18h 43m including layover	Find flight from$91
11:00 — 23:17	11:00 — 12:56 NK183 Spirit Airlines Chicago — Las Vegas 8h 55m stop 21:51 — 23:17 NK441 Spirit Airlines Las Vegas — San Jose	14h 17m including layover	Find flight from$96
11:50 — 23:29	11:50 — 13:51 NK2620 Spirit Airlines Chicago — Las Vegas 8h 13m stop 22:04 — 23:29 NK2384 Spirit Airlines Las Vegas — San Jose	13h 39m including layover	Find flight from$90
13:03 — 19:00	13:03 — 15:42 HA6300 Hawaiian Airlines Chicago — Seattle 1h 8m stop 16:50 — 19:00 HA6912 Hawaiian Airlines Seattle — San Jose	7h 57m including layover	Find flight from$119
14:44 — 11:18 +1 day	14:44 — 16:36 F92209 Frontier Airlines Chicago — Denver 17h 6m stop 09:42 — 11:18 F94917 Frontier Airlines Denver — San Jose	22h 34m including layover	Find flight from$102
15:21 — 23:17	15:21 — 17:16 NK188 Spirit Airlines Chicago — Las Vegas 4h 35m stop 21:51 — 23:17 NK441 Spirit Airlines Las Vegas — San Jose	9h 56m including layover	Find flight from$77
15:51 — 23:52	15:51 — 17:52 NK1270 Spirit Airlines Chicago — Las Vegas 4h 35m stop 22:27 — 23:52 NK1651 Spirit Airlines Las Vegas — San Jose	10h 1m including layover	Find flight from$81
21:02 — 15:38 +1 day	21:02 — 23:07 NK2179 Spirit Airlines Chicago — Las Vegas 15h 3m stop 14:10 — 15:38 NK2182 Spirit Airlines Las Vegas — San Jose	20h 36m including layover	Find flight from$100
21:56 — 13:17 +1 day	21:50 — 00:12 F92145 Frontier Airlines Chicago — Las Vegas 11h 40m stop 12:12 — 13:43 F94103 Frontier Airlines Las Vegas — San Jose	17h 21m including layover	Find flight from$88
22:15 — 10:06 +1 day	21:02 — 23:07 NK2179 Spirit Airlines Chicago — Las Vegas 8h 19m stop 08:41 — 10:05 NK2386 Spirit Airlines Las Vegas — San Jose	13h 51m including layover	Find flight from$71
22:15 — 23:34 +1 day	21:02 — 23:07 NK2179 Spirit Airlines Chicago — Las Vegas 21h 50m stop 22:04 — 23:29 NK2384 Spirit Airlines Las Vegas — San Jose	27h 19m including layover	Find flight from$80
07:42 — 23:34 +1 day	07:42 — 10:09 NK2544 Spirit Airlines Chicago — Los Angeles 19h 21m stop 05:30 — 06:42 NK2683 Spirit Airlines Los Angeles — Las Vegas 15h 27m stop 22:09 — 23:34 NK2384 Spirit Airlines Las Vegas — San Jose	41h 52m including layover	Find flight from$121
08:37 — 10:05 +1 day	08:37 — 11:08 NK2544 Spirit Airlines Chicago — Los Angeles 11h 2m stop 22:10 — 23:28 NK2509 Spirit Airlines Los Angeles — Las Vegas 9h 13m stop 08:41 — 10:05 NK2386 Spirit Airlines Las Vegas — San Jose	27h 28m including layover	Find flight from$87
08:37 — 15:38 +1 day	08:37 — 11:08 NK2544 Spirit Airlines Chicago — Los Angeles 11h 2m stop 22:10 — 23:28 NK2509 Spirit Airlines Los Angeles — Las Vegas 14h 42m stop 14:10 — 15:38 NK2182 Spirit Airlines Las Vegas — San Jose	33h 1m including layover	Find flight from$96
09:12 — 10:37 +1 day	09:12 — 11:23 G43081 Allegiant Air Chicago — Fort Walton Beach 9h 45m stop 21:08 — 23:36 G4126 Allegiant Air Fort Walton Beach — Las Vegas 9h 33m stop 09:09 — 10:37 NK1140 Spirit Airlines Las Vegas — San Jose	27h 25m including layover	Find flight from$102
09:12 — 23:52 +1 day	09:12 — 11:23 G43081 Allegiant Air Chicago — Fort Walton Beach 9h 45m stop 21:08 — 23:36 G4126 Allegiant Air Fort Walton Beach — Las Vegas 22h 51m stop 22:27 — 23:52 NK1651 Spirit Airlines Las Vegas — San Jose	40h 40m including layover	Find flight from$102
10:19 — 10:06 +1 day	10:19 — 13:13 NK2440 Spirit Airlines Chicago — Baltimore 16h 47m stop 06:00 — 08:08 NK2015 Spirit Airlines Baltimore — Las Vegas 30m stop 08:38 — 10:06 NK2386 Spirit Airlines Las Vegas — San Jose	25h 47m including layover	Find flight from$107
10:43 — 23:34	10:00 — 13:06 NK2708 Spirit Airlines Chicago — Atlanta 4h 32m stop 17:52 — 19:11 NK2572 Spirit Airlines Atlanta — Las Vegas 2h 22m stop 22:04 — 23:29 NK2384 Spirit Airlines Las Vegas — San Jose	14h 51m including layover	Find flight from$106
12:41 — 10:05 +1 day	12:41 — 16:44 NK2187 Spirit Airlines Chicago — Miami 5h 24m stop 22:08 — 00:25 NK777 Spirit Airlines Miami — Las Vegas 8h 16m stop 08:41 — 10:05 NK2386 Spirit Airlines Las Vegas — San Jose	23h 24m including layover	Find flight from$107
13:43 — 10:06 +1 day	09:55 — 14:10 NK2193 Spirit Airlines Chicago — Miami 2h 55m stop 20:55 — 23:21 NK2697 Spirit Airlines Miami — Las Vegas 9h 9m stop 08:41 — 10:05 NK2386 Spirit Airlines Las Vegas — San Jose	22h 23m including layover	Find flight from$107
16:35 — 10:05 +1 day	16:35 — 20:20 NK2189 Spirit Airlines Chicago — Orlando 1h 37m stop 21:57 — 23:59 NK2292 Spirit Airlines Orlando — Las Vegas 8h 42m stop 08:41 — 10:05 NK2386 Spirit Airlines Las Vegas — San Jose	19h 30m including layover	Find flight from$107
16:35 — 15:38 +1 day	16:35 — 20:20 NK2189 Spirit Airlines Chicago — Orlando 1h 37m stop 21:57 — 23:59 NK2292 Spirit Airlines Orlando — Las Vegas 14h 11m stop 14:10 — 15:38 NK2182 Spirit Airlines Las Vegas — San Jose	25h 3m including layover	Find flight from$107
17:20 — 23:29 +1 day	17:20 — 18:52 NK2029 Spirit Airlines Chicago — Nashville 13h 43m stop 08:35 — 10:37 NK2249 Spirit Airlines Nashville — Las Vegas 11h 27m stop 22:04 — 23:29 NK2384 Spirit Airlines Las Vegas — San Jose	32h 9m including layover	Find flight from$117
18:22 — 10:37 +1 day	18:22 — 20:55 NK1117 Spirit Airlines Chicago — Los Angeles 9h 45m stop 06:40 — 07:55 NK1658 Spirit Airlines Los Angeles — Las Vegas 1h 14m stop 09:09 — 10:37 NK1140 Spirit Airlines Las Vegas — San Jose	18h 15m including layover	Find flight from$87
18:22 — 23:52 +1 day	18:22 — 20:55 NK1117 Spirit Airlines Chicago — Los Angeles 22h 6m stop 19:01 — 20:15 NK1052 Spirit Airlines Los Angeles — Las Vegas 2h 12m stop 22:27 — 23:52 NK1651 Spirit Airlines Las Vegas — San Jose	31h 30m including layover	Find flight from$87
19:49 — 23:34 +1 day	18:59 — 21:30 NK2191 Spirit Airlines Chicago — Los Angeles 20h 32m stop 18:52 — 20:10 NK2076 Spirit Airlines Los Angeles — Las Vegas 2h 1m stop 22:04 — 23:29 NK2384 Spirit Airlines Las Vegas — San Jose	29h 45m including layover	Find flight from$87
19:49 — 23:34 +1 day	18:59 — 21:30 NK2191 Spirit Airlines Chicago — Los Angeles 7h 10m stop 06:00 — 07:19 NK2683 Spirit Airlines Los Angeles — Las Vegas 15h 27m stop 22:04 — 23:29 NK2384 Spirit Airlines Las Vegas — San Jose	29h 45m including layover	Find flight from$89

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

*Departure and arrival times - local. Updated on May 20, 2025

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 05:00 to 22:15 from 7 Chicago airports and arrive 05:00 to 22:15 to 2 San Jose airports. Average flight time is 4h 40m.

The fastest flight 4h 40m
Average flight time 4h 40m
The earliest flight 05:00
The latest flight 22:15
Distance 1840 ml

The cheapest months to travel to San Jose are may (from 95 $), june (from 95 $), august (from 103 $).

The most expensive months are november (from 846 $), february (from 527 $), july (from 109 $).

What is the lowest airfare Chicago to San Jose?

The cheapest plane ticket found by our users is $71. This airfare is for economy class on one-way NK2179 flight by Spirit Airlines for May 30, 2025 which leaves O'Hare International in Chicago at 22:15 am and arrives at San Jose San Jose Municipal at 10:06.

Economy class

$71

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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 7 regular airlines and 4 low-cost airlines. Most of the flights on this route are operated by Alaska Airlines - 83 departures per week at the price of from $ 126 . And the most expensive tickets are offered by Alaska Airlines airline - from $ 5199.

Direct flights

There are 1 nonstop flights on the route. The fastest direct flight is UA1182 by United Airlines takes 4h 40m and the cheapest is NK2179 by Spirit Airlines for $189.

UA - United Airlines

from $189

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Connecting Flights

There are 308 flights with layovers on the route. The fastest connecting flight is UA1935 by United Airlines takes 6h 7m and the cheapest is NK2179 by Spirit Airlines for $71.

AS - Alaska Airlines

from $126

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F9 - Frontier Airlines

from $82

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SY - Sun Country Airlines

from $129

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HA - Hawaiian Airlines

from $119

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UA - United Airlines

from $197

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NK - Spirit Airlines

from $71

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G4 - Allegiant Air

from $102

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See more connecting flights

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 $71
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Midway-MDW

from $82
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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 7 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.

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 — New York

from $74

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Chicago — Atlanta

from $76

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from $62

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Chicago — Miami

from $66

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Chicago — Dallas

from $70

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Chicago — Houston

from $66

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Chicago — Boston

from $61

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Chicago — Phoenix

from $65

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Chicago — Denver

from $61

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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 — Cancun

from $72

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Chicago — Toronto

from $73

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Chicago — Paris

from $61

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Chicago — Rome

from $79

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Chicago — Hyderabad

from $73

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Chicago — Mexico City

from $76

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Chicago — Tokyo

from $60

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Chicago — Dublin

from $59

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Chicago — Mumbai

from $74

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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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