Cheap Flights from Chicago, IL to San Jose, CA from $124

Return flight: San Jose – Chicago
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On Cheapflightsplus.com you will find 2 direct and 410 connecting flights from Chicago to San Jose. You can compare airfare deals from 8 airlines and multiple travel sites from $124, 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: $124 (one-way), $213 (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 $124. The fastest direct flight takes 4h 40m and the fastest connecting – 6h 7m.
Price Departure Arrival Flight Duration Airline Flight
from $248
Find flight
19:55
Chicago
O'Hare International
 22:35
San Jose
San Jose Municipal
 4h 40m United Airlines
UA1182
from $93
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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 $107
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15:51
Chicago
O'Hare International
 23:52
San Jose
San Jose Municipal
 10h 1m
layover
4h 35m - Las Vegas
 Spirit Airlines
NK1270
NK1651
from $108
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 $127
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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
Show all tickets
*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on September 09, 2025
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 Arrival Flight Details Flight Duration Price
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
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from$109
06:25 — 13:23
06:25 — 08:28 F92329 Frontier Airlines
Chicago — Las Vegas
3h 31m stop
12:12 — 13:43 F94103 Frontier Airlines
Las Vegas — San Jose
8h 58m
including layover
Find flight
from$108
06:40 — 10:37
+1 day
06:40 — 09:08 NK1104 Spirit Airlines
Chicago — Los Angeles
21h 32m 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
29h 57m
including layover
Find flight
from$115
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$115
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
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from$94
15:40 — 18:26
15:40 — 18:26 UA441 United Airlines
Chicago — San Jose
4h 46m
Find flight
from$273
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$107
15:51 — 10:37
+1 day
15:51 — 17:52 NK1270 Spirit Airlines
Chicago — Las Vegas
15h 17m stop
09:09 — 10:37 NK1140 Spirit Airlines
Las Vegas — San Jose
20h 46m
including layover
Find flight
from$113
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$115
18:22 — 23:52
+1 day
18:22 — 20:55 NK1117 Spirit Airlines
Chicago — Los Angeles
19h 51m stop
16:46 — 18:03 NK1550 Spirit Airlines
Los Angeles — Las Vegas
4h 24m stop
22:27 — 23:52 NK1651 Spirit Airlines
Las Vegas — San Jose
31h 30m
including layover
Find flight
from$115
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$115
19:55 — 22:35
19:55 — 22:35 UA1182 United Airlines
Chicago — San Jose
4h 40m
Find flight
from$248
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$93
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$105
22:15 — 14:31
+1 day
21:02 — 23:07 NK2179 Spirit Airlines
Chicago — Las Vegas
5h 41m stop
06:00 — 07:13 NK2502 Spirit Airlines
Las Vegas — San Diego
5h 52m stop
13:06 — 14:28 NK2505 Spirit Airlines
San Diego — San Jose
18h 16m
including layover
Find flight
from$108
*Departure and arrival times - local. Updated on September 9, 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 43m.

  • The fastest flight 4h 40m
  • Average flight time 4h 43m
  • The earliest flight 05:00
  • The latest flight 22:15
  • Distance 1840 ml

Popular Airlines on the Route

The flight Chicago — San Jose is served by 8 regular airlines and 4 low-cost airlines. Most of the flights on this route are operated by Alaska Airlines - 114 departures per week at the price of from $ 163 . And the most expensive tickets are offered by Alaska Airlines airline - from $ 6820.

Direct flights

There are 2 nonstop flights on the route. The fastest direct flight is UA1182 by United Airlines takes 4h 40m.

  • UA - United Airlines
    from $248
    Find
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Connecting Flights

There are 410 flights with layovers on the route. The fastest connecting flight is UA1935 by United Airlines takes 6h 7m.

  • AS - Alaska Airlines
    from $163
    Find
  • F9 - Frontier Airlines
    from $108
    Find
  • SY - Sun Country Airlines
    from $169
    Find
  • HA - Hawaiian Airlines
    from $155
    Find
  • LF - flynordic
    from $238
    Find
  • UA - United Airlines
    from $238
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  • NK - Spirit Airlines
    from $93
    Find
  • G4 - Allegiant Air
    from $135
    Find
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 $93
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  • Midway-MDW
    from $108
    Find
  • Dupage County-DPA
    Find
  • Chicago FSS-CHI
    Find
  • Merrill C Meigs (closed)-CGX
    Find
  • Pal-Waukee-PWK
    Find
  • Chicago NAS-NOH
    Find

San Jose airports

  • San Jose Municipal-SJC
    Find
  • Reid-Hillview-RHV
    Find

Airplanes

There are flights to San Jose from Chicago by 8 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.

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.

How to book a plane ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
  • 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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