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Find Chicago to San Jose flights starting at CAD 53.
We've found these cheap flights for you. You can book one-way or return flight tickets.
- One way
- Round-trip
- Cheapest nonstopMDW08:354h 50mNonstopSJC11:25Wed, Mar 5|Chicago - San Jose|Southwest AirlinesCAD 244CAD 28013% OFF13% OFFCAD 280CAD 244
- MDW11:154h 40mNonstopSJC13:55Tue, Mar 18|Chicago - San Jose|Southwest AirlinesCAD 252CAD 28010% OFF10% OFFCAD 280CAD 252
- MDW06:4510h 14m1 stopSJC14:59Wed, Apr 9|Chicago - San Jose|Frontier AirlinesCAD 53CAD 28081% OFF81% OFFCAD 280CAD 53
- ORD06:4510h 18m1 stopSJC15:03Wed, Mar 12|Chicago - San Jose|Frontier AirlinesCAD 54CAD 54
- MDW06:4010h 23m1 stopSJC15:03Wed, Mar 19|Chicago - San Jose|Frontier AirlinesCAD 61CAD 61
- MDW07:059h 58m1 stopSJC15:03Wed, Mar 5|Chicago - San Jose|Frontier AirlinesCAD 67CAD 67
- MDW20:5021h 41m1 stopSJC16:31Tue, Apr 15|Chicago - San Jose|Frontier AirlinesCAD 69CAD 69
- ORD06:4010h 18m1 stopSJC14:58Mon, Apr 7|Chicago - San Jose|Frontier AirlinesCAD 75CAD 75
- ORD06:5010h 13m1 stopSJC15:03Wed, Feb 26|Chicago - San Jose|Frontier AirlinesCAD 88CAD 88
- ORD19:5922h 35m1 stopSJC16:34Mon, Mar 17|Chicago - San Jose|Frontier AirlinesCAD 96CAD 96
- CHI01:00 pm3h 5mNonstopSJC02:00 pmWed, Mar 5|Chicago - San Jose|Southwest AirlinesFind More FlightsFind More Flights
Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
Chicago to San Jose flight time & flight schedules
F91596
Frontier Airlines
06:00
ORD
09:08
ATL
S-T-TF-F93215
Frontier Airlines
20:00
ATL
21:35
LAX
SMTWTFSF94081
Frontier Airlines
10:40
LAX
12:00
SJC
S--WT-SF92209
Frontier Airlines
06:15
MDW
08:01
DEN
SMTWTFSF91993
Frontier Airlines
09:59
DEN
11:05
LAS
SM-WTFSF94103
Frontier Airlines
15:33
LAS
17:00
SJC
S--WT-SF92209
Frontier Airlines
06:15
MDW
08:01
DEN
SMTWTFSF94917
Frontier Airlines
13:20
DEN
15:03
SJC
S-T-T--F92329
Frontier Airlines
06:25
MDW
08:24
LAS
S--WTFSF94103
Frontier Airlines
15:33
LAS
17:00
SJC
S--WT-SF93173
Frontier Airlines
07:50
ORD
09:40
DEN
SMTWTF-F92015
Frontier Airlines
07:00
DEN
08:03
LAS
S-TWTFSF94103
Frontier Airlines
15:33
LAS
17:00
SJC
S--WT-SF93173
Frontier Airlines
07:50
ORD
09:40
DEN
SMTWTF-F91993
Frontier Airlines
09:59
DEN
11:05
LAS
SM-WTFSF94103
Frontier Airlines
15:33
LAS
17:00
SJC
S--WT-SF93173
Frontier Airlines
07:50
ORD
09:40
DEN
SMTWTF-F94917
Frontier Airlines
13:20
DEN
15:03
SJC
S-T-T--F91827
Frontier Airlines
13:54
ORD
16:04
PHX
SMTWTFSF94291
Frontier Airlines
09:45
PHX
10:44
SJC
S--WT-SF92145
Frontier Airlines
19:59
ORD
22:11
LAS
S--WTFSF94103
Frontier Airlines
15:33
LAS
17:00
SJC
S--WT-S
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FAQ
How to find a cheap flight from Chicago to San Jose
Flight Information for Chicago to San Jose Flights
Cheapest direct flight price | CAD 52 |
---|---|
Cheapest return ticket price | CAD 250 |
Off-season travel month | March |
Peak season for travel | November |
Flight distance | 2,958.96km |
Average flight time | 6 hours 50 minutes |
Popular airline | Alaska Airlines |
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