Cheap Flights from Chicago, IL to San Jose, CA from $97
Return flight: San Jose – Chicago
On Cheapflightsplus.com you will find 1 direct and 205 connecting flights from Chicago to San Jose. You can compare airfare deals from 8 airlines and multiple travel sites from $97, 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: $97 (one-way), $166 (round-trip).
Direct flights
Check prices for return flight
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 $97. The fastest direct flight takes 4h 40m and the fastest connecting – 6h 14m.
| Price | Departure | Arrival | Flight Duration | Airline | Flight |
|---|---|---|---|---|---|
| from $258 | 19:55 Chicago O'Hare International | 22:35 San Jose San Jose Municipal | 4h 40m | United Airlines | UA1182 |
| from $97 | 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 $97 | 11:00 Chicago O'Hare International | 23:17 San Jose San Jose Municipal | 14h 17m layover 8h 55m - Las Vegas | Spirit Airlines | NK183 NK441 |
| from $118 | 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 $125 | 07:09 Chicago O'Hare International | 23:52 San Jose San Jose Municipal | 18h 43m layover 13h 20m - Las Vegas | Spirit Airlines | NK1033 NK1651 |
| from $154 | 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 $120 | 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 $120 | 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 $129 | 08:00 Chicago O'Hare International | 23:17 San Jose San Jose Municipal | 17h 17m layover 6h 5m - Los Angeles 3h 59m - Las Vegas | Spirit Airlines | NK3016 NK1494 NK441 |
| from $129 | 06:45 Chicago O'Hare International | 23:17 San Jose San Jose Municipal | 18h 32m layover 2h 51m - Los Angeles 8h 33m - Las Vegas | Spirit Airlines | NK467 NK712 NK441 |
| from $129 | 06:45 Chicago O'Hare International | 23:17 San Jose San Jose Municipal | 18h 32m layover 7h 24m - Los Angeles 3h 59m - Las Vegas | Spirit Airlines | NK467 NK1494 NK441 |
| from $133 | 08:00 Chicago O'Hare International | 23:17 San Jose San Jose Municipal | 17h 17m layover 1h 32m - Los Angeles 8h 33m - Las Vegas | Spirit Airlines | NK3016 NK712 NK441 |
| from $140 | 09:12 Chicago Midway | 10:37+1 день San Jose San Jose Municipal | 27h 25m layover 9h 45m - Fort Walton Beach 9h 33m - Las Vegas | Allegiant Air | G43081 G4126 NK1140 |
| from $140 | 06:40 Chicago O'Hare International | 10:37+1 день San Jose San Jose Municipal | 29h 57m layover 7h 38m - Los Angeles 15h 6m - Las Vegas | Spirit Airlines | NK1104 NK1550 NK1140 |
| from $140 | 06:40 Chicago O'Hare International | 10:37+1 день San Jose San Jose Municipal | 29h 57m layover 10h 12m - Los Angeles 12h 35m - Las Vegas | Spirit Airlines | NK1104 NK1052 NK1140 |
| from $140 | 06:40 Chicago O'Hare International | 23:52+1 день San Jose San Jose Municipal | 43h 12m layover 21h 32m - Los Angeles 14h 32m - Las Vegas | Spirit Airlines | NK1104 NK1658 NK1651 |
Show all tickets
*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on July 09, 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 | Arrival | Flight Details | Flight Duration | Price |
|---|---|---|---|---|
|
19:55 — 22:35
|
19:55 — 22:35
UA1182
United Airlines
Chicago — San Jose
|
4h 40m |
Find flight
from$258 |
|
|
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$125 |
|
|
10:00 — 09:11
+1 day
|
10:00 — 12:34
AS329
Alaska Airlines
Chicago — Seattle
18h 26m stop
07:00 — 09:11
AS1226
Alaska Airlines
Seattle — San Jose
|
25h 11m including layover |
Find flight
from$177 |
|
|
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$97 |
|
|
11:21 — 12:05
+1 day
|
11:21 — 13:51
NK1633
Spirit Airlines
Chicago — Dallas
20h 14m stop
10:05 — 12:05
NK1845
Spirit Airlines
Dallas — San Jose
|
26h 44m including layover |
Find flight
from$170 |
|
|
12:05 — 09:11
+1 day
|
12:05 — 14:39
AS891
Alaska Airlines
Chicago — Seattle
16h 21m stop
07:00 — 09:11
AS1226
Alaska Airlines
Seattle — San Jose
|
23h 6m including layover |
Find flight
from$177 |
|
|
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$162 |
|
|
13:03 — 20:51
|
13:03 — 15:42
HA6300
Hawaiian Airlines
Chicago — Seattle
2h 54m stop
18:36 — 20:51
HA6879
Hawaiian Airlines
Seattle — San Jose
|
9h 48m including layover |
Find flight
from$162 |
|
|
14:04 — 19:17
|
14:03 — 16:35
AS325
Alaska Airlines
Chicago — Portland
57m stop
17:30 — 19:20
AS2023
Alaska Airlines
Portland — San Jose
|
7h 13m including layover |
Find flight
from$177 |
|
|
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$97 |
|
|
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$111 |
|
|
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$154 |
|
|
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$120 |
|
|
06:45 — 23:17
|
06:45 — 09:07
NK467
Spirit Airlines
Chicago — Los Angeles
2h 51m stop
11:58 — 13:18
NK712
Spirit Airlines
Los Angeles — Las Vegas
8h 33m stop
21:51 — 23:17
NK441
Spirit Airlines
Las Vegas — San Jose
|
18h 32m including layover |
Find flight
from$129 |
|
|
08:00 — 23:17
|
08:00 — 10:26
NK3016
Spirit Airlines
Chicago — Los Angeles
6h 5m stop
16:31 — 17:52
NK1494
Spirit Airlines
Los Angeles — Las Vegas
3h 59m stop
21:51 — 23:17
NK441
Spirit Airlines
Las Vegas — San Jose
|
17h 17m including layover |
Find flight
from$129 |
|
|
08:00 — 23:17
|
08:00 — 10:26
NK3016
Spirit Airlines
Chicago — Los Angeles
1h 32m stop
11:58 — 13:18
NK712
Spirit Airlines
Los Angeles — Las Vegas
8h 33m stop
21:51 — 23:17
NK441
Spirit Airlines
Las Vegas — San Jose
|
17h 17m including layover |
Find flight
from$133 |
|
|
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$140 |
|
|
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$140 |
|
|
14:07 — 22:43
|
14:07 — 16:36
AS325
Alaska Airlines
Chicago — Portland
59m stop
17:35 — 20:06
AS278
Alaska Airlines
Portland — Los Angeles
1h 16m stop
21:22 — 22:43
AS3387
Alaska Airlines
Los Angeles — San Jose
|
10h 36m including layover |
Find flight
from$174 |
|
|
16:26 — 10:37
+1 day
|
16:26 — 18:47
NK2168
Spirit Airlines
Chicago — New Orleans
1h 22m stop
20:09 — 22:07
NK1282
Spirit Airlines
New Orleans — Las Vegas
11h 2m stop
09:09 — 10:37
NK1140
Spirit Airlines
Las Vegas — San Jose
|
20h 11m including layover |
Find flight
from$155 |
|
|
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$120 |
|
|
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$120 |
|
|
21:40 — 23:52
+1 day
|
21:40 — 00:29
NK1180
Spirit Airlines
Chicago — Houston
6h 31m stop
07:00 — 08:14
NK1139
Spirit Airlines
Houston — Las Vegas
14h 13m stop
22:27 — 23:52
NK1651
Spirit Airlines
Las Vegas — San Jose
|
28h 12m including layover |
Find flight
from$155 |
|
*Departure and arrival times - local. Updated on July 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 21:56 from 7 Chicago airports and arrive 05:00 to 21:56 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 21:56
- Distance 1840 ml
The cheapest months to travel to San Jose are august (from 97 $), july (from 111 $), may (from 120 $).
The most expensive months are june (from 132 $), september (from 129 $), october (from 129 $).
What is the lowest airfare Chicago to San Jose?
The cheapest plane ticket found by our users is $97. This airfare is for economy class on one-way NK188 flight by Spirit Airlines for August 27, 2025 which leaves O'Hare International in Chicago at 15:21 am and arrives at San Jose San Jose Municipal at 23:17.
Economy class
$97
Business class
?
First class
?
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 - 55 departures per week at the price of from $ 170 . And the most expensive tickets are offered by Alaska Airlines airline - from $ 401.
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 NK188 by Spirit Airlines for $258.
- UA - United Airlinesfrom $258Find
See more direct flights
Connecting Flights
There are 205 flights with layovers on the route. The fastest connecting flight is UA622 by United Airlines takes 6h 14m and the cheapest is NK188 by Spirit Airlines for $97.
- AS - Alaska Airlinesfrom $170Find
- F9 - Frontier Airlinesfrom $154Find
- SY - Sun Country Airlinesfrom $194Find
- HA - Hawaiian Airlinesfrom $161Find
- LF - flynordicfrom $247Find
- UA - United Airlinesfrom $247Find
- NK - Spirit Airlinesfrom $97Find
- G4 - Allegiant Airfrom $140Find
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-ORDfrom $97Find
- Midway-MDWfrom $140Find
- Dupage County-DPAFind
- Chicago FSS-CHIFind
- Merrill C Meigs (closed)-CGXFind
- Pal-Waukee-PWKFind
- Chicago NAS-NOHFind
San Jose airports
- San Jose Municipal-SJCFind
- Reid-Hillview-RHVFind
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.
- from $508Find
- from $74Find
- from $76Find
- from $62Find
- from $66Find
- from $70Find
- from $66Find
- from $61Find
- from $65Find
- from $61Find
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.
- from $60Find
- from $72Find
- from $73Find
- from $61Find
- from $79Find
- from $73Find
- from $76Find
- from $60Find
- from $59Find
- from $74Find
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»
- 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.