Cheap Flights from Chicago, IL to San Jose from $118

Return flight: San Jose – Chicago

On Cheapflightsplus.com you will find 148 connecting flights from Chicago to San Jose. You can compare airfare deals from 10 airlines and multiple travel sites from $118, book and save on cheap plane tickets and last minute offers. Also check out CHI-SJO 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: $118 (one-way), $202 (round-trip).
Direct flights
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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
01:10 — 00:05
+1 day
01:10 — 06:00 4O2983 Interjet
Chicago — Mexico City
16h stop
22:00 — 00:05 4O3922 Interjet
Mexico City — San Jose
23h 55m
including layover
Find flight
from$191
05:09 — 12:10
05:09 — 09:09 B6563 JetBlue
Chicago — Miami
2h 5m stop
11:14 — 12:10 B639 JetBlue
Miami — San Jose
8h 1m
including layover
Find flight
from$118
05:00 — 12:40
+1 day
05:00 — 08:59 AA1163 American Airlines
Chicago — Miami
21h 31m stop
06:30 — 08:28 AA2549 American Airlines
Miami — Dallas
1h 2m stop
09:30 — 12:40 AA1053 American Airlines
Dallas — San Jose
32h 40m
including layover
Find flight
from$127
08:50 — 12:40
+2 days
08:50 — 10:24 AA2947 American Airlines
Chicago — Nashville
23h 6m stop
09:30 — 11:24 AA1166 American Airlines
Nashville — Dallas
22h 6m stop
09:30 — 12:40 AA1053 American Airlines
Dallas — San Jose
52h 50m
including layover
Find flight
from$240
08:55 — 12:40
+2 days
08:55 — 11:08 AA4082 American Airlines
Chicago — Covington
23h 7m stop
10:15 — 11:31 AA3479 American Airlines
Covington — Dallas
21h 59m stop
09:30 — 12:40 AA1053 American Airlines
Dallas — San Jose
52h 45m
including layover
Find flight
from$240
09:50 — 12:40
+2 days
09:50 — 11:10 AA4270 American Airlines
Chicago — Omaha
22h 20m stop
09:30 — 11:20 AA3306 American Airlines
Omaha — Dallas
22h 10m stop
09:30 — 12:40 AA1053 American Airlines
Dallas — San Jose
51h 50m
including layover
Find flight
from$240
09:55 — 12:40
+2 days
09:55 — 11:51 AA3636 American Airlines
Chicago — Tulsa
20h 45m stop
08:36 — 09:50 AA2413 American Airlines
Tulsa — Dallas
23h 40m stop
09:30 — 12:40 AA1053 American Airlines
Dallas — San Jose
51h 45m
including layover
Find flight
from$240
10:20 — 12:40
+2 days
10:20 — 12:37 AA3146 American Airlines
Chicago — Oklahoma City
21h 59m stop
10:36 — 11:33 AA3432 American Airlines
Oklahoma City — Dallas
21h 57m stop
09:30 — 12:40 AA1053 American Airlines
Dallas — San Jose
51h 20m
including layover
Find flight
from$240
10:20 — 12:40
+2 days
10:20 — 13:26 AA2946 American Airlines
Chicago — Atlanta
22h 34m stop
12:00 — 13:14 AA1365 American Airlines
Atlanta — Dallas
20h 16m stop
09:30 — 12:40 AA1053 American Airlines
Dallas — San Jose
51h 20m
including layover
Find flight
from$240
11:45 — 12:40
+1 day
11:45 — 14:50 WN582 Southwest Airlines
Chicago — New York
15h 25m stop
06:15 — 08:50 AA1597 American Airlines
New York — Dallas
40m stop
09:30 — 12:40 AA1053 American Airlines
Dallas — San Jose
25h 55m
including layover
Find flight
from$218
13:20 — 12:40
+2 days
13:20 — 16:05 AA1315 American Airlines
Chicago — Houston
20h 25m stop
12:30 — 13:38 AA3498 American Airlines
Houston — Dallas
19h 52m stop
09:30 — 12:40 AA1053 American Airlines
Dallas — San Jose
48h 20m
including layover
Find flight
from$240
13:20 — 12:40
+2 days
13:20 — 16:05 AA1315 American Airlines
Chicago — Houston
18h 23m stop
10:28 — 11:36 AA1264 American Airlines
Houston — Dallas
21h 54m stop
09:30 — 12:40 AA1053 American Airlines
Dallas — San Jose
48h 20m
including layover
Find flight
from$240
14:08 — 12:40
+1 day
14:08 — 18:31 UA567 United Airlines
Chicago — Miami
11h 59m stop
06:30 — 08:28 AA2549 American Airlines
Miami — Dallas
1h 2m stop
09:30 — 12:40 AA1053 American Airlines
Dallas — San Jose
23h 32m
including layover
Find flight
from$137
14:40 — 12:40
+1 day
14:40 — 18:29 UA2158 United Airlines
Chicago — Tampa
12h 31m stop
07:00 — 08:39 AA1189 American Airlines
Tampa — Dallas
51m stop
09:30 — 12:40 AA1053 American Airlines
Dallas — San Jose
23h
including layover
Find flight
from$156
15:11 — 12:40
+2 days
15:11 — 18:53 NK729 Spirit Airlines
Chicago — Tampa
21h 7m stop
16:00 — 17:35 AA897 American Airlines
Tampa — Dallas
15h 55m stop
09:30 — 12:40 AA1053 American Airlines
Dallas — San Jose
46h 29m
including layover
Find flight
from$145
15:11 — 12:40
+1 day
15:11 — 18:53 NK729 Spirit Airlines
Chicago — Tampa
12h 7m stop
07:00 — 08:39 AA1189 American Airlines
Tampa — Dallas
51m stop
09:30 — 12:40 AA1053 American Airlines
Dallas — San Jose
22h 29m
including layover
Find flight
from$176
18:29 — 12:40
+2 days
18:29 — 19:50 AA1062 American Airlines
Chicago — Lake Saint Louis
13h 41m stop
09:31 — 11:13 AA261 American Airlines
Lake Saint Louis — Dallas
22h 17m stop
09:30 — 12:40 AA1053 American Airlines
Dallas — San Jose
43h 11m
including layover
Find flight
from$240
18:30 — 12:40
+1 day
18:30 — 21:40 AA774 American Airlines
Chicago — New York
8h 35m stop
06:15 — 08:50 AA1597 American Airlines
New York — Dallas
40m stop
09:30 — 12:40 AA1053 American Airlines
Dallas — San Jose
19h 10m
including layover
Find flight
from$189
19:30 — 12:40
+1 day
19:30 — 22:38 DL1803 Delta Air Lines Inc.
Chicago — New York
7h 37m stop
06:15 — 08:50 AA1597 American Airlines
New York — Dallas
40m stop
09:30 — 12:40 AA1053 American Airlines
Dallas — San Jose
18h 10m
including layover
Find flight
from$198
19:55 — 12:40
+2 days
19:55 — 23:10 UA557 United Airlines
Chicago — Newark
15h 20m stop
14:30 — 17:14 AA2840 American Airlines
Newark — Dallas
16h 16m stop
09:30 — 12:40 AA1053 American Airlines
Dallas — San Jose
41h 45m
including layover
Find flight
from$158
20:20 — 12:40
+1 day
20:20 — 22:02 AA440 American Airlines
Chicago — Denver
6h 58m stop
05:00 — 07:54 AA1067 American Airlines
Denver — Dallas
1h 36m stop
09:30 — 12:40 AA1053 American Airlines
Dallas — San Jose
17h 20m
including layover
Find flight
from$221
20:30 — 12:40
+2 days
20:30 — 23:40 AA3326 American Airlines
Chicago — Newark
14h 50m stop
14:30 — 17:14 AA2840 American Airlines
Newark — Dallas
16h 16m stop
09:30 — 12:40 AA1053 American Airlines
Dallas — San Jose
41h 10m
including layover
Find flight
from$184
*Departure and arrival times - local. Updated on April 19, 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 3562 miles. Time difference between the cities is 0h. Airplanes depart 00:35 to 23:45 from 7 Chicago airports and arrive 00:35 to 23:45 to 2 San Jose airports. Average flight time is 28h 50m.

  • The fastest flight 7h 12m
  • Average flight time 28h 50m
  • The earliest flight 00:35
  • The latest flight 23:45
  • Distance 2214 ml

What is the lowest airfare Chicago to San Jose?

The cheapest plane ticket found by our users is $118. This airfare is for economy class on one-way B6563 flight by JetBlue for August 5, 2020 which leaves O'Hare International in Chicago at 05:09 am and arrives at San Jose Juan Santamaria Intl at 12:10.

Economy class
$118
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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 10 regular airlines and 5 low-cost airlines. Most of the flights on this route are operated by American Airlines - 87 departures per week at the price of from $ 127 . And the most expensive tickets are offered by United Airlines airline - from $ 1518.

Direct flights

There’re no direct flights on this route. Try flights with stops.

Connecting Flights

There are 148 flights with layovers on the route. The fastest connecting flight is AA1411 by American Airlines takes 7h 12m and the cheapest is B6563 by JetBlue for $118.

  • AA - American Airlines
    from $127
    Find
  • B6 - JetBlue
    from $118
    Find
  • WN - Southwest Airlines
    from $218
    Find
  • DL - Delta Air Lines Inc.
    from $198
    Find
  • CM - Compania Panamena de Aviacion
    from $424
    Find
  • 4O - Interjet
    from $191
    Find
  • UA - United Airlines
    from $137
    Find
  • AM - Aeromexico
    from $245
    Find
  • VB - VivaAerobus
    from $250
    Find
  • NK - Spirit Airlines
    from $145
    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 $118
    Find
  • Midway-MDW
    from $218
    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

  • Juan Santamaria Intl-SJO
    Find
  • Tobias Bolanos Intl-SYQ
    Find

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.

    To find a plane ticket, please select dates.

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